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Bennington Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Bennington holiday rentals

A conservatory with a view of a lake surrounded by trees. Inside, there are two sofas facing the glass walls.

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 HK$1,566
HK$3,121 total
includes taxes & fees
27 Oct - 28 Oct
Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
A small, single-story house with a front door open, revealing a kitchen area with a sink and cabinets.

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

Cozy Cabin in a rural setting #12 in Temple NH
Temple
9.2 out of 10, Wonderful, (25 reviews)
"Amazing best place in nh"
United States
Dean S.
The price is HK$785
HK$1,448 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Cabin in a rural setting #12 in Temple NH
A house entrance with a mailbox labeled '9B Mail', a wooden door, and a brick wall interior visible through the open door.

3. 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, (47 reviews)
"Wonderful stay! Amazing location!"
United States
Basmattee B.
The price is HK$918
HK$1,609 total
includes taxes & fees
9 Nov - 10 Nov
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
A black-framed door with a glass panel, leading into a hallway with wooden flooring and white walls.

4. Cozy Cabin in a Rural setting-14

Cozy Cabin in a Rural setting-14
Temple
9.4 out of 10, Exceptional, (12 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 HK$993
HK$1,581 total
includes taxes & fees
21 Oct - 22 Oct
Cozy Cabin in a Rural setting-14
A modern living room with a fireplace, a mounted TV, and a leather couch.

5. 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, (27 reviews)
"Great experience"
United States
Dalton
The price is HK$1,083
HK$1,805 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Cabin in a Rural Setting #16 near Temple,NH
A cluster of white buildings with multiple chimneys, surrounded by lush green grass and trees with autumn foliage.

6. 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 HK$1,830
HK$2,275 total
includes taxes & fees
15 Nov - 16 Nov
Room 10 - Queen Room
A stone pathway leading to a large, multi-story building surrounded by trees and shrubs.

7. Cottage beside a waterfall

Cottage beside a waterfall
Wilton
10.0 out of 10, Exceptional, (22 reviews)
"Unique artist's cottage, curated with great care and humor. Amazing property with an actual waterfall behind the cottage. Nice covered porch to view the scene. Excellent bed."
United States
Patrick B.
The price is HK$1,256
HK$2,257 total
includes taxes & fees
29 Oct - 30 Oct
Cottage beside a waterfall
A modern living room with a wooden door, a sofa, a dining table with chairs, and a mounted TV.

8. 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)
"Very nice well kept and a great location to Monadnock Hospital."
United States
Melissa M.
The price is HK$1,648
HK$2,470 total
includes taxes & fees
10 Nov - 11 Nov
Cozy Tiny House on Main Street. Fully Renovated.
A modern living room with a flat-screen TV, a sectional sofa, a coffee table, and a large window providing a view of the outdoors.

9. 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, (11 reviews)
"Great place to relax with a woody vibe. Excellent stay"
United States
Logan V.
The price is HK$3,171
HK$5,323 total
includes taxes & fees
18 Oct - 19 Oct
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
A bedroom with a bed, a bedside table, and a nightstand. There is a window with blinds and a door leading to the outside.

10. 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 HK$863
HK$1,541 total
includes taxes & fees
22 Oct - 23 Oct
Cozy Cabin in a rural setting #10 In Temple, NH
A stone pathway leading to a rustic building with a steep roof, surrounded by autumn foliage and a stone wall.

11. 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 HK$1,256
HK$2,188 total
includes taxes & fees
29 Oct - 30 Oct
River Room overlooking the waterfall
A compact kitchen with modern appliances, a wooden dining table, and a view through a window.

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

Family Friendly, Hot Tub, King Beds Just Renovated
Hillsborough
The price is HK$1,617
HK$2,692 total
includes taxes & fees
21 Oct - 22 Oct
Family Friendly, Hot Tub, King Beds Just Renovated
A cluster of white buildings with multiple chimneys, surrounded by lush green grass and trees with autumn foliage.

13. 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 HK$2,236
HK$2,775 total
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.

14. 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 HK$2,175
HK$2,701 total
includes taxes & fees
15 Nov - 16 Nov
Room 08 - King Room - Handicap accessible
A cluster of white buildings with multiple chimneys, surrounded by lush green grass and trees with autumn foliage.

15. Room 02 - Queen & Twin Room

Room 02 - Queen & Twin Room
Francestown
The price is HK$2,175
HK$2,701 total
includes taxes & fees
15 Nov - 16 Nov
Room 02 - Queen & Twin Room
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, (13 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 HK$1,461
HK$2,258 total
includes taxes & fees
20 Oct - 21 Oct
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
A kitchen with a brick fireplace, wooden cabinets, a central island with stools, and a large window with plants.

17. Cobb Meadow House: Cozy 5 Bedroom Retreat

Cobb Meadow House: Cozy 5 Bedroom Retreat
Dublin
10.0 out of 10, Exceptional, (26 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
Cobb Meadow House: Cozy 5 Bedroom Retreat
A wooden deck with outdoor furniture, a white door, and windows.

18. 2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce

2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
Rindge
10.0 out of 10, Exceptional, (25 reviews)
"Everything was really great. Nice place...beautiful view of the lake, easy access, clean, well-equipped. "
United States
Dennis F.
The price is HK$1,530
HK$3,074 total
includes taxes & fees
10 Nov - 11 Nov
2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
A two-story house with a front porch, a staircase, and a small garden area.

19. Central Large 2-bedrooms with office in Keene

Central Large 2-bedrooms with office in Keene
Keene
9.6 out of 10, Exceptional, (9 reviews)
"Friendly hosts and excellent location to walk to downtown."
United States
Joshua
The price is HK$1,059
HK$1,320 total
includes taxes & fees
19 Oct - 20 Oct
Central Large 2-bedrooms with office in Keene
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

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?

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.