Holiday rentals with a patio in Cheshire County

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Top-rated rentals with patio 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
4.99 out of 5 average rating, 146 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.

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, 235 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 remote workspace

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.
Guest house in Dummerston
5 out of 5 average rating, 35 reviews

Cottage amongst the trees

Relax in this calm & stylish space. Fully renovated in December 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.

Guest favourite
Flat in Keene
4.94 out of 5 average rating, 66 reviews

The Murdock Suite @ The Large House

Welcome to "The Murdock 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 Murdock Suite @ The Large House is a great place to use as your launch pad for the Keene area & greater Monadnock Region.

Top guest favourite
Two lounge chairs with dark grey cushions are positioned on a wooden deck. A green umbrella is visible nearby, offering shade. Surrounding greenery and a flower pot with blooming flowers add a natural touch to the outdoor space.
Home in Stoddard
5 out of 5 average rating, 15 reviews

Island Pond Cottage, pet friendly, walk to deli

Sleeps 4-5. Queen bed, Twin bed w/trundle, Full Futon. Cute Cottage in walking distance to boat launch, Island Pond Beach, Country Store/Deli. Pets welcome. Swim or boat at local lakes, explore hiking trails, the Harris Wildlife Center, see Highland cows and buffalo at Pitcher Mountain Farm, or just chill & BBQ at the cottage with a nice beverage by the fire pit. Nice restaurants to visit in Peterborough, Keene, and Jaffery. The little marina on Highland lake is set to reopen this summer.

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
4.98 out of 5 average rating, 172 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.

Superhost
A serene waterfront scene is captured, featuring a calm lake surrounded by lush trees. A wooden dock extends into the water, while moored boats can be seen nearby. The grass is neatly maintained, enhancing the natural beauty of the area.
Cottage in Keene
4.8 out of 5 average rating, 85 reviews

Heron Cove Cottage: A Sweetwater Stay

Heron Cove is close to everything downtown Keene has to offer, from restaurants to amazing theater and live shows and in a waterfront setting on the lovely Wilson Pond! New pictures coming soon as we make a few more amazing improvements. Walk to the shore, sit with your feet in the water, swim and fish. It’s the ultimate, all-year romantic getaway. With excellent Wi-Fi, you can stay as connected as you'd like to the outside world. 2 hours from Boston or Providence. 4 hours to NYC!

Guest favourite
Home in Stoddard
4.95 out of 5 average rating, 21 reviews

Lake house getaway

Relax and unwind with the whole family at this peaceful location. There's room for everyone at this multi-level, year round lake house on the scenic Highland Lake. Launch your boat in the south end of the lake and tie it up right outside the house and enjoy all the fishing, tubing and cruising around this beautiful area. Pick blueberries at the house or hike nearby Pitcher Mountain for more! Bring your snow shoes or your cross country skis end enjoy this seven mile long lake!

Top 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.
Flat in Putney
4.95 out of 5 average rating, 129 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
4.93 out of 5 average rating, 136 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
A private hot tub is situated under a covered gazebo, adorned with strings of lights and curtains for privacy. The surrounding area features natural greenery and a brick pathway leading to a wooden bench, enhancing the tranquil outdoor atmosphere.
Home in Keene
4.99 out of 5 average rating, 189 reviews

Modern Downtown 12ppl Hot Tub Fire Pit Games

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
4.97 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.

Popular amenities for rentals with patio in Cheshire County