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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Compare 72 Vacation Homes in Bennington with updated reviews, rates, and availability.

Charming year round 2 bedroom 2 bath house.
Miscellaneous

Charming year round 2 bedroom 2 bath house.

10.0 out of 10, Exceptional, (2)
"Our team had a wonderful stay! The place was clean, comfortable, and exactly as described. The host was friendly and responsive, making the whole experience smooth and enjoyable. Would definitely stay again!""
The price is AED 680
AED 1,518 total
includes taxes & fees
1 Apr - 2 Apr
Charming year round 2 bedroom 2 bath house.
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.
Point of interest

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

10.0 out of 10, Exceptional, (61)
"Beautiful house and location. Our only complaints would be that the house itself was fairly loud (creaky floors and no insulation between rooms so can hear when someone is up early or late) and sheer white curtains (making everyone have to get up with the sun), BUT all that said, wonderful old house. Very clean, well maintained, and stocked with everything you'd need. Would definitely recommend!"
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.
Spectacular Log Home with Private Lake Access
TV, books, music library, video library

Spectacular Log Home with Private Lake Access

10.0 out of 10, Exceptional, (91)
"We loved our stay at this property. Cabin was perfect for us. Kitchen was fabulous, air conditioning in each room, so comfortable. Outdoor area with fire pit and picnic tables was great. Host was super responsive to our needs."
Spectacular Log Home with Private Lake Access
Beautiful Private Lakefront new Log Home
Outdoor dining

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
Beautiful lakefront Summer Lake House & Ski Cottage near Mt. Sunapee
Terrace/patio

Beautiful lakefront Summer Lake House & Ski Cottage near Mt. Sunapee

9.6 out of 10, Exceptional, (36)
"We had a great stay at Ryan’s place. Great location for Mt. Sunapee skiing.Lots of room! Great views. Will plan to be back!On a snowy trip. 4 wheel drive and good tires are highly recommended. "
Beautiful lakefront Summer Lake House & Ski Cottage near Mt. Sunapee
Panoramic Water Views, waterfront house on French pond
Aerial view

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
Cozy Home Near Downtown, Shops, and Restaurants.
Exterior

Cozy Home Near Downtown, Shops, and Restaurants.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Online info was accurate. Nice spot to rent with family."
The price is AED 1,102
AED 1,909 total
includes taxes & fees
3 Apr - 4 Apr
Cozy Home Near Downtown, Shops, and Restaurants.
Nestled on the edge of the woods near Mount Monadnock
Fridge, microwave, oven, stovetop

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
Pristine Waterfront, Charming Home, Breathtaking Views
Fridge, microwave, oven, stovetop

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
Private Beach And Mountain Lake Home
Miscellaneous

Private Beach And Mountain Lake Home

9.6 out of 10, Exceptional, (116)
"Just returned home from a long weekend break. The property, from the house to the lake, was so beautiful. W There was some rain but that just allowed for more reading by the fire. "
Private Beach And Mountain Lake Home
Downtown Hot Tub Escape
Fridge, microwave, oven, stovetop

Downtown Hot Tub Escape

9.4 out of 10, Exceptional, (10)
"Brought my parents and my Brother to this rental - It was a nice place."
The price is AED 731
AED 1,331 total
includes taxes & fees
25 Mar - 26 Mar
Downtown Hot Tub Escape
Relaxing Hot Tub Getaway
Smart TV, fireplace, video games, table tennis

Relaxing Hot Tub Getaway

9.4 out of 10, Exceptional, (13)
"Had 6 friends stay over for 2 nights to ski and we had a great time. The house is great!"
The price is AED 584
AED 1,048 total
includes taxes & fees
25 Mar - 26 Mar
Relaxing Hot Tub Getaway
Peaceful Family-Friendly Sunapee Lake/Ski Retreat
Property grounds

Peaceful Family-Friendly Sunapee Lake/Ski Retreat

10.0 out of 10, Exceptional, (23)
"The property is very clean and I love the open floor plan so family can all be together. Sunapee Ski Area is only 15 minutes away. We will be back. "
Peaceful Family-Friendly Sunapee Lake/Ski Retreat
Amazing Mt. Sunapee Region Home Convenient for many activities! Winter Is Open!
Exterior

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

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
Amazing Mid-Century Modern Mountain Top Home on 160 Acres
Outdoor pool

Amazing Mid-Century Modern Mountain Top Home on 160 Acres

10.0 out of 10, Exceptional, (43)
"We had a great stay, house is amazing."
Amazing Mid-Century Modern Mountain Top Home on 160 Acres
16 ppl 2 hot tubs, game room, fire pit
Terrace/patio

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
25 Mar - 26 Mar
16 ppl 2 hot tubs, game room, fire pit
Cozy Lakeside Year Round Retreat ☀️🛶 🎣 🏊 🍁 🎃 🍎 🎿🏂 ❄️ & 🐾 are welcome 😊
Property grounds

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 😊
Cozy Lakefront Cottage
Smart TV

Cozy Lakefront Cottage

2.0 star property
9.0 out of 10, Wonderful, (2)
"We had fun. The weather was nice even though it rained a little bit. The family had fun kayaking during the day and the pond was nice and relaxing. Bonfire at night. The place is beautiful and clean 👍😊😊😊"
Cozy Lakefront Cottage
Waterfont log home nestled in the pines
Outdoor dining

Waterfont log home nestled in the pines

10.0 out of 10, Exceptional, (52)
"Anther fantastic time at this beautiful location. Owner is always so geeat to work work "
Waterfont log home nestled in the pines
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

Cozy Home Near Downtown, Shops, and Restaurants.
Exterior

Cozy Home Near Downtown, Shops, and Restaurants.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Online info was accurate. Nice spot to rent with family."
The price is AED 1,102
AED 1,909 total
includes taxes & fees
3 Apr - 4 Apr
Cozy Home Near Downtown, Shops, and Restaurants.
Stunning brand new 2 bedroom Loft amidst nature
Miscellaneous

Stunning brand new 2 bedroom Loft amidst nature

10.0 out of 10, Exceptional, (16)
"Place was great! Roomy, comfortable, we felt so welcome! Took my dog for a nice walk around the area in the morning and the country roads were safe and well maintained for a walk. "
Stunning brand new 2 bedroom Loft amidst nature
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
Exterior

Beautiful Adirondack Cabin with Sauna on Lake Monomonac

2.0 star property
10.0 out of 10, Exceptional, (16)
"It was my second time staying at the Finnish House and I am already planning another trip. Jim is a fantastic host and the property is immaculate!"
The price is AED 1,098
AED 1,682 total
includes taxes & fees
25 Mar - 26 Mar
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
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.