Search Vacation Homes in Bennington

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Compare 65 Vacation Homes in Bennington with updated reviews, rates, and availability.

Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.
10.0 out of 10, Exceptional, (54)
"Wonderful stay in this beautiful historic property. Lynn greeted us at check in and gave us the full run down of the property and set the tone for a great long weekend away. Reliable wifi and a TV with all the apps if you're looking to stay connected and plenty of opportunities to disconnect with trails starting right out the front door, a fire pit, and books and games to take advantage of. Close to so many activities in the area but far enough away to enjoy total solitude as well."
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 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.
Beautiful Private Lakefront new Log Home
9.8 out of 10, Exceptional, (48)
"This was our second time renting this house. We love the location and everything about it. We have a large family and the house is more than big enough for everyone and the lake is beautiful."
Beautiful Private Lakefront new Log Home
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
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
10.0 out of 10, Exceptional, (64)
"House was large and comfortable with space for everyone. Enjoyed dinners with our group around the dining table. Kitchen is older but works. Played a charades-type game in the living room one evening. Peterborough wonderful for eats, walking and shopping. "
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
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
Private Field House - Spacious 4 Bedroom Home
10.0 out of 10, Exceptional, (15)
"Very nice home, quiet location, and house had everything we needed and more. Property manager timely communicated all necessary information."
Private Field House - Spacious 4 Bedroom Home
Private Lakehouse Getaway for relaxing and fun!
10.0 out of 10, Exceptional, (1)
"Beautiful, cozy house on a great lake! Best landscaped property on the lake with fishing, canoeing/kayaking, and floating. Can watch the boats go by from bar on the deck - or watch the eagles catch their meal."
Private Lakehouse Getaway for relaxing and fun!
Charming Waterfront Log Cabin
9.4 out of 10, Exceptional, (35)
"Awesome"
Charming Waterfront Log Cabin
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
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 1,088 total
includes taxes & fees
19 Nov - 20 Nov
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 2,066 total
includes taxes & fees
18 Nov - 19 Nov
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!
Amazing Mt. Sunapee Region Home Convenient for many activities! Winter Is Open!
10.0 out of 10, Exceptional, (156)
"Lovely classic home; feels nostalgic old, but isn't actually old. Plenty of space indoors and out for 6+ people. Kids loved the bunk beds. Extremely well stocked kitchen. Very quiet neighborhood and only 15 minutes from Lake Sunapee, harbor, Mount Sunapee."
Amazing Mt. Sunapee Region Home Convenient for many activities! Winter Is Open!
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 1,088 total
includes taxes & fees
19 Nov - 20 Nov
Private Hot Tub Suite
Beautiful lakefront Summer Lake House & Ski Cottage near Mt. Sunapee
9.6 out of 10, Exceptional, (30)
"We had an amazing time,the weather was the best i can remember for peak foliage time. I wish the Bass were more cooperative but the ones we got were quality."
Beautiful lakefront Summer Lake House & Ski Cottage near Mt. Sunapee
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, (54)
"Wonderful stay in this beautiful historic property. Lynn greeted us at check in and gave us the full run down of the property and set the tone for a great long weekend away. Reliable wifi and a TV with all the apps if you're looking to stay connected and plenty of opportunities to disconnect with trails starting right out the front door, a fire pit, and books and games to take advantage of. Close to so many activities in the area but far enough away to enjoy total solitude as well."
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.
Rustic Waterfront Cottage w/ Fire Pit & Kayaks
2.5 star property
Rustic Waterfront Cottage w/ Fire Pit & Kayaks
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 😊
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.