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 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

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.
The price is CA $147
CA $498 total
includes taxes & fees
Sep 23 - Sep 24
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.
The price is CA $142
CA $433 total
includes taxes & fees
Sep 30 - Oct 1
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.
The price is CA $104
CA $417 total
includes taxes & fees
Sep 21 - Sep 22
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.
The price is CA $220
CA $606 total
includes taxes & fees
Sep 21 - Sep 22
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.
The price is CA $257
CA $780 total
includes taxes & fees
Sep 21 - Sep 22
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)
The price is CA $195
CA $533 total
includes taxes & fees
Sep 21 - Sep 22
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.
The price is CA $378
CA $477 total
includes taxes & fees
Oct 12 - Oct 13
★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
The price is CA $652
CA $818 total
includes taxes & fees
Sep 21 - Sep 22
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
The price is CA $704
CA $888 total
includes taxes & fees
Sep 21 - Sep 22
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
The price is CA $78
CA $410 total
includes taxes & fees
Sep 30 - Oct 1
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
The price is CA $147
CA $380 total
includes taxes & fees
Sep 21 - Sep 22
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
The price is CA $72
CA $321 total
includes taxes & fees
Sep 21 - Sep 22
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.
The price is CA $257
CA $714 total
includes taxes & fees
Sep 21 - Sep 22
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.
The price is CA $104
CA $365 total
includes taxes & fees
Oct 19 - Oct 20
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.
The price is CA $420
CA $761 total
includes taxes & fees
Sep 21 - Sep 22
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
The price is CA $629
CA $1,174 total
includes taxes & fees
Sep 21 - Sep 22
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
The price is CA $429
CA $542 total
includes taxes & fees
Sep 21 - Sep 22
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.
The price is CA $220
CA $578 total
includes taxes & fees
Sep 21 - Sep 22
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.
The price is CA $140
CA $369 total
includes taxes & fees
Sep 21 - Sep 22
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.
The price is CA $184
CA $452 total
includes taxes & fees
Sep 21 - Sep 22
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

Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"The place was a dream come true. Beautifully and meticulously maintained. Owners are an amazing couple, super thoughtful and helpful. Already planning a second trip!"
Alisha 1-night trip
Posted 12 hours ago
Vikings Villages Resort

Find out more about Southern Vermont

Southern Vermont Condo Rentals information

Number of reviews
509
Accommodation
178 Condo Rentals
Lowest Price
CA $321
Highest Price
CA $1,174

Frequently asked questions

How much do condos in Southern Vermont cost?
You can expect to pay from CA $321 to CA $1,174 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 178 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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