
House vacation rentals in Cheshire County
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Top-rated house rentals in Cheshire County
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Popular amenities for Cheshire County house rentals
House rentals with a pool

The Perfect Spot at the Lake @ Tatum's Place
Great stay! House was clean and spacious for our party of 8. We had everything we needed for our weekend stay in January. We traveled with our twin 18 month olds and had access to playpens and a high chair for which I was very grateful! They even had some books and legos for the kids to play with!

Bright, Large, Spacious Family Home
We had a very relaxing stay. Plenty of space to stretch out. Located within 10-15 min. of Keene State activities, the purpose of our trip. Bryan was a wonderful host. Very responsive. Instructions were clear, directions very helpful. Everything we needed!!

Amazing Lakefront Home with Pool- Tatum's Place
This property and experience was everything and more! From the location on the beautiful lake to the clean bedrooms and common rooms! Plenty of space to entertain everything was clean and modern! The hostess Ashley was very attentive to any questions I had and very friendly! Some places I’ll never return to because of the host. I shall be raving about this place for years to come with memories to accompany them! 10/10 experience for sure!

Seasonal Camp with Amenities!
Weekly house rentals

The Hemlock House at Aldworth Manor
This was the perfect place for a gathering of friends and family from out of town for a wedding at Cobb Hill Estates. It was very convenient to the venue. But it was also a beautiful home, well-equipped for all of our entertaining during the four days of the wedding event. We couldn’t have been happier.

Magic Lakehouse, Waterfront, Private Beach & Dock
Fantastic stay, lovely location, well furnished, clean, great communication. Would stay again!

The Cozy Place
Absolutely beautiful location, the lake is about 20ft from the back deck. Quiet, peaceful and sleeping with the slider open allows you to hear the loons; if you've never fallen asleep to the sounds of loons, this is reason enough to book a stay.

Cobb Meadow House - Cozy 5 Bedroom New England hom
We had a great time, the place was just like how it was described!

Minimalist forest retreat
The location was near to a wedding we were a part of, the house was spacious for getting ready and bright and clean. The kids enjoyed the games and puzzles they had to offer as well as a huge selection of children's books. It was absolutely one of the best airbnb experiences we've ever had.

Hazelhurst Vacation House
You walk into Eric’s place and it feels like a home thoughtfully set up so that you can just walk in and be comfortable. It’s an “and, breathe” kind of relaxing, homey place. Eric was super responsive to any & all questions we had. We absolutely loved our time there and look forward to rebooking in the future!

Picturesque Lakefront Retreat at Spofford Lake
This was our second stay at Palmer’s place and we already can’t wait to go back. It always exceeds expectations. Palmer pays close attention to detail, making sure everything you need is within reach. The home itself is absolutely beautiful, matched only by the view of the lake from the main living area. Although it wasn’t quite warm enough for us to enjoy the outside activities, we thoroughly enjoyed relaxing inside, which speaks to how much the home has to offer. If you’re looking for a place to stay, look no further. This is truly a gem.

Amazing Views, Skiing Nearby and Amenities Galore!
We absolutely loved our stay at Barbara’s home! It was spacious enough to accommodate 6 adults and 1 child with no issue. The kitchen is well appointed, allowing us to cook meals throughout our stay. We had a small storm roll through, which dropped 5” of snow overnight (great for our next day on the mountain!), and we were thrilled to see that the driveway and walkway had been cleared prior to 7am. The bedrooms were comfortable and the view from the great room is truly stunning. Would love to stay here again! Thank you, Barbara!
Private house rentals

Beautiful post and beam home by waterfall.
Three of us stayed at Elissa’s as a launch pad for hiking and biking in the area. It’s a beautiful place, the kitchen is well stocked, and the outdoor space is inviting. We enjoyed a nice fire outside and watched the stars come out. We would love to come back in the winter and experience the coziness of the interior wood burning stove.

Lakefront family vacation home
We had a wonderful stay at this home! Stephen and Toby were great hosts who were easy to work with. Some of the house has been renovated recently and is beautiful. The house was clean and the views were amazing! We would definitely stay here again.

The Boat House on Granite Lake
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!

Serenity - Fantastic Spacious House In Quaint VT
The space is great for larger parties to sit together and enjoy dinner or hanging out. In the center of town yet quiet and felt like home away from home. The fireplace and access to firewood was great. Chris was friendly to communicate with and responded quickly. We were all very happy with our stay

Entire Craftsman House Rental
A spacious place with character, Rebecca's place had everything we needed, and she was an extremely attentive host. Quiet neighborhood. Being close to I-91 made Rebecca's house an excellent jumping off point for day trips to various places in Vermont.

Lake Front Cottage
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.

Very Private Cabin on 12 Acres
If you want privacy this place stands out, It was wonderful to have our dog run around on the grounds, a beautiful deck to sit on as well as a nice fire pit. A warm rustic place with plenty of room to enjoy and unwind.

Large summer home on Laurel Lake NH
This is a place that gives families the time, simplicity, and space to relax together and reconnect. All of the happiness and love of many generations fills the air. This is a wonderful setting for extended families and friends to gather. There is a lot for everyone to do at the house, the lake, and in the Monadnock region. This is a one of a kind property that is very special today more than ever.
Destinations to explore
- Rentals with a fireplace Cheshire County
- Rentals with lake access Cheshire County
- Rentals with a hot tub Cheshire County
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- Rentals with a fire pit Cheshire County
- Kid-friendly rentals Cheshire County
- Rentals with a kayak Cheshire County
- Apartment rentals Cheshire County
- Rentals with pools Cheshire County
- Rentals with breakfast Cheshire County
- Beachfront rentals Cheshire County
- Rentals with a washer and dryer Cheshire County
- Pet-friendly rentals Cheshire County
- Waterfront rentals Cheshire County
- Rentals with a patio Cheshire County
- Rentals with outdoor seating Cheshire County
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