Vacation rentals with a patio in Cheshire County

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Top-rated patio rentals in Cheshire County

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Top guest favorite
An outdoor tub is situated on a wooden deck, surrounded by vibrant autumn foliage. A red faucet provides a natural flow of water, while a small bowl of floating objects rests nearby. In the background, a glimpse of a serene lake can be seen through the trees.
Cabin in Stoddard
4.99 out of 5 average rating, 138 reviews

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

Guest favorite
The exterior of The Large House is shown, adorned with a large festive wreath, illuminated against the winter night. A light coating of snow covers the front yard and nearby vehicles, while the welcoming glow from the windows suggests a cozy indoor atmosphere.
Apartment in Keene
4.93 out of 5 average rating, 70 reviews

"The Charles Suite" @ The Large House

Welcome to "The Charles Suite " @ "The Large House" conveniently located @ 50 Monadnock highway Swanzey NH. Originally built in 1772 with its early American history & charm has been beautifully restored & upgraded with modern finishes & amenities. Dunkins directly across the street for your morning coffee or a 1/4 mile for some fine dining @ Papagallos Italian restaurant. The Charles Suite @ The Large House is a great place to use as your launch pad for the Keene area & greater Monadnock Region.

Top guest favorite
Farm stay in Gilsum
5 out of 5 average rating, 14 reviews

Private Cozy Studio at White Brook Farm

Enjoy a private stay surrounded by natural beauty at the historic White Brook Farm. Less than 15 min to Keene, with its restaurants, shops and university. Conveniently hike and bike the nearby trails from the property, and relax in the gardens while taking in the rural New England vibes. This is a 2nd floor apartment, inaccessible to wheel chairs. As much as we would love to be able to host families, due to the loft space and unsecured cleaning supplies, this place is not suitable for children.

Top guest favorite
A compact red tiny house is positioned among tall trees, with sunlight shining on its deck. Snow blankets the ground, providing a serene winter backdrop. The house features large windows that invite natural light and a wooden deck accessible by steps.
Guesthouse in Dummerston
5 out of 5 average rating, 31 reviews

Cottage amongst the trees

Relax in this calm & stylish space. Fully renovated in late 2024, this tiny house sits on 14 acres of land overlooking a seasonal pond, gardens & patios. Hosts live in the main house built in 1803. Great for the travelling professional who is looking for a peaceful & comfortable place to unwind after a long shift at the hospital or day on the slopes. Minutes to downtown Brattleboro yet in a rural setting. Equidistant to exits 3 or 4 on I-91; close to Putney, Bellows Falls, Keene & Mt. Snow.

Top guest favorite
An inviting open living space showcases warm brick walls and original timber beams. A spacious seating area features a brown leather couch and wooden coffee table, while a grand piano occupies one corner. Large windows with serene views of the outdoors offer natural light.
Loft in Peterborough
5 out of 5 average rating, 225 reviews

Peaceful Mill with Waterfall - Home Away From Home

Immerse in tranquility at our serene mill retreat in Southern NH. This historic space, adorned with original timber, rustic brickwork, and lofty 11 ft ceilings, offers a spacious 2,650 sq ft sanctuary. Relax in the soaking tub, or savor the calming waterfall views from the deck. Conveniently near downtown, but distant enough for undisturbed peace. Welcome to your soothing retreat for rest and rejuvenation. A remote worker's dream office with high speed connectivity and dedicated workspace.

Top guest favorite
The treehouse stands elevated among tall trees, featuring a warm wooden exterior and large windows that allow natural light to fill the interior. A deck extends from the structure, leading to a fire pit area surrounded by gravel.
Treehouse in Putney
4.99 out of 5 average rating, 164 reviews

Treehouse Haven in Putney-All Seasons

Peaceful, private & fully equipped four-season treehouse, surrounded by nature. ☽ Private & secluded ☽ Central to activities & necessities ☽ Firepit, pellet stove, deck, grill & fully stocked kitchen ☽ Scrupulously clean, unscented products ☽ Clean composting outhouse ☽ Tea & local coffee ☽ Hot outdoor shower-Closed Nov-April ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Retreat from the business of life; romance, with the family, or even a remote work sanctuary.

Top guest favorite
A spacious living area features a comfortable, light-colored sofa with multiple cushions. A low, dark wooden coffee table is centered on a textured rug. Green plants are positioned throughout, and ample natural light enters through large windows adorned with simple treatments.
Apartment in Putney
4.95 out of 5 average rating, 121 reviews

Minimal organic hideaway inspired by nature

Akasha, the first floor of this historic 1800’s carriage house in the center of Putney Village, was gutted and meticulously renovated by the hosts into a unique wellness apothecary and cafe and now serene and beautifully conceptualized open concept studio apartment. Aged wood tones, textured plaster walls, poured concrete counter tops and elegant dining bar imbue an old world tea house aesthetic with modern sensibilities. A unique space for quiet contemplation and relaxation.

Guest favorite
A wooden porch features two comfortable chairs situated on a spacious, weathered deck. Surrounding foliage showcases vibrant autumn colors, creating a serene outdoor setting. The sturdy log columns and railings enhance the rustic charm of the cabin while offering a relaxing open-air retreat.
Cabin in Washington
4.93 out of 5 average rating, 133 reviews

Beautiful Log Cabin on Highland Lake

Take it easy at this unique and tranquil getaway. A gorgeous log cabin nestled right on Highland Lake in Washington, NH. An outdoor lovers paradise that welcomes you any season. Nearby Mount Sunapee, Mount Manodnock, Crotched Mountain, Pillsbury State Park and Pats Peak. fall foliage, fire pit, grilling, ATV trails ice fishing, nearby skiing, snowmobile trails boating, kayaking, swimming, fishing Get the full New England experience at this incredible lakeside location!

Guest favorite
Home in Antrim
4.99 out of 5 average rating, 217 reviews

Relaxing Hot Tub Getaway

The ultimate experience for couples & families 5-10min from hiking trails & ski resorts A Mile from Gregg Lake Beach ALL YEAR PRIVATE/SECLUDED HOT TUB Grill, Hammock, Gym equipment XBox Series S, Life Size Janga, Yahtzee, Darts, Corn Hole, ping pong table, mini pool table Luxury KING PURPLE Brand Mattresses in every bedroom for the best nights rest with individual mini splits for optimal comfort Fully stocked kitchen High speed WiFi, house on 2 private acres

Top guest favorite
Guest suite in Fitzwilliam
4.97 out of 5 average rating, 216 reviews

The Great Room in Historic Fitzwilliam

Come relax in the great room! Large space with full bathroom, beautiful picture windows, spacious closet, and use of deck included. Deck includes a cozy fire pit table, gas grill, and a nice view of the beaver pond, great for bird watching! Please don't hesitate to reach out if you are traveling with children and/or pets, we are often able to accommodate on a case by case basis. Please note stairs are required for entry via the deck entrance.

Top guest favorite
A well-lit living area features hardwood floors and exposed beams. A brown sofa is positioned across from a simple coffee table, with decorative items on the walls. A plant adds a touch of greenery, and two blue doors provide access to other rooms.
Guest suite in Putney
4.95 out of 5 average rating, 86 reviews

Southern Vermont getaway

Spacious, comfortable and very large light-filled one bedroom all to yourselves. The single-story unit is attached to our lovely farmhouse but has a separate entrance. Hardwood floors, exposed beams and beautiful views of gardens and woods for a one-of a-kind retreat in beautiful Putney, VT. Close to skiing, hiking, and kayaking (45 min to Mt Snow, Okemo, Grafton ponds and more). Plenty of room for reading, TV, cooking, working or napping.

Guest favorite
Apartment in Keene
4.88 out of 5 average rating, 17 reviews

1BR Downtown-Walkable & Stylish

Stylish 1BR apartment in a historic home just minutes from downtown Keene! Features include a cozy living room with sectional and smart TV, full kitchen with granite countertops, queen bed, updated bath, and in-unit washer/dryer. Private entrance, off-street parking, and a screened porch for relaxing. Walk to restaurants, shops, and parks. Perfect for weekend getaways, business trips, or extended stays in a quiet, convenient neighborhood.

Popular amenities for Cheshire County patio rentals