Vacation rentals in Cheshire County

Find and book unique accommodations on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Cheshire County vacation rentals

Other great vacation rentals in Cheshire County

Top guest favorite
Home in Jaffrey
4.97 out of 5 average rating, 76 reviews

Willow Falls Home ~Hot tub & Waterfront

JoyRating, 5 stars1 week ago
Such an amazing place to stay - easy to get to surrounding towns and local attractions but the physical location and the space lends itself to such a beautiful tranquility and peace we could feel ourselves relaxing the minute we got out of the car. Everything we could have wanted was provided, including a washer and dryer, the beds were so very comfortable, and being able to soak in the hot tub beneath the stars after a long day was just an added bonus. We were so grateful to be able to be in this space for about a week and hope to be able to rerun in the future!
Top guest favorite
An outdoor seating area is arranged around a circular fire pit, surrounded by four light grey Adirondack chairs. Lush greenery provides shade, and the calm waters of Swanzey Lake reflect the nearby trees, creating a peaceful atmosphere.
Home in Swanzey
5 out of 5 average rating, 6 reviews

Lake Front Cottage

JordanRating, 5 stars8 months ago
My wife and I escaped to Swanzey for our one year anniversary. When we arrived, Kate knew we were showing up late, so she left lights on and a little dessert + bottle of wine for our celebration. Kate was very responsive, left recommendations for where to go and made this an excellent stay.
Guest favorite
An outdoor space features a fire pit surrounded by log seating, with flames crackling in the center. In the background, a deck with steps is visible, above neatly stacked firewood. Bistro seating is arranged on gravel, complemented by greenery and nearby structures.
Apartment in Putney
4.97 out of 5 average rating, 97 reviews

Minimal organic hideaway inspired by nature

ItaRating, 5 stars3 weeks ago
Katherine’s space was so cozy! It was exactly what I needed for a retreat from daily life. I found both the loft and the daybed very comfortable. There were dimmers on most of the light fixtures, which was important to me because I like low-light settings. The kitchen included a counter with stools and was really quite beautiful. This Airbnb was within walking distance to a local restaurant, the general store and a food co-op. I decided not to rent a car because I was there for R&R., however , if you had a car, just a few minutes outside of town you would see beautiful trees all with leaves in there spring splendor. You could get to Brattleboro in about 20 minutes if you’re looking for more choices of restaurants.. (I decided to take the train up so I took a taxi to the Airbnb from the train and back to the train at the end of my trip.). Although it rained most of the time I was there, it was perfect for my goal of R&R.
Guest favorite
A charming brick building is featured, showcasing large windows on the upper floors and a welcoming entrance below. The ground level has awnings covering the storefronts, with greenery and outdoor seating visible. The street in front is lined with a tree, adding to the ambiance.
Apartment in Keene
5 out of 5 average rating, 6 reviews

Cozy unit in Downtown Keene

NellRating, 5 stars1 week ago
Great location! Newly renovated and extremely clean space! Very happy with the comfort of the apt. Traveled to Keene for work - perfect place for rest and meals. Would stay again in the same scenario. Zack was very responsive and helpful. Thank you for the treats and perfectly stocked kitchen.
Guest favorite
A charming cabin, labeled 'River Camp,' features a wooden exterior and a spacious porch adorned with potted flowers. The surrounding greenery enhances the natural setting, while a small table with chairs is visible on the porch, inviting relaxation and enjoyment of the outdoors.
Cottage in Brattleboro
4.97 out of 5 average rating, 31 reviews

On the Water at North Bridge Cove

StephRating, 5 stars3 weeks ago
2nd time staying here, lovely little spot on the river. Well-priced and met our needs. Best for 1-2 travelers and folks who either have a car or don't mind the easy walk into town. I'll likely stay here again when I next visit Bratt!
Guest favorite
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
4.84 out of 5 average rating, 70 reviews

Heron Cove Cottage: A Sweetwater Stay

SamuelRating, 5 stars2 weeks ago
Celia’s cottage was the perfect setting for a father daughter weekend. We comfortably enjoyed some fishing off the dock (perfect for a kindergartener), curling up On the couch and watching a movie on a rainy evening and being close to everything Keene has to offer. Thank you for hosting a great weekend for us!
Top guest favorite
The spacious kitchenette features reclaimed barn wood cabinetry and modern appliances, including a retro refrigerator. Natural light filters through the window, illuminating the warm wood tones and inviting decor. A small dining area and handmade details can be seen throughout the room.
Farm stay in Jaffrey
5 out of 5 average rating, 54 reviews

Comfy Quarters Suite 2 Saltbox Hideaway

JoeRating, 5 stars2 days ago
Lori was super attentive and accommodating - clear communication and direction. The place is cool! Loved the room - so warm and at home feel. The view from the porch is sweet. And there is even a stone motorcycle to boot! I am certainly going back!
Guest favorite
The interior features a vaulted wooden ceiling with exposed beams, providing a warm, rustic feel. A ceiling fan hangs from the center, and light fixtures enhance the space. Two framed prints of trees adorn the walls, contributing to the serene atmosphere of the tiny cabin.
Treehouse in Alstead
5 out of 5 average rating, 21 reviews

Owls Nest Treehouse

NicoleRating, 5 stars1 month ago
Super cozy and really innovative tree house. The bathroom especially with the rain shower head was amazing. Mirror was interesting also with special lighting. Decor is perfect for the setting in the cedar trees. Rustic and dreamy. ⭐️

Destinations to explore