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Bennington Vacation Rentals

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Check prices for these dates

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

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 ￥31,649
￥63,084 total
includes taxes & fees
Oct 18 - Oct 19
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 ￥15,839
￥29,208 total
includes taxes & fees
Oct 19 - Oct 20
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 ￥19,354
￥33,392 total
includes taxes & fees
Nov 9 - Nov 10
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 ￥20,026
￥31,893 total
includes taxes & fees
Oct 19 - Oct 20
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, (26 reviews)
"Great experience"
United States
Dalton
The price is ￥21,847
￥36,415 total
includes taxes & fees
Oct 25 - Oct 26
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 ￥36,995
￥45,647 total
includes taxes & fees
Nov 3 - Nov 4
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 ￥25,330
￥45,519 total
includes taxes & fees
Oct 27 - Oct 28
Cottage beside a waterfall
A bedroom with a bed, a desk, two chairs, and a door with windows.

8. Cozy Cabin in a Rural setting #8

Cozy Cabin in a Rural setting #8
Temple
9.0 out of 10, Wonderful, (8 reviews)
"This place was actually way better than I expected! Would stay here again!"
United States
Sophia
The price is ￥21,119
￥33,157 total
includes taxes & fees
Oct 14 - Oct 15
Cozy Cabin in a Rural setting #8
A modern living room with a wooden door, a sofa, a dining table with chairs, and a mounted TV.

9. 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 ￥33,245
￥49,826 total
includes taxes & fees
Nov 2 - Nov 3
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.

10. 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 ￥63,973
￥107,372 total
includes taxes & fees
Oct 18 - Oct 19
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.

11. 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 ￥17,477
￥31,158 total
includes taxes & fees
Oct 26 - Oct 27
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.

12. 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 ￥25,330
￥44,145 total
includes taxes & fees
Oct 29 - Oct 30
River Room overlooking the waterfall
A compact kitchen with modern appliances, a wooden dining table, and a view through a window.

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

Family Friendly, Hot Tub, King Beds Just Renovated
Hillsborough
The price is ￥32,628
￥54,296 total
includes taxes & fees
Oct 14 - Oct 15
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.

14. 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 ￥45,197
￥55,753 total
includes taxes & fees
Nov 3 - Nov 4
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.

15. 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 ￥43,975
￥54,253 total
includes taxes & fees
Nov 3 - Nov 4
Room 08 - King Room - Handicap accessible
A cluster of white buildings with multiple chimneys, surrounded by lush green grass and trees with autumn foliage.

16. Room 02 - Queen & Twin Room

Room 02 - Queen & Twin Room
Francestown
The price is ￥43,975
￥54,253 total
includes taxes & fees
Nov 3 - Nov 4
Room 02 - Queen & Twin Room
A house by a lake with a dock and a boat.

17. 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 ￥31,203
￥47,769 total
includes taxes & fees
Oct 20 - Oct 21
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.

18. 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.
The price is ￥67,390
￥114,928 total
includes taxes & fees
Oct 14 - Oct 15
Cobb Meadow House: Cozy 5 Bedroom Retreat
A wooden deck with outdoor furniture, a white door, and windows.

19. 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 ￥30,870
￥62,010 total
includes taxes & fees
Oct 14 - Oct 15
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.

20. 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 ￥27,356
￥33,460 total
includes taxes & fees
Oct 19 - Oct 20
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

Beautiful Private Lakefront new Log Home

Beautiful Private Lakefront new Log Home

10/10 Excellent
"The house was gorgeous! The weather as well, got to enjoy the lake with fishing and paddle boat! My sons wedding was close by at golf course, so very convenient for all of us to spend the weekend. It had everything you could possibly need and some! So happy we booked this house, will definitely use it again for special occasion to host family. Frank was extremely friendly, helpful and responsive to any questions we had."
Anonymous traveler 3-night trip
Posted 13 hours ago
Beautiful Private Lakefront new Log Home

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
  • Use the map to find apartments and other holiday homes in the Bennington neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bennington while they last

Look no further and take a look at our great range of rental properties in Bennington!

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.