Search Vacation Homes in Benson

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

Our top choices for Benson vacation homes

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

Vacation Home in Bomoseen

2.0 star property
9.6 out of 10, Exceptional, (4)
"Nice place to stay. Very well equipped and clean."
United States
Rich S.
$486 nightly
The price is $545
Dec 11 - Dec 12
Total with taxes and fees
The Bomoseen Bungalow: Vermont Lake House with Private Dock
Spa
large ski ranch hot tub close to killington pets ok

Vacation Home in Mendon

2.0 star property
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.
$457 nightly
The price is $512
Dec 11 - Dec 12
Total with taxes and fees
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

Vacation Home in Rutland

3.5 star property
$532 nightly
The price is $591
Dec 11 - Dec 12
Total with taxes and fees
Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home
Interior
Moose Lodge - Rustic and Cozy

Vacation Home in 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.
$538 nightly
The price is $608
Jan 9 - Jan 10, 2026
Total with taxes and fees
Moose Lodge - Rustic and Cozy
Exterior
Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA

Vacation Home in Castleton

2.0 star property
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.
$614 nightly
The price is $687
Dec 11 - Dec 12
Total with taxes and fees
Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA
Fridge, microwave, oven, stovetop
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Vacation Home in Rutland

10.0 out of 10, Exceptional, (1)
$473 nightly
The price is $530
Jan 6 - Jan 7, 2026
Total with taxes and fees
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Property grounds
Cozy 220 Year Colonial with a spectacular view

Vacation Home in Tinmouth

9.6 out of 10, Exceptional, (5)
"Beautiful place. We had a great time. "
United States
Laurel W.
$592 nightly
The price is $663
Dec 13 - Dec 14
Total with taxes and fees
Cozy 220 Year Colonial with a spectacular view
Fridge, microwave, oven, stovetop
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Vacation Home in 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.
$306 nightly
The price is $343
Dec 11 - Dec 12
Total with taxes and fees
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

Vacation Home in Mendon

2.0 star property
$797 nightly
The price is $893
Dec 11 - Dec 12
Total with taxes and fees
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

Vacation Home in Leicester

$613 nightly
The price is $687
Dec 11 - Dec 12
Total with taxes and fees
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Property grounds
Beautiful Lake House with whole house renovation & fresh modern appeal!

Vacation Home in 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.
$508 nightly
The price is $574
Dec 31 - Jan 1, 2026
Total with taxes and fees
Beautiful Lake House with whole house renovation & fresh modern appeal!
Terrace/patio
True Adirondack living. 3-bedroom house in tranquil Diamond Point.

Vacation Home in 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.
$571 nightly
The price is $634
Jan 5 - Jan 6, 2026
Total with taxes and fees
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

Vacation Home in Rutland

8.8 out of 10, Excellent, (10)
"Very clean and lovely! Location was perfect! Will be using again. "
United States
Kacy L.
$301 nightly
The price is $339
Dec 11 - Dec 12
Total with taxes and fees
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

Vacation Home in Bridport

2.0 star property
$937 nightly
The price is $1,049
Dec 14 - Dec 15
Total with taxes and fees
Contemporary Lake house in Bridport w stunning view of Lake Champlain & ADK Mtns
Exterior
country setting

Vacation Home in Whitehall

$919 nightly
The price is $1,020
Dec 12 - Dec 13
Total with taxes and fees
country setting
Interior
Killington Retreat | Deck-Fire Pit-Mountain Views!

Vacation Home in 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.
$767 nightly
The price is $778
Dec 24 - Dec 25
Total with taxes and fees
Killington Retreat | Deck-Fire Pit-Mountain Views!
Microwave, oven, stovetop, dishwasher
Downtown Middlebury River House

Vacation Home in Middlebury

10.0 out of 10, Exceptional, (8)
"Great place right near downtown "
United States
Chris H.
$1,123 nightly
The price is $1,269
Dec 28 - Dec 29
Total with taxes and fees
Downtown Middlebury River House
House, 4 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster
The Family Retreat At Bomoseen 4 Bedroom Home

Vacation Home in Castleton

3.0 star property
$724 nightly
The price is $797
Dec 18 - Dec 19
Total with taxes and fees
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 6 days ago
Brandon Inn

Find out more about Benson

Benson Vacation Homes information

Number of reviews
134
Accommodation
278 Vacation Homes
Lowest Price
$339
Highest Price
$1,269

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