Vacation rentals with a patio in Cheshire County

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Top-rated accommodations with an outdoor patio in Cheshire County

Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

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Top guest favourite

Cabin in Stoddard

4.98 out of 5 average rating, 111 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

Apartment in Keene

4.96 out of 5 average rating, 27 reviews

"The Ramsdell Suite @ The Large House"

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

Top guest favourite

Guesthouse in Dummerston

5 out of 5 average rating, 17 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.

Guest favourite

Treehouse in Alstead

5 out of 5 average rating, 27 reviews

Owls Nest Treehouse

Brand new tiny cabin retreat. 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 farm. Kitchenette, rainfall shower, full Wi-Fi, TV and Private Hot Tub. Small store on site. Orchards, Ski & Snowmobile options, hidden lakes, the Connecticut River, shopping, or a farm-to-table meal, there are activities of every kind just a few minutes away. Only sleeps 2, no pets, not handicap accessible

Top guest favourite

Home in Stoddard

5 out of 5 average rating, 6 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.

Top guest favourite

Loft in Peterborough

4.99 out of 5 average rating, 193 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

Treehouse in Putney

4.99 out of 5 average rating, 137 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.

Superhost

Cottage in Keene

4.84 out of 5 average rating, 75 reviews

Heron Cove Cottage: A Sweetwater Stay

Heron's 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!

Top guest favourite

Guest suite in Westminster

4.96 out of 5 average rating, 57 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

Apartment in Putney

4.97 out of 5 average rating, 103 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

Cabin in Washington

4.93 out of 5 average rating, 120 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!

Top guest favourite

Home in Keene

5 out of 5 average rating, 161 reviews

Downtown Hot Tub Escape

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.