We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday villas in North Bennington, VT

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 75 Rentals in the North Bennington Area
loading...
Sort by

The following rentals are within 30 kilometers of North Bennington, Bennington, Vermont.

From
€338
Per Night
Dover, VT
6 Bedrooms, 1 Bathroom, Sleeps 14
13 photos Details
Reviews (2) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 21 March 2014
Great ski house especially for teenagers! Owners very nice. Home is clean and very comfortable! Minutes to Mt. Snow. So much to do in this area just might have to stay there...
See all reviews
From
€197
Per Night
North Adams, MA
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
16 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 16 August 2014
The cottage is well located, seemingly remote, but with nearby access to local attractions and restaurants. I enjoyed sitting on the deck, looking out over the water in the...
See all reviews
From
€177
Per Night
Arlington, VT
3 Bedrooms, 2 Bathrooms, Sleeps 9
Bookings
9 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 21 August 2014
We stayed at Brian's Peace of Heaven with our wedding party for our wedding weekend. The house was perfect! Beautiful setting, spacious, and very well appointed. Brian was very...
See all reviews
Also consider
6 bedrooms, 6 bath, tennis, pool, VIEWS, 30 acres
6 Bedrooms, sleeps 14
€631 - €986 / night
Stratton ski lodge wth mountain views
4 Bedrooms, sleeps 10
€394 / night
Stunning Views, Pool, Tennis, ideal entertaining
5 Bedrooms, sleeps 12
€394 - €627 / night
#274 (28) Old Witness Tree Lane
3 Bedrooms, sleeps 7
€138 - €296 / night
From
€197
Per Night
Stratton Mountain, VT
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
29 photos Details
Reviews (3) Make Enquiry
From
€276
Per Night
Stratton Mountain, VT
4 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
17 photos Details
Reviews (1) Make Enquiry
From
€237
Per Night
North Adams, MA
3 Bedrooms, 2 Bathrooms, Sleeps 8
26 photos Details
Reviews (3) Make Enquiry
5 of 5 stars Reviewed 25 August 2014
I booked the Rose & Goat Retreat for my sister's Bachelorette Weekend in the Berkshires! Not only was it the perfect location because it was only 11 miles away from our zip lining...
5 of 5 stars Reviewed 13 March 2014
This place is an absolutely gorgeous lodge, with an incredible view of the Berkshires. Margo was very hospitable and took great care of all of our needs. The pictures don't do...
See all reviews
From
€16
Per Night
North Adams, MA
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
10 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 6 July 2014
Stephanie was helpful and accommodating of us and our last minute request . Sheafs it easy to stay, come and go and we found the location convenient yet private and remote from...
See all reviews
From
€118
Per Night
Whitingham, VT
3 Bedrooms, 2 Bathrooms, Sleeps 12
Bookings
22 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 24 March 2014
Jean's place was perfect for a group of seven. There were plenty of sleeping options for 3 couples and a single. We had four dogs that were able to wonder the property without too...
See all reviews
Get the List
From
€434
Per Night
Stratton Mountain, VT
3 Bedrooms, 2 Bathrooms, Sleeps 8
6 photos Details
Reviews (2) Make Enquiry
From
€99
Per Night
East Arlington, VT
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
10 photos Details
Reviews (1) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 27 March 2014
This is a brand new property (a converted barn/garage). Everything was immaculate. The kitchen well equipped. The bed excellent. Roomy and comfortable for a couple, could work for...
See all reviews
From
€197
Per Night
Dover, VT
2 Bedrooms, 2 Bathrooms, Sleeps 8
6 photos Details
Reviews (1) Make Enquiry
From
€99
Per Night
Cambridge, NY
3 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
5 photos Details
Make Enquiry
From
€237
Per Night
Wilmington, VT
5 Bedrooms, 2 Bathrooms, Sleeps 12
Bookings
5 photos Details
Make Enquiry
From
€276
Per Night
Wilmington, VT
3 Bedrooms, 2 Bathrooms, Sleeps 12
Booking
17 photos Details
Make Enquiry
From
€237
Per Night
West Wardsboro, VT
7 Bedrooms, 3 Bathrooms, Sleeps 16
Booking
11 photos Details
Make Enquiry
From
€118
Per Night
Dover, VT
2 Bedrooms, 2 Bathrooms, Sleeps 2
12 photos Details
Make Enquiry
From
€355
Per Night
Stratton Mountain, VT
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
6 photos Details
Make Enquiry
From
€177
Per Night
Dover, VT
5 Bedrooms, 2 Bathrooms, Sleeps 14
8 photos Details
Make Enquiry
From
€355
Per Night
Dover, VT
3 Bedrooms, 3 Bathrooms, Sleeps 9
4 photos Details
Make Enquiry
From
€166
Per Night
Manchester, VT
1 Bedroom, 1 Bathroom, Sleeps 3
12 photos Details
Make Enquiry
From
€130
Per Night
Arlington, VT
1 Bedroom, 1 Bathroom, Sleeps 3
11 photos Details
Make Enquiry
From
€177
Per Night
Wilmington, VT
4 Bedrooms, 3 Bathrooms, Sleeps 12
Bookings
7 photos Details
Make Enquiry
From
€296
Per Night
Stamford, VT
4 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details
Make Enquiry
From
€110
Per Night
North Adams, MA
2 Bedrooms, 1 Bathroom, Sleeps 4
16 photos Details
Make Enquiry
From
€197
Per Night
Dover, VT
3 Bedrooms, 2 Bathrooms, Sleeps 8
11 photos Details
Make Enquiry
From
€434
Per Night
East Arlington, VT
7 Bedrooms, 4 Bathrooms, Sleeps 14
17 photos Details
Make Enquiry
From
€256
Per Night
Wilmington, VT
3 Bedrooms, 2 Bathrooms, Sleeps 10
8 photos Details
Make Enquiry
From
€237
Per Night
Dover, VT
5 Bedrooms, 3 Bathrooms, Sleeps 10
18 photos Details
Make Enquiry
From
€158
Per Night
West Wardsboro, VT
1 Bedroom, 1 Bathroom, Sleeps 2
8 photos Details
Make Enquiry
From
€118
Per Night
Arlington, VT
3 Bedrooms, 4 Bathrooms, Sleeps 6
13 photos Details
Make Enquiry
From
€355
Per Night
Manchester, VT
5 Bedrooms, 3 Bathrooms, Sleeps 10
15 photos Details
Make Enquiry
From
€138
Per Night
Manchester, VT
2 Bedrooms, 1 Bathroom, Sleeps 2
5 photos Details
Make Enquiry
From
€315
Per Night
Wilmington, VT
4 Bedrooms, 2 Bathrooms, Sleeps 12
9 photos Details
Make Enquiry
From
€237
Per Night
Manchester, VT
5 Bedrooms, 4 Bathrooms, Sleeps 10
21 photos Details
Make Enquiry
From
€95
Per Night
Wilmington, VT
16 Bedrooms, 18 Bathrooms, Sleeps 50
10 photos Details
Make Enquiry
From
€177
Per Night
Dover, VT
2 Bedrooms, 2 Bathrooms, Sleeps 7
9 photos Details
Make Enquiry
From
€107
Per Night
Whitingham, VT
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (4) Make Enquiry
From
€946
Per Night
Manchester, VT
14 Bedrooms, 13 Bathrooms, Sleeps 34
62 photos Details
Reviews (4) Make Enquiry
4 of 5 stars Reviewed 17 July 2014
Our retreat was centered on leadership development, creativity and environmental topics. The space was extremely well suited for introspection and group exploration. The...
5 of 5 stars Reviewed 5 November 2013
Had a class weekend in this house and it was great - the beds were all set up beautifully, kitchen is very big and spacious, lots of hangout and chill spaces where people of us...
See all reviews
From
€276
Per Night
Manchester, VT
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Reviews (1) Make Enquiry
From
€552
Per Night
Manchester, VT
7 Bedrooms, 6 Bathrooms, Sleeps 20
23 photos Details
Reviews (4) Make Enquiry
5 of 5 stars Reviewed 19 August 2014
We stayed at strawberry hill villa for 2 nights in July of 2014- what an incredible experience!!! We had a group of 20- basically 6 families- the house was just perfect for our...
5 of 5 stars Reviewed 16 August 2014
The Wilburton Inn sits on 30+ acres with pool, tennis,sculpture garden all on site. The property also has several former homes now converted to B&B type accomodations. We stayed...
See all reviews
Go to map view
Book Online(49)
Use filters to find the best results!

Suitability

  • Wheelchair access (9)
  • Elder access (31)
  • Suitable for children (50)
  • Pet friendly (22)
  • Smoking allowed (1)

Amenities

  • Other outdoor space (51)
  • Fireplace (48)
  • Parking (47)
  • Grill (44)
  • Washer/Dryer (43)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities