
Holiday rentals with a patio in Cheshire County
Find and book unique rentals with patio on Airbnb
Top-rated rentals with patio in Cheshire County
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

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.

Peaceful Mill with Waterfall - Top 1% 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

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.

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.

Treehouse Haven in Putney-All Seasons
Peaceful, private & fully equipped four-season treehouse, surrounded by nature. ā½ Private & secluded ā½ Central to activities & necessities ā½ Firepit, pellet stove, deck, grill & fully stocked kitchen ā½ Scrupulously clean, unscented products ā½ Clean composting outhouse ā½ Tea & local coffee ā½ Hot outdoor shower-Closed Nov-April ā½ 45min to ski resorts ā½ Swimming holes & hikes ā½ WiFi & electricity Retreat from the business of life; romance, with the family, or even a remote work sanctuary.

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.

Minimal organic hideaway inspired by nature
Akasha, the first floor of this historic 1800ās 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.

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!

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 Keeneās safest, quietest neighborhoods, walking distance to downtown and across from Keene Ice Rink. Close to beaches, hiking, and ski resorts. Features a fully stocked chefās kitchen, wine cooler, and luxury Purple mattresses with individual mini-splits in each bedroom for optimal comfort.

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.

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.

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 rentals with patio in Cheshire County
Flat rentals with a patio

Privacy, View, Amenities, Gym, Garage included too

Cozy studio at Leslie's Tavern in Rockingham

The Murdock Suite @ The Large House

Cozy Retreat

"The Charles Suite" @ The Large House

The Darling Suite
House rentals with a patio

2 Master Suites, Hot Tub, Walking to Downtown.

Charming Woodland Hideaway

Island Pond Cottage, pet friendly, walk to deli

Firefly Cottage: A Sweetwater Stay

Lake house getaway

Eco Friendly Garden House

Charming Chalet - Putney Village

Lakefront Home | Near Monadnock
Other holiday rentals with a patio

Lakefront family vacation home

Porcupine Hill Farm

Beautiful 5-Bedroom Country Home with Home Theater

Minimalist forest retreat

4 BR Monadnock View Luxury Chalet

Family Lakefront Cottage

Comfy Quarters Suite 2 Saltbox Hideaway

Monadnock 4-Bedroom Charmer by Cheshire Rail Trail
Destinations to explore
- Pet-friendly rentalsĀ Cheshire County
- Rentals with poolsĀ Cheshire County
- Rentals with a washing machine and dryerĀ Cheshire County
- Private suite rentalsĀ Cheshire County
- Rentals with a firepitĀ Cheshire County
- Cabin rentalsĀ Cheshire County
- Rentals with a fireplaceĀ Cheshire County
- Rentals with a kayakĀ Cheshire County
- Farm stay rentalsĀ Cheshire County
- Tiny house rentalsĀ Cheshire County
- Waterfront rentalsĀ Cheshire County
- Flat rentalsĀ Cheshire County
- Beachfront rentalsĀ Cheshire County
- Family-friendly rentalsĀ Cheshire County
- Rentals with a hot tubĀ Cheshire County
- Rentals with lake accessĀ Cheshire County
- Rentals with outdoor seatingĀ Cheshire County
- Guest house rentalsĀ Cheshire County
- House rentalsĀ Cheshire County
- Rentals with a patioĀ New Hampshire
- Rentals with a patioĀ United States
- Okemo Mountain Resort
- Stratton Mountain
- Pats Peak Ski Area
- Berkshire East Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Bear Brook State Park
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Crotched Mountain Ski and Ride
- Snhu Arena
- Mount Sunapee Resort
- Smith College
- Mount Holyoke College
- Southern Vermont Arts Center
- Massachusetts Museum of Contemporary Art
- Mount Monadnock
- Emerald Lake State Park
- University of Massachusetts Amherst
- Look Memorial Park




