The Bennington County Court House with a white facade, green shutters, and a gold dome.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Southern Vermont condo rentals

Lobby

1. 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)
"Location was fantastic! Great ski-in, ski-out location! Unit itself was very dated but location made up for it."
United States
Evan C.
$320 nightly
The price is $362
Sep 28 - Sep 29
Total with taxes and fees
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Beach

2. 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, (52 reviews)
"The place was absolutely relaxing, clean, and one of the best host we’ve ever had an experience with. Will come back!!"
United States
Scott S.
$273 nightly
The price is $308
Sep 30 - Oct 1
Total with taxes and fees
Cozy 3 bedroom condo 2.5 miles to Mount Snow
TV, fireplace

3. 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, (36 reviews)
"I have stayed in this condo a few times now, and for my needs it is a great value; affordable, comfortable and ideal location. "
United States
eric m.
$278 nightly
The price is $314
Sep 22 - Sep 23
Total with taxes and fees
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Coffee/tea maker, fridge, microwave, oven

4. Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub

Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
Stratton Mountain
10.0 out of 10, Exceptional, (34 reviews)
"Great space, great location!"
United States
Jason S.
$408 nightly
The price is $460
Sep 22 - Sep 23
Total with taxes and fees
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
Interior

5. 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, (23 reviews)
"Great location, comfortable and spacious living room and bedrooms. "
United States
Emma C.
$488 nightly
The price is $551
Sep 22 - Sep 23
Total with taxes and fees
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Property grounds

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

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Stratton
8.0 out of 10, Very good, (1 review)
$359 nightly
The price is $405
Sep 22 - Sep 23
Total with taxes and fees
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Pool

7. ★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+

★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+
Stratton
9.8 out of 10, Exceptional, (66 reviews)
"Nice place, great location, helpful host!"
United States
Shanon L.
$307 nightly
The price is $347
Oct 12 - Oct 13
Total with taxes and fees
★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+
Exterior

8. Expansive 2BR | Sleeps 10 | Ski-In

Expansive 2BR | Sleeps 10 | Ski-In
West Dover
$529 nightly
The price is $584
Sep 22 - Sep 23
Total with taxes and fees
Expansive 2BR | Sleeps 10 | Ski-In
Terrace/patio

9. 2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access
West Dover
$571 nightly
The price is $630
Sep 22 - Sep 23
Total with taxes and fees
2BR Loft With Views | Ski-In Access
TV, DVD player, books, video library

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

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
$262 nightly
The price is $296
Sep 30 - Oct 1
Total with taxes and fees
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Exterior

11. 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
$239 nightly
The price is $270
Sep 22 - Sep 23
Total with taxes and fees
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
TV, DVD player

12. 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
$204 nightly
The price is $231
Sep 22 - Sep 23
Total with taxes and fees
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
TV

13. 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)
"Very clean and comfortable for our family of 4. Great ski-in/ski-out location - easily accessible to all lifts. Highly recommend. "
United States
Carey S.
$449 nightly
The price is $507
Sep 22 - Sep 23
Total with taxes and fees
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Property grounds

14. 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
8.8 out of 10, Excellent, (81 reviews)
"Property is on 4th floor almost at the end, so you have to walk the most with heavy bags..that was pain.. had problems with heating and cooling system. Also requested for 1 hour late check out at the time of booking, never received any response on top cleaning stuffs were sent to the property sharp at 10 am. Our friends rented another property on the same building and they could easily checked out late at 12:00 pm. Otherwise we enjoyed our stay and proximity to the slope is unparallel."
United States
Indrajit A.
$235 nightly
The price is $265
Oct 19 - Oct 20
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Outdoor pool, a heated pool

15. 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, (24 reviews)
"Great location, and comfortable for the whole family. Everyone in the enjoyed the open living room and dining room, plus the privacy of their own bedroom space. "
United States
Ania H.
$483 nightly
The price is $541
Sep 22 - Sep 23
Total with taxes and fees
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Indoor pool

16. 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
$735 nightly
The price is $831
Sep 22 - Sep 23
Total with taxes and fees
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
Outdoor dining

17. Okemo | Charming 1BR Condo + Close to Amenities

Okemo | Charming 1BR Condo + Close to Amenities
Jackson Gore Base Area
$349 nightly
The price is $385
Sep 22 - Sep 23
Total with taxes and fees
Okemo | Charming 1BR Condo + Close to Amenities
Interior

18. 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)
"No interaction with host but all amenities were excellent "
United States
Dan M.
$364 nightly
The price is $411
Sep 22 - Sep 23
Total with taxes and fees
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Exterior

19. 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.
$232 nightly
The price is $262
Sep 22 - Sep 23
Total with taxes and fees
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Exterior

20. 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.
$285 nightly
The price is $322
Sep 22 - Sep 23
Total with taxes and fees
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
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

Inn At Mount Snow

Inn At Mount Snow

10/10 Excellent
"Beautiful setting close to Mt Snow. Rooms were comfortable, but bath was on small size. Great community room with large screen TV and pool table was comfortable."
Lance 1-night trip
Posted 10 hours ago
Inn At Mount Snow

Find out more about Southern Vermont

Southern Vermont Condo Rentals information

Number of reviews
509
Accommodation
182 Condo Rentals
Lowest Price
$231
Highest Price
$831

Frequently asked questions

How much do condos in Southern Vermont cost?
You can expect to pay from $231 to $831 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 182 condos in Southern Vermont and then choose your favorite. Whether you're planning a vacation 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 accommodations 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 Center and Tasha Tudor Museum. If you're planning an escape to Manchester Center, Equinox Preservation Trust, Gander Gallery and Manchester Designer Outlets will fill up your itinerary.

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