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Our top choices for Bennington holiday homes

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
14 Apr - 15 Apr
Peaceful getaway at birds of a feather

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, (57 reviews)
"Location was great, pool, hot tubs and sauna were great"
United States
Lin M.
The price is HK$556
HK$1,908 total
includes taxes & fees
14 Apr - 15 Apr
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
Jamaica
9.6 out of 10, Exceptional, (25 reviews)
"Absolutely a wonderful place to vacation. The house is comfortable and warming. The hosts went above and beyond to make our stay great and responded to our questions promptly. We will definitely rent again. "
United States
Lee Anna C.
The price is HK$1,714
HK$6,946 total
includes taxes & fees
14 Apr - 15 Apr
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

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$808
HK$1,475 total
includes taxes & fees
16 Apr - 17 Apr
Cozy Home in Pownal VT

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Jamaica
9.6 out of 10, Exceptional, (29 reviews)
"EXCELLENT location managed by an amazing host who was very communicative and helpful!Hottub was perfect, plenty of sleeping and activities available at the house and in the immediate area (local food was AWESOME)."
United States
s w.
The price is HK$1,714
HK$7,043 total
includes taxes & fees
14 Apr - 15 Apr
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

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 HK$1,785
HK$4,370 total
includes taxes & fees
15 Apr - 16 Apr
Cozy 3 Bedroom Condo in the Heart of Manchester VT

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 HK$1,545
HK$5,157 total
includes taxes & fees
14 Apr - 15 Apr
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

1812 House, 2 Stays, 1 home

1812 House, 2 Stays, 1 home
Manchester
The price is HK$1,656
HK$5,172 total
includes taxes & fees
14 Apr - 15 Apr
1812 House, 2 Stays, 1 home

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$2,114
HK$6,017 total
includes taxes & fees
27 Apr - 28 Apr
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

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 HK$786
HK$1,836 total
includes taxes & fees
14 Apr - 15 Apr
Two Brooks Lodge

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 HK$2,410
HK$3,325 total
includes taxes & fees
27 Apr - 28 Apr
3BR Family Home in Manchester, VT -Near Downtown, Outlets & Ski Resorts

Idyllic Village Estate: Luxury Villa Historic Barn

Idyllic Village Estate: Luxury Villa Historic Barn
Manchester
9.4 out of 10, Exceptional, (14 reviews)
"It was a fantastic stay! The house is beautiful with stunning views in every direction. It is well-appointed and very comfortable. It has special amenities like a hot tub and party barn. Communication with the host was easy; he responded almost immediately and was quite pleasant. He gave us lots of useful information and even honored a couple of unique requests. This is a super special property. "
United States
Elizabeth C.
The price is HK$6,343
HK$14,256 total
includes taxes & fees
14 Apr - 15 Apr
Idyllic Village Estate: Luxury Villa Historic Barn

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, (103 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$2,400 total
includes taxes & fees
15 Apr - 16 Apr
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (85 reviews)
"We had a great stay at this home for a long weekend skiing at Okemo. "
United States
Lisa W.
The price is HK$881
HK$2,375 total
includes taxes & fees
14 Apr - 15 Apr
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

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 HK$838
HK$3,064 total
includes taxes & fees
14 Apr - 15 Apr
Stratton Woods · Secluded Vermont Cabin Retreat

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 HK$1,439
HK$2,638 total
includes taxes & fees
14 Apr - 15 Apr
Florida Mountain Log Cabin

14mi to Mt. Snow! Arcade, Private Suite, King Bed!

14mi to Mt. Snow! Arcade, Private Suite, King Bed!
Whitingham
10.0 out of 10, Exceptional, (14 reviews)
"Extended family of 10 stayed 6 nights and all had a great stay. Beds were comfortable, house was very clean with everything you need to enjoy yourself and was in good repair. "
United States
Jacklyn D.
The price is HK$1,558
HK$3,991 total
includes taxes & fees
14 Apr - 15 Apr
14mi to Mt. Snow! Arcade, Private Suite, King Bed!

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (108 reviews)
"We enjoyed our stay, the house was lovely and close to everything in Ludlow and Okemo."
United States
Hannah M.
The price is HK$881
HK$2,348 total
includes taxes & fees
27 Apr - 28 Apr
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.6 out of 10, Exceptional, (19 reviews)
"We had a great stay! The house was clean, comfortable, and exactly as described. The location was perfect and the host was very responsive. We’d definitely stay here again and highly recommend it."
United States
Stephanie F.
The price is HK$1,551
HK$3,219 total
includes taxes & fees
14 Apr - 15 Apr
Charming Chester Farmhouse near Near VT Slopes

Outdoor Adventure Hub! Family Home in West Dover

Outdoor Adventure Hub! Family Home in West Dover
West Dover
10.0 out of 10, Exceptional, (5 reviews)
"The house was just as listed. Everything we needed was there for us upon arrival. The host is amazing and was happy to welcome us in their home. We would definitely come back"
United States
Louis
The price is HK$1,073
HK$4,240 total
includes taxes & fees
14 Apr - 15 Apr
Outdoor Adventure Hub! Family Home in West Dover
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

Find out more about Bennington

Bennington Vacation Homes information

Number of reviews
435
Accommodation
236 Vacation Homes
Lowest Price
HK$1,475
Highest Price
HK$14,256

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