Search Condos in Southern Vermont

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Southern Vermont condo rentals

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

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
8.8 out of 10, Excellent, (32)
"Very nice accommodations and location!"
United States
Michael M.
The price is NZ$789
includes taxes & fees
22 Dec - 23 Dec
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Property grounds
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.0 out of 10, Wonderful, (45)
"We were unable to stay as when we went in the condo, we found the condo damp, musty, dusty, very worn, extremely outdated and uncomfortable. We left and found different accommodations for the weekend at Chateau 239 which I highly recommend. "
United States
Diana W.
The price is NZ$532
includes taxes & fees
20 Jan - 21 Jan 2026
Cozy 3 bedroom condo 2.5 miles to Mount Snow
TV, fireplace
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

Lovely ski-in/out condo steps from ski lift with trails and amazing views
Stratton
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 NZ$763
includes taxes & fees
12 Jan - 13 Jan 2026
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Terrace/patio
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

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, (20)
"A great weekend. The property was clean and comfortable."
United States
Joan P.
The price is NZ$789
includes taxes & fees
12 Jan - 13 Jan 2026
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Private kitchen
Charming 3-bedroom condo in serene Wilmington - Your home away from home!

Charming 3-bedroom condo in serene Wilmington - Your home away from home!

Charming 3-bedroom condo in serene Wilmington - Your home away from home!
Wilmington
10.0 out of 10, Exceptional, (1)
"Beautiful condo that is spacious in a quiet spot"
United States
Linda
The price is NZ$1,136
includes taxes & fees
21 Dec - 22 Dec
Charming 3-bedroom condo in serene Wilmington - Your home away from home!
Interior
Stratton Mtn Studio | Renovated | Walk to Lifts

Stratton Mtn Studio | Renovated | Walk to Lifts

Stratton Mtn Studio | Renovated | Walk to Lifts
Stratton Mountain
10.0 out of 10, Exceptional, (30)
"Great location."
United States
Jeffrey
The price is NZ$1,368
includes taxes & fees
8 Jan - 9 Jan 2026
Stratton Mtn Studio | Renovated | Walk to Lifts
Fridge, microwave, oven, stovetop
New! Vermont Getaway! Stratton - close to skiing!

New! Vermont Getaway! Stratton - close to skiing!

New! Vermont Getaway! Stratton - close to skiing!
2.0 star property
Winhall
The price is NZ$1,251
includes taxes & fees
20 Jan - 21 Jan 2026
New! Vermont Getaway! Stratton - close to skiing!
Property grounds
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Dover
9.4 out of 10, Exceptional, (18)
"Clean, comfortable, convenient! "
United States
Mary C.
The price is NZ$1,778
includes taxes & fees
24 Dec - 25 Dec
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Interior
Perfect location for your next Vermont Getaway!

Perfect location for your next Vermont Getaway!

Perfect location for your next Vermont Getaway!
Stratton
9.2 out of 10, Wonderful, (5)
"Perfect location and nice condo"
United States
Doug M.
The price is NZ$1,770
includes taxes & fees
6 Jan - 7 Jan 2026
Perfect location for your next Vermont Getaway!
Property grounds
2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access
West Dover
The price is NZ$1,947
includes taxes & fees
22 Dec - 23 Dec
2BR Loft With Views | Ski-In Access
Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2181)
"Awesome for ski"
United States
Lazar
The price is NZ$220
includes taxes & fees
19 Jan - 20 Jan 2026
Vacation Village in the Berkshires
Property grounds
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

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, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is NZ$582
includes taxes & fees
11 Jan - 12 Jan 2026
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Pool
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Hancock
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 NZ$584
includes taxes & fees
5 Jan - 6 Jan 2026
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
TV, DVD player
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

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, (25)
"Loved the location"
United States
Steven W.
The price is NZ$609
includes taxes & fees
4 Jan - 5 Jan 2026
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Exterior detail
2nd-floor downtown Ludlow studio condo with kitchenette, streaming

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)
"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 NZ$562
includes taxes & fees
5 Jan - 6 Jan 2026
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Microwave, oven, stovetop, coffee/tea maker
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

Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Ludlow
9.0 out of 10, Wonderful, (14)
"Great location and very comfortable."
United States
Richard J.
The price is NZ$636
includes taxes & fees
12 Jan - 13 Jan 2026
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Property grounds
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Clock Tower Base Area
8.6 out of 10, Excellent, (14)
"Excellent Location.. "
United States
Juan Carlos L.
The price is NZ$680
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

UNIQUE - 1BR Country Condo @ Jiminy Peak

UNIQUE - 1BR Country Condo @ Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (14)
"Clean, comfortable place with nice amenities. "
United States
Mike H.
The price is NZ$800
includes taxes & fees
21 Dec - 22 Dec
UNIQUE - 1BR Country Condo @ Jiminy Peak
Interior
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

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, (22)
"Great rate for a place with all the basics!"
United States
Macgregor
The price is NZ$562
includes taxes & fees
5 Jan - 6 Jan 2026
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Microwave, oven, stovetop, dishwasher
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

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
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 NZ$630
includes taxes & fees
12 Jan - 13 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

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"I arrived far before published check-in time and only had to wait a reasonable amount of time to get into my room. Desk clerks were efficient and friendly. Clean, comfortable room. "
Wick 1-night trip
Posted 3 days ago
Comfort Inn & Suites Brattleboro I-91

Find out more about Southern Vermont

Southern Vermont Condo Rentals information

Number of reviews
2,538
Accommodation
162 Condo Rentals
Lowest Price
NZ$220
Highest Price
NZ$1,947

Frequently asked questions

How much do condos in Southern Vermont cost?
You can expect to pay from NZ$220 to NZ$1,947 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 162 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.
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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