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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, (58)
"Excellent visit...house was beautiful, charming and cozy. Well appointed.We had a wonderful visit with family. Location was very peaceful The owner did a fabulous job restoring this antique cape. thank you for a lovely 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

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

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, (65)
"My husband, myself, 3 of my adult kids and 5 grandchildren under 7 stayed very comfortably. So many nice rooms. Although very updated had a very nostalgic feel. All of the living spaces were extra large and plenty of seating. The kitchen had everything that we needed and the yard was humongous. We were fortunate to get snow while we were there and the kids had never seen snow since we’re from Georgia. It was a wonderful stay. Thank you so much, Wayne. "
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

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

Nestled on the edge of the woods near Mount Monadnock

9.4 out of 10, Exceptional, (6)
"House is comfortable and well stocked."
Nestled on the edge of the woods near Mount Monadnock

The Harrisville Ranch - Monadnock Region Getaway!

10.0 out of 10, Exceptional, (2)
"We booked a longer stay over the holidays and we were very pleased with the accommodations. The property was clean and very spacious, on a wooded lot that was pleasant and quiet. It was like a home away from home during our stay. We would definitely recommend!"
The Harrisville Ranch - Monadnock Region Getaway!

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.

earthship forest exile

The price is SAR 694
SAR 1,539 total
includes taxes & fees
21 Jan - 22 Jan
earthship forest exile

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 😊

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 1,075 total
includes taxes & fees
21 Jan - 22 Jan
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 1,122
SAR 2,060 total
includes taxes & fees
21 Jan - 22 Jan
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, (158)
"We came to the Newbury area this past weekend for an early Christmas celebration with relatives who moved there recently and downsized so have no room for guests. I was lucky enough to find this home on Vrbo, only 15 minutes away. We arrived on Friday in wind and snow gusts and temps below 10 degrees. The second we were inside we were "at home." From the warm wooded walls, beams and railings to the charming and eclectic furnishings and decor pieces and the cozy beds, the home just felt...
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 1,075 total
includes taxes & fees
21 Jan - 22 Jan
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, (58)
"Excellent visit...house was beautiful, charming and cozy. Well appointed.We had a wonderful visit with family. Location was very peaceful The owner did a fabulous job restoring this antique cape. thank you for a lovely 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
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.