Bennington Vacation Rentals : Search Short-Term Rentals

Q: 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.

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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

Bennington

Marcin W.

￥62,383 total

includes taxes & fees

Nov 1 - Nov 2

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.

Peterborough

Basmattee B.

￥29,861 total

includes taxes & fees

Nov 9 - Nov 10

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

Antrim

Brian B.

￥49,271 total

includes taxes & fees

Oct 25 - Oct 26

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

Temple

James M.

￥31,120 total

includes taxes & fees

Nov 4 - Nov 5

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

Temple

Dean S.

￥33,161 total

includes taxes & fees

Oct 27 - Oct 28

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

Antrim

Sarah H.

￥52,718 total

includes taxes & fees

Nov 22 - Nov 23

A cluster of white buildings with multiple chimneys, surrounded by lush green grass and trees with autumn foliage.

7. Room 10 - Queen Room

Francestown

j l.

￥45,437 total

includes taxes & fees

Nov 4 - Nov 5

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

Temple

Anghy

￥36,699 total

includes taxes & fees

Oct 25 - Oct 26

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

Temple

Ann S.

￥30,780 total

includes taxes & fees

Nov 5 - Nov 6

A stone pathway leading to a large, multi-story building surrounded by trees and shrubs.

10. Cottage beside a waterfall

Wilton

Shane

￥45,065 total

includes taxes & fees

Oct 28 - Oct 29

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

Temple

Dalton

￥39,112 total

includes taxes & fees

Oct 25 - Oct 26

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.

Dublin

David W.

￥49,783 total

includes taxes & fees

Nov 8 - Nov 9

13. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

Antrim

Logan V.

￥106,301 total

includes taxes & fees

Nov 4 - Nov 5

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

Wilton

Bob H.

￥45,065 total

includes taxes & fees

Oct 26 - Oct 27

A kitchen with a built-in oven, a microwave, and a sink.

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

Hillsborough

￥53,414 total

includes taxes & fees

Oct 25 - Oct 26

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

Francestown

"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...

Jeremiah M.

￥55,081 total

includes taxes & fees

Nov 3 - Nov 4

17. Room 08 - King Room - Handicap accessible

Francestown

"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...

Ian T.

￥53,601 total

includes taxes & fees

Nov 3 - Nov 4

18. Room 02 - Queen & Twin Room

Francestown

￥53,601 total

includes taxes & fees

Nov 3 - Nov 4

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

Dublin

Veronique S.

￥119,015 total

includes taxes & fees

Oct 29 - Oct 30

A house by a lake with a dock and a boat.

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

Rindge

clifford t.

￥46,019 total

includes taxes & fees

Oct 26 - Oct 27

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Top Bennington Hotel Reviews

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."

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."

Cozy Cabin in a rural setting #12 in Temple NH

10/10 Excellent

"The cabin was exactly as advertised. It's small - but you know that going into it! The bathroom and kitchenette were clean, the hosts were responsive, and the check in/out instructions were clear and easy to follow. The mattress is quite soft, which for some people may be excellent but we prefer firm. The property Is quite private, fairly well maintained, and in a quiet area. There are trails nearby but it's more rural so shops are 10-15 away. The space is pet friendly, but our puppy didn't join us on this trip."

Find out more about Bennington

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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.

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Check prices for these dates

Our top choices for Bennington vacation rentals

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

2. Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

3. HotTub FirePit Games Huge Backyard Family Friendly

4. Cozy Cabin in a Rural setting #8

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

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

7. Room 10 - Queen Room

8. Cozy Cabin in a Rural setting-14

9. Cozy Cabin in a rural setting #10 In Temple, NH

10. Cottage beside a waterfall

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

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

13. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

14. River Room overlooking the waterfall

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

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

17. Room 08 - King Room - Handicap accessible

18. Room 02 - Queen & Twin Room

19. Cobb Meadow House: Cozy 5 Bedroom Retreat

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

Find vacation rentals that suit your style

Top Bennington Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Best Western Plus Keene Hotel

Fairfield Inn & Suites by Marriott Keene Downtown

Monadnock Inn

Colby Hill Inn

Henniker Motel

Beautiful Private Lakefront new Log Home

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Cozy Cabin in a rural setting #12 in Temple NH

Find out more about Bennington

Frequently asked questions

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