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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Benson vacation homes

Fridge, microwave, oven, stovetop
The Bomoseen Bungalow: Vermont Lake House with Private Dock

The Bomoseen Bungalow: Vermont Lake House with Private Dock

2.0 star property
Bomoseen
9.6 out of 10, Exceptional, (4)
"Nice place to stay. Very well equipped and clean."
United States
Rich S.
The price is AED 610
AED 2,001 total
includes taxes & fees
11 Dec - 12 Dec
The Bomoseen Bungalow: Vermont Lake House with Private Dock
Spa
large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok

2.0 star property
Mendon
10.0 out of 10, Exceptional, (1)
"Amazing stay! Gorgeous house, clean, perfect location. The host was super responsive and made the check in check out process so easy.Highly reccomend and can’t wait to stay again next year. "
United States
Nicole H.
The price is AED 1,164
AED 2,406 total
includes taxes & fees
6 Jan - 7 January 2026
large ski ranch hot tub close to killington pets ok
House, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker
Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

3.5 star property
Rutland
The price is AED 685
AED 2,195 total
includes taxes & fees
11 Dec - 12 Dec
Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home
Interior
Moose Lodge - Rustic and Cozy

Moose Lodge - Rustic and Cozy

Ticonderoga
9.8 out of 10, Exceptional, (60)
"The property was clean and furniture was cozy. The AC units kept the house very comfortable. "
United States
Claudia B.
The price is AED 995
AED 2,233 total
includes taxes & fees
9 Jan - 10 January 2026
Moose Lodge - Rustic and Cozy
Exterior
Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA

Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA

2.0 star property
Castleton
10.0 out of 10, Exceptional, (2)
"Family weekend getaway. Place was better than expected. Yard was wonderful for our 3 year old. Property owners were responsive and friendly. "
United States
Adam V.
The price is AED 808
AED 2,525 total
includes taxes & fees
18 Dec - 19 Dec
Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA
Fridge, microwave, oven, stovetop
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Rutland
10.0 out of 10, Exceptional, (1)
The price is AED 701
AED 1,587 total
includes taxes & fees
16 Dec - 17 Dec
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Property grounds
Cozy 220 Year Colonial with a spectacular view

Cozy 220 Year Colonial with a spectacular view

Tinmouth
9.6 out of 10, Exceptional, (5)
"Beautiful place. We had a great time. "
United States
Laurel W.
The price is AED 1,425
AED 2,727 total
includes taxes & fees
20 Dec - 21 Dec
Cozy 220 Year Colonial with a spectacular view
Fridge, microwave, oven, stovetop
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Fair Haven
8.8 out of 10, Excellent, (26)
"Great property which was perfect for a weekend getaway. Beds were extremely comfortable, looked like updated bathrooms upstairs and downstairs and new kitchen appliances like the fridge."
United States
David N.
The price is AED 992
AED 1,259 total
includes taxes & fees
11 Dec - 12 Dec
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Interior
Bear Paw Cabin: 3 Living Areas, Hot Tub & Chef's Kitchen 5 Mins to Pico

Bear Paw Cabin: 3 Living Areas, Hot Tub & Chef's Kitchen 5 Mins to Pico

2.0 star property
Mendon
The price is AED 1,014
AED 3,278 total
includes taxes & fees
11 Dec - 12 Dec
Bear Paw Cabin: 3 Living Areas, Hot Tub & Chef's Kitchen 5 Mins to Pico
Property grounds
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

Leicester
The price is AED 1,123
AED 2,522 total
includes taxes & fees
11 Dec - 12 Dec
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Property grounds
Beautiful Lake House with whole house renovation & fresh modern appeal!

Beautiful Lake House with whole house renovation & fresh modern appeal!

Crown Point
10.0 out of 10, Exceptional, (11)
"Awesome place with incredible lake views! The host was very attentive and thoughtful about our needs. I highly recommend!"
United States
Phillip K.
The price is AED 1,561
AED 2,187 total
includes taxes & fees
9 Jan - 10 January 2026
Beautiful Lake House with whole house renovation & fresh modern appeal!
Terrace/patio
True Adirondack living. 3-bedroom house in tranquil Diamond Point.

True Adirondack living. 3-bedroom house in tranquil Diamond Point.

Diamond Point
10.0 out of 10, Exceptional, (7)
"Fantastic stay. Clean and welcoming. Plenty of staples supplied which is always helpful. Will visit again."
United States
Brad S.
The price is AED 1,102
AED 2,328 total
includes taxes & fees
5 Jan - 6 January 2026
True Adirondack living. 3-bedroom house in tranquil Diamond Point.
Fridge, microwave, oven, stovetop
Rutland's Hidden Gem: 2 BR/1BA Renovated Home Close to Everything

Rutland's Hidden Gem: 2 BR/1BA Renovated Home Close to Everything

Rutland
8.8 out of 10, Excellent, (10)
"Very clean and lovely! Location was perfect! Will be using again. "
United States
Kacy L.
The price is AED 497
AED 1,247 total
includes taxes & fees
11 Dec - 12 Dec
Rutland's Hidden Gem: 2 BR/1BA Renovated Home Close to Everything
Terrace/patio
Contemporary Lake house in Bridport w stunning view of Lake Champlain & ADK Mtns

Contemporary Lake house in Bridport w stunning view of Lake Champlain & ADK Mtns

2.0 star property
Bridport
The price is AED 1,910
AED 3,854 total
includes taxes & fees
22 Dec - 23 Dec
Contemporary Lake house in Bridport w stunning view of Lake Champlain & ADK Mtns
Exterior
country setting

country setting

Whitehall
The price is AED 1,983
AED 3,711 total
includes taxes & fees
21 Dec - 22 Dec
country setting
Interior
Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!

Clarendon
9.0 out of 10, Wonderful, (4)
"This place is a perfect rustic getaway with easy convenience to town. The host was great. Spacious and super relaxing with nice view out back. "
United States
Thaddeus T.
The price is AED 1,690
AED 2,856 total
includes taxes & fees
24 Dec - 25 Dec
Killington Retreat | Deck-Fire Pit-Mountain Views!
Microwave, oven, stovetop, dishwasher
Downtown Middlebury River House

Downtown Middlebury River House

Middlebury
10.0 out of 10, Exceptional, (8)
"Great place right near downtown "
United States
Chris H.
The price is AED 2,693
AED 4,662 total
includes taxes & fees
28 Dec - 29 Dec
Downtown Middlebury River House
House, 4 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster
The Family Retreat At Bomoseen 4 Bedroom Home

The Family Retreat At Bomoseen 4 Bedroom Home

3.0 star property
Castleton
The price is AED 1,087
AED 3,002 total
includes taxes & fees
11 Dec - 12 Dec
The Family Retreat At Bomoseen 4 Bedroom Home
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 Benson Hotel Reviews

Brandon Inn

Brandon Inn

10/10 Excellent
"I went to the Brandon Inn while traveling and loved it. It was an Historic town and building; simply charming. Staff was lovely and my room was quiet. I would totally go back again. "
Carolyn 1-night trip
Posted 5 days ago
Brandon Inn