Holiday Rentals in Bennington

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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Holiday Rentals in Bennington

Miscellaneous
Private Beach And Mountain Lake Home

Holiday Home in Washington

9.6 out of 10, Exceptional, (124)
"This extended family summer get-a-way allowed time for individual pursuits, couples interests and group activities including canoeing, sketching & painting, knitting, reading, playing guitar, and playing with our grandchildren. "
Canada
Timothy C.
Private Beach And Mountain Lake Home
Property grounds
Quaint Dunbarton Waterfront Cottage

Cottage in Dunbarton

9.4 out of 10, Exceptional, (57)
"Great time at this quite little getaway. It was a hidden gem!"
United States
Jennifer R.
Quaint Dunbarton Waterfront Cottage
Interior
16 ppl 2 hot tubs, game room, fire pit

Holiday Home in Antrim

9.8 out of 10, Exceptional, (9)
"Clean, lots of space, helpful host, hot tub was also nice"
United States
Howard H.
The price is €437
includes taxes & fees
25 Nov - 26 Nov
16 ppl 2 hot tubs, game room, fire pit
Fridge, microwave, oven, stovetop
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Apartment in Peterborough

9.8 out of 10, Exceptional, (28)
"I had a great stay at Mary Anne and Ben’s place in Peterborough. The apartment was clean and comfortable, and the location cannot be beat."
United States
Joseph K.
The price is €141
includes taxes & fees
24 Nov - 25 Nov
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Interior
Charming cabin in delightful Greenfield New Hampshire with WiFi access

Cabin in Greenfield

9.8 out of 10, Exceptional, (8)
The price is €233
includes taxes & fees
23 Nov - 24 Nov
Charming cabin in delightful Greenfield New Hampshire with WiFi access
Outdoor dining
Beautiful Private Lakefront new Log Home

Holiday Home in Weare

9.8 out of 10, Exceptional, (60)
"Outstanding experience start to finish. Great private setting on pond. New and spotlessly clean home with all amenities and endless space. State of the art kitchen with outdoor pizza oven , gas grilles etc, and surround sound entertainment . Frank and Dennis were a pleasure to deal with. Looking forward to our next stay here."
United States
John S.
Beautiful Private Lakefront new Log Home
Exterior
Beautiful Adirondack Cabin with Sauna on Lake Monomonac

Chalet in Rindge

2.0 star property
10.0 out of 10, Exceptional, (24)
"This is a great property, and Jim is a wonderful host. He accommodated all our requests for sauna use and provided helpful tips about the area. We hope to return again one day!"
United States
Leigh C.
The price is €314
includes taxes & fees
23 Nov - 24 Nov
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
Property grounds
Cottage beside a waterfall

Cottage in Wilton

9.8 out of 10, Exceptional, (10)
"What a unique place to stay with a waterfall in the backyard! Quiet, beautiful grounds on the property. Clean, private and well appointed. "
United States
Marcella J.
The price is €254
includes taxes & fees
21 Nov - 22 Nov
Cottage beside a waterfall
Terrace/patio
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

Cottage in Rindge

10.0 out of 10, Exceptional, (22)
"The cottage was a great place to stay. Very conveniently located to where we wanted to travel to. It has a great view of the lake, very clean and comfortable."
United States
Nicole B.
The price is €320
includes taxes & fees
1 Dec - 2 Dec
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Fridge, microwave, oven, stovetop
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.

Holiday Home in Concord

10.0 out of 10, Exceptional, (82)
"The Reuben house had all the comforts of home and more."
United States
Darlene S.
Reuben Dimond House, Renovated Historic Farmhouse in the Capital, Concord, NH.
3 bedrooms, travel cot, free WiFi, bed sheets
Charming Waterfront Log Cabin

Holiday Home in Fitzwilliam

9.4 out of 10, Exceptional, (45)
"Great cabin for a true NH getaway. The kayaks and pedal boat were so much fun. "
United States
Katherine M.
Charming Waterfront Log Cabin
TV, books, music library, video library
Spectacular Log Home with Private Lake Access

Holiday Home in Deering

10.0 out of 10, Exceptional, (106)
"Cozy and peaceful log cabin. "
United States
Rick V.
Spectacular Log Home with Private Lake Access
Exterior detail
Cozy Cabin in a Rural setting #8

Cabin in Temple

9.0 out of 10, Wonderful, (4)
"Cute, cozy and clean. "
United States
Jessica F.
The price is €171
includes taxes & fees
23 Nov - 24 Nov
Cozy Cabin in a Rural setting #8
Outdoor pool
Ski Minutes Away & Pool Onsite

Apartment in Henniker

10.0 out of 10, Exceptional, (9)
"We enjoyed the property very much. The pool was amazing! The kitchen was well equipped and the communication with the owner was very good. Great location to downtown for restaurants and grocery store"
United States
Maureen P.
Ski Minutes Away & Pool Onsite
Fridge, microwave, oven, stovetop
Lakefront Cabin/ 314` Shoreline

Cabin in Stoddard

10.0 out of 10, Exceptional, (2)
"This was a great place to disconnect with technology and reconnect with family. We had a great time."
United States
Jackie D.
Lakefront Cabin/ 314` Shoreline
Interior
2 queen and 2 twin beds

Cottage in Milford

9.6 out of 10, Exceptional, (14)
"The property was very comfortable and had enough room for the 5 people who stayed there."
United States
Peggy K.
2 queen and 2 twin beds
1 bedroom, free WiFi, bed sheets
Cozy Cabin in a Rural setting-14

Cabin in Temple

9.4 out of 10, Exceptional, (8)
"A wonderful little cabin. Everything was as cute and clean as the pictures and descriptions. You will love this place!"
United States
Craig
The price is €213
includes taxes & fees
2 Dec - 3 Dec
Cozy Cabin in a Rural setting-14
Dining
Lakefront 3BR Log Cabin w/ Dock and Fire Pit

Holiday Home in Rindge

10.0 out of 10, Exceptional, (56)
"This is a roomy cabin with a great view and location! Our second year here!"
United States
Linda B.
Lakefront 3BR Log Cabin w/ Dock and Fire Pit
Fridge, microwave, oven, stovetop
Peaceful Mountain View Retreat

Apartment in Hancock

9.6 out of 10, Exceptional, (15)
"Perfect ski getaway. We loved Crotched Mountain and the peaceful retreat when we returned back to the property. "
United States
ANTHONY
Peaceful Mountain View Retreat
Exterior
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!

Holiday Home in Peterborough

10.0 out of 10, Exceptional, (71)
"The property was absolutely perfect. House was even better than the pictures with so much space to spread out with a large family. It is apparent that the owners take great pride in making it nice. Everything was spotless! The surrounding grounds were also beautiful."
United States
Kathleen S.
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
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

Monadnock Inn

Monadnock Inn

10/10 Excellent
"Excellent staff. Clean rooms."
Andrius 1-night trip
Posted 3 days ago
Monadnock Inn

Find out more about Bennington

Everything you need to know about Bennington holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bennington holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bennington holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Bennington holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bennington. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bennington holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bennington holiday rentals we have selected for you start as low as €141 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bennington rentals

At Expedia, we put the best Bennington holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bennington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bennington holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bennington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Private Beach And Mountain Lake Home: This holiday home rental outside of Bennington is located on the beach, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

What’s there to see and do in Bennington?

While exploring the area, visit family-friendly sights like Hardings of Hancock, or get outside and enjoy nature at Contoocook River. In the wider area, you’ll find Crotched Mountain Ski and Ride Area and Crotched Mountain Golf Club.

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.