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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 Waterfront Log Cabin

9.4 out of 10, Exceptional, (36)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin

Peaceful Family-Friendly Sunapee Lake/Ski Retreat

10.0 out of 10, Exceptional, (21)
"We had a wonderful time during our stay. It’s such a beautiful area and the house was perfect for our family. Kitchen is well stocked and we made a great meal while we were there. Close to a lovely lake that we walked around on a sunny fall day. We’d return for sure. "
Peaceful Family-Friendly Sunapee Lake/Ski Retreat

Waterfont log home nestled in the pines

10.0 out of 10, Exceptional, (49)
"Beautiful secluded location. Quiet neighborhood right on the lake. Wonderful to go down to the dock in the morning and watch the lake come alive with a good cup of coffee. Plenty of room for the family. The log cabin interior was very cozy, clean and inviting. Kitchen had everything needed. The kayaks and fishing poles were put to good use. We stayed here to attend a nearby family wedding and it was SOOO much nicer than being in a hotel, having the family all together. Alfred made sure to check...
Waterfont log home nestled in the pines

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.

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, (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!

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

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

Charming 3-bedroom waterfront house in Harrisville

Charming 3-bedroom waterfront house in Harrisville

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, (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

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 AED 584
AED 1,052 total
includes taxes & fees
28 Nov - 29 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 AED 1,098
AED 2,021 total
includes taxes & fees
28 Nov - 29 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!

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 AED 584
AED 1,052 total
includes taxes & fees
28 Nov - 29 Nov
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, (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.