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, (97)
"This was a perfect place for our family to come and relax! The cabin is a perfect size and feels so peaceful. Every comfort was provided and Tom was a great host."
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 AU$292
includes taxes & fees
4 Aug - 5 Aug
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

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. ...
Private NH Escape | Cozy Fireplace & Deck

"The Only One on Earth"

10.0 out of 10, Exceptional, (6)
"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"
"The Only One on Earth"

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."
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

Relax & Unwind | Rural NH Getaway w/ Hot Tub

10.0 out of 10, Exceptional, (3)
"The place was nice, clean and had everything we needed. We would definitely stay here again. "
Relax & Unwind | Rural NH Getaway w/ Hot Tub

Private Beach And Mountain Lake Home

9.6 out of 10, Exceptional, (119)
"We had a great 3 days at the cabinin the sky!"
Private Beach And Mountain Lake Home

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

9.8 out of 10, Exceptional, (21)
"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

Downtown Hot Tub Escape

9.6 out of 10, Exceptional, (14)
"Property was easy to locate. The rooms were perfect! Hot tub was fantastic! "
The price is AU$701
includes taxes & fees
29 July - 30 July
Downtown Hot Tub Escape

The NEW Damon Pond Log Cabin

10.0 out of 10, Exceptional, (27)
"Lovely location in well-equipped comfortable cabin."
The NEW Damon Pond Log Cabin

Nature & Comfort | Hot Tub, Trails & More

8.8 out of 10, Excellent, (3)
"We had a relaxing vacation. The condo had everything we needed and was close to everything. It was very private and peaceful.Check in and out was very easy. The host was very friendly, accommodable an prompt to reply. "
Nature & Comfort | Hot Tub, Trails & More

2 Mi to Boat Ramp: Log Cabin in New Hampshire

10.0 out of 10, Exceptional, (4)
"We had a great time! Beautiful place and comfortable "
2 Mi to Boat Ramp: Log Cabin in New Hampshire

Unique Cozy private 1-bedroom apartment in charming Temple

10.0 out of 10, Exceptional, (2)
"What a lovely, family-friendly gem! The setting was peaceful with birds singing and dodging around the trees. The lodging was unusually well supplied and the decorations had innumerable personal touches. This would be a fabulous place to relax in peace or enjoy time together with family. "
The price is AU$670
includes taxes & fees
28 July - 29 July
Unique Cozy private 1-bedroom apartment in charming Temple

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

Quaint Dunbarton Waterfront Cottage

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

2 queen and 2 twin beds

10.0 out of 10, Exceptional, (7)
"We really enjoyed our stay. The seating outside was lovely!"
2 queen and 2 twin beds

Romantic Cabin Retreat | Near Trails & Golf

Romantic Cabin Retreat | Near Trails & Golf

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

10.0 out of 10, Exceptional, (160)
"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
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

Top Bennington Hotel Reviews

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 Eaton's Magic Morsel, or get outside and enjoy nature at Contoocook River. In the wider area, you’ll find Crotched Mountain Ski and Ride Area and Greenfield State Park.

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.