Cabins near Winsted

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98% (1.1K) 740 campsites

Top-rated cabin rentals near Winsted

Moon In The Pond Farm

1. Moon In The Pond Farm

94%
(251)
19mi from Winsted · 5 sites · Tents, RVs, Lodging
Well off the beaten track, it's scenic, private and peaceful. Camping at Moon In The Pond Farm is a bit of heaven. There are separate sites to choose. Around the farm, you have your own secluded spot to enjoy. (Though you may be in a field next to our Scottish Highland cattle!) Two are tent sites: the PondSide and the FieldEdge. There's one site for small/tiny RVs or Campervan. And finally there's the HiddenCabin--a bed a roof and convenience. Each has a firepit with a small grill to cook over the fire. (all firewood provided) Our campsites are in quieter areas of the farm. One overlooks the pond, others are on the edges of different farm fields, one a cabin nearer the farmstead. All require a beautiful, bucolic trek of 150-350 yards from the roadside parking--ensuring the quiet, natural experience. During the day times, you may see or hear farm work. At night it's lusciously dark and serenely quiet. You'll hear owls hoot, frogs croak, crickets chirp, foxes yowl and coyotes howl! In June and July the fields and trees light up like Christmas with fireflies, and you'll see the stars. During the week is the absolute best time--the local hot spots (or cooling down spots!) are much quieter, and all our campsites have reduced weekday rates. If you can, take advantage by adding a Thursday or Sunday night to a weekend stay. We've got an awesome, easy hiking trail on adjacent Nature Conservancy land. It meanders through woodlands, around rock ledges, through wetlands (on a 600' of boardwalk) and ends at a beautiful stream and pond with a gigantic beaver dam. Not far from here are numerous well-marked hiking trails (including the Appalachian Trail (with famous Bash Bish Falls) and several offshoots (Sage's Ravine, Race Brook Falls), Bartholomew's Cobble, Umpacheenee Falls, and others). Also in the neighborhood are opportunities for canoeing, kayaking, swimming, rock climbing, gavel-road and country-road biking, and pretty much any outdoor activity/adventure opportunity. Or... you can just chill and relax, sleep, or read the day away! Love food? This is Farm-to-Table for real! Never so close--the table's AT the farm! Bring your cooking gear and get some of our wicked fresh organic food--veggies, chops, sausages, eggs, bacon, granola, yogurt, etc. Sear yourself up a real treat! Very nearby, as the Berkshires is a cultural mecca, there are also numerous opportunities from many great restaurants to art, dance, music, spas, galleries, antique shops, museums, cafes and much more. It's still amazingly quiet at the farm where the Milky Way is clearly visible.
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Upper Shire Campsites Hudson Valley

2. Upper Shire Campsites Hudson Valley

100%
(247)
30mi from Winsted · 6 sites · Tents, RVs, Lodging
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)
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Atland Artist Residency

3. Atland Artist Residency

100%
(123)
34mi from Winsted · 8 sites · Tents, Lodging
We're named one of the best Hipcamps to visit in 2024 and 2023! Over 40 acres of solitude tucked in the hilltowns of the western Massachusetts Berkshires -- boasting warm sunrises over the distant hills, lush forest for hiking and meandering river frontage on Bronson Brook and walking distance to the Westfield River to wade and soak in the cool mountain water or fish for native trout! The cabin and camping sites are located in beautiful trails that were created around the main home -- an architect designed masterpiece boasting a wonderful asian influence yet handcrafted from the very timberstock off the land on which it sits lending a refined rustic twist. 25 Min to Northampton and 10 min to the Berkshires! You can hike or bike to the best swimming holes around and camp within our beautiful forested hills of hemlock, birch, maple, and wildflower meadow. If you're into kayaking/canoeing/tubing/hiking/fishing, then this is the perfect space for you. Come escape and breathe in our cool clean mountain air :)
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American Legion and Peoples State Forests

4. American Legion and Peoples State Forests

100%
(1)
State forest 3mi from Winsted · 34 sites
Tree huggers unite! This is the promised land. Consisting of two separate forests, the wooded bastions of Mother Nature rise tall and strong in these parts. Each tree is beautiful in its own way, but perhaps no trunk is better for squeezing than those in the 200-year old white pine grove in the Whittemore Recreation Area of the Peoples Forest. One can only hug so many trees, however, so it’s a good thing there are lots of other things to do in the American Legion and Peoples State Forests. The trails that wind through these wooded acres will keep hikers on their feet for days on end. And the waters of the wild and scenic West Branch of the Farmington River attracts kayakers and fishers from all over Connecticut and even neighboring states. But if you want to just come and squeeze an oak, no one will fault you.
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Housatonic Meadows State Park

5. Housatonic Meadows State Park

100%
(1)
State park 17mi from Winsted · 61 sites
The term “back to nature” is taken very seriously at Housatonic Meadows State Park. You thought an afternoon in the park was reconnecting with Mother Nature? Think again. For a real taste of unabated wilderness try visiting this place. One night under the stars on the banks of the Housatonic River will have you howling at the moon and starting fires without those sissy matches.Tucked away in the rugged hills of the northwestern uplands, a trip here will carry you satisfyingly far from any major metropolitan area. No four-lane highways and bumper-to-bumper traffic—this is the land of deer-crossing signs and single-lane bridges. You can fish the river, roam miles of trails and spend the night just steps away from both. No matter what time you visit, nature welcomes you.
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Spacious Skies Woodland Hills

6. Spacious Skies Woodland Hills

93%
(46)
35mi from Winsted · 157 sites · Tents, RVs, Lodging
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*
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Sunflower Retreat

7. Sunflower Retreat

99%
(109)
37mi from Winsted · 1 site
A humble, 2-acre vegetarian family micro farm. Home to our family of five, 2 cats, 2 rabbits and nineteen chickens. Beautiful, established flower gardens, fruit trees and veggies. This is also home to Sunflower Yoga & Mindfulness where yoga and meditation are taught. The cabin is nestled in the 1 acre of woods behind our home, protected by large old pines and surrounding acres of forest. Home to many songbirds, woodpeckers, raven, deer, porcupine and the occasional black bear. A true retreat. Small, rustic cabin with electricity in the woods behind our home in the hilltowns of Western Massachusetts. You are just 300 feet from the house, but while in the woods you will have complete privacy. The woods are filled with songbirds and there is a small platform for meditation. There is no wifi in the cabin, so enjoy the ability to disconnect from it all while connecting within. The hilltown region is rich with rivers and lakes for swimming, boating and fishing and forests for hiking. We are just 30 min to Northampton and 45min-1hour from the many cultural offerings of the Berkshires.
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Forest Hut in Western Mass

8. Forest Hut in Western Mass

94%
(32)
43mi from Winsted · 1 site
Listen to the gentle brook and barred owls while nestled into the woods of Ashfield, MA on a small herbal homestead. The forest hut is a screened in platform that is lovely for camping on a warm summer's night. It has large windows and screens to keep out the bugs while enjoying a cool mountain breeze. There is a newly built composting toilet on site and small fire pit. This is not a cabin, no electricity, running water or plumbing. It is not well suited for winter camping unless you’re well equipped. BRING YOUR OWN BEDDING AND SLEEPING PADS as there is no mattress or bedding in the shelter. Photo is only for demo. We have a small farm store near the road filled with herbal teas, tinctures, gifts, chicken eggs, soaps, maple syrup and ghee. Take a swim in the Ashfield lake 1 mile away or visit the enchanting Chapel Falls on Trustees land just down the road in Williamsburg. Sweet Birch Herbals is a community herbal company offering workshops, apprenticeships, wellness consultations and hand crafted products including Full Moon Ghee. We grow organic herbs and ethically forage plants for medicine. Request a farm tour, herbalism class or any of our products for your stay here. Booking Rules and Information: - Check in: 3pm - Check out: 11am - Campers bring their own sleeping pads, pillows, sleeping bags, blankets etc to be warm and comfortable. - Bring all your own camping needs such as cook stoves, camp chairs, food, biodegradable soap etc. - Ideal for a couple or close friends as the space is small about 8x10' dimensions. - 3 gallons of drinking water provided in blue carafe at handwashing station. - No electricity or cell service at the off-grid hut. Wifi is available, but spotty - For cell service, the nearest spot is on route 112 near the school - Wood is provided and if you need more it's under the house deck. - Always put out fires completely with the blue containers of water located under the hut when going to sleep or leaving the site. Never leave fires unattended! - Quiet hours 9pm-8am - No parties or loud music -Pets must be on leash - Pack out all trash - Do not enter the residence - Sound may travel from the house (which is rented on Airbnb) to hut, heads up. - Call or message Hannah with any questions. She lives 30 mins away.
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Wyomanock Farm

9. Wyomanock Farm

97%
(860)
44mi from Winsted · 346 sites · Tents, RVs, Lodging
For July 4th weekend, and Labor Day weekend drive-up sites are a 2 night minimum. In the off season starting after Thanksgiving through April, there is no water or toilet or shower facilities available. The solar shower and water lines may be shut off any time in October if freezing conditions prevail. Please check with us. Our 75 acres is a wonderful, diverse mix of habitat, harmoniously integrated with our small farm. This land was the homestead of the very first non native settler of the area, John Wiley, in 1787. Before that, it was the land of the Mahican native Americans. They named it "valley of the butternut trees", or Wyomanock. The Wyomanock Creek is the backbone of this little valley. Beaver have dammed the creek at several points to create ponds and other wetland features that support a diversity of wildlife including otter, moose and a myriad of birds, from osprey to herons. This sanctuary is host to many uncommon native plants and plant communities. We would love to share it with you! Your host, Thom, invites you to property to explore 75 acres of meadows, woods and water. Choose one of several sites either in the woods or open areas. You are also free to use our outdoor solar shower or take a dip in the cold pond or artesian spring fed pool. Our location is convenient to the Berkshire Mountains, state parks, hiking and other attractions, including Ramble Wild tree to tree adventures and Jiminy Peak. There are a few miles of rail trail access just down the road.
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Black Rock State Park

10. Black Rock State Park

100%
(1)
State park 19mi from Winsted · 76 sites
Up, down. Up, down. Up, down…the rolling hills of Black Rock State Park would lull you to sleep in a heartbeat. That is, if your legs weren’t pumping and sweat wasn’t trickling down your face. With each crest of a wooded hilltop, the hiking gets even better, and more remote, too.Scenic views and cool waters put Black Rock high on the traveler’s list when the weekend rolls around. The western highlands of Connecticut don’t get much better than this. Ask any local—the Mattatuck Trail from the Grey section of Waterbury to the Wigwam Reservoir in Morris is one hike you don’t want to miss. At the very least, it’s a good place to start.
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Lake Waramaug State Park

11. Lake Waramaug State Park

State park 22mi from Winsted · 76 sites
If there was a beauty pageant for all the lakes in Connecticut, Lake Waramaug wins, hands down. It’s not even a competition. Scenically, Lake Waramaug State Park is unrivaled. Being caught without a camera here is like showing up to potluck without a dish. You just don’t do it.When the fall foliage starts to peak, whoa. The sight of the vivid colors reflected in the unrippled lake surface is more beautiful than anything you’ve ever seen. Don’t let your significant other hear you say that, though. If you listen closely, you can hear the clicking shutters of a thousand photographers.
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Taconic State Park

12. Taconic State Park

72%
(9)
State park 27mi from Winsted · 152 sites
One of America’s “Last Great Places” offers wilderness, water features, and outdoor recreation.
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October Mountain State Forest

13. October Mountain State Forest

100%
(5)
State forest 29mi from Winsted · 44 sites
Discover the natural splendor of October Mountain State Forest.
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Otters and Eagles Cabin

14. Otters and Eagles Cabin

100%
(70)
48mi from Winsted · 1 site
This is a 1920's cottage that we moved and restored. The building site is an old Charchoal mound that was in use in the 1700's so there is a lot of history between the building and site where it sits. It's a beautiful spot right on the water, tranquil and full of wild life' we I built this cabin for the quiet enjoyment of our natural world. This is a place to unwind and reconnect. We have just added a 10*12 platform with a large cover for rainy days, the platform has a gas fireplace for cold days. Enjoy water front camping on a quiet 15 acre pond, 4 miles from the mass border and Berkshire Mountains. Our cabin is cozy with a wood stove and beautiful outdoor fireplace, additional large fire ring and seating area. The cabin is equipped with a composting toilet and an additional large outhouse. An outdoor shower with hot water. This is a very private setting, super quiet and relaxing.
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The Cabin

15. The Cabin

100%
(11)
48mi from Winsted · 1 site
You’ll feel like you’re in the middle of nowhere, surrounded by over 100 acres of open land, but you're only 2.3 miles from the charming town of Shelburne Falls. The cabin itself is a short walk from our house along path ... down a line of maples and under a garden arch. Solar lights, a cozy woodstove, a comfortable double bed with clean sheets, and a writing table make this the perfect spot for writing your magnum opus. Sit by the campfire, have wine and cheese on the picnic table, , wander along garden paths filled with native plants, relax with a book, or just enjoy the view. You'll see the hills and some great sky, especially on a clear night. The famous Bridge of Flowers and the amazing glacial potholes are just down the road. Adventurous? Head out and explore our lively hilltown community-- rafting, tubing (we have two tubes you can borrow), canoeing, or biking (scenic roads or trails). You can also cool off at one of the many crystal-clear local swimming holes or enjoy a delicious dinner in town.
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Lone Oak Campsites, East Canaan, Connecticut

16. Lone Oak Campsites, East Canaan, Connecticut

11mi from Winsted · 182 sites · Tents, RVs, Lodging
Lone Oak Campsites in East Canaan, Connecticut, is a premier camping destination nestled in the beautiful foothills of the Berkshires. With over 400 spacious sites, ranging from wooded tent spots to full-hookup RV sites, Lone Oak caters to campers of all styles. The campground boasts a wealth of amenities, including two swimming pools, a playground, sports courts, and a fully stocked camp store. Seasonal activities and events ensure fun for all ages, while the surrounding area offers opportunities for hiking, fishing, and exploring local attractions. Experience the perfect blend of adventure and relaxation at Lone Oak Campsites—reserve your getaway today!
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Barn

17. Barn

34mi from Winsted · 1 site
This newly renovated 800 sq. ft. two-bedroom, one-bath barn apartment is perfect for quiet, self-sufficient guests seeking a simple and peaceful stay in the Berkshires. Located on a quiet rural property just 20–25 minutes from Great Barrington or Pittsfield, this apartment is ideal for travelling professionals, nature lovers, or anyone in need of temporary housing away from the bustle. • Hardwood floors and new appliances • Private deck overlooking the forest—perfect for morning coffee or evening unwinding • Two bedrooms / one bathroom • Fully furnished and move-in ready • Private entrance and private living space • Quiet, respectful long-term tenants on the property The barn apartment sits on a shared six-acre woodland property that also includes the main house—where I live—and a separate in-law apartment that is rented out. Chickens and beehives are located beside the barn, so guests should be comfortable with a bit of farm life. Wild animals such as deer, foxes, raccoons, and the occasional bear also pass through, so please be mindful outdoors. We kindly ask all guests to drive slowly on the long shared driveway to ensure the safety of animals, children, and other residents. While beautifully updated, this home is not a luxury rental—think peaceful, practical, and well cared for. It’s ideal for independent guests who value quiet surroundings, fresh eggs, local honey, natural beauty, and a low-key lifestyle.
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Two Herons Farm

18. Two Herons Farm

100%
(9)
34mi from Winsted · 2 sites
Come stay on our working farm! Relax and enjoy all that our farm has to offer. You can enjoy nature and privacy or opt for a more interactive experience and join our morning or evening farm tour where you can interact with goats, sheep, mini-horses, pigs, chickens, ducks, and more. We are a small family farm where we raise animals and grow flowers/food. Our family home was built in 1739 and is situated near the street entrance. As you enter the property, you will see two cottages, the oldest corn crib in the county, and a beautifully restored 1800s barn. There is a vintage-style camper to the left of the barn, located in an area where you can have privacy overlooking the pastures. We live on the property and can assist guests with anything that they might need. Guests are welcome to stroll around the property and enjoy all it has to offer. We have a farm store and education center opening summer of 2025! Check our website to see classes and offerings that you might take advantage of during your stay. Please note, that we ask that guests do not enter the barn or fenced pasture without one of the farm owners (Molly & Diego). Our animals are accustomed to people, but livestock is unpredictable, especially to people that they do not know. There is plenty of area outside of the pasture that guests can enjoy. If you opt for a farm tour we promise that you will have plenty of interaction with our many animals.
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The Pondhouse

19. The Pondhouse

100%
(1)
46mi from Winsted · 1 site
Relax, rejuvenate & unplug (no electricity) in this rustic getaway experience in the country. In our beautiful screened Pondhouse, you can gaze at the stars and listen to the sounds of nature from your cozy warm bed. Feel the breeze as you sleep in this magical place unlike any other you will have ever seen. Your whole being will be nourished by your time spent here. With an outdoor fire pit, outdoor hot shower, composting toilet and outdoor sink, the Pondhouse is completely self contained.
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Sexy Little Cabin in Saugerties, NY

20. Sexy Little Cabin in Saugerties, NY

100%
(8)
46mi from Winsted · 1 site
This private romantic tiny Cabin set-up is situated in a little neighborhood surrounded by farmland. The one-of-a-kind Washburn Cabin is a huge step up from your typical camping experience. Set in a private little lot that makes you feel like you're in the woods yet you're just minutes from the best restaurants, shopping and quaint towns that the Hudson Valley has to offer. This air-conditioned/heated cabin is a sexy little getaway for two like no other! Boasting a memory foam mattress with lush bedding and comfy club chairs to ensure a completely relaxing getaway. The outdoor kitchen helps you to connect to nature as you brew your morning coffee! K-cup coffee maker, mini-fridge(In-season), cooler and propane grill are just some of the amenities you will enjoy during your stay. You can comfortably enjoy your morning coffee and farm fresh egg breakfast on the covered outdoor kitchen deck on the table for two. Or head over by the fire pit with comfy adirondack chairs. The outdoor shower is sure to waken your senses with refreshing lukewarm water and get you ready for a day of exploring in the Hudson Valley or simply staying put at the Cabin with your favorite book. You will have your own free off-street parking spot. There is a camera facing the parking spot. It is the only one on the property. On the way to the cabin, you will see the porta-potty that is cleaned out weekly and sanitized between each guest. It is stocked with plenty of toilet paper, hand sanitizer, body wipes and sanitizing wipes! Our guests always rave that our porta-potty's are the cleanest they've ever seen. This getaway is perfect for those who are not convinced about camping in a tent just yet but are willing to test the waters in an actual cabin with windows, shades and a door! Nature is calling you but you'd rather sleep with the comfort of solid surroundings and air conditioning or heating. We get it! THIS is for you! So book your stay today....you will not regret it! When the temperatures drop, usually in November, we must turn off the water hose in order to preserve the hose and keep it from freezing. We provide water in 5 Gallon jugs for cleaning dishes and for personal hygiene. Please note, sometimes it gets so cold that the water freezes! During those times, we suggest bringing in water that you will use on a daily basis. You must bring in your own drinking water! We will provide you with a supply of paper plates, cups and plastic utensils! Water is typically turned back on in April. Winter camping adventure awaits! Staying at The Wasburn Cabin in winter months has proven to be an absolutely magical experience for hundreds of our guests. However, it does require a little extra planning and an understanding of winter in the Hudson Valley. Between November and April, the weather can have its extremes and does not allow for running water as the pipes will freeze and crack. Unfortunately, even leaving bottled water often just ends up being blocks of ice and not useable for our guests. We simply ask guests to bring in water during their stay to ensure a safe useable water source. We also ask guests to bring proper clothes. The insulated cabin does reach comfortable temperatures, however, extreme cold snaps can make it necessary to bundle up and cuddle with your main squeeze. If you are open to a little adventure and a little planning, come and enjoy our little oasis! If you are looking for high end amenities with hot showers and instant heat on demand, this is probably not for you and we suggest trying our outdoor experiences in warmer months. While we are located in a neighborhood, cell phone service can be spotty. We personally have not had any issues. We hope that once you arrive at the cabin, you’ll settle in and realize that disconnecting will help you reconnect to yourself! We offer limited wifi. Meaning, the signal may not be super strong but can help in getting you online to search the internet but may not be strong enough to stream. Disconnect....nature is calling. ***Please note our Strict Cancellation Policy. We strongly recommend that you purchase trip insurance for your reservation!! There are many companies out there that will give you different options at affordable prices! Please do your research.***
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Happy farmer sitting in a truck in a grassy field
Happy farmer sitting in a truck in a grassy field

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