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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Southern Vermont condo rentals

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

Condo in Dover

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
8.8 out of 10, Excellent, (32)
"Very nice accommodations and location!"
United States
Michael M.
The price is €401
includes taxes & fees
21 Jan - 22 Jan 2026
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Beach
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Condo in West Dover

Cozy 3 bedroom condo 2.5 miles to Mount Snow
9.0 out of 10, Wonderful, (45)
"Great quiet location, kitchen had enough essentials for basic cooking to be easy. The king bed was comfortable and the living room is a great hangout spot."
United States
Franklin C.
The price is €269
includes taxes & fees
14 Jan - 15 Jan 2026
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Property grounds
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Condo in Stratton

Lovely ski-in/out condo steps from ski lift with trails and amazing views
8.6 out of 10, Excellent, (27)
"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 €390
includes taxes & fees
12 Jan - 13 Jan 2026
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Property grounds
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Condo in Stratton

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
7.4 out of 10, Good, (20)
"A great weekend. The property was clean and comfortable."
United States
Joan P.
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Living area
Charming 3-bedroom condo in serene Wilmington - Your home away from home!

Condo in Wilmington

Charming 3-bedroom condo in serene Wilmington - Your home away from home!
10.0 out of 10, Exceptional, (1)
"Beautiful condo that is spacious in a quiet spot"
United States
Linda
The price is €568
includes taxes & fees
23 Dec - 24 Dec
Charming 3-bedroom condo in serene Wilmington - Your home away from home!
Fridge, microwave, oven, stovetop
Stratton Mtn Studio | Renovated | Walk to Lifts

Condo in Stratton Mountain

Stratton Mtn Studio | Renovated | Walk to Lifts
10.0 out of 10, Exceptional, (30)
"Great location."
United States
Jeffrey
The price is €641
includes taxes & fees
7 Jan - 8 Jan 2026
Stratton Mtn Studio | Renovated | Walk to Lifts
Smart TV, fireplace
New! Vermont Getaway! Stratton - close to skiing!

Condo in Winhall

New! Vermont Getaway! Stratton - close to skiing!
2.0 star property
New! Vermont Getaway! Stratton - close to skiing!
Interior
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Condo in Dover

Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
9.4 out of 10, Exceptional, (18)
"Property was perfect for proximity to the mountain, restaurants and stores. Perfect family spot for a ski vacay!"
United States
amy
The price is €934
includes taxes & fees
25 Dec - 26 Dec
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Interior
Perfect location for your next Vermont Getaway!

Condo in Stratton

Perfect location for your next Vermont Getaway!
9.2 out of 10, Wonderful, (5)
"Perfect location and nice condo"
United States
Doug M.
The price is €895
includes taxes & fees
6 Jan - 7 Jan 2026
Perfect location for your next Vermont Getaway!
Terrace/patio
2BR Loft With Views | Ski-In Access

Condo in West Dover

2BR Loft With Views | Ski-In Access
The price is €992
includes taxes & fees
23 Dec - 24 Dec
2BR Loft With Views | Ski-In Access
Lobby
Vacation Village in the Berkshires

Condo in Williamstown

Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2182)
"Awesome for ski"
United States
Lazar
The price is €109
includes taxes & fees
4 Jan - 5 Jan 2026
Vacation Village in the Berkshires
Property grounds
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Condo in Clock Tower Base Area

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
9.0 out of 10, Wonderful, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is €294
includes taxes & fees
11 Jan - 12 Jan 2026
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Outdoor dining
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

Condo in Hancock

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
8.0 out of 10, Very good, (8)
"Perfect spot for Mountain Adventures, property was well equipped with comfortable necessities. It was very clean and spacious for six people, 3 adults and 3 young boys. We would definitely stay again. "
United States
PK N.
The price is €294
includes taxes & fees
5 Jan - 6 Jan 2026
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Property grounds
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Condo in Clock Tower Base Area

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
9.2 out of 10, Wonderful, (25)
"Loved the location"
United States
Steven W.
The price is €295
includes taxes & fees
4 Jan - 5 Jan 2026
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
1 bedroom, iron/ironing board, Internet, bed sheets
2nd-floor downtown Ludlow studio condo with kitchenette, streaming

Condo in Ludlow

2nd-floor downtown Ludlow studio condo with kitchenette, streaming
8.6 out of 10, Excellent, (4)
"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 €272
includes taxes & fees
5 Jan - 6 Jan 2026
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Property grounds
Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Condo in Ludlow

Condo in the heart of town near skiing - less than a mile to Okemo Mountain
9.0 out of 10, Wonderful, (14)
"Great location and very comfortable."
United States
Richard J.
The price is €321
includes taxes & fees
12 Jan - 13 Jan 2026
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Outdoor dining
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Condo in Clock Tower Base Area

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
8.6 out of 10, Excellent, (14)
"Excellent Location.. "
United States
Juan Carlos L.
The price is €320
includes taxes & fees
4 Jan - 5 Jan 2026
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Interior
UNIQUE - 1BR Country Condo @ Jiminy Peak

Condo in Hancock

UNIQUE - 1BR Country Condo @ Jiminy Peak
10.0 out of 10, Exceptional, (14)
"Clean, comfortable place with nice amenities. "
United States
Mike H.
The price is €312
includes taxes & fees
23 Dec - 24 Dec
UNIQUE - 1BR Country Condo @ Jiminy Peak
Exterior detail
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Condo in Ludlow

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
9.0 out of 10, Wonderful, (22)
"Great rate for a place with all the basics!"
United States
Macgregor
The price is €272
includes taxes & fees
5 Jan - 6 Jan 2026
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Smart TV, fireplace, books
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

Condo in Ludlow

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
10.0 out of 10, Exceptional, (102)
"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 €487
includes taxes & fees
5 Jan - 6 Jan 2026
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
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

The White House Inn

The White House Inn

10/10 Excellent
"We stayed at the White House in two weekends in a row while our house was under construction. We loved that they had music until 9 and that the room was clean and the beds were comfortable. The staff made sure we had everything we needed. We would definitely recommend."
Stacy 1-night trip
Posted 2 days ago
The White House Inn

Find out more about Southern Vermont

Southern Vermont Condo Rentals information

Number of reviews
2,548
Accommodation
166 Condo Rentals
Lowest Price
€109
Highest Price
€992

Frequently asked questions

How much do condos in Southern Vermont cost?
You can expect to pay from €109 to €992 per night for condos in Southern Vermont. No matter your budget, you'll find the perfect stay on Expedia. These prices were 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 166 condos in Southern Vermont and then choose your favourite. Whether you're planning a holiday with the fam or a break with your buddies, your perfect stay is just clicks away.
Why book your condo in Southern Vermont with Expedia?
Booking a condo in Southern Vermont is as easy as entering your travel dates and selecting a place that satisfies your needs. On the lookout for something affordable or luxurious, or a stay that also includes a kitchenette? Use Expedia's search filters to narrow your results even further and find the ideal fit.
How can I find cheap condos in Southern Vermont?
With Expedia's user-friendly filter tool, locating cheap condos in Southern Vermont couldn't be easier. To discover accommodation that'll make your wallet smile, fine-tune your search results by star rating, budget and amenities.
What is there to do in Southern Vermont near my condo?
Whether you enjoy food, shopping, history or sightseeing, Southern Vermont has something to suit all tastes! The leading city of Brattleboro has lots of sights and experiences, including Creamery Covered Bridge, Vermont Jazz Centre and Tasha Tudor Museum. If you're planning an escape to Manchester Centre, Equinox Preservation Trust, Gander Gallery and Manchester Designer Outlets will fill up your itinerary.

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