Bennington Holiday Rentals

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Bennington

Fridge, microwave, oven, stovetop
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Peterborough
9.8 out of 10, Exceptional, (28)
"I had a great stay at Mary Anne and Ben’s place in Peterborough. The apartment was clean and comfortable, and the location cannot be beat."
United States
Joseph K.
The price is HK$490
HK$1,123 total
includes taxes & fees
2 Dec - 3 Dec
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Terrace/patio
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

Rindge
10.0 out of 10, Exceptional, (22)
"The cottage was a great place to stay. Very conveniently located to where we wanted to travel to. It has a great view of the lake, very clean and comfortable."
United States
Nicole B.
The price is HK$1,365
HK$2,891 total
includes taxes & fees
30 Nov - 1 Dec
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Property grounds
Grey Cabin with Sauna on Lake Monomonac

Grey Cabin with Sauna on Lake Monomonac

2.0 star property
Rindge
7.6 out of 10, Good, (4)
"Great location host was on it.anything u needed he was there.no ac was the only thing.but it was unusally hot.i would go again"
United States
Brian
Grey Cabin with Sauna on Lake Monomonac
Property grounds
Book your ski vacations for the upcoming season.

Book your ski vacations for the upcoming season.

Sutton
10.0 out of 10, Exceptional, (9)
"House is very clean and comfortable. Kitchen well appointed, Nice location with view of Blaisdell Lake. Several state parks and Lake Sunapee nearby"
United States
Nancy B.
The price is HK$1,260
HK$3,013 total
includes taxes & fees
30 Nov - 1 Dec
Book your ski vacations for the upcoming season.
Interior
Charming cabin in delightful Greenfield New Hampshire with WiFi access

Charming cabin in delightful Greenfield New Hampshire with WiFi access

Greenfield
9.8 out of 10, Exceptional, (8)
"Its was great clean, quite and comfortable. "
United States
John G.
The price is HK$1,439
HK$2,051 total
includes taxes & fees
30 Nov - 1 Dec
Charming cabin in delightful Greenfield New Hampshire with WiFi access
Interior
16 ppl 2 hot tubs, game room, fire pit

16 ppl 2 hot tubs, game room, fire pit

Antrim
9.8 out of 10, Exceptional, (9)
"Clean, lots of space, helpful host, hot tub was also nice"
United States
Howard H.
The price is HK$1,393
HK$3,132 total
includes taxes & fees
2 Dec - 3 Dec
16 ppl 2 hot tubs, game room, fire pit
Property grounds
Cottage beside a waterfall

Cottage beside a waterfall

Wilton
9.8 out of 10, Exceptional, (10)
"What a unique place to stay with a waterfall in the backyard! Quiet, beautiful grounds on the property. Clean, private and well appointed. "
United States
Marcella J.
The price is HK$1,245
HK$2,262 total
includes taxes & fees
30 Nov - 1 Dec
Cottage beside a waterfall
Exterior detail
Cozy Cabin in a Rural setting #8

Cozy Cabin in a Rural setting #8

Temple
9.0 out of 10, Wonderful, (4)
"Cute, cozy and clean. "
United States
Jessica F.
The price is HK$913
HK$1,488 total
includes taxes & fees
5 Dec - 6 Dec
Cozy Cabin in a Rural setting #8
Interior
Private Hot Tub Suite

Private Hot Tub Suite

Antrim
9.0 out of 10, Wonderful, (10)
"Stayed 3 nights while visiting relatives. Teen loved the Xbox. Had everything we could possibly need. Would definitely stay again."
United States
Dena S.
The price is HK$1,043
HK$1,993 total
includes taxes & fees
30 Nov - 1 Dec
Private Hot Tub Suite
Terrace/patio
Unique Cozy private 1-bedroom apartment in charming Temple

Unique Cozy private 1-bedroom apartment in charming Temple

Temple
9.8 out of 10, Exceptional, (7)
"very clean, well decorated, comfortable and peaceful"
United States
Dan G.
The price is HK$2,722
HK$3,376 total
includes taxes & fees
3 Dec - 4 Dec
Unique Cozy private 1-bedroom apartment in charming Temple
Interior
Relaxing Hot Tub Getaway

Relaxing Hot Tub Getaway

Antrim
9.6 out of 10, Exceptional, (15)
"The hot tub was great and the peace and quiet was very nice."
United States
Brian B.
The price is HK$1,043
HK$1,993 total
includes taxes & fees
7 Dec - 8 Dec
Relaxing Hot Tub Getaway
Outdoor dining
Charming Home Walk to Downtown!

Charming Home Walk to Downtown!

Keene
10.0 out of 10, Exceptional, (1)
"Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even...
United States
Xilin J.
The price is HK$1,906
HK$5,030 total
includes taxes & fees
1 Dec - 2 Dec
Charming Home Walk to Downtown!
Outdoor dining
River Room overlooking the waterfall

River Room overlooking the waterfall

Wilton
10.0 out of 10, Exceptional, (3)
"Had a great time, the grounds are spectacular with the river waterfall in the background. The Bathroom was stunning. Had everything we needed. The bed was super comfy too. The screened-in porch was convenient, too."
United States
Romie G.
The price is HK$1,245
HK$2,262 total
includes taxes & fees
30 Nov - 1 Dec
River Room overlooking the waterfall
Fridge, microwave, oven, stovetop
Downtown Hot Tub Escape

Downtown Hot Tub Escape

Keene
9.6 out of 10, Exceptional, (21)
"Nice house in a nice location. "
United States
Rob B.
The price is HK$985
HK$2,158 total
includes taxes & fees
30 Nov - 1 Dec
Downtown Hot Tub Escape
1 bedroom, free WiFi, bed sheets
Cozy Cabin in a Rural setting-14

Cozy Cabin in a Rural setting-14

Temple
9.4 out of 10, Exceptional, (8)
"A wonderful little cabin. Everything was as cute and clean as the pictures and descriptions. You will love this place!"
United States
Craig
The price is HK$1,073
HK$1,863 total
includes taxes & fees
30 Nov - 1 Dec
Cozy Cabin in a Rural setting-14
Interior
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region

Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region

Dublin
10.0 out of 10, Exceptional, (25)
"Good place to stay during a wedding week"
United States
Veronique S.
The price is HK$2,334
HK$4,447 total
includes taxes & fees
30 Nov - 1 Dec
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Property grounds
Spacious & Historic 2-Bed – 5 Min Drive to High Mowing, 25 Min to Dublin School

Spacious & Historic 2-Bed – 5 Min Drive to High Mowing, 25 Min to Dublin School

2.0 star property
Wilton
10.0 out of 10, Exceptional, (1)
"Christine was so personally welcoming. Was flying into Boston on the red eye and needed to check in early and she not only accommodated that request, she left us pancake mix, local maple syrup, butter and a fresh carton of half and half for coffee for our early morning. The amenities were all top notch. I’m a big fan of doterra essentials so it was nice to see them being used. "
United States
Joseph C.
The price is HK$1,400
HK$2,929 total
includes taxes & fees
30 Nov - 1 Dec
Spacious & Historic 2-Bed – 5 Min Drive to High Mowing, 25 Min to Dublin School
Exterior
Cozy Cabin in a rural setting (#10) In Temple, NH

Cozy Cabin in a rural setting (#10) In Temple, NH

Temple
9.0 out of 10, Wonderful, (19)
"Nice little cabin, clean other cabins are a little close other than that everything was fine "
United States
Lisa G.
The price is HK$913
HK$1,801 total
includes taxes & fees
30 Nov - 1 Dec
Cozy Cabin in a rural setting (#10) In Temple, NH
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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Top Bennington Hotel Reviews

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

10/10 Excellent
"Staff was great . Upgraded my room since my room was not ready when I got there. Great location and front desk was very informative on the area "
Eric 1-night trip
Posted 5 days ago
Fairfield Inn & Suites by Marriott Keene Downtown

Find out more about Bennington

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Frequently asked questions

Can I find holiday rentals in Bennington?

Yes, there are holiday rentals close to the most popular sights in Bennington, or you can select a more secluded option if you're looking for a relaxing stay. Bennington is known for its ski areas.

What are some of the best holiday rentals that Bennington has to offer?

Private Beach And Mountain Lake Home: This holiday home rental outside of Bennington is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

What’s there to see and do in Bennington?

While exploring the area, visit family-friendly sights like Hardings of Hancock, or get outside and enjoy nature at Contoocook River. In the wider area, you’ll find Crotched Mountain Ski and Ride Area and Crotched Mountain Golf Club.

What’s a holiday rental in Bennington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bennington. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family getaway.