Bennington Vacation Rentals from AED 300: 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.

AED 1,334 total

includes taxes & fees

18 Nov - 19 Nov

A hot tub with a wooden deck and a hammock in a backyard.

2. HotTub FirePit Games Huge Backyard Family Friendly

Antrim

Brian B.

AED 1,092 total

includes taxes & fees

8 Nov - 9 Nov

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.

Peterborough

Basmattee B.

AED 573 total

includes taxes & fees

9 Nov - 10 Nov

A hot tub in a rustic interior with wooden beams, a staircase, and seating areas.

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

Antrim

Sarah H.

AED 1,096 total

includes taxes & fees

11 Nov - 12 Nov

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

5. Room 10 - Queen Room

Francestown

j l.

AED 965 total

includes taxes & fees

9 Nov - 10 Nov

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

Temple

Dean S.

AED 772 total

includes taxes & fees

8 Nov - 9 Nov

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

Temple

Anghy

AED 861 total

includes taxes & fees

8 Nov - 9 Nov

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.

Dublin

David W.

AED 1,100 total

includes taxes & fees

7 Nov - 8 Nov

A modern living room with a fireplace, a mounted TV, and a leather couch.

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

Temple

Anthony R.

AED 922 total

includes taxes & fees

8 Nov - 9 Nov

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

10. Cottage beside a waterfall

Wilton

Shane

AED 1,008 total

includes taxes & fees

8 Nov - 9 Nov

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

Antrim

Logan V.

AED 2,388 total

includes taxes & fees

11 Nov - 12 Nov

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

Wilton

Bob H.

AED 1,008 total

includes taxes & fees

7 Nov - 8 Nov

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

Hillsborough

AED 1,192 total

includes taxes & fees

8 Nov - 9 Nov

14. 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.

AED 1,235 total

includes taxes & fees

8 Nov - 9 Nov

15. 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.

AED 1,200 total

includes taxes & fees

8 Nov - 9 Nov

16. Room 02 - Queen & Twin Room

Francestown

AED 1,200 total

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a bed, a bedside table, and a nightstand. There is a window with blinds and a door leading to the outside.

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

Temple

Ann S.

AED 716 total

includes taxes & fees

11 Nov - 12 Nov

18. Cozy Cabin in a Rural setting #8

Temple

James M.

AED 697 total

includes taxes & fees

8 Nov - 9 Nov

A red house with a stone pathway leading to it, surrounded by autumn foliage.

19. Cobb Meadow House: Cozy 5 Bedroom Retreat

Dublin

Veronique S.

AED 2,518 total

includes taxes & fees

8 Nov - 9 Nov

A sunlit room with a large window, a bench, and a sofa.

20. 2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce

Rindge

Susan G.

AED 1,375 total

includes taxes & fees

8 Nov - 9 Nov

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Find vacation rentals that suit your style

Top Bennington Hotel Reviews

A wooden cabinet with glass doors, a mirror, and a vase with flowers.

Colby Hill Inn

Henniker

10/10 Excellent

Joseph

A dining area with wooden tables and chairs, a mural on the wall, and large windows.

The Birchwood Inn

Temple

10/10 Excellent

Anonymous traveler

A wooden table set with plates, cutlery, and a folded napkin.

The Carriage Barn Inn

Keene

10/10 Excellent

Richard

A bar area with a cake on a glass stand, plates, a pink napkin, and a rolled dessert on a plate.

Rosewood Country Inn

Bradford

10/10 Excellent

Anonymous traveler

An indoor swimming pool with a tiled edge, wooden paneling, and a door leading to another room.

Henniker Motel

Henniker

10/10 Excellent

Kelly

A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.

Hampton Inn & Suites Keene

Keene

10/10 Excellent

kristin

A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.

Keene Elm City Hotel, an Ascend Collection Hotel

Keene

10/10 Excellent

Kristine

A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.

Best Western Plus Keene Hotel

Keene

10/10 Excellent

Susan

A bar area with a dark tiled backsplash, multiple stools, and a variety of bottles and glasses on the counter.

Courtyard by Marriott Keene Downtown

Keene

10/10 Excellent

Vic

A bathroom with a white toilet, a shower curtain, a towel rack with a towel, and a shelf with toiletries.

Monadnock Inn

Jaffrey

10/10 Excellent

On a Foliage tour through New England in October, my wife and I stayed at The Monadnock Inn following a hike of the nearby Mt. Monadnock. Arrival mid-week was simple and the Inn is full of centuries-old charm and comfort. Check-in was very simple and we were handed a key and walked up the stairs to the 3rd Floor Pauline Room. The room was very cozy with an antique soak tub and shower (great after a long hike), beautiful bay windows, steam radiator, comfortable bed, and warmly lit. There was no...

Todd

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.

Bennington Vacation Rentals

Change your mind

Treat yourself

Be picky

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. HotTub FirePit Games Huge Backyard Family Friendly

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

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

5. Room 10 - Queen Room

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

7. Cozy Cabin in a Rural setting-14

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

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

10. Cottage beside a waterfall

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

12. River Room overlooking the waterfall

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

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

15. Room 08 - King Room - Handicap accessible

16. Room 02 - Queen & Twin Room

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

18. Cozy Cabin in a Rural setting #8

19. Cobb Meadow House: Cozy 5 Bedroom Retreat

20. 2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce

Find vacation rentals that suit your style

Top Bennington Hotel Reviews

Colby Hill Inn

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Bennington?

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

How many vacation rentals are there in Bennington?

What’s there to see and do in Bennington?

What’s a vacation rental in Bennington like?