
Holiday rentals with outdoor seating in Cheshire County
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Top-rated rentals with outdoor seating in Cheshire County
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Popular amenities for outdoor seating rentals in Cheshire County
House rentals with outdoor seating

Minimalist forest retreat
We had a great stay at Sally and Noava’s place! The surroundings were so peaceful and beautiful, truthfully a cabin in the woods. The house was perfectly clean and relaxing. The hosts were so responsive making it that much more comfortable of a stay. We would definitely come back here again!

2 Master Suites, Hot Tub, Walking to Downtown.
Behind an unassuming exterior façade, the interior was truly remarkable from an interior design and furnishing perspective. Not only were the furniture, linens and glassware spectacular, The overall result was a beautiful and tranquil retreat. We were super impressed and would love to return.

The Brick House on Washington Street
Beautiful, historic home in a lovely neighborhood close to downtown Keene. Charming and cozy inside and out. Comfortable beds and furniture. Wonderful artwork by Ruth throughout her home. Large bright kitchen with everything you’d need to stay. Enjoyed the architecture and restaurants in Keene. Highly recommend Ruth’s home to stay in this area!

Lovely Brick Schoolhouse
Evelyn was a fantastic host, and her home was absolutely beautiful and spacious. I highly recommend this stay—there’s plenty to do in the area if you enjoy the outdoors, and I can’t wait to visit again!

A Quaint Setting in the Center of Walpole Village
5 stars across the board! I cannot imagine a better place to call home for a week while visiting Walpole for a group event. The bed was comfy and there were plenty of chargers. Plus our host was friendly and accommodating, definitely a super experience!

The River House
We had a lovely time at this place, it’s a bit small but we’ll appointed and you can’t beat the location, right on the river! The views out the back were incredible every day. This didn’t impact us but be aware the upstairs loft area is probably better for children and a tall adult would feel pretty cramped up there. As a rather short crew my family had no problems 😂. Would definitely stay again.

Harrisville Lake House - A Tranquil Get-Away
I’m grateful that Peggy and Harry were willing to rent to us at the last minute. Our family needed a quiet respite to be together during a difficult time of loss. The solitude of the lake and woods was calming and we had plenty of room to be together. I only wish we could have stayed longer!

Newer Home on quiet 200 acre lake - sleeps 6
Melora’s home is lovely. The view towards the lake is breathtaking, especially with fresh snow. The home was clean and had every kitchen utensil/machine you could need. Most of our time was spent on the second floor and was such a great hang out spot for the 6 of us and enough space to do yoga as a group in the morning before heading to Mt Sunapee to ski/snowboard. Overall, Melora has a lovely home and she is very kind and always available to answer any questions or resolve any issues. Thank you Melora for letting us stay in your home.
Apartment rentals with outdoor seating

Lovely light-filled 2 bedroom flat
We really enjoyed our stay at Kristen’s place in Rockingham. Location was perfect, very quiet at night and very easy to walk into the little town of Bellows Falls. The bed was comfortable and the apartment was very spacious. We would highly recommend and definitely return.

Dover by Downtown
We enjoyed our stay and can recommend Dover by Downtown for an uncomplicated stay in Keene. The second floor apartment is located within walking distance from a grocery store as well as many restaurants, while the surrounding neighborhood is quiet and pleasant. It was exactly what my mother, my daughter, and I needed after a long day of touring by car. Julie promptly replied to all of our questions, and the driveway parking is conveniently located near the front door. Thank you Julie, for being a great host during our stay in New Hampshire!

Minimal organic hideaway inspired by nature
Katherine’s space was absolutely excellent. It was unique, cozy, and full of character. I could tell that Katherine paid attention to every detail within the space, which made my stay memorable and enjoyable. I loved all of the plants, books, and furniture. Other highlights for me were the sleek kitchen, sleeping spaces, living room stove, bathtub, coat rack, quartz pieces, and the lighting fixtures. The location of the place is fantastic as well. Putney is a quaint Vermont town that was fun to explore, and it’s also close to Brattleboro and Okemo Mountain Resort. I’d love to come back for another stay!

Cozy, Private & Great location for exploring VT !
I really enjoyed the space. It was clean, free of clutter and very cozy. The bed was comfortable and included a desk for workspace. It was quiet and had all the amenities you would need. I loved the gas fireplace and outdoor patio. I plan to return to the apartment in the future and highly recommend this location. Mary (the host) was very friendly and helpful. I had a great stay!

Privacy, View, Amenities, Gym, Garage included too
Each time we've stayed at Laura's place it's like coming home. We spent a year traveling, and Laura's place was the absolute best for working and relaxing. We watched our favorite apps on the large TV from the reclining sofa in the large open living room. The dining room has expansive windows looking out to the hills and beyond. No need to work on the dining table as there are two work stations, one in the den and the other in the second bedroom. Both bedrooms have large TVs. We found every tool and utensil we needed in the spotless kitchen and made use of the full laundry. The beds are comfy, plenty of space and hangers for clothes and luggage. As if this is not enough, you can keep in shape using the equipment in the separate exercise room. The garage has direct access to living quarters. But the best thing about our stay was our hosts, Laura and Steve and their kitties. They were always available for questions and recommendations. We recommend Laura's place without reservation.

Southern Vermont Getaway
Really nice spot in the country - a great value. The double bed is in a loft. There is a settee where someone can sleep on the first floor.

Apartment in Historic Home
Jeanne's place was perfect, and I will definitely be staying again. Location was 5 miles from my family, and I had a wonderful time. Jeanne was very responsive and easy to communicate with.

Victorian Inn Apartment
beds comfortable. heating works well. everything works well.
Destinations to explore
- Rentals with a firepit Cheshire County
- Beachfront rentals Cheshire County
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- Rentals with a patio Cheshire County
- Rentals with a fireplace Cheshire County
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- Stratton Mountain
- Okemo Mountain Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Pats Peak Ski Area
- Ragged Mountain Resort
- Berkshire East Mountain Resort
- Mount Snow Ski Resort
- Aaronap Cellars
- Mount Sugarloaf State Reservation
- Manchester Country Club - NH
- Nashoba Valley Ski Are
- Bear Brook State Park
- Ekwanok Country Club
- The Shattuck Golf Club
- Hooper Golf Course
- Nashua Country Club
- Baker Hill Golf Club
- Veterans Memorial Recreation Area Ski Hill
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Clarksburg State Park
- Stump Sprouts Ski Touring Center