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Our top choices for Old Bennington condo rentals




1. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
Seasons ski-in/ski-out condo with balcony and wood-burning fireplaceDover
8.6 out of 10, Excellent, (37 reviews)
8.6/10
Excellent
(37 reviews)
"Location was fantastic! Great ski-in, ski-out location! Unit itself was very dated but location made up for it."
"Location was fantastic! Great ski-in, ski-out location! Unit itself was very dated but location made up for it."Evan C.
The price is CA $165
CA $165
CA $496 total
includes taxes & fees
Nov 7 - Nov 8




2. Cozy 3 bedroom condo 2.5 miles to Mount Snow
Cozy 3 bedroom condo 2.5 miles to Mount SnowWest Dover
9.2 out of 10, Wonderful, (52 reviews)
9.2/10
Wonderful
(52 reviews)
"The place was absolutely relaxing, clean, and one of the best host we’ve ever had an experience with. Will come back!!"
"The place was absolutely relaxing, clean, and one of the best host we’ve ever had an experience with. Will come back!!"Scott S.
The price is CA $126
CA $126
CA $396 total
includes taxes & fees
Nov 15 - Nov 16




3. Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
Mountainside Condo - Front-Door Shuttle & Indoor Pool ComplexDover
9.6 out of 10, Exceptional, (5 reviews)
9.6/10
Exceptional
(5 reviews)
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"Douglas D.
The price is CA $191
CA $191
CA $574 total
includes taxes & fees
Nov 8 - Nov 9




4. Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8
Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8Dover
9.4 out of 10, Exceptional, (23 reviews)
9.4/10
Exceptional
(23 reviews)
"Great location, comfortable and spacious living room and bedrooms. "
"Great location, comfortable and spacious living room and bedrooms. "Emma C.
The price is CA $270
CA $270
CA $726 total
includes taxes & fees
Nov 10 - Nov 11




5. Expansive 2BR | Sleeps 10 | Ski-In
Expansive 2BR | Sleeps 10 | Ski-InWest Dover
The price is CA $691
CA $691
CA $820 total
includes taxes & fees
Nov 9 - Nov 10




6. 2BR Loft With Views | Ski-In Access
2BR Loft With Views | Ski-In AccessWest Dover
The price is CA $746
CA $746
CA $893 total
includes taxes & fees
Nov 9 - Nov 10
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.
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.
Learn more about Old Bennington
Explore attractions like Old First Congregational Church and Bennington Museum as you discover things to see and do in Old Bennington.

Photo by Justin Hunter
Open Photo by Justin Hunter
Top reviews in Old Bennington




Harwood Hill Motel
Harwood Hill MotelBennington
10/10 Excellent
Fantastic stay at the Harwood!
Quiet, clean and artsy!
Fantastic stay at the Harwood!
Quiet, clean and artsy!
mélanie




Cozy Corner Motel
Cozy Corner MotelWilliamstown
10/10 Excellent
Pour le prix, c'est imbattable. Super service, bon petit déjeuner. Je considère le meilleur motel a ce prix.
Pour le prix, c'est imbattable. Super service, bon petit déjeuner. Je considère le meilleur motel a ce prix.
alain




Maple Terrace Motel
Maple Terrace MotelWilliamstown
10/10 Excellent
The room is clean, well stocked and spacious. Check in was smooth oth and the front desk staff was warm and helpful.
The room is clean, well stocked and spacious. Check in was smooth oth and the front desk staff was warm and helpful.
Tanya




Willows Motel Williamstown
Willows Motel WilliamstownWilliamstown
10/10 Excellent
The owners are really generous and friendly! The Breakfast is the best I ever had anywhere I have ever been! All sorts of fruits, yogurts, all kinds of spreads, different types of bread, and all organic. Amazing generosity!
The owners are really generous and friendly! The Breakfast is the best I ever had anywhere I have ever been! All sorts of fruits, yogurts, all kinds of spreads, different types of bread, and all organic. Amazing generosity!
Alexander




The Villager Motel
The Villager MotelWilliamstown
10/10 Excellent
Great service, great price.
Great service, great price.
Nicolas




Williamstown Motel
Williamstown MotelWilliamstown
10/10 Excellent
A pleasant surprise. The staff was very friendly and even accepted to change my reservation day. The service at the counter was exceptional. The room was clean, nice bathroom, AC. No complaints.
A pleasant surprise. The staff was very friendly and even accepted to change my reservation day. The service at the counter was exceptional. The room was clean, nice bathroom, AC. No complaints.
Guy




Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection HotelNorth Adams
10/10 Excellent
it was beautiful, centrally located, perfect getaway
it was beautiful, centrally located, perfect getaway
Tara




Inn At Mount Snow
Inn At Mount SnowWest Dover
10/10 Excellent
Tout était parfait endroit que je vais retourné sans hésiter. Nous réservons environ 40 hôtels par année et c'est de loin notre coup de coeur
Tout était parfait endroit que je vais retourné sans hésiter. Nous réservons environ 40 hôtels par année et c'est de loin notre coup de coeur
marco




The Four Chimneys Inn
The Four Chimneys InnBennington
10/10 Excellent
Excellent place to relax after a busy day or if you are just in the area to stop for a night. Staff is always helpful and always try to accommodate your needs.
Excellent place to relax after a busy day or if you are just in the area to stop for a night. Staff is always helpful and always try to accommodate your needs.
Anonymous traveller




South Shire
South ShireBennington
10/10 Excellent
A+ service, room we stayed in was perfect size with king bed. had an issue with heater first night but Inn Keeper was great to deal with and provided alternative heat source on first evening plus they have working fireplace (bonus++). We stayed 3 nights and just enjoyed ourselves during our visit. would definitely stay here again.
A+ service, room we stayed in was perfect size with king bed. had an issue with heater first night but Inn Keeper was great to deal with and provided alternative heat source on first evening plus they have working fireplace (bonus++). We stayed 3 nights and just enjoyed ourselves during our visit. would definitely stay here again.
TROY




Brittany Motel
Brittany MotelManchester Center
10/10 Excellent
Nice property, clean and quiet, helpful staff
Nice property, clean and quiet, helpful staff
Daniel




The Williams Inn
The Williams InnWilliamstown
10/10 Excellent
Nice hotel, good location
Large rooms
But noisy aircon
Nice hotel, good location
Large rooms
But noisy aircon
peter




Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott WilliamstownWilliamstown
10/10 Excellent
The property was excellent. They are just finishing renovations so it did quite work for breakfast. But overall when renovations are finished it will be great.loved the coffee
The property was excellent. They are just finishing renovations so it did quite work for breakfast. But overall when renovations are finished it will be great.loved the coffee
Brian




Knotty Pine
Knotty PineBennington
10/10 Excellent
Place was a bit tired, but very clean. Breakfast should not be advertised. Conisted of a juice box, granola bar and fruit cup
Place was a bit tired, but very clean. Breakfast should not be advertised. Conisted of a juice box, granola bar and fruit cup
Beatrice




Blue Vista Motor Lodge
Blue Vista Motor LodgeNorth Adams
10/10 Excellent
Property is beautiful with breathtaking views !
The fire pits , sauna and hot hubs are a great addition to a great motel !
Early sunrise viewing a must ! North Adams is a great town nearby -
Property is beautiful with breathtaking views !
The fire pits , sauna and hot hubs are a great addition to a great motel !
Early sunrise viewing a must ! North Adams is a great town nearby -
patricia




Bennington Motor Inn
Bennington Motor InnBennington
10/10 Excellent
Parking for motorcycles not sure
Parking for motorcycles not sure
Arthur
