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Bennington Vacation Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Bennington vacation 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 SAR 741
SAR 1,479 total
includes taxes & fees
1 Nov - 2 Nov
Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
A house entrance with a mailbox labeled '9B Mail', a wooden door, and a brick wall interior visible through the open door.

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, (47 reviews)
"Wonderful stay! Amazing location!"
United States
Basmattee B.
The price is SAR 390
SAR 708 total
includes taxes & fees
9 Nov - 10 Nov
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
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.

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 SAR 672
SAR 1,168 total
includes taxes & fees
25 Oct - 26 Oct
HotTub FirePit Games Huge Backyard Family Friendly
A modern bathroom with a shower, a small shelf with toiletries, and a kitchen area visible through an open door.

4. 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 SAR 413
SAR 745 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Cabin in a Rural setting #8
A small, single-story house with a front door open, revealing a kitchen area with a sink and cabinets.

5. 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)
"Amazing best place in nh"
United States
Dean S.
The price is SAR 454
SAR 785 total
includes taxes & fees
25 Oct - 26 Oct
Cozy Cabin in a rural setting #12 in Temple NH
A modern kitchen with a built-in oven, a dining area with a bench, and a view of the adjacent bedroom.

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

Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
Antrim
9.6 out of 10, Exceptional, (10 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 SAR 746
SAR 1,258 total
includes taxes & fees
16 Nov - 17 Nov
Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
A cluster of white buildings with multiple chimneys, surrounded by lush green grass and trees with autumn foliage.

7. 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 SAR 875
SAR 1,087 total
includes taxes & fees
5 Nov - 6 Nov
Room 10 - Queen Room
A black-framed door with a glass panel, leading into a hallway with wooden flooring and white walls.

8. 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 SAR 528
SAR 878 total
includes taxes & fees
25 Oct - 26 Oct
Cozy Cabin in a Rural setting-14
A bedroom with a bed, a bedside table, and a nightstand. There is a window with blinds and a door leading to the outside.

9. 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 SAR 413
SAR 737 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Cabin in a rural setting #10 In Temple, NH
A stone pathway leading to a large, multi-story building surrounded by trees and shrubs.

10. Cottage beside a waterfall

Cottage beside a waterfall
Wilton
9.8 out of 10, Exceptional, (24 reviews)
"Welcome letter to cottage is rude! Nice little cottage. That’s about it! No instructions on checkout at all! Location is great! Highly recommend the Taco Time restaurant though in town!"
United States
Shane
The price is SAR 600
SAR 1,079 total
includes taxes & fees
26 Oct - 27 Oct
Cottage beside a waterfall
A modern living room with a fireplace, a mounted TV, and a leather couch.

11. 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)
"Great experience"
United States
Dalton
The price is SAR 578
SAR 936 total
includes taxes & fees
25 Oct - 26 Oct
Cozy Cabin in a Rural Setting #16 near Temple,NH
A modern living room with a wooden door, a sofa, a dining table with chairs, and a mounted TV.

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 SAR 788
SAR 1,181 total
includes taxes & fees
8 Nov - 9 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.

13. 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 SAR 1,684
SAR 2,751 total
includes taxes & fees
16 Nov - 17 Nov
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
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 SAR 600
SAR 1,079 total
includes taxes & fees
26 Oct - 27 Oct
River Room overlooking the waterfall
A kitchen with a built-in oven, a microwave, and a sink.

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

Family Friendly, Hot Tub, King Beds Just Renovated
Hillsborough
The price is SAR 773
SAR 1,278 total
includes taxes & fees
25 Oct - 26 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.

16. 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 SAR 1,069
SAR 1,326 total
includes taxes & fees
5 Nov - 6 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.

17. 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 SAR 1,040
SAR 1,283 total
includes taxes & fees
3 Nov - 4 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.

18. Room 02 - Queen & Twin Room

Room 02 - Queen & Twin Room
Francestown
The price is SAR 1,040
SAR 1,291 total
includes taxes & fees
5 Nov - 6 Nov
Room 02 - Queen & Twin Room
A kitchen with a brick fireplace, wooden cabinets, a central island with stools, and a large window with plants.

19. 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 SAR 1,647
SAR 2,784 total
includes taxes & fees
28 Oct - 29 Oct
Cobb Meadow House: Cozy 5 Bedroom Retreat
A house by a lake with a dock and a boat.

20. 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 SAR 698
SAR 1,091 total
includes taxes & fees
26 Oct - 27 Oct
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
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

8/10 Good
"Good location. Well appointed room. Clean, updated. Comp breakfast was okay. TV was outdated but WiFi was strong."
John 1-night trip
Posted 22 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel

Frequently asked questions

Can I find vacation rentals in Bennington?

Yes, we give you a choice of vacation rentals near popular points of interest in Bennington, or you can choose a secluded option if you're looking for a relaxing stay. Bennington is known for its ski areas.

What are some of the best vacation home rentals that Bennington has to offer?

Beautiful Private Lakefront new Log Home: This vacation home rental near Bennington is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Bennington?

With 3 Expedia vacation rentals, you're sure 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 larger area, you’ll find Crotched Mountain Ski and Ride Area and Crotched Mountain Golf Club.

What’s a vacation rental in Bennington like?

Vacation rentals are privately owned properties you can book for short or long periods in Bennington. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for small groups.