Bennington Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Bennington

Spectacular Log Home with Private Lake Access

10.0 out of 10, Exceptional, (95)
"Wonderful 3 night stay in this beautiful log home. Access to the lake, dock and kayaks was a bonus. We had a blast on the lake and did a good amount of fishing. We will definitely be back! "
Spectacular Log Home with Private Lake Access

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

9.8 out of 10, Exceptional, (18)
"Property was clean and super close to the downtown square! "
The price is NZ$281
includes taxes & fees
16 July - 17 July
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Beautiful Private Lakefront new Log Home

9.8 out of 10, Exceptional, (54)
"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."
The price is NZ$2,112
includes taxes & fees
12 July - 13 July
Beautiful Private Lakefront new Log Home

Charming Waterfront Log Cabin

9.4 out of 10, Exceptional, (38)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin

Downtown Hot Tub Escape

9.2 out of 10, Wonderful, (15)
"Property was easy to locate. The rooms were perfect! Hot tub was fantastic! "
Downtown Hot Tub Escape

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

9.6 out of 10, Exceptional, (20)
"Our kids said the beds were the most comfortable beds they'd ever slept on, with the coziest blankets. The cabin was warm, cozy, and homey. Host was very nice and communication was timely and helpful. Beautiful view on the lake. Close to all amenities, shopping, and grocery stores."
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself

Private NH Escape | Cozy Fireplace & Deck

6.0 out of 10, (2)
"The property did not indicate this was a top floor condo. I have mobility issues and this was a real problem. There were several hairs on the bed sheets. I contacted the manager and he never responded. Washed everything myself including the mattress pad which had flakey debris on it, because we couldn’t just leave and lose our . Plus all our heavy luggage was painstakingly brought upstairs at this point. After a 5 night stay we still never heard from the Manager. This is not acceptable. ...
The price is NZ$392
includes taxes & fees
14 July - 15 July
Private NH Escape | Cozy Fireplace & Deck

Cabin: Private Hot Tub, Walk to Pats Peak Ski Area

9.8 out of 10, Exceptional, (27)
"Love this property! This was our 2nd time staying. A great log cabin feel within walking distance to the mountain!"
Cabin: Private Hot Tub, Walk to Pats Peak Ski Area

Unique Cozy private 1-bedroom apartment in charming Temple

10.0 out of 10, Exceptional, (1)
"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 NZ$716
includes taxes & fees
20 July - 21 July
Unique Cozy private 1-bedroom apartment in charming Temple

Amazing Mt. Sunapee Region Home Convenient for many activities! Winter Is Open!

10.0 out of 10, Exceptional, (158)
"We love the house, it had everything we needed!"
Amazing Mt. Sunapee Region Home Convenient for many activities! Winter Is Open!

Stunning brand new 2 bedroom Loft amidst nature

10.0 out of 10, Exceptional, (19)
"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

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

10.0 out of 10, Exceptional, (67)
"Quiet and comfortable. Great place to relax. "
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.

Charming cabin in delightful Greenfield New Hampshire with WiFi access

10.0 out of 10, Exceptional, (1)
The price is NZ$443
includes taxes & fees
13 July - 14 July
Charming cabin in delightful Greenfield New Hampshire with WiFi access

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!

Lakefront Cabin in Beautiful, Quiet Location

Lakefront Cabin in Beautiful, Quiet Location

River Room overlooking the waterfall

10.0 out of 10, Exceptional, (1)
"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."
The price is NZ$421
includes taxes & fees
27 July - 28 July
River Room overlooking the waterfall

20% Sale April/May NH Condo Unit 2D

The price is NZ$353
includes taxes & fees
20 July - 21 July
20% Sale April/May NH Condo Unit 2D

Quaint Dunbarton Waterfront Cottage

9.2 out of 10, Wonderful, (48)
"LOVELY AND PEACEFULVERY KIND HOST."
Quaint Dunbarton Waterfront Cottage

Cottage beside a waterfall

8.0 out of 10, Very good, (1)
"The location was amazing. The cottage was cute, cozy, well appointed. The bed was super comfortable. Falling asleep to the waterfall sounds was similar to sleeping to ocean waves. Next time we visit NH we will certainly try to stay here again. "
The price is NZ$418
includes taxes & fees
10 Aug - 11 Aug
Cottage beside a waterfall

Peaceful Mountain View Retreat

10.0 out of 10, Exceptional, (11)
"Perfect ski getaway. We loved Crotched Mountain and the peaceful retreat when we returned back to the property. "
Peaceful Mountain View Retreat
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Spectacular Log Home with Private Lake Access: This holiday home rental outside of Bennington is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Bennington?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Bennington stay.

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 Peterborough Players.

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.