Cabins near Winchester Center

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98% (1.1K) 700 campsites

Top-rated cabin rentals near Winchester Center

Moon In The Pond Farm

1. Moon In The Pond Farm

94%
(246)
18mi from Winchester Center · 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%
(239)
29mi from Winchester Center · 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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Spacious Skies Woodland Hills

3. Spacious Skies Woodland Hills

94%
(41)
35mi from Winchester Center · 156 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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American Legion and Peoples State Forests

4. American Legion and Peoples State Forests

100%
(1)
State forest 6.8mi from Winchester Center · 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 13mi from Winchester Center · 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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Atland Artist Residency

6. Atland Artist Residency

100%
(112)
37mi from Winchester Center · 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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Sunflower Retreat

7. Sunflower Retreat

99%
(108)
39mi from Winchester Center · 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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Wyomanock Farm

8. Wyomanock Farm

97%
(847)
44mi from Winchester Center · 24 sites · Tents, RVs, Lodging
In the off season starting after Thanksgiving through April, there is no water or toilet or shower facilities available. Please check for exact dates. 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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Forest Hut in Western Mass

9. Forest Hut in Western Mass

94%
(31)
46mi from Winchester Center · 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. BYO gear as there is not mattress or blankets in the shelter. 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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Black Rock State Park

10. Black Rock State Park

100%
(1)
State park 17mi from Winchester Center · 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 18mi from Winchester Center · 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 25mi from Winchester Center · 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 31mi from Winchester Center · 44 sites
Discover the natural splendor of October Mountain State Forest.
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The Awakening Garden

14. The Awakening Garden

100%
(14)
48mi from Winchester Center · 4 sites
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.
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Otters and Eagles Cabin

15. Otters and Eagles Cabin

100%
(69)
49mi from Winchester Center · 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 tent to accomodate an extra couple or for more space for older families with teenagers. This is still 1 site, tent just gives a few options if needed. You can find pricing for it in "extras" 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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Cherry Plain Sanctuary Farm

16. Cherry Plain Sanctuary Farm

100%
(15)
52mi from Winchester Center · 3 sites · Tents, Lodging
Only 10 minutes from Cherry Plain State Park, Cherry Plain Sanctuary Farm/ Hearts in Hand Horsemanship LLC is a 150 acre hidden destination for outdoor adventurers, families and solo campers. We are a safe place for women who are traveling alone. We ensure everyone's quiet experience by not publishing our actual address. Please note: We ask for photo ID. Once we receive your photo ID via text we will provide exact directions to our property. Please plan to check in no later than 4:30pm as we are not available for later check ins unless we agree to meet you. It is dark at 5pm so early check in is critical. We host NYS Police along with local police/sheriff deputies here through our organization Hearts in Hand Horsemanship LLC. Don't be surprised if you see a NYS trooper or police unit parked up in the field near the horses. All fires must be completely out unless you are physically with your fire. We supply 5 gallons of water and more is available to drink, wash dishes and put your fire out. Please respect our rules. Fire safety is necessary to keep everything safe here for all of us. Thank you for understanding. Here in the mountains we can experience very cold nights. We supply a small pile of firewood for a small fire at no charge. If you like, you can gather more dead wood (not live trees) in our forests. Winter is coming soon. Please bring lots of clothes and layers. Stay warm! Smoking: We are primarily a non-smoking/vaping farm and appreciate you smoking/vaping in your vehicle not on our premises please. Partying: Nope not us. Our farm is peaceful and quiet and so are our neighbors. Please party elsewhere and come here to relax in the blissful quiet of nature. Quiet music, just playing some Spotify tunes and acoustic musicians are welcome here. There's a great bar restaurant 5 minutes from us, "17 Cherry Plain Sq". Live music, great food and something like 40 beers on tap. Party there then chill out here with us. Breakfast and the best beef this side of the Mississippi can be found at Gardners Cafe and Icecream Shop only 5 miles up 22 South from our place. You can enjoy a big fat omelet with homefries and bacon then grab frozen hamburg and steaks from Gardner's own local beef grown wild and free outside. Cherry Plain Sanctuary Farm is adjacent to miles of public forest. Peace and solace can be found in these quiet mountains. In addition to amazing hiking, backpacking mountain biking, road biking right from your Hipcamp site, with kayaking nearby. We are 10 minutes away from Cherry Plain State Park (which has a gorgeous lake and kid-friendly sandy beach), and even closer to the Taconic Crest Trail. Our location is nestled between the Taconics of New York, the Green Mountains of Vermont, and the Berkshires of Massachusetts. Come share our paradise, bring your outdoor adventurer gear (you will be glad you did) and we will share our favorite local destinations with you. We ask that all hipcampers who are primary guests be 21 years of age or over. Children are welcome but we will not knowingly rent to anyone under 21 years of age. There is a $50 additional charge for garbage left at our farm including cigarette butts (we are a no smoking farm!), broken glass, bottles, cans, plastics, containers, bags and other trash. This is a pack in and pack out working farm not a party spot. Renting from us constitutes your reading of our rules attached to each property, your understanding and your agreement of our policies. Thank you so much for your understanding. We welcome you who seek quiet and the solace found in nature.
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Lone Oak Campsites, East Canaan, Connecticut

17. Lone Oak Campsites, East Canaan, Connecticut

9.8mi from Winchester Center · 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

18. Barn

34mi from Winchester Center · 1 site
This newly renovated 800 sq ft 2-bedroom, 1-bath barn apartment is perfect for the quiet, self-sufficient guest seeking a simple, 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 traveling professionals, nature lovers, or anyone in need of temporary housing away from the bustle. Hardwood floors & new appliances Private deck overlooking the forest – perfect for morning coffee or evening unwinding 2 bedrooms / 1 bathroom Fully furnished & move-in ready Private entrance, private space Quiet, respectful long-term tenants on the property The barn apartment sits on a shared 6-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 just 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 that all guests 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. Ideal for independent guests who value quiet surroundings, fresh eggs, local honey, natural beauty, and a low-key lifestyle.
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Interlake RV Park

19. Interlake RV Park

88%
(21)
35mi from Winchester Center · 31 sites · Tents, RVs, Lodging
We are conveniently located in the beautiful Hudson Valley region of New York, only 90 miles north of New York City. Interlake is easily accessible from both the NY Thruway and the Taconic Parkway, and just minutes away from the natural splendor of the Hudson River and historic town of Rhinebeck. There is no shortage of nearby attractions to keep you busy! We have ample amenities to make your stay comfortable such as Cable HD TV, free basic WI-FI, clean restrooms, a laundromat, a camp store, a snack bar/grill, and we are big rig friendly! We also have a playground, rec hall, a large swimming pool and fishing (lake and pond) to help make your stay enjoyable and relaxing. So pack up the RV and the kids and come see us!
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Two Herons Farm

20. Two Herons Farm

100%
(8)
35mi from Winchester Center · 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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Happy farmer sitting in a truck in a grassy field
Happy farmer sitting in a truck in a grassy field

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