A wooden gazebo with a roof, surrounded by trees and a wooden walkway.

Holiday Homes in North Bennington

  • 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
17 July - 19 July
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for North Bennington holiday homes

Terrace/patio

Peaceful getaway at birds of a feather

Peaceful getaway at birds of a feather
Shaftsbury
9.8 out of 10, Exceptional, (33 reviews)
"Great place"
United States
Aidan K.
The price is AU$380
includes taxes & fees
4 July - 5 July
Peaceful getaway at birds of a feather
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, (106 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 AU$459
includes taxes & fees
27 July - 28 July
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Dining

Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (3 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 AU$296
includes taxes & fees
7 July - 8 July
Cozy Home in Pownal VT
Exterior

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)
"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."
United States
Malika R.
The price is AU$506
includes taxes & fees
6 July - 7 July
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Interior

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton
The price is AU$430
includes taxes & fees
7 July - 8 July
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
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)
"Great cabin , so cozy with the wood burning stove "
United States
Susan f.
The price is AU$506
includes taxes & fees
5 July - 6 July
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Exterior

Runamuk Farm Camp Tiny House near Cambridge, New York

Runamuk Farm Camp Tiny House near Cambridge, New York
Cambridge
The price is AU$200
includes taxes & fees
5 July - 6 July
Runamuk Farm Camp Tiny House near Cambridge, New York
Exterior

The Greylock Cabin

The Greylock Cabin
Florida
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful cabin in a beautiful location. Host is amazing, very responsive. "
United States
Anonymous traveller
The price is AU$617
includes taxes & fees
21 July - 22 July
The Greylock Cabin
Exterior

North Getaway Cottage

North Getaway Cottage
Williamstown
9.0 out of 10, Wonderful, (26 reviews)
"We stayed here on a beautiful fall weekend so that my son could tour William's college. It was perfect!"
United States
Carole S.
North Getaway Cottage
Interior

Private Cabin 4BR 3BA, Fire pit, Pool table, BBQ Weber Grill, Babbling Brook

Private Cabin 4BR 3BA, Fire pit, Pool table, BBQ Weber Grill, Babbling Brook
Dover
The price is AU$747
includes taxes & fees
21 July - 22 July
Private Cabin 4BR 3BA, Fire pit, Pool table, BBQ Weber Grill, Babbling Brook
Outdoor spa tub

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Winhall
9.4 out of 10, Exceptional, (39 reviews)
"Our family had a wonderful time staying in this home."
United States
Meghan C.
The price is AU$944
includes taxes & fees
7 July - 8 July
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Dining

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Wilmington
10.0 out of 10, Exceptional, (18 reviews)
"Great place!"
United States
Jack & Heather G.
The price is AU$887
includes taxes & fees
22 July - 23 July
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Terrace/patio

3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home
West Dover
10.0 out of 10, Exceptional, (1 review)
"All good. "
United States
ken g.
The price is AU$992
includes taxes & fees
5 July - 6 July
3 Mi to Mount Snow: Spacious West Dover Home
Property grounds

3 Levels w/ Mountain Views, 5 Mins to Stratton Base, Sauna, Firepit, ACs

3 Levels w/ Mountain Views, 5 Mins to Stratton Base, Sauna, Firepit, ACs
Winhall
9.6 out of 10, Exceptional, (23 reviews)
"Very beautiful home with plenty of room for a big group! Easy drive to Stratton. Would definitely stay again!"
United States
Sarah S.
3 Levels w/ Mountain Views, 5 Mins to Stratton Base, Sauna, Firepit, ACs
Microwave, oven, stovetop, dishwasher

3BR Family Home in Manchester, VT -Near Downtown, Outlets & Ski Resorts

3BR Family Home in Manchester, VT -Near Downtown, Outlets & Ski Resorts
Richville
The price is AU$620
includes taxes & fees
8 July - 9 July
3BR Family Home in Manchester, VT -Near Downtown, Outlets & Ski Resorts
Exterior

Two Brooks Lodge

Two Brooks Lodge
3.0 star property
Bennington
4.8 out of 10, (3 reviews)
"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...
United States
Hunter
The price is AU$605
includes taxes & fees
6 July - 7 July
Two Brooks Lodge
TV, fireplace, books, music library

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)
"Clean, lots of room, easy access to Stratton, responsive host."
United States
Mark H.
The price is AU$1,315
includes taxes & fees
20 July - 21 July
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Fridge, microwave, oven, stovetop

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 AU$1,629
includes taxes & fees
3 July - 4 July
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Interior

Bear Pass - Mountain View by RedAwning

Bear Pass - Mountain View by RedAwning
Sunderland
9.4 out of 10, Exceptional, (8 reviews)
"The rooms were very clean a"
United States
kevin
The price is AU$1,152
includes taxes & fees
5 July - 6 July
Bear Pass - Mountain View by RedAwning
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)
"Great communication by owners. House was charming with plenty of room for a large family."
United States
Kathleen S.
The price is AU$1,117
includes taxes & fees
5 July - 6 July
Walk To Town, Hottub, Firepit, Games, Mt Snow
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

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

10/10 Excellent
"Everything was wonderful at porches. I love the special antique charm. Loved breakfast. The fresh berries were the best. The staff was attentive and helpful. I really loved the claw foot tub and rain shower head. I can’t wait to return."
Kevin 1-night trip
Posted 4 hours ago
The Porches Inn at Mass MoCA

Find out more about North Bennington

North Bennington Holiday Homes information

Number of reviews
383
Accommodation
442 Holiday Homes
Lowest Price
AU$200
Highest Price
AU$1,629