Bennington Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Bennington holiday rentals

A cabin with a wooden deck, a door, and a chimney.

1. Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking

Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
Bennington
10.0 out of 10, Exceptional, (16 reviews)
"Very cozy house Perfect for all family trip Very clean "
United States
Marcin W.
The price is AU$540
includes taxes & fees
30 Nov - 1 Dec
Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
A library building with a brick facade, large windows, and a sidewalk in front.

2. 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, (49 reviews)
"Wonderful stay! Amazing location!"
United States
Basmattee B.
The price is AU$239
includes taxes & fees
1 Dec - 2 Dec
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
A hot tub with a wooden deck and a hammock in a backyard.

3. HotTub FirePit Games Huge Backyard Family Friendly

HotTub FirePit Games Huge Backyard Family Friendly
Antrim
9.4 out of 10, Exceptional, (16 reviews)
"The hot tub was great and the peace and quiet was very nice."
United States
Brian B.
The price is AU$418
includes taxes & fees
17 Nov - 18 Nov
HotTub FirePit Games Huge Backyard Family Friendly
A bedroom with a bed, a bedside table, and a nightstand. There is a window with blinds and a door leading to the outside.

4. 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, (20 reviews)
"Great place"
United States
Ann S.
The price is AU$298
includes taxes & fees
17 Nov - 18 Nov
Cozy Cabin in a rural setting #10 In Temple, NH
A hot tub in a rustic interior with wooden beams, a staircase, and seating areas.

5. Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl

Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
Antrim
9.0 out of 10, Wonderful, (11 reviews)
"Host was communicative and helpful with some specific questions we had. The apartment was in a cute older house, nicely updated and set up for guests. Everything was nicely labeled to be easy to find. The hot tub was great as well!"
United States
Sarah H.
The price is AU$418
includes taxes & fees
17 Nov - 18 Nov
Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
A small, single-story house with a front door open, revealing a kitchen area with a sink and cabinets.

6. Cozy Cabin in a rural setting #12 in Temple NH

Cozy Cabin in a rural setting #12 in Temple NH
Temple
9.0 out of 10, Wonderful, (26 reviews)
"It was a very cozy cabin. The bed and pillows were awesome"
United States
Rick C.
The price is AU$319
includes taxes & fees
14 Nov - 15 Nov
Cozy Cabin in a rural setting #12 in Temple NH
A black-framed door with a glass panel, leading into a hallway with wooden flooring and white walls.

7. Cozy Cabin in a Rural setting-14

Cozy Cabin in a Rural setting-14
Temple
9.4 out of 10, Exceptional, (13 reviews)
"The experience was exemplary, and I would certainly consider staying at this property again should my travels return me to New Hampshire."
United States
Anghy
The price is AU$351
includes taxes & fees
17 Nov - 18 Nov
Cozy Cabin in a Rural setting-14
A cluster of white buildings with multiple chimneys, surrounded by lush green grass and trees with autumn foliage.

8. Room 10 - Queen Room

Room 10 - Queen Room
Francestown
10.0 out of 10, Exceptional, (1 review)
"Easy access to skiing Crotched mountain, great breakfast and dinner! Lovely people!"
United States
j l.
The price is AU$396
includes taxes & fees
15 Nov - 16 Nov
Room 10 - Queen Room
A wooden deck with a view of a forested area.

9. Cottage beside a waterfall

Cottage beside a waterfall
Wilton
9.8 out of 10, Exceptional, (24 reviews)
"This is beautiful choice for a getaway. It was perfect for two. It was an inviting and private sanctuary."
United States
Jennifer H.
The price is AU$399
includes taxes & fees
17 Nov - 18 Nov
Cottage beside a waterfall
A modern bathroom with a shower, a small shelf with toiletries, and a kitchen area visible through an open door.

10. Cozy Cabin in a Rural setting #8

Cozy Cabin in a Rural setting #8
Temple
8.4 out of 10, Very good, (5 reviews)
"The cabin interiors were something out of a Manhattan boutique hotel. Brand new stylish furnishings"
United States
James M.
The price is AU$278
includes taxes & fees
15 Nov - 16 Nov
Cozy Cabin in a Rural setting #8
A hot tub with a wooden deck and a hammock in a backyard.

11. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Antrim
10.0 out of 10, Exceptional, (12 reviews)
"Great place to relax with a woody vibe. Excellent stay"
United States
Logan V.
The price is AU$913
includes taxes & fees
17 Nov - 18 Nov
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
A modern kitchen with a wooden island, a dining area with a sofa, and a living room with a TV and artwork.

12. Cozy Tiny House on Main Street. Fully Renovated.

Cozy Tiny House on Main Street. Fully Renovated.
Dublin
10.0 out of 10, Exceptional, (5 reviews)
"This was a perfect place to stay for my solo trip into town for a family wedding. The host was incredibly responsive and friendly and I'd recommend this place to anyone visiting the area!"
United States
David W.
The price is AU$432
includes taxes & fees
18 Nov - 19 Nov
Cozy Tiny House on Main Street. Fully Renovated.
A hot tub with a view of an outdoor area with trees and a wooden structure.

13. Family Friendly, Hot Tub, King Beds Just Renovated

Family Friendly, Hot Tub, King Beds Just Renovated
Hillsborough
The price is AU$473
includes taxes & fees
16 Nov - 17 Nov
Family Friendly, Hot Tub, King Beds Just Renovated
A stone pathway leading to a rustic building with a steep roof, surrounded by autumn foliage and a stone wall.

14. River Room overlooking the waterfall

River Room overlooking the waterfall
Wilton
10.0 out of 10, Exceptional, (7 reviews)
"Couldn't ask for a lovelier place to spend a couple of days in New Hampshire in May!"
United States
Bob H.
The price is AU$399
includes taxes & fees
15 Nov - 16 Nov
River Room overlooking the waterfall
A modern living room with a fireplace, a mounted TV, and a leather couch.

15. Cozy Cabin in a Rural Setting #16 near Temple,NH

Cozy Cabin in a Rural Setting #16 near Temple,NH
Temple
9.4 out of 10, Exceptional, (28 reviews)
"Pet friendly, easy checkin, host was very responsive and flexible."
United States
fran f.
The price is AU$375
includes taxes & fees
17 Nov - 18 Nov
Cozy Cabin in a Rural Setting #16 near Temple,NH
A house by a lake with a dock and a boat.

16. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (14 reviews)
"Jim was a great host very friendly and welcoming, the cabin is in the perfect spot on the lake and we were able to see a fireworks show directly on the dock, thank you !"
United States
clifford t.
The price is AU$381
includes taxes & fees
15 Nov - 16 Nov
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
A cluster of white buildings with multiple chimneys, surrounded by lush green grass and trees with autumn foliage.

17. Spacious room with Queen bed and pullout couch - Dog Friendly!

Spacious room with Queen bed and pullout couch - Dog Friendly!
Francestown
10.0 out of 10, Exceptional, (1 review)
"This was a great place to stay for a family ski getaway to Crotchet Mountain. The whole establishment is small and quaint, with a few wings of guest bedrooms branching off of the main tavern/restaurant. But we didn’t feel like we were intruding on someone’s house, which is our main worry when staying at a Bed & Breakfast style inn. We have 2 young children, so we were concerned beforehand about being able to keep the kids contained from disrupting anyone else’s stay or making a mess in the...
United States
Jeremiah M.
The price is AU$481
includes taxes & fees
15 Nov - 16 Nov
Spacious room with Queen bed and pullout couch - Dog Friendly!
A cluster of white buildings with multiple chimneys, surrounded by lush green grass and trees with autumn foliage.

18. Room 08 - King Room - Handicap accessible

Room 08 - King Room - Handicap accessible
Francestown
10.0 out of 10, Exceptional, (1 review)
"This Inn is on my top five hidden gems in my favorite part of NH, the south west.LOCATION: Absolutely stunning property with beautiful vistas looking out across the mountains near and far... AND the largest inground pool with an unobstructed view of the mountains this side of the Mississippi. It's Shangri-La 30 minutes from Manchester. PEOPLE: A husband and wife duo Carrie & Bob operate this historic inn and they really couldn't be more welcoming. They have been embraced by the people of...
United States
Ian T.
The price is AU$467
includes taxes & fees
7 Dec - 8 Dec
Room 08 - King Room - Handicap accessible
A cluster of white buildings with multiple chimneys, surrounded by lush green grass and trees with autumn foliage.

19. Room 02 - Queen & Twin Room

Room 02 - Queen & Twin Room
Francestown
The price is AU$470
includes taxes & fees
16 Nov - 17 Nov
Room 02 - Queen & Twin Room
Three wooden Adirondack chairs on a grassy lawn with a wooden deck and a wooden fence in the background.

20. Cobb Meadow House: Cozy 5 Bedroom Retreat

Cobb Meadow House: Cozy 5 Bedroom Retreat
Dublin
10.0 out of 10, Exceptional, (27 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
The price is AU$989
includes taxes & fees
15 Nov - 16 Nov
Cobb Meadow House: Cozy 5 Bedroom 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.
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Top Bennington Hotel Reviews

Exterior
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
Keene

10/10 Excellent

Great location, bedroom and bathroom very nice and good breakfast
Australia
David
Reviewed August 22, 2023
Fairfield Inn & Suites by Marriott Keene Downtown

Find out more about Bennington

Everything you need to know about Bennington holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bennington holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bennington holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Bennington holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bennington. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bennington holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bennington holiday rentals we have selected for you start as low as AU$239 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Bennington rentals

At Expedia, we put the best Bennington holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Bennington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bennington holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bennington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Beautiful Private Lakefront new Log Home: This holiday home rental outside of Bennington is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Friendly Farm, 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.