Bennington Holiday Rentals

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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan

Holiday Rentals in Bennington

Private Beach And Mountain Lake Home
Miscellaneous

Private Beach And Mountain Lake Home

9.6 out of 10, Exceptional, (123)
"I loved the house with so many bits of history of times past. It was also nice that it had just about anything you could possibly need which makes packing less stressful. I would have loved to k ow more about the artwork that adorns the walls and yard. I felt very much at peace while there."
Private Beach And Mountain Lake Home
Quaint Dunbarton Waterfront Cottage
Property grounds

Quaint Dunbarton Waterfront Cottage

9.4 out of 10, Exceptional, (53)
"Great time at this quite little getaway. It was a hidden gem!"
Quaint Dunbarton Waterfront Cottage
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (25)
"great location"
The price is HK$739
HK$1,393 total
includes taxes & fees
3 Nov - 4 Nov
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
16 ppl 2 hot tubs, game room, fire pit
Interior

16 ppl 2 hot tubs, game room, fire pit

9.8 out of 10, Exceptional, (9)
"Clean, lots of space, helpful host, hot tub was also nice"
The price is HK$2,347
HK$4,302 total
includes taxes & fees
21 Oct - 22 Oct
16 ppl 2 hot tubs, game room, fire pit
Peaceful Mountain View Retreat
Fridge, microwave, oven, stovetop

Peaceful Mountain View Retreat

9.6 out of 10, Exceptional, (14)
"Perfect ski getaway. We loved Crotched Mountain and the peaceful retreat when we returned back to the property. "
Peaceful Mountain View Retreat
Private Hot Tub Suite
Interior

Private Hot Tub Suite

9.0 out of 10, Wonderful, (8)
"Stayed 3 nights while visiting relatives. Teen loved the Xbox. Had everything we could possibly need. Would definitely stay again."
The price is HK$1,044
HK$1,960 total
includes taxes & fees
21 Oct - 22 Oct
Private Hot Tub Suite
Unique Cozy private 1-bedroom apartment in charming Temple
Terrace/patio

Unique Cozy private 1-bedroom apartment in charming Temple

9.6 out of 10, Exceptional, (5)
"The location was a bit hard to find with any online map, it’s not accurate. But with a bit of driving, easily found! It was lovely, peaceful, and cool during a hot weekend so nice and relaxing!"
The price is HK$2,724
HK$3,319 total
includes taxes & fees
19 Oct - 20 Oct
Unique Cozy private 1-bedroom apartment in charming Temple
Charming Waterfront Log Cabin
3 bedrooms, travel cot, free WiFi, bed sheets

Charming Waterfront Log Cabin

9.4 out of 10, Exceptional, (43)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin
Cottage beside a waterfall
Property grounds

Cottage beside a waterfall

9.8 out of 10, Exceptional, (6)
"What a unique place to stay with a waterfall in the backyard! Quiet, beautiful grounds on the property. Clean, private and well appointed. "
The price is HK$1,129
HK$2,018 total
includes taxes & fees
14 Oct - 15 Oct
Cottage beside a waterfall
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Exterior

Cozy Updated Log Cabin with Mountain Views close to Monadnock

9.4 out of 10, Exceptional, (26)
"a fantastic weekend getaway in the mountains! quiet neighborhood with stunning night time views of the stars. such a cozy cabin, very clean, linens provided, nice property with a little fire pit too! very friendly host, easy to contact and pleasant. "
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (78)
"What a peaceful summertime 3 week stay! It was our second visit to this sweetly restored farm house, the first having been in winter splendor. This time we especially enjoyed the well maintained acreage, wildflowers, visits from local wildlife including deer, turkeys, and a pudgy porcupine, as well as the large outdoor fire ring. We look forward to our upcoming autumn visit. "
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.
Cozy Cabin in a Rural setting-14
1 bedroom, free WiFi, bed sheets

Cozy Cabin in a Rural setting-14

9.0 out of 10, Wonderful, (6)
"A wonderful little cabin. Everything was as cute and clean as the pictures and descriptions. You will love this place!"
The price is HK$1,074
HK$1,847 total
includes taxes & fees
15 Oct - 16 Oct
Cozy Cabin in a Rural setting-14
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, (24)
"The perfect cabin for a weekend getaway. The cabin had everything we needed and more!!! "
The price is HK$1,674
HK$2,771 total
includes taxes & fees
19 Oct - 20 Oct
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
Cozy Cabin in a Rural setting #8
Exterior detail

Cozy Cabin in a Rural setting #8

8.0 out of 10, Very good, (2)
"The cabins in New Hampshire are great place to stay. Everything you need in this efficient space. Would definitely recommend it to anyone. We hope to stay there again."
The price is HK$914
HK$1,497 total
includes taxes & fees
14 Oct - 15 Oct
Cozy Cabin in a Rural setting #8
Ski Minutes Away & Pool Onsite
Outdoor pool

Ski Minutes Away & Pool Onsite

10.0 out of 10, Exceptional, (9)
"We enjoyed the property very much. The pool was amazing! The kitchen was well equipped and the communication with the owner was very good. Great location to downtown for restaurants and grocery store"
Ski Minutes Away & Pool Onsite
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, (106)
"Great location and beautiful house! Thank you! "
Spectacular Log Home with Private Lake Access
Inviting Condo w Fire Place & Hot Tub
Outdoor spa tub

Inviting Condo w Fire Place & Hot Tub

9.6 out of 10, Exceptional, (7)
"We stayed for two nights and enjoyed our time here. We didn't get to use the hot tub, but we did use the fireplace. The condo was nice and cozy, and we would definitely stay here again."
Inviting Condo w Fire Place & Hot Tub
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
Terrace/patio

Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself

9.8 out of 10, Exceptional, (26)
"The house was perfect for us. Karen was a great host with an open line of communication at all times. We really enjoyed staying there! "
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
Charming Lake Cottage est 1903! Private and relaxing waterfront, family fun!
Exterior

Charming Lake Cottage est 1903! Private and relaxing waterfront, family fun!

9.8 out of 10, Exceptional, (51)
"Ryan’s property is beautiful and peaceful. Its exactly what I would describe as a perfect summer getaway."
Charming Lake Cottage est 1903! Private and relaxing waterfront, family fun!
Waterfont log home nestled in the pines
Dining

Waterfont log home nestled in the pines

10.0 out of 10, Exceptional, (56)
"This is a roomy cabin with a great view and location! Our second year here!"
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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Top Bennington Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Nice place to stay "
James 6-night trip
Posted 4 days ago
Keene Elm City Hotel, an Ascend Collection Hotel

Find out more about Bennington

Search for holiday rentals in Bennington on Expedia! You can easily find your home rentals, villas, holiday apartments in Bennington using one of the methods below:

  • View our selection of featured holiday rentals in Bennington
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Look no further and take a look at our great range of rental properties in Bennington!

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.