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Bennington Holiday Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Bennington holiday rentals

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 HK$631
HK$1,193 total
includes taxes & fees
16 Jul - 17 Jul
Cozy Cabin in a Rural setting #8
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 HK$865
HK$1,543 total
includes taxes & fees
17 Jul - 18 Jul
Cozy Cabin in a rural setting #10 In Temple, NH
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 HK$705
HK$1,361 total
includes taxes & fees
16 Jul - 17 Jul
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
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 HK$991
HK$1,579 total
includes taxes & fees
16 Jul - 17 Jul
Cozy Cabin in a Rural setting-14
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 HK$1,129
HK$2,101 total
includes taxes & fees
21 Jul - 22 Jul
Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
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 HK$628
HK$851 total
includes taxes & fees
19 Jul - 20 Jul
Cozy Campfire Camper Retreat - Lake Nearby!
Property grounds

Cottage beside a waterfall

Cottage beside a waterfall
Wilton
9.8 out of 10, Exceptional, (17 reviews)
"BEAUTIFUL surroundings and very peaceful. Would definitely recommend staying here!! "
United States
Vicki L.
The price is HK$1,254
HK$2,169 total
includes taxes & fees
20 Jul - 21 Jul
Cottage beside a waterfall
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 HK$1,164
HK$2,147 total
includes taxes & fees
22 Jul - 23 Jul
HotTub FirePit Games Huge Backyard Family Friendly
Fridge, microwave, oven, stovetop

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 HK$1,658
HK$2,989 total
includes taxes & fees
29 Jul - 30 Jul
Modern Downtown Escape HotTub Fire Pit Games 12ppl
Interior

•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area

•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
Sutton
10.0 out of 10, Exceptional, (20 reviews)
"Host was extremely welcoming and the place was great."
United States
Chad C.
•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
Property grounds

River Room overlooking the waterfall

River Room overlooking the waterfall
Wilton
10.0 out of 10, Exceptional, (6 reviews)
"Incredible property!! Hands down best stay during our trip."
United States
Makayla M.
The price is HK$1,254
HK$2,254 total
includes taxes & fees
16 Jul - 17 Jul
River Room overlooking the waterfall
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 HK$2,210
HK$4,142 total
includes taxes & fees
20 Jul - 21 Jul
John's Mountain Hideaway
Fridge, microwave, oven, stovetop

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
10.0 out of 10, Exceptional, (3 reviews)
"Communication with the host was easy and the house was great. I would definitely book this home again if/when I come back to Keene."
United States
Jeremy S.
The price is HK$1,505
HK$3,733 total
includes taxes & fees
10 Aug - 11 Aug
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
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, (16 reviews)
"Amazing best place in nh"
United States
Dean S.
The price is HK$784
HK$1,446 total
includes taxes & fees
26 Jul - 27 Jul
Cozy Cabin in a rural setting #12 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 HK$1,082
HK$1,803 total
includes taxes & fees
19 Jul - 20 Jul
Cozy Cabin in a Rural Setting #16 near Temple,NH
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 HK$1,983
HK$2,458 total
includes taxes & fees
16 Jul - 17 Jul
Room 10 - Queen Room
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 HK$2,716
HK$4,767 total
includes taxes & fees
22 Jul - 23 Jul
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
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 HK$4,167
HK$6,723 total
includes taxes & fees
21 Jul - 22 Jul
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, (3 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 HK$2,743
HK$5,060 total
includes taxes & fees
2 Aug - 3 Aug
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
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 HK$2,457
HK$3,049 total
includes taxes & fees
19 Jul - 20 Jul
Spacious room with Queen bed and pullout couch - Dog Friendly!
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

10/10 Excellent
"Rooms are clean, staff is friendly and helpful ample handicap parking close to entrance"
BethAnne 1-night trip
Posted 9 hours 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:

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

Frequently asked questions

Can I find holiday rentals in Bennington?

Yes, there are holiday rentals close to the most popular sights in Bennington, or you can select a more secluded option if you're looking for a relaxing stay. Bennington is known for its ski areas.

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

Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.: This holiday home rental outside of Bennington is located in a rural location, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Bennington?

With 3 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Crotched Mountain Ski and Ride Area and Greenfield State Park.

What’s a holiday rental in Bennington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bennington. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family getaway.