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Compare Vacation Homes in Bennington with updated reviews, rates, and availability.

Waterfont log home nestled in the pines

10.0 out of 10, Exceptional, (51)
"Second time staying at this property ! Very relaxing, beds super comfortable. Would highly recommend."
Waterfont log home nestled in the pines

Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.

10.0 out of 10, Exceptional, (56)
"Lynn was a great host and meets you at the property to greet you and aquaint you to the home. It was well stocked with essentials plus more (thank you for the coffee)! The home is very clean and even had kid dishes and a few toys! Thanks for a great stay!"
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.

Cozy Lakeside Year Round Retreat ☀️🛶 🎣 🏊 🍁 🎃 🍎 🎿🏂 ❄️ & 🐾 are welcome 😊

9.8 out of 10, Exceptional, (18)
"Very clean, all the comforts of home. We loved sitting out and enjoying the lake."
Cozy Lakeside Year Round Retreat ☀️🛶 🎣 🏊 🍁 🎃 🍎 🎿🏂 ❄️ & 🐾 are welcome 😊

Charming Waterfront Log Cabin

9.6 out of 10, Exceptional, (37)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin

Charming 3-bedroom waterfront house in Harrisville

10.0 out of 10, Exceptional, (1)
"Very nice house with great amenities ! Beautiful location right on the lake (we may come back for a summer get together!) Highly recommend (just note - there’s plenty of room - but there is only one bed/bedroom)"
Charming 3-bedroom waterfront house in Harrisville

Pristine Waterfront, Charming Home, Breathtaking Views

9.8 out of 10, Exceptional, (56)
"Beautiful leaves in reds, oranges, and yellows reflected in a gorgeous pond with a pair of loons slowly floating by....Perfection! What a gorgeous location! We had a great stay- the kitchen was wonderful to cook in- we loved the gas stove- bacon tasted so delicious with croissants in the morning! The house is large and comfortable- cozy couch, large piano, washer and dryer, tv, and wifi. We have to agree with other guests- the bed is squeaky....ridiculously squeaky.....to the point of...
Pristine Waterfront, Charming Home, Breathtaking Views

Amazing Mt. Sunapee Region Home Convenient for many activities! Winter Is Open!

10.0 out of 10, Exceptional, (157)
"The home perfect for our needs. Plenty of room and a GREAT view of the back of Mount Sunapee. The neighborhood is very nice and quiet. The kitchen was well equipped. We had a great time! Thank you!"
Amazing Mt. Sunapee Region Home Convenient for many activities! Winter Is Open!

Modern Francestown Retreat on Scobie Pond!

10.0 out of 10, Exceptional, (5)
"Fairly new house on the pond. Little sand beach. Canoe, paddle board and kayaks (need new/more paddles). Spacious. Large, well appointed and supplied modern kitchen. Nice master suite. Only one bathroom on ground floor for 3 bedrooms. Plenty of bench seating on deck facing lake, but could use use some chairs with cushions. "
Modern Francestown Retreat on Scobie Pond!

Panoramic Water Views, waterfront house on French pond

9.2 out of 10, Wonderful, (10)
"The charming home is very remote and private. Updated kitchen and bathroom providing all amenities you could want. Comfortable beds, but master is very tall. Although the living area futon seating provides extra sleeping options, they are not the most comfortable for sitting/lounging. A softer chair or two would be welcome. Lovely deck for lake watching. Frogs aplenty!"
Panoramic Water Views, waterfront house on French pond

Welcome Home

9.8 out of 10, Exceptional, (9)
"I loved everything about this property and the host! I chose it for the country location and the leisurely feel of the listing. We came in from out of state to visit family and needed a place where we could congregate. This property had 4 beautiful bedrooms and a large living area for hanging out. I love the airy, spacious feel of the common areas and the indoor hanging swings were a big draw for us. There are so many places to relax and unwind inside and outside. The host was super friendly and...
Welcome Home

5 Bedroom cozy New England home - Cobb Meadow House

10.0 out of 10, Exceptional, (22)
"This was the perfect place for our short stay in New Hampshire. The house was lovely. We really appreciated the kitchen, which was stocked with good pots and pans as well as basic spices, cooking oils, and coffee and tea. Communication with the homeowner was terrific. Thanks again for a lovely stay."
The price is SAR 1,447
SAR 2,824 total
includes taxes & fees
22 Dec - 23 Dec
5 Bedroom cozy New England home - Cobb Meadow House

Life on the Pond- Enjoy year round fun swimming, hiking, boating on Long Pond.

10.0 out of 10, Exceptional, (1)
"Very clean, brand-new renovation. Nice kitchen and bathroom. Bed and pull out couches are very comfortable. The owner is very kind and easy to talk to, he lives in another house on the property, which gave us both peace of mind and lots of privacy."
Life on the Pond- Enjoy year round fun swimming, hiking, boating on Long Pond.

Charming barn studio apt, in lovely Peterborough NH overlooking the downtown.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Melanie, our host, was great throughout our whole stay. The check-in process was very easy! There were great recommendations of places to go while in town. The location is amazing, great views of the picturesque river, very easy quick walk into town, everything you need with in walking distance. The apartment/cabin itself is beautiful. There is a fully equipped kitchen. The living room is perfect for snuggling on the couch. The bed was very comfortable and linens were soft. The bathroom was also...
Charming barn studio apt, in lovely Peterborough NH overlooking the downtown.

Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

9.8 out of 10, Exceptional, (15)
"Very nice house and property! "
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

Beautiful Private Lakefront new Log Home

9.8 out of 10, Exceptional, (49)
"We recently stayed at this property for Thanksgiving with nine adults, two children, and two well-behaved dogs, and had a memorable experience overall. The home is set in a stunning location with a beautiful yard, lake, and deck space that we thoroughly enjoyed. Outdoor highlights included making s’mores over the solo fire pit and using the pizza oven. Inside, the two kitchens were impressively stocked with cookware, appliances (including two coffee makers and an espresso machine), and...
Beautiful Private Lakefront new Log Home

Relaxing Hot Tub Getaway

10.0 out of 10, Exceptional, (11)
"Very nice house that was clean and had very nice Activities like hot tub games etc Definitely would come back and stay again. Rebecca is a very good host "
The price is SAR 597
SAR 1,076 total
includes taxes & fees
2 Jan - 3 January 2025
Relaxing Hot Tub Getaway

16 ppl 2 hot tubs, game room, fire pit

9.8 out of 10, Exceptional, (6)
"Clean, lots of space, helpful host, hot tub was also nice"
The price is SAR 1,123
SAR 2,067 total
includes taxes & fees
1 Jan - 2 January 2025
16 ppl 2 hot tubs, game room, fire pit

Quiet private pond getaway

9.8 out of 10, Exceptional, (7)
"Quaint setting with much privacy. All ammendaties were met. Cant wait to return. "
Quiet private pond getaway

Highland Lake Waterfront home perfect for family, fun, outdoors, and S’Mores!

10.0 out of 10, Exceptional, (23)
"My adult family spent another great week at Birch Cabin. Everything we needed was right there and we were able to enjoy a relaxing week. The addition of air conditioners in all the bedrooms was a nice bonus this year. Everyone slept comfortably. We never get around to making the s'mores that Tom leaves for us but we do enjoy the individual parts, chocolate and the fudge stripe cookies he provided this year. We brought our boat and jet ski again this year and was able to tie up both to the...
Highland Lake Waterfront home perfect for family, fun, outdoors, and S’Mores!

Private Hot Tub Suite

10.0 out of 10, Exceptional, (7)
"Absolutely loved this property. The beds are huge and there's lots of space and you can adjust the AC to your liking. The only thing we didnt like was we felt the hottub wasnt very clean. "
The price is SAR 597
SAR 1,084 total
includes taxes & fees
6 Jan - 7 January 2025
Private Hot Tub Suite
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Bennington

Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.

10.0 out of 10, Exceptional, (56)
"Lynn was a great host and meets you at the property to greet you and aquaint you to the home. It was well stocked with essentials plus more (thank you for the coffee)! The home is very clean and even had kid dishes and a few toys! Thanks for a great stay!"
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.

Charming Waterfront Log Cabin

9.6 out of 10, Exceptional, (37)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin

Rustic Waterfront Cottage w/ Fire Pit & Kayaks

2.5 star property
Rustic Waterfront Cottage w/ Fire Pit & Kayaks
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.