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Bennington Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Bennington vacation rentals

Exterior detail

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, (39 reviews)
"Wonderful stay! Amazing location!"
United States
Basmattee B.
The price is ￥17,551
￥31,738 total
includes taxes & fees
Jul 26 - Jul 27
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Beach towels

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 ￥24,237
￥44,715 total
includes taxes & fees
Jul 23 - Jul 24
HotTub FirePit Games Huge Backyard Family Friendly
Terrace/patio

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 ￥25,706
￥46,484 total
includes taxes & fees
Jul 23 - Jul 24
Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
1 bedroom, desk, iron/ironing board, WiFi

Cozy Cabin in a Rural setting #8

Cozy Cabin in a Rural setting #8
Temple
9.0 out of 10, Wonderful, (4 reviews)
"Cute, cozy and clean. "
United States
Jessica F.
The price is ￥16,820
￥28,472 total
includes taxes & fees
Jul 23 - Jul 24
Cozy Cabin in a Rural setting #8
Exterior

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 ￥41,115
￥50,958 total
includes taxes & fees
Jul 23 - Jul 24
Room 10 - Queen Room
Exterior detail

Cozy Cabin in a rural setting #12 in Temple NH

Cozy Cabin in a rural setting #12 in Temple NH
Temple
9.4 out of 10, Exceptional, (17 reviews)
"Amazing best place in nh"
United States
Dean S.
The price is ￥16,259
￥30,160 total
includes taxes & fees
Aug 7 - Aug 8
Cozy Cabin in a rural setting #12 in Temple NH
Interior

Cozy Cabin in a Rural setting-14

Cozy Cabin in a Rural setting-14
Temple
9.2 out of 10, Wonderful, (10 reviews)
"Place was a very nice stay, area was close to nice places."
United States
Rui V.
The price is ￥20,558
￥32,740 total
includes taxes & fees
Jul 28 - Jul 29
Cozy Cabin in a Rural setting-14
Property grounds

Cottage beside a waterfall

Cottage beside a waterfall
Wilton
9.8 out of 10, Exceptional, (18 reviews)
"BEAUTIFUL surroundings and very peaceful. Would definitely recommend staying here!! "
United States
Vicki L.
The price is ￥26,002
￥47,257 total
includes taxes & fees
Aug 6 - Aug 7
Cottage beside a waterfall
Terrace/patio

16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Antrim
9.8 out of 10, Exceptional, (10 reviews)
"This was a great property. We had a wonderful stay here for a large group. Rebecca is a great host- so responsive and helpful before and during our stay. Highly recommend! "
United States
Kyra D.
The price is ￥61,693
￥105,541 total
includes taxes & fees
Jul 28 - Jul 29
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Property grounds

Cozy Campfire Camper Retreat - Lake Nearby!

Cozy Campfire Camper Retreat - Lake Nearby!
Henniker
10.0 out of 10, Exceptional, (1 review)
"Excellent visit! Comfortable and the host was extremely helpful!"
United States
Nicholas
The price is ￥13,017
￥17,650 total
includes taxes & fees
Jul 26 - Jul 27
Cozy Campfire Camper Retreat - Lake Nearby!
1 bedroom, desk, iron/ironing board, WiFi

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, (19 reviews)
"Great place"
United States
Ann S.
The price is ￥17,941
￥32,161 total
includes taxes & fees
Aug 10 - Aug 11
Cozy Cabin in a rural setting #10 In Temple, NH
Smart TV

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, (22 reviews)
"Amazing place very happy will stay again 10 stars "
United States
Dean S.
The price is ￥22,523
￥37,896 total
includes taxes & fees
Jul 26 - Jul 27
Cozy Cabin in a Rural Setting #16 near Temple,NH
Property grounds

River Room overlooking the waterfall

River Room overlooking the waterfall
Wilton
10.0 out of 10, Exceptional, (6 reviews)
"Cool place!"
United States
Mary & Bob C.
The price is ￥26,002
￥47,257 total
includes taxes & fees
Aug 10 - Aug 11
River Room overlooking the waterfall
Exterior

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 ￥50,947
￥63,213 total
includes taxes & fees
Jul 26 - Jul 27
Spacious room with Queen bed and pullout couch - Dog Friendly!
Exterior

Room 02 - Queen & Twin Room

Room 02 - Queen & Twin Room
Francestown
The price is ￥48,981
￥60,727 total
includes taxes & fees
Jul 26 - Jul 27
Room 02 - Queen & Twin Room
Exterior

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 ￥48,981
￥60,727 total
includes taxes & fees
Jul 23 - Jul 24
Room 08 - King Room - Handicap accessible
Coffee/tea maker, fridge, microwave, oven

Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region

Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Dublin
10.0 out of 10, Exceptional, (26 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
The price is ￥82,295
￥134,058 total
includes taxes & fees
Jul 27 - Jul 28
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Exterior

Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Stoddard
10.0 out of 10, Exceptional, (4 reviews)
"Everything was perfect for our weekend stay. Host responded immediately to our questions. House had all the amenities for an enjoyable time!"
United States
Mary P.
The price is ￥54,847
￥102,003 total
includes taxes & fees
Jul 23 - Jul 24
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Property grounds

John's Mountain Hideaway

John's Mountain Hideaway
Jaffrey
10.0 out of 10, Exceptional, (1 review)
"Everything we needed"
United States
Lori S.
The price is ￥46,515
￥88,011 total
includes taxes & fees
Aug 4 - Aug 5
John's Mountain Hideaway
Coffee/tea maker, fridge, microwave, oven

Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (25 reviews)
"Amazing property and just what we needed for a recharging weekend!"
United States
Jackie D.
The price is ￥35,915
￥63,831 total
includes taxes & fees
Jul 29 - Jul 30
Modern Downtown Escape HotTub Fire Pit Games 12ppl
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

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

8/10 Good
"We spent 3 days there and totally enjoyed our stay in Keene, New Hampshire."
Debra 3-night trip
Posted 1 day ago
Hampton Inn & Suites Keene

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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  • 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?

Private Beach And Mountain Lake Home: Located near Bennington, this vacation home rental is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation 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 Ava Marie Handmade Chocolates, or get outside and enjoy nature at Contoocook River. In the larger area, you’ll find Crotched Mountain Ski and Ride Area and Greenfield State Park.

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.