Holiday Homes in North Bennington

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for North Bennington holiday homes

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 NZ$515
includes taxes & fees
13 May - 14 May
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
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
7.8 out of 10, Good, (58 reviews)
"Location was great, pool, hot tubs and sauna were great"
United States
Lin M.
The price is NZ$405
includes taxes & fees
12 May - 13 May
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Interior

Stratton Woods · Secluded Vermont Cabin Retreat

Stratton Woods · Secluded Vermont Cabin Retreat
Wardsboro
9.4 out of 10, Exceptional, (3 reviews)
"Cabin was wonderful!Thank you,The Katz Family "
United States
kim k.
The price is NZ$576
includes taxes & fees
10 May - 11 May
Stratton Woods · Secluded Vermont Cabin Retreat
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 NZ$400
includes taxes & fees
12 May - 13 May
Peaceful getaway at birds of a feather
TV

Florida Mountain Log Cabin

Florida Mountain Log Cabin
Florida
10.0 out of 10, Exceptional, (4 reviews)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is NZ$606
includes taxes & fees
21 May - 22 May
Florida Mountain Log Cabin
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 NZ$340
includes taxes & fees
21 May - 22 May
Cozy Home in Pownal VT
Exterior

North Getaway Cottage

North Getaway Cottage
Williamstown
9.2 out of 10, Wonderful, (24 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.
The price is NZ$738
includes taxes & fees
14 May - 15 May
North Getaway Cottage
Dining

Modern Mount Snow Gnarvana - Balcony, Loft, Pets, Hiking

Modern Mount Snow Gnarvana - Balcony, Loft, Pets, Hiking
Dover
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful place. We had a blast. So close to the slopes!"
United States
Joseph B.
The price is NZ$620
includes taxes & fees
10 May - 11 May
Modern Mount Snow Gnarvana - Balcony, Loft, Pets, Hiking
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)
"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 NZ$1,076
includes taxes & fees
11 May - 12 May
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
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 NZ$622
includes taxes & fees
17 May - 18 May
The Greylock Cabin
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 NZ$942
includes taxes & fees
21 May - 22 May
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
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 NZ$1,912
includes taxes & fees
12 May - 13 May
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Exterior

Runamuk Farm Camp Tiny House near Cambridge, New York

Runamuk Farm Camp Tiny House near Cambridge, New York
Cambridge
The price is NZ$233
includes taxes & fees
25 May - 26 May
Runamuk Farm Camp Tiny House near Cambridge, New York
Interior

Cozy 3 Bedroom Condo in the Heart of Manchester VT

Cozy 3 Bedroom Condo in the Heart of Manchester VT
Manchester
10.0 out of 10, Exceptional, (1 review)
"Beautiful place Very spacious and super organized we love our stay "
United States
Rafael
The price is NZ$929
includes taxes & fees
10 May - 11 May
Cozy 3 Bedroom Condo in the Heart of Manchester VT
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, (22 reviews)
"Lovely location, well appointed, dog friendly."
United States
Anonymous traveller
The price is NZ$577
includes taxes & fees
13 May - 14 May
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
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, (58 reviews)
"Hosts were organized and helpful"
United States
Michael C.
The price is NZ$1,203
includes taxes & fees
11 May - 12 May
Walk To Town, Hottub, Firepit, Games, Mt Snow
TV

Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Williamstown
10.0 out of 10, Exceptional, (2 reviews)
"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "
United States
Michelle B.
The price is NZ$819
includes taxes & fees
13 May - 14 May
Walk to Williams * Steam Sauna * Ritz-Carlton Bed
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, (37 reviews)
"Our family had a wonderful time staying in this home."
United States
Meghan C.
The price is NZ$1,094
includes taxes & fees
10 May - 11 May
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Private kitchen

1812 House, 2 Stays, 1 home

1812 House, 2 Stays, 1 home
Manchester
The price is NZ$1,222
includes taxes & fees
12 May - 13 May
1812 House, 2 Stays, 1 home
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 NZ$657
includes taxes & fees
10 May - 11 May
Two Brooks Lodge
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 North Bennington Hotel Reviews

The Inn at Manchester

The Inn at Manchester

10/10 Excellent
"Staying here was an unexpected delight. It far exceeded my expectations. One of the owners (husband Brian and wife Gaby) were there at all times. Excellent breakfast and a charming bar area with ample selections to accommodate all tastes. It was my first stay and I was here for work, but I will definitely be returning with my wife."
Joe 2-night trip
Posted 11 hours ago
The Inn at Manchester

Find out more about North Bennington

North Bennington Holiday Homes information

Number of reviews
424
Accommodation
465 Holiday Homes
Lowest Price
NZ$233
Highest Price
NZ$1,912