North Bennington Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for North Bennington holiday rentals

Free WiFi, bed sheets

Schuyler Yacht Basin

Schuyler Yacht Basin
3.0 star property
Schuylerville
8.6 out of 10, Excellent, (20 reviews)
"What a beautiful place it was for an escape weekend! Definitely would recommend this beautiful place!"
United States
Ana
The price is HK$1,332
HK$1,739 total
includes taxes & fees
18 May - 19 May
Schuyler Yacht Basin
Smart TV, fireplace

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Dover
10.0 out of 10, Exceptional, (13 reviews)
"great location easy access to the mountain and the pool was outstanding."
United States
jim f.
The price is HK$3,630
HK$9,225 total
includes taxes & fees
18 May - 19 May
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Exterior

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
shushan
9.6 out of 10, Exceptional, (23 reviews)
"Lovely location, well appointed, dog friendly."
United States
Anonymous traveller
The price is HK$1,403
HK$2,713 total
includes taxes & fees
18 May - 19 May
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Living room

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (83 reviews)
"Nice place and great location!!!"
United States
William
The price is HK$2,323
HK$2,888 total
includes taxes & fees
26 May - 27 May
Long Trail House at Stratton Mountain Resort
Living area

Green Mountain Getaway

Green Mountain Getaway
Bennington
9.6 out of 10, Exceptional, (18 reviews)
"Very clean property. The location was very convenient to the Main Street of Bennington. Easy check in process. Would definitely stay here again! "
United States
Meredith Y.
The price is HK$1,291
HK$2,754 total
includes taxes & fees
18 May - 19 May
Green Mountain Getaway
Property grounds

Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (61 reviews)
"This home was spacious, super clean, and in a great location. "
United States
Des C.
The price is HK$1,339
HK$1,894 total
includes taxes & fees
18 May - 19 May
Spacious apartment in beautiful, historic Arlington VT
Fridge, microwave, oven, stovetop

Stratton Mtn Studio | Renovated | Walk to Lifts

Stratton Mtn Studio | Renovated | Walk to Lifts
Stratton Mountain
10.0 out of 10, Exceptional, (31 reviews)
"Great location."
United States
Jeffrey
The price is HK$1,050
HK$2,859 total
includes taxes & fees
18 May - 19 May
Stratton Mtn Studio | Renovated | Walk to Lifts
Fridge, microwave, oven, stovetop

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Hoosick Falls
9.8 out of 10, Exceptional, (105 reviews)
"The host was very responsive and helpful. The property itself was also fantastic, with plenty of amenities and kept very clean."
United States
Jon
The price is HK$909
HK$2,417 total
includes taxes & fees
18 May - 19 May
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Fridge, microwave, oven, stovetop

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Bennington
8.6 out of 10, Excellent, (35 reviews)
"We had a great family getaway here! The hot tub was amazing and the views from the hot tub were perfect. What a beautiful location - quiet, peaceful and a fun space for kids to explore. We had an amazing time trekking out in the woods in the snow.Kitchen was well stocked and the treats, coffee and tea were a nice bonus. My kids enjoyed the extra games as well! Extremely quick responses from the host as well! Thanks for a good time, we are already thinking about coming back in the summer."
United States
Amanda H.
The price is HK$901
HK$2,329 total
includes taxes & fees
18 May - 19 May
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Property grounds

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Stratton
7.4 out of 10, Good, (21 reviews)
"Poor management company. Great lodge. "
United States
Billy W.
The price is HK$1,042
HK$3,034 total
includes taxes & fees
18 May - 19 May
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Terrace/patio

Peaceful getaway at birds of a feather

Peaceful getaway at birds of a feather
Shaftsbury
9.8 out of 10, Exceptional, (32 reviews)
"Great place!!"
United States
Margaret D.
The price is HK$775
HK$1,921 total
includes taxes & fees
18 May - 19 May
Peaceful getaway at birds of a feather
Smart TV

Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (2 reviews)
"This home is super cozy and had all the amenities I needed after a long drive. I will be staying here again."
United States
Jess M.
The price is HK$909
HK$1,588 total
includes taxes & fees
18 May - 19 May
Cozy Home in Pownal VT
Dining

Sowilo Pine House. All-inclusive food and drinks.

Sowilo Pine House. All-inclusive food and drinks.
Cambridge
10.0 out of 10, Exceptional, (4 reviews)
"BEAUTIFUL HOME GREAT VIEWS, CLEAN, SPACIOUS, AND A VERY HELPFUL PROPERTY MANAGER. CLOSE TO OUR WEDDING DESTINATION. HAD A WONDERFUL TIME. WOULD HIGHLY RECOMMEND THIS PROPERTY."
United States
diane
The price is HK$2,810
HK$5,258 total
includes taxes & fees
18 May - 19 May
Sowilo Pine House. All-inclusive food and drinks.
Dining

Sowilo Retreat All Inclusive Oak House

Sowilo Retreat All Inclusive Oak House
Cambridge
9.0 out of 10, Wonderful, (2 reviews)
"One of the best getaways that I have ever experienced! The food was amazing the service was A and the scenery was absolutely breathtaking. I will definitely be returning!"
United States
Anthony
The price is HK$2,810
HK$5,258 total
includes taxes & fees
18 May - 19 May
Sowilo Retreat All Inclusive Oak House
Smart TV, fireplace, video games, DVD player

Walk To Town, Hottub, Firepit, Games, Mt Snow

Walk To Town, Hottub, Firepit, Games, Mt Snow
Wilmington
10.0 out of 10, Exceptional, (59 reviews)
"Hosts were organized and helpful"
United States
Michael C.
The price is HK$2,153
HK$5,716 total
includes taxes & fees
18 May - 19 May
Walk To Town, Hottub, Firepit, Games, Mt Snow
Exterior

The Greylock Cabin

The Greylock Cabin
Florida
10.0 out of 10, Exceptional, (6 reviews)
"the hosts were great very helpful and pleasant"
United States
Ron L.
The price is HK$1,850
HK$3,187 total
includes taxes & fees
8 Jun - 9 Jun
The Greylock Cabin
Exterior

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Winhall
10.0 out of 10, Exceptional, (12 reviews)
"Comfortable accommodations, with responsive and helpful hosts! We had a lovely stay as a large family group for a wedding weekend in Manchester. "
United States
Colleen H.
The price is HK$1,410
HK$5,106 total
includes taxes & fees
18 May - 19 May
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Outdoor pool, a heated pool

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
The price is HK$533
HK$2,549 total
includes taxes & fees
24 May - 25 May
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
TV

Hilltop Cottage

Hilltop Cottage
Argyle
10.0 out of 10, Exceptional, (3 reviews)
"great place to stay"
United States
Anna Z.
The price is HK$4,307
HK$6,858 total
includes taxes & fees
29 May - 30 May
Hilltop Cottage
Property grounds

3-bedroom cottage on Cossayuna Lake

3-bedroom cottage on Cossayuna Lake
Argyle
7.0 out of 10, Good, (8 reviews)
"It was a quiet place with a wonderful breeze on the screened porch and met our needs for a travel stay."
United States
Michelle G.
The price is HK$1,370
HK$1,991 total
includes taxes & fees
29 May - 30 May
3-bedroom cottage on Cossayuna Lake
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top North Bennington Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Loved our stay. This property is very clean, well-maintained, and had everything we needed for a comfortable stay."
Brianna 1-night trip
Posted 4 hours ago
Hotel Downstreet, an Ascend Collection Hotel

Find out more about North Bennington

Search for holiday rentals in North Bennington on Expedia! You can easily find your home rentals, villas, holiday apartments in North Bennington using one of the methods below:

  • View our selection of featured holiday rentals in North Bennington
  • Use the map to find apartments and other holiday homes in the North Bennington neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in North Bennington while they last

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

Frequently asked questions

Can I find holiday rentals in North Bennington?

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

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

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!: This holiday home rental outside of North Bennington is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 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 books.

How many holiday rentals are there in North Bennington?

Expedia has 3 holiday rentals for your stay in North Bennington.

What can I see and do in North Bennington?

While exploring the area, visit family-friendly sights like Sugar Shack, or get outside and enjoy nature at Green Mountain National Forest. In the wider area, you’ll find Bennington College and Park McCullough House.

What’s a holiday rental in North Bennington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in North Bennington. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.