
Holiday houses in Cheshire County
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Top-rated holiday rentals in Cheshire County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Cheshire County
Top Guest favourite

Home in Nelson
5 out of 5 average rating, 14 reviewsThe Boat House on Granite Lake
KirstenRating, 5 stars1 month ago
I had an absolutely wonderful stay at Granite Lake! The house is gorgeous—beautifully decorated, incredibly comfortable, and stocked with everything you could possibly need. Jennifer was an amazing and responsive host, making the entire experience extremely easy and welcoming. One of the highlights was the 3-mile loop around the lake, perfect for a run or walk. There are also kayaks for some time out on the water. Mornings and evenings should be spent on the porch—reading, sipping coffee or wine, and watching the stunning sunrises and sunsets. This place is truly a slice of peaceful paradise. I can’t recommend it enough and hope to return soon!
Guest favourite

Home in Keene
4.85 out of 5 average rating, 52 reviewsLittle House with Lots to Offer
AmyRating, 5 stars2 months ago
Julie was a great host. The house is tucked away so it’s a bit hard to find but her directions helped us find it easily. The yard was great for the dogs and the dogs loved the beds and dog toys. The house was clean and had everything we needed. We were very happy to be able to stay in a dog friendly place so we could see family for Easter. Thank you!
Top Guest favourite

Home in Jaffrey
4.97 out of 5 average rating, 76 reviewsWillow 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 favourite

Home in Swanzey
5 out of 5 average rating, 6 reviewsLake 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 favourite

Apartment in Keene
5 out of 5 average rating, 7 reviewsCozy unit in Downtown Keene
LisaRating, 5 stars1 week ago
Wonderful stay and convenient to everything!
Guest favourite

Cottage in Brattleboro
4.97 out of 5 average rating, 31 reviewsOn 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!
Top Guest favourite

Farm stay in Jaffrey
5 out of 5 average rating, 54 reviewsComfy Quarters Suite 2 Saltbox Hideaway
JoeRating, 5 stars5 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 favourite

Treehouse in Alstead
5 out of 5 average rating, 22 reviewsOwls Nest Treehouse
ColleenRating, 5 stars4 days ago
If you are contemplating booking a stay here take my advice and make your reservations now!! This property is the perfect getaway. The interior is beautifully decorated with all the amenities needed. The bed is very comfortable, and the rain shower is great. Even the water pressure was perfect. Our personal favorite part was the hot tub. It was clean, easy to use, and perfect to help relax away the stressors of life. We are already planning our next stay!
Destinations to explore
- Rentals with a washing machine and dryer Cheshire County
- Rentals with a kayak Cheshire County
- Rentals with lake access Cheshire County
- Kid-friendly rentals Cheshire County
- Waterfront rentals Cheshire County
- Pet-friendly rentals Cheshire County
- Rentals with breakfast Cheshire County
- Rentals with a hot tub Cheshire County
- Farmstay rentals Cheshire County
- Rentals with outdoor seating Cheshire County
- House rentals Cheshire County
- Rentals with a fireplace Cheshire County
- Apartment rentals Cheshire County
- Rentals with a patio Cheshire County
- Rentals with pools Cheshire County
- Rentals with a fire pit Cheshire County
- Beachfront rentals Cheshire County
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