Glamping near Dover Plains

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Glamping in Dover Plains means you get the comfort of real beds, private decks, and hot tubs—without losing the fresh air and mountain views. With over 420 glamping options in the area, you’ll find sites tucked among old-growth forests and meadows, some starting as low as $50 a night, with the average around $150. Campfires are allowed, pets are welcome, and you can hike, spot deer at dawn, or even saddle up for a horseback ride. If you want tried-and-true favorites, check out Boulder Point Camp (285 reviews), Upper Shire Campsites Hudson Valley (171 reviews), or Burr Oaks Forest secluded campsites (157 reviews). This isn’t roughing it—this is waking up to birdsong with a hot shower a few steps away.

95% (1.5K)

Top-rated campgrounds

Upper Shire Campsites Hudson Valley

1. Upper Shire Campsites Hudson Valley

100%
(238)
34mi from Dover Plains · 7 sites · Tents, RVs, Lodging · Hillsdale, NY
The Upper Shire Private Campsites in the Hudson Valley are on a gorgeous hill with a small pond surrounded by 22 acres of an old horse ranch. It is located in Columbia County near the Massachusetts and New York border. There are currently 5 unique camping areas located here. Each one is special due to its location on the hill. Check out our map and enjoy our spacious yet secluded campsites and our new off-grid double shower shack with hot and cold water on demand. This place has a relaxed atmosphere and is located near Catamount Ski Resort, Bash Bish Falls, Taconic State Park, Hudson NY, and Great Barrington, MA. If you plan on bringing a pet please be sure to add that fee to your booking under "extras" ($25) If you have additional guest(s) that would like to join you that fee is ($25 a night per person) and you will need to message us about how to arrange that. We have extra easy pop-up two-person tents available to rent ($15 for two nights) you can also find that option under "extras" along with bundles of firewood ($15)
Pets
Potable water
Toilets
from 
$90
 / night
The Awakening Garden

3. The Awakening Garden

100%
(10)
36mi from Dover Plains · 4 sites · Lodging · Saugerties, NY
This piece of land was developed by my mother, and named after my grandmother: The Awakening Garden is a translation of her name in Chinese. It is tucked in between the Hudson River (8 miles to the East) and the Catskill Mountains (10 miles to the west). It is just 6 miles from the Village of Saugerties and 14 miles to Woodstock, NY. The piece available for camping is 10 acres, but the entire Garden is comprised of 98 acres of rolling land (most of it in a forestry protection plan) bordered on the west by acres of marshland. Many trails criss-cross the Garden and lead one to pretty or interesting vistas including a large mountain laurel patch, ancient graveyard, and different stands of mixed wood forests. There’s lots of wildlife both on land and in the marshes.
Pets
Potable water
Toilets
from 
$93
 / night
Jellystone Park Birchwood Acres

6. Yogi Bear's Jellystone Park™ Camp-Resort: Birchwood Acres

50mi from Dover Plains · 138 sites · Tents, RVs, Lodging · Greenfield Park, NY
Discover the unique charm of Jellystone Park™ at Birchwood Acres, where the stunning backdrop of the Catskill Mountains creates an unforgettable family getaway. This campground offers a variety of accommodations, including RV sites, tent sites, and both rustic and premium cabins, ensuring a perfect fit for every family’s needs. Spend your afternoons enjoying a range of activities, from paddle boating on the serene waters to conquering the rock wall at the playground. For those looking to cool off, the Water Zone slide provides a refreshing escape, while the fully stocked 4-acre lake invites fishing enthusiasts to cast their lines and reel in some fun. As the sun sets, gather around the campfire to share stories and create lasting memories with loved ones. With endless opportunities for adventure and relaxation, Jellystone Park™ at Birchwood Acres is truly a family-friendly destination that guarantees excitement and joy for everyone. Recognized as a 2022 CAMPSPOT AWARDS WINNER for being a top choice for families, this campground is the perfect place to unwind and connect with nature.
Pets
Potable water
Toilets
from 
$39
 / night
The full bathroom is on the back end of Howards house.

7. Sacred Hollow in Heart of Hudson

91%
(22)
30mi from Dover Plains · 4 sites · Tents, RVs, Lodging · Hurley, NY
the locals know our street because of the indigenous people and early Dutch settlers mixing with the slaves. Much history here, with the small town of stone houses, making Hurley a national historic destination. This serene is secluded on a mountain surrounded by trees with seasonal views. The campsite is neighboring 105 acres of beautiful conservatory land available for hiking. No true trails are available, but you can be adventurous and hike further up the mountain, arriving to a clearing, providing you with a lovely mountainous view. From the mountain, you can hike to a waterfall or even hike across a lovely plain field surrounded by mountain ranges on both sides and crossing the creek over to Historic Stone houses in Hurley. Within a 10 minute drive check out some of the local restaurants like Alebrijes, Hickory BBQ & Smokehouse, and the Hurley Inn where the movie “Tootsie” was filmed!. Hurley Marbletown Trailhead and Rail trail parking are only a 6 minute drive away! The town of Kingston is about 15 minutes from our site where you will find Bluestone Wild Forest, antique shops, restaurants, other outdoor activities! The nights are just spectacular as you look into the sky surrounded by a blanket of stars, able to see the many constellations looking like jewels on a black cloth. The sounds of nature and all of it's distinct calls including that of eagles, is truly an experience. And we cannot forget our other friendly neighbors, the wild turkeys and deer! We are very appreciative of this beauty and would love to share this sacred place with you. Learn more about this land: Feels like you’re away from civilization but yet close to all the Hudson valley has to offer. 15-20min from Woodstock, rosendale, stone ridge, Rhinebeck, red hook, New Paltz and Mohawnk short 30 min drive. The glampsite is a yurt with a fire pit and a full modern bathroom just a short walk away. For a small fee, you can also rent our bikes for riding the nearby rail trail or just visit the waterfall 2 miles away. Wood available for purchase. THE HOT TUB IS PART OF A MINI-SPA PACKAGE AAND IS AVAILABLE FOR AN ADDITIONAL FEE. Not only will You be relaxing, but also connecting with the cosmos through a 1 hr transformative healing session offered by the host for an extra fee.
Pets
Potable water
Toilets
from 
$54
 / night
Our tent on a raised platform.

8. Luxury Camping at 'Higher Ground'

99%
(44)
28mi from Dover Plains · 1 site · Lodging · Putnam Valley, NY
HIGHER GROUND sits at the very southern tip of Clarence Fahnestock State Park. It's the ideal getaway if you want to explore Fahnestock, check out neighboring Cold Spring, Beacon, Peekskill, or just want to hang out at the site and read/relax by a campfire. We're only 1.5 miles from a SECRET entrance to Fahnestock and the trailhead to Candlewood Hill, one of the park's most exquisite views.. Just 2.5 miles away is a main parking lot and the hub for several other hiking trails including Catfish Loop, Three Lakes, Old Mine Railroad and the famed Appalachian Trail. We can provide you with a trail map and help plan your hike. Swimming at Canopus Lake is only 7 miles away. Other Fahenstock activities include fishing, boat rentals, biking, and snowshoeing/x-country skiing in the winter. Both the Glynwood Center for Regional Food and Farming and Stonecrop Gardens are only about 8 minutes away. 15 minutes to the west, poised on the Hudson River is the historic colonial town of Cold Spring, with shopping, lovely restaurants, plenty of natural attractions and a picturesque riverfront. 30 minutes northwest is the more bustling hipster vibe of Beacon with coffee shops and live music venues, and 20 minutes southeast puts you in the heart of downtown Peekskill with Hudson Valley MOCA and the Paramount Theater. We offer a 1 night minimum, but reservations for 3 or more nights will receive a 10% refund after you reserve the site.
Pets
Potable water
Toilets
from 
$150
 / night
Quentins Treehouse

9. Quentins Treehouse

97%
(158)
36mi from Dover Plains · 1 site · Lodging · Monterey, MA
About the Space Welcome to our lakeside treehouse retreat on the shores of historic Lake Garfield—named after President Garfield, who once summered here. This unique stay is tucked away in the beautiful Berkshires at 1,200 feet elevation, making for cool, crisp nights and star-filled skies. Originally the boatshed for the President’s summer home, the treehouse was built 15 years ago as a cozy sleepout perfect for stargazing and unwinding in nature. The Treehouse Perched in the trees and draped in wisteria, the treehouse features a clear corrugated roof, full flyscreening, and canvas blinds—keeping it breezy and bug-free. There’s a comfy hanging double bed with a high-quality mattress. Please note: guests need to bring their own sheets, bedding, and pillows. Amenities Portable camp toilet located beneath the treehouse Weber BBQ Wifi access Floating jetty & dock Two paddleboards for guests to enjoy Crystal-clear lake water (great for swimming, fishing, and boating) Things to Do We’re just a 15-minute drive from Great Barrington or Lee—ideal for dining, shopping, or exploring local culture. Incredible hiking trails are scattered throughout the surrounding area. Good to Know Please respect the natural surroundings—no damaging trees or leaving litter. Firewood bundles are available at nearby gas stations or directly from me. I look forward to welcoming you to this peaceful, magical space in the Berkshires.
Pets
Toilets
Campfires
from 
$160
 / night
The Outlier Inn

14. The Outlier Inn

96%
(25)
51mi from Dover Plains · 18 sites · Lodging · Woodridge, NY
Welcome to The Outlier Inn! The Outlier Inn features 12 unique accommodation options, available for individual nightly bookings with a two night minimum. There are 7 year-round, winterized accommodations with private indoor facilities and heat, and 5 seasonal accommodations with private outhouses and communal outdoor kitchens, showers (hot water!), and dining. While there are communal gathering spaces on the property, each accommodation has it’s own privacy and it’s own picnic table, charcoal grill and firepit. Guests are encouraged to spend time interacting with our sheep, goats, alpacas and chickens, and perusing our 24 hour self-service Barn Shop. There is a spring-fed, swimmable pond on the property as well as a communal sauna, accessible by all guests. There is also a Rails-to-Trails hiking trail accessible from the property which leads to a park with a lake and children’s playground and to the neighboring hamlet of Mountaindale.
Pets
Potable water
Toilets
from 
$151
 / night
The Catskill And Chill

15. The Catskill And Chill

95%
(38)
40mi from Dover Plains · 1 site · Lodging · Catskill, NY
Located In upstate New York is this hidden gem. This camper was old school, now turned new. With a full renovation to give it a Scandinavian look in the front, and a cozy cabin feel in the bedroom. This will give you a unique experience different from the normal camper your used to! Also at your campsite there is a firepit, garden hose,(not available during the winter)and a 8x8 hammock perfect to stargaze in! We are now offering kindling firewood with fire starter and matches. Feel free to reserve your own firewood. $10 *PLEASE READ THIS BEFORE BOOKING* I want to be transparent with you guys on the property and size of the camper! -The camper is very small only 21ft. The average height clearance is 6'2" so if you are tall this may not be for you. (I'm 5'9" and its comfortable for me) -If you are a bigger person this may feel too tight for you especially in the bathroom area -The bed is a full size some couples may feel that this is to small for them. -A hot shower will last about 15 minutes once it is heated up. -In the summertime there is bugs some may get into the camper. We do treat the area with safe bug spray but it may not fully prevent them. -There are two other tiny houses and a main house on the property. They are far apart but the main house is close. We have a privacy fence that fully blocks the house. So you are still very private but you are not fully secluded. -In case of fire There is a fire blanket, fire extinguisher, and a smoke/carbon monoxide detector inside the camper. The bedroom door is only to be used as an emergency fire exit. (Door is locked from the outside but unlocked from the inside) There is also a water cannon outside for outdoor fires. Please be responsible with all fires! -If you want to cancel you must cancel within 24 hours of booking then I will issue a full refund. Any time after that its a strict policy and no refund will be issued. Thank you for reading this I want to make sure everyone is aware and knows what to expect. Its still an awesome place and people love it! Hope this helps! OTHER AMMENDITIES INCLUDED: Bottled water Wifi Heating Air conditioning Fan and air purifier First Aid kit Fire extinguisher, fire blanket, water cannon Smoke and carbon monoxide alarm Microwave Coffee and Tea Coffee maker/Kettle Fridge Toaster Cooking utensils Games Binoculars (stays on property) Fresh linens provided Toiletries Body wash, shampoo, conditioner Water heater(6 Gallon) Tv (with streaming apps)
Pets
Potable water
Toilets
from 
$100
 / night
Hudson Getaways @ Leeds, NY

16. Hudson Getaways @ Leeds, NY

83%
(3)
40mi from Dover Plains · 5 sites · Lodging · Catskill, NY
Two hours from NYC, close to skiing (hunter mountain/ Windham , Kaaterskill falls, Woodstock, Hudson, Saugerties. FAQ Is my rental secluded? Our property is 8 acres, exactly the same as seven football fields. From your private deck and the big window, you will not see any other houses as far as eyes can see. We added fence panels to make it even more private. We have attached a satellite picture of the property to give you a better idea. As required by zoning law, there is a larger cabin on the property. But it is far enough and visually isolated enough that you won't feel it's presence (at least from the feedback we got from other guests.) We are located in a rural hamlet and a mile down the road there is a tiny town with two cafes , two bars and two restaurants. But your place is one New York block distance away from the street towards tree filled uninhabited area, adding to the sense of seclusion. I have never been in a tiny house, what can I expect? The "tiny house nation" style tiny houses are around 144 to 250 sqft, ours is 144 sqft. So,we are on the "smaller" side. Our guests have commented that its actually does not feel cramped. You will have heating, AC, hot shower, flushing toilet, kitchenette for basic cooking, small fridge, queen bed etc. You also have a private deck and a private outdoor fireplace to make S'mores and to grill. Are pets allowed? We just require that they should never be left alone and peace pick up after them. Our cleaning company charges a pet fee. If you forgot to pay it or decided to bring a pet last minute, please leave the amount as a tip to the cleaners. That way the cleaners get to keep the money and then they won't report the pet to the cleaning company. This also saves us the hassle of going back and forth with the cleaning company, reviewing the camera footage and ultimately paying it out of our own pockets. Also, please keep in mind that the house is really small at 144 sqft which may be too cramped for some large dogs. I work from home, how is the WiFi? We have had multiple guests who worked from home during the pandemic. Our provider is spectrum (the monopoly in the area). Luckily, outages are very rare and get fixed promptly (you may have to restart the router). Speed is always good for multiple simultaneous video calls and movie streaming. Do you provide firewood? Not yet! You do not need firewood to heat the house. If you want to use the outdoor fireplace, look for 'Campwood' signs and buy from our neighbors.(Also @ Walmart, Stewart gas stations etc.) What about Towels-Soap-Linens-Hot water? Is there heating/cooling? Can we cook? Yes! Yes! Yes! and Yes!. Think of all the amenities a hotel provides plus a tiny kitchen. Hot plate, refrigerator, electric kettle, drip coffee, plates, cutlery - we have all that we could cram into the tiny space. Our guests use the outdoor fireplace for BBQ and smores! Can I check in early? or Check out late? No and Yes. Due to the super strict covid19 cleaning process, we can no longer offer early check in. However, we can offer late checkout up to an hour. Please inform us in advance so that the cleaning crew can adjust accordingly.
Pets
Potable water
Toilets
from 
$24
 / night
Spacious Skies Woodland Hills

18. Spacious Skies Woodland Hills

94%
(41)
42mi from Dover Plains · 158 sites · Tents, RVs, Lodging · Austerlitz, NY
SPACIOUS SKIES WOODLAND HILLS is a family-friendly campground located in upstate New York amidst the Taconic and Berkshire mountain ranges, set between Albany and Pittsfield, MA, and only two hours north of New York City and two hours west of Boston, MA. We offer both wooded and open sites that can accommodate any size trailer. Each site includes a picnic table, fire ring, water, 30 or 50-amp electrical service, and many offer sewer. Groups and tent campers are welcome. Woodland Hills campground is easily accessed from Interstate 90. The campground’s private pond offers swimming, fishing, and paddle boating. Come in for the classic camp atmosphere and our camp store carries many convenience items and treats. We have three Riverside Retro trailers to rent for campers who don’t have their own rigs but who also don’t want to tent overnight, as beautiful as our wooded tent sites are! * This campground does not have cabin rentals*
Pets
Potable water
Toilets
from 
$40
 / night
Tree Day Weekend

20. Tree Day Weekend

100%
(21)
39mi from Dover Plains · 1 site · Lodging · Kerhonkson, NY
SMALL CABIN AND GLAMPING TENT The small cabin is 10x12 feet with huge deck and outdoor kitchen. Inside is a queen bed loft bed, a wood stove, a couch, and a desk/table. The glamping tent features a queen bed and wood stove and sit about 100 feet from the cabin. Our campsite is approximately 2 hours from George Washington Bridge. This property is 45 acres of beautiful forest with 2000 feet of streamfront on the Mombaccus Creek where you can hang out and cool off on those hot summer days. Minutes from hiking, fishing and horse-riding and everything great about the Catskills. Rough Cut Brewery is a 10 minute drive with amazing beers and food when you don't feel like cooking at the campsite. 25 minutes to the action in New Paltz, 10 minutes to Walmart and 5 minutes to the Kerhonkson Diner, gas station, laundromat, pharmacy, liquor store etc.
Pets
Potable water
Toilets
from 
$188
 / night

Glamping in Dover Plains means you get the comfort of real beds, private decks, and hot tubs—without losing the fresh air and mountain views. With over 420 glamping options in the area, you’ll find sites tucked among old-growth forests and meadows, some starting as low as $50 a night, with the average around $150. Campfires are allowed, pets are welcome, and you can hike, spot deer at dawn, or even saddle up for a horseback ride. If you want tried-and-true favorites, check out Boulder Point Camp (285 reviews), Upper Shire Campsites Hudson Valley (171 reviews), or Burr Oaks Forest secluded campsites (157 reviews). This isn’t roughing it—this is waking up to birdsong with a hot shower a few steps away.

95% (1.5K)

Top-rated campgrounds

Upper Shire Campsites Hudson Valley

1. Upper Shire Campsites Hudson Valley

100%
(238)
34mi from Dover Plains · 7 sites · Tents, RVs, Lodging · Hillsdale, NY
The Upper Shire Private Campsites in the Hudson Valley are on a gorgeous hill with a small pond surrounded by 22 acres of an old horse ranch. It is located in Columbia County near the Massachusetts and New York border. There are currently 5 unique camping areas located here. Each one is special due to its location on the hill. Check out our map and enjoy our spacious yet secluded campsites and our new off-grid double shower shack with hot and cold water on demand. This place has a relaxed atmosphere and is located near Catamount Ski Resort, Bash Bish Falls, Taconic State Park, Hudson NY, and Great Barrington, MA. If you plan on bringing a pet please be sure to add that fee to your booking under "extras" ($25) If you have additional guest(s) that would like to join you that fee is ($25 a night per person) and you will need to message us about how to arrange that. We have extra easy pop-up two-person tents available to rent ($15 for two nights) you can also find that option under "extras" along with bundles of firewood ($15)
Pets
Potable water
Toilets
from 
$90
 / night
The Awakening Garden

3. The Awakening Garden

100%
(10)
36mi from Dover Plains · 4 sites · Lodging · Saugerties, NY
This piece of land was developed by my mother, and named after my grandmother: The Awakening Garden is a translation of her name in Chinese. It is tucked in between the Hudson River (8 miles to the East) and the Catskill Mountains (10 miles to the west). It is just 6 miles from the Village of Saugerties and 14 miles to Woodstock, NY. The piece available for camping is 10 acres, but the entire Garden is comprised of 98 acres of rolling land (most of it in a forestry protection plan) bordered on the west by acres of marshland. Many trails criss-cross the Garden and lead one to pretty or interesting vistas including a large mountain laurel patch, ancient graveyard, and different stands of mixed wood forests. There’s lots of wildlife both on land and in the marshes.
Pets
Potable water
Toilets
from 
$93
 / night
Jellystone Park Birchwood Acres

6. Yogi Bear's Jellystone Park™ Camp-Resort: Birchwood Acres

50mi from Dover Plains · 138 sites · Tents, RVs, Lodging · Greenfield Park, NY
Discover the unique charm of Jellystone Park™ at Birchwood Acres, where the stunning backdrop of the Catskill Mountains creates an unforgettable family getaway. This campground offers a variety of accommodations, including RV sites, tent sites, and both rustic and premium cabins, ensuring a perfect fit for every family’s needs. Spend your afternoons enjoying a range of activities, from paddle boating on the serene waters to conquering the rock wall at the playground. For those looking to cool off, the Water Zone slide provides a refreshing escape, while the fully stocked 4-acre lake invites fishing enthusiasts to cast their lines and reel in some fun. As the sun sets, gather around the campfire to share stories and create lasting memories with loved ones. With endless opportunities for adventure and relaxation, Jellystone Park™ at Birchwood Acres is truly a family-friendly destination that guarantees excitement and joy for everyone. Recognized as a 2022 CAMPSPOT AWARDS WINNER for being a top choice for families, this campground is the perfect place to unwind and connect with nature.
Pets
Potable water
Toilets
from 
$39
 / night
The full bathroom is on the back end of Howards house.

7. Sacred Hollow in Heart of Hudson

91%
(22)
30mi from Dover Plains · 4 sites · Tents, RVs, Lodging · Hurley, NY
the locals know our street because of the indigenous people and early Dutch settlers mixing with the slaves. Much history here, with the small town of stone houses, making Hurley a national historic destination. This serene is secluded on a mountain surrounded by trees with seasonal views. The campsite is neighboring 105 acres of beautiful conservatory land available for hiking. No true trails are available, but you can be adventurous and hike further up the mountain, arriving to a clearing, providing you with a lovely mountainous view. From the mountain, you can hike to a waterfall or even hike across a lovely plain field surrounded by mountain ranges on both sides and crossing the creek over to Historic Stone houses in Hurley. Within a 10 minute drive check out some of the local restaurants like Alebrijes, Hickory BBQ & Smokehouse, and the Hurley Inn where the movie “Tootsie” was filmed!. Hurley Marbletown Trailhead and Rail trail parking are only a 6 minute drive away! The town of Kingston is about 15 minutes from our site where you will find Bluestone Wild Forest, antique shops, restaurants, other outdoor activities! The nights are just spectacular as you look into the sky surrounded by a blanket of stars, able to see the many constellations looking like jewels on a black cloth. The sounds of nature and all of it's distinct calls including that of eagles, is truly an experience. And we cannot forget our other friendly neighbors, the wild turkeys and deer! We are very appreciative of this beauty and would love to share this sacred place with you. Learn more about this land: Feels like you’re away from civilization but yet close to all the Hudson valley has to offer. 15-20min from Woodstock, rosendale, stone ridge, Rhinebeck, red hook, New Paltz and Mohawnk short 30 min drive. The glampsite is a yurt with a fire pit and a full modern bathroom just a short walk away. For a small fee, you can also rent our bikes for riding the nearby rail trail or just visit the waterfall 2 miles away. Wood available for purchase. THE HOT TUB IS PART OF A MINI-SPA PACKAGE AAND IS AVAILABLE FOR AN ADDITIONAL FEE. Not only will You be relaxing, but also connecting with the cosmos through a 1 hr transformative healing session offered by the host for an extra fee.
Pets
Potable water
Toilets
from 
$54
 / night
Our tent on a raised platform.

8. Luxury Camping at 'Higher Ground'

99%
(44)
28mi from Dover Plains · 1 site · Lodging · Putnam Valley, NY
HIGHER GROUND sits at the very southern tip of Clarence Fahnestock State Park. It's the ideal getaway if you want to explore Fahnestock, check out neighboring Cold Spring, Beacon, Peekskill, or just want to hang out at the site and read/relax by a campfire. We're only 1.5 miles from a SECRET entrance to Fahnestock and the trailhead to Candlewood Hill, one of the park's most exquisite views.. Just 2.5 miles away is a main parking lot and the hub for several other hiking trails including Catfish Loop, Three Lakes, Old Mine Railroad and the famed Appalachian Trail. We can provide you with a trail map and help plan your hike. Swimming at Canopus Lake is only 7 miles away. Other Fahenstock activities include fishing, boat rentals, biking, and snowshoeing/x-country skiing in the winter. Both the Glynwood Center for Regional Food and Farming and Stonecrop Gardens are only about 8 minutes away. 15 minutes to the west, poised on the Hudson River is the historic colonial town of Cold Spring, with shopping, lovely restaurants, plenty of natural attractions and a picturesque riverfront. 30 minutes northwest is the more bustling hipster vibe of Beacon with coffee shops and live music venues, and 20 minutes southeast puts you in the heart of downtown Peekskill with Hudson Valley MOCA and the Paramount Theater. We offer a 1 night minimum, but reservations for 3 or more nights will receive a 10% refund after you reserve the site.
Pets
Potable water
Toilets
from 
$150
 / night
Quentins Treehouse

9. Quentins Treehouse

97%
(158)
36mi from Dover Plains · 1 site · Lodging · Monterey, MA
About the Space Welcome to our lakeside treehouse retreat on the shores of historic Lake Garfield—named after President Garfield, who once summered here. This unique stay is tucked away in the beautiful Berkshires at 1,200 feet elevation, making for cool, crisp nights and star-filled skies. Originally the boatshed for the President’s summer home, the treehouse was built 15 years ago as a cozy sleepout perfect for stargazing and unwinding in nature. The Treehouse Perched in the trees and draped in wisteria, the treehouse features a clear corrugated roof, full flyscreening, and canvas blinds—keeping it breezy and bug-free. There’s a comfy hanging double bed with a high-quality mattress. Please note: guests need to bring their own sheets, bedding, and pillows. Amenities Portable camp toilet located beneath the treehouse Weber BBQ Wifi access Floating jetty & dock Two paddleboards for guests to enjoy Crystal-clear lake water (great for swimming, fishing, and boating) Things to Do We’re just a 15-minute drive from Great Barrington or Lee—ideal for dining, shopping, or exploring local culture. Incredible hiking trails are scattered throughout the surrounding area. Good to Know Please respect the natural surroundings—no damaging trees or leaving litter. Firewood bundles are available at nearby gas stations or directly from me. I look forward to welcoming you to this peaceful, magical space in the Berkshires.
Pets
Toilets
Campfires
from 
$160
 / night
The Outlier Inn

14. The Outlier Inn

96%
(25)
51mi from Dover Plains · 18 sites · Lodging · Woodridge, NY
Welcome to The Outlier Inn! The Outlier Inn features 12 unique accommodation options, available for individual nightly bookings with a two night minimum. There are 7 year-round, winterized accommodations with private indoor facilities and heat, and 5 seasonal accommodations with private outhouses and communal outdoor kitchens, showers (hot water!), and dining. While there are communal gathering spaces on the property, each accommodation has it’s own privacy and it’s own picnic table, charcoal grill and firepit. Guests are encouraged to spend time interacting with our sheep, goats, alpacas and chickens, and perusing our 24 hour self-service Barn Shop. There is a spring-fed, swimmable pond on the property as well as a communal sauna, accessible by all guests. There is also a Rails-to-Trails hiking trail accessible from the property which leads to a park with a lake and children’s playground and to the neighboring hamlet of Mountaindale.
Pets
Potable water
Toilets
from 
$151
 / night
The Catskill And Chill

15. The Catskill And Chill

95%
(38)
40mi from Dover Plains · 1 site · Lodging · Catskill, NY
Located In upstate New York is this hidden gem. This camper was old school, now turned new. With a full renovation to give it a Scandinavian look in the front, and a cozy cabin feel in the bedroom. This will give you a unique experience different from the normal camper your used to! Also at your campsite there is a firepit, garden hose,(not available during the winter)and a 8x8 hammock perfect to stargaze in! We are now offering kindling firewood with fire starter and matches. Feel free to reserve your own firewood. $10 *PLEASE READ THIS BEFORE BOOKING* I want to be transparent with you guys on the property and size of the camper! -The camper is very small only 21ft. The average height clearance is 6'2" so if you are tall this may not be for you. (I'm 5'9" and its comfortable for me) -If you are a bigger person this may feel too tight for you especially in the bathroom area -The bed is a full size some couples may feel that this is to small for them. -A hot shower will last about 15 minutes once it is heated up. -In the summertime there is bugs some may get into the camper. We do treat the area with safe bug spray but it may not fully prevent them. -There are two other tiny houses and a main house on the property. They are far apart but the main house is close. We have a privacy fence that fully blocks the house. So you are still very private but you are not fully secluded. -In case of fire There is a fire blanket, fire extinguisher, and a smoke/carbon monoxide detector inside the camper. The bedroom door is only to be used as an emergency fire exit. (Door is locked from the outside but unlocked from the inside) There is also a water cannon outside for outdoor fires. Please be responsible with all fires! -If you want to cancel you must cancel within 24 hours of booking then I will issue a full refund. Any time after that its a strict policy and no refund will be issued. Thank you for reading this I want to make sure everyone is aware and knows what to expect. Its still an awesome place and people love it! Hope this helps! OTHER AMMENDITIES INCLUDED: Bottled water Wifi Heating Air conditioning Fan and air purifier First Aid kit Fire extinguisher, fire blanket, water cannon Smoke and carbon monoxide alarm Microwave Coffee and Tea Coffee maker/Kettle Fridge Toaster Cooking utensils Games Binoculars (stays on property) Fresh linens provided Toiletries Body wash, shampoo, conditioner Water heater(6 Gallon) Tv (with streaming apps)
Pets
Potable water
Toilets
from 
$100
 / night
Hudson Getaways @ Leeds, NY

16. Hudson Getaways @ Leeds, NY

83%
(3)
40mi from Dover Plains · 5 sites · Lodging · Catskill, NY
Two hours from NYC, close to skiing (hunter mountain/ Windham , Kaaterskill falls, Woodstock, Hudson, Saugerties. FAQ Is my rental secluded? Our property is 8 acres, exactly the same as seven football fields. From your private deck and the big window, you will not see any other houses as far as eyes can see. We added fence panels to make it even more private. We have attached a satellite picture of the property to give you a better idea. As required by zoning law, there is a larger cabin on the property. But it is far enough and visually isolated enough that you won't feel it's presence (at least from the feedback we got from other guests.) We are located in a rural hamlet and a mile down the road there is a tiny town with two cafes , two bars and two restaurants. But your place is one New York block distance away from the street towards tree filled uninhabited area, adding to the sense of seclusion. I have never been in a tiny house, what can I expect? The "tiny house nation" style tiny houses are around 144 to 250 sqft, ours is 144 sqft. So,we are on the "smaller" side. Our guests have commented that its actually does not feel cramped. You will have heating, AC, hot shower, flushing toilet, kitchenette for basic cooking, small fridge, queen bed etc. You also have a private deck and a private outdoor fireplace to make S'mores and to grill. Are pets allowed? We just require that they should never be left alone and peace pick up after them. Our cleaning company charges a pet fee. If you forgot to pay it or decided to bring a pet last minute, please leave the amount as a tip to the cleaners. That way the cleaners get to keep the money and then they won't report the pet to the cleaning company. This also saves us the hassle of going back and forth with the cleaning company, reviewing the camera footage and ultimately paying it out of our own pockets. Also, please keep in mind that the house is really small at 144 sqft which may be too cramped for some large dogs. I work from home, how is the WiFi? We have had multiple guests who worked from home during the pandemic. Our provider is spectrum (the monopoly in the area). Luckily, outages are very rare and get fixed promptly (you may have to restart the router). Speed is always good for multiple simultaneous video calls and movie streaming. Do you provide firewood? Not yet! You do not need firewood to heat the house. If you want to use the outdoor fireplace, look for 'Campwood' signs and buy from our neighbors.(Also @ Walmart, Stewart gas stations etc.) What about Towels-Soap-Linens-Hot water? Is there heating/cooling? Can we cook? Yes! Yes! Yes! and Yes!. Think of all the amenities a hotel provides plus a tiny kitchen. Hot plate, refrigerator, electric kettle, drip coffee, plates, cutlery - we have all that we could cram into the tiny space. Our guests use the outdoor fireplace for BBQ and smores! Can I check in early? or Check out late? No and Yes. Due to the super strict covid19 cleaning process, we can no longer offer early check in. However, we can offer late checkout up to an hour. Please inform us in advance so that the cleaning crew can adjust accordingly.
Pets
Potable water
Toilets
from 
$24
 / night
Spacious Skies Woodland Hills

18. Spacious Skies Woodland Hills

94%
(41)
42mi from Dover Plains · 158 sites · Tents, RVs, Lodging · Austerlitz, NY
SPACIOUS SKIES WOODLAND HILLS is a family-friendly campground located in upstate New York amidst the Taconic and Berkshire mountain ranges, set between Albany and Pittsfield, MA, and only two hours north of New York City and two hours west of Boston, MA. We offer both wooded and open sites that can accommodate any size trailer. Each site includes a picnic table, fire ring, water, 30 or 50-amp electrical service, and many offer sewer. Groups and tent campers are welcome. Woodland Hills campground is easily accessed from Interstate 90. The campground’s private pond offers swimming, fishing, and paddle boating. Come in for the classic camp atmosphere and our camp store carries many convenience items and treats. We have three Riverside Retro trailers to rent for campers who don’t have their own rigs but who also don’t want to tent overnight, as beautiful as our wooded tent sites are! * This campground does not have cabin rentals*
Pets
Potable water
Toilets
from 
$40
 / night
Tree Day Weekend

20. Tree Day Weekend

100%
(21)
39mi from Dover Plains · 1 site · Lodging · Kerhonkson, NY
SMALL CABIN AND GLAMPING TENT The small cabin is 10x12 feet with huge deck and outdoor kitchen. Inside is a queen bed loft bed, a wood stove, a couch, and a desk/table. The glamping tent features a queen bed and wood stove and sit about 100 feet from the cabin. Our campsite is approximately 2 hours from George Washington Bridge. This property is 45 acres of beautiful forest with 2000 feet of streamfront on the Mombaccus Creek where you can hang out and cool off on those hot summer days. Minutes from hiking, fishing and horse-riding and everything great about the Catskills. Rough Cut Brewery is a 10 minute drive with amazing beers and food when you don't feel like cooking at the campsite. 25 minutes to the action in New Paltz, 10 minutes to Walmart and 5 minutes to the Kerhonkson Diner, gas station, laundromat, pharmacy, liquor store etc.
Pets
Potable water
Toilets
from 
$188
 / night

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