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Our top choices for Southern Vermont condo rentals

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.6 out of 10, Excellent, (37 reviews)
"Great place with great amenities! "
United States
Rachel R.
The price is AU$428
includes taxes & fees
4 May - 5 May
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Lovely ski-in/out condo steps from ski lift with trails and amazing views

Lovely ski-in/out condo steps from ski lift with trails and amazing views
Stratton
8.4 out of 10, Very good, (34 reviews)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
United States
John N.
The price is AU$428
includes taxes & fees
3 May - 4 May
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Stratton
7.4 out of 10, Good, (21 reviews)
"Poor management company. Great lodge. "
United States
Billy W.
The price is AU$528
includes taxes & fees
8 May - 9 May
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (51 reviews)
"The accommodations were comfortable, but a little dated. Everything worked well and it was ery close to Mount Snow!"
United States
Elizabeth S.
The price is AU$405
includes taxes & fees
13 May - 14 May
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Stratton Mtn Studio | Renovated | Walk to Lifts

Stratton Mtn Studio | Renovated | Walk to Lifts
Stratton Mountain
10.0 out of 10, Exceptional, (31 reviews)
"Great location."
United States
Jeffrey
The price is AU$504
includes taxes & fees
3 May - 4 May
Stratton Mtn Studio | Renovated | Walk to Lifts

New! Vermont Getaway! Stratton - close to skiing!

New! Vermont Getaway! Stratton - close to skiing!
Winhall
10.0 out of 10, Exceptional, (1 review)
"The place was perfect for us! Easy stay. Very clean and the wood burning fireplace was great. Would def recommend!"
United States
Carolyn K.
The price is AU$627
includes taxes & fees
10 May - 11 May
New! Vermont Getaway! Stratton - close to skiing!

2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access
West Dover
The price is AU$761
includes taxes & fees
25 May - 26 May
2BR Loft With Views | Ski-In Access

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,344 reviews)
"great stay. "
United States
John
The price is AU$149
includes taxes & fees
5 May - 6 May
Vacation Village in the Berkshires

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
7.6 out of 10, Good, (56 reviews)
"The place was very dirty. The linens were dirty, the pots/pans and all of the cooking utensils were dirty. There was a rubber band on the floor in bathroom that didn't belong to us.There was only 3 forks and a few spoons. Very little silverwear."
United States
Leigh-Ellen F.
The price is AU$405
includes taxes & fees
3 May - 4 May
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
9.0 out of 10, Wonderful, (79 reviews)
"Unit was as advertised. Clean and comfortable."
United States
Ralph D.
The price is AU$357
includes taxes & fees
4 May - 5 May
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is AU$308
includes taxes & fees
8 May - 9 May
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Ludlow
9.6 out of 10, Exceptional, (18 reviews)
"Location location location!"
United States
Britt H.
The price is AU$573
includes taxes & fees
3 May - 4 May
Ski-In/Out Condo with Mountain Views, and Washer/Dryer

2nd-floor downtown Ludlow studio condo with kitchenette, streaming

2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Ludlow
8.6 out of 10, Excellent, (4 reviews)
"Great location and convenient to all local businesses. I enjoyed it very much. Would stay here anytime and plan to again. "
United States
Kevin C.
The price is AU$339
includes taxes & fees
4 May - 5 May
2nd-floor downtown Ludlow studio condo with kitchenette, streaming

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (109 reviews)
"Convenient 2 BR space with comfy beds right in the heart of Ludlow. Would definitely stay there again."
United States
Andrew L.
The price is AU$396
includes taxes & fees
3 May - 4 May
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
9.0 out of 10, Wonderful, (26 reviews)
"Great location - walkable to small town. Very close drive to slopes"
United States
Keath
The price is AU$349
includes taxes & fees
3 May - 4 May
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Cavendish
10.0 out of 10, Exceptional, (23 reviews)
"Great communication without host. The property is clean, well stocked and well maintained. Would definitely stay again! Thanks for letting us share your space."
United States
Steve G.
The price is AU$734
includes taxes & fees
2 June - 3 June
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Ludlow
9.0 out of 10, Wonderful, (14 reviews)
"Great place!"
United States
Darcie L.
The price is AU$421
includes taxes & fees
3 May - 4 May
Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Clock Tower Base Area
9.4 out of 10, Exceptional, (27 reviews)
"This condo is a true ski-in, ski-out experience! Literally walked out the back door and skied to the lift. (A/B lifts) The kitchen was well appointed, the bed comfortable, and was perfectly set up for a ski vacation. The entire space had a comfortable, rustic vibe. Would definitely stay here again when returning to Okemo."
United States
Patricia D.
The price is AU$530
includes taxes & fees
3 May - 4 May
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Plymouth
9.8 out of 10, Exceptional, (24 reviews)
"The Nest at Hawk Ledges was a perfect summer getaway. The home provides comfort in a tranquil setting while being close enough to many summer adventures. We enjoyed relaxing in the bright, open home after taking many day trips to explore the area. What a gem!"
United States
Ben N.
The price is AU$966
includes taxes & fees
19 May - 20 May
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!

Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
Okemo Village
10.0 out of 10, Exceptional, (64 reviews)
"The host is extremely friendly and accommodating! The place is large and didn’t feel cramped with two adults and five male teenagers! Perfect in every way, clean, well stocked, and easy access to the slopes!"
United States
Nina
The price is AU$1,141
includes taxes & fees
3 May - 4 May
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
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 Southern Vermont Hotel Reviews

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Southern Vermont Condo Rentals information

Number of reviews
487
Accommodation
178 Condo Rentals
Lowest Price
AU$149
Highest Price
AU$1,141

Frequently asked questions

How much do condos in Southern Vermont cost?
The price range for condos in Southern Vermont is AU$149 to AU$1,141 per night. No matter your budget, you'll find someplace that fits the bill — as well as your whole family! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Southern Vermont?
Look up our 178 condos in Southern Vermont and then choose your favourite. Whether you're off on a family trip or jet-setting with friends, with Expedia, your perfect stay is just a few clicks away.
What is there to do in Southern Vermont near my condo?
Whatever you're interested in, there are many things to do in Southern Vermont. If you're heading to Brattleboro, swing by Brattleboro Bowl, Brattleboro Museum & Art Centre and Fort Dummer State Park. Spending your vacay in Bennington? Old First Congregational Church, Robert Frost Stone House Museum and Southern Vermont College are popular attractions in this city.

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