Holiday rentals with a patio in Cheshire County

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Top-rated Holiday Accommodation with Outdoor Verandahs in Cheshire County

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Top Guest favourite
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
4.98 out of 5 average rating, 123 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 favourite
A view from the kitchen area shows a compact countertop featuring a coffee maker and microwave. In the background, a cozy living room is visible with a comfortable sitting area and a wall-mounted television. The space is complemented by warm wood flooring and an exposed brick accent wall.
Apartment in Keene
4.94 out of 5 average rating, 67 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 favourite
A modern post-and-beam retreat is positioned on the water's edge, featuring a cantilever deck that overlooks the serene pond. The exterior showcases a combination of grey siding and large windows, surrounded by gently sloping land and clear water reflecting the blue sky.
Barn in Hancock
4.97 out of 5 average rating, 29 reviews

Waterfront Coopers' Barn

Welcome to The Coopers' Barn, a charming and rustic post-and-beam retreat nestled on the peaceful waterfront in Hancock, NH. This unique loft-style getaway offers the perfect blend of modern comforts and vintage charm. Step out onto the cantilever deck and enjoy stunning private pond views while sipping your morning coffee or watching the sunset. The Coopers' Barn is surrounded by water with nearby trails, kayaking, and fishing. Enjoy year-round activities with golf and skiing 15 minutes away.

Top Guest favourite
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, 24 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 favourite
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, 210 reviews

Peaceful Mill on the Water - 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 favourite
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, 156 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 toilet ☽ Tea & local coffee ☽ Hot outdoor shower ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Visit for romance, time with the family, a retreat from the business of life, or even a remote work sanctuary.

Guest favourite
A modern cabin is positioned among lush green trees, elevated on wooden stilts. The structure features dark wood siding and a steeply pitched roof. A small deck is visible, equipped with outdoor seating, and large windows allow natural light to illuminate the interior.
Treehouse in Alstead
4.98 out of 5 average rating, 47 reviews

Owls Nest Treehouse

Tiny cabin Treehouse retreat with a small farm store with Local Goods on site. Located 30 minutes from Keene and 20 minutes from Bellows Falls, VT, this Owl's Nest is tucked away in a privately owned forest, surrounded by nature on a small homestead. Kitchenette, rainfall shower, full Wi-Fi, TV and Private Hot Tub. Be sure to check out the Guidebook for Local Recommendations. Activities & Eateries of all kind just a short drive away.. Only sleeps 2, no pets, not handicap accessible

Top Guest favourite
A two-story building features a light yellow facade with a sloped metal roof. The structure includes multiple red doors and accompanying windows. Lush greenery and a gravel pathway surround the dwelling, enhancing the outdoor space that invites exploration.
Guest suite in Westminster
4.97 out of 5 average rating, 60 reviews

COZY FARMHOUSE SUITE

Take it easy at this unique and tranquil getaway nestled in a revolutionary historically significant village. You can experience farm living while still close to Rte 91, an Amtrak station and the Connecticut river for fun water activities. This recently renovated studio has a private entrance with parking right outside. Fully equipped kitchen. Bathroom with tiled shower stall, easily accessible. The beautiful sleeping nook is perfect for two. Adorable sitting and dining/work areas.

Guest favourite
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, 111 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 favourite
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
4.94 out of 5 average rating, 128 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 favourite
Home in Keene
5 out of 5 average rating, 165 reviews

12ppl Hot Tub Fire Pit

Discover the ultimate outdoor experience in Southern NH! Enjoy a year-round private hot tub in a covered gazebo, fire pit, hammock, life-size games, and swing set. Located in one of Keene’s safest, quietest neighborhoods, walking distance to downtown and across from Keene Ice Rink. Close to beaches, hiking, and ski resorts. Features a fully stocked chef’s kitchen, wine cooler, and luxury Purple mattresses with individual mini-splits in each bedroom for optimal comfort.

Top Guest favourite
Guest suite in Fitzwilliam
4.98 out of 5 average rating, 208 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.

Popular amenities for Cheshire County Holiday Houses with Outdoor Verandahs