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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Southern Vermont condo rentals

Beach

1. 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)
"Fire place was awesome! Great place to stay! Had everything in the kitchen we needed. All the beds were comfy! "
United States
Susan S.
The price is HK$664
HK$2,275 total
includes taxes & fees
30 Aug - 31 Aug
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Lobby

2. 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 HK$824
HK$2,839 total
includes taxes & fees
18 Aug - 19 Aug
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
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, (35 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 HK$585
HK$2,488 total
includes taxes & fees
18 Aug - 19 Aug
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, (32 reviews)
"Great space, great location!"
United States
Jason S.
The price is HK$1,236
HK$3,117 total
includes taxes & fees
18 Aug - 19 Aug
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
Property grounds

5. 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 HK$1,096
HK$3,188 total
includes taxes & fees
18 Aug - 19 Aug
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Pool

6. ★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.
★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+
Interior

7. 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 HK$1,977
HK$5,090 total
includes taxes & fees
18 Aug - 19 Aug
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Smart TV, fireplace

8. 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 HK$1,962
HK$3,644 total
includes taxes & fees
18 Aug - 19 Aug
New! Vermont Getaway! Stratton - close to skiing!
Exterior

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

Expansive 2BR | Sleeps 10 | Ski-In
West Dover
The price is HK$3,359
HK$4,209 total
includes taxes & fees
18 Aug - 19 Aug
Expansive 2BR | Sleeps 10 | Ski-In
Terrace/patio

10. 2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access
West Dover
The price is HK$3,625
HK$4,538 total
includes taxes & fees
18 Aug - 19 Aug
2BR Loft With Views | Ski-In Access
Property grounds

11. 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)
"Lots of steps but great space. Blankets were dirty, which was the only downside. "
United States
serena m.
The price is HK$585
HK$2,089 total
includes taxes & fees
18 Aug - 19 Aug
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
TV, DVD player, books, video library

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

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
The price is HK$437
HK$2,272 total
includes taxes & fees
19 Aug - 20 Aug
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Smart TV, fireplace, books

13. 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)
"Great location right in town and close to Okemo."
United States
Justin P.
The price is HK$1,507
HK$3,200 total
includes taxes & fees
15 Sept - 16 Sept
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
TV

14. 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 HK$1,104
HK$3,509 total
includes taxes & fees
29 Aug - 30 Aug
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Exterior

15. 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 HK$824
HK$2,130 total
includes taxes & fees
18 Aug - 19 Aug
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
TV, DVD player

16. 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)
"The slope side condo was wonderful, warm and had everything we needed. Thank you, Amy"
United States
AMY K.
The price is HK$420
HK$1,842 total
includes taxes & fees
25 Aug - 26 Aug
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Outdoor pool, a heated pool

17. 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 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 HK$2,354
HK$4,271 total
includes taxes & fees
18 Aug - 19 Aug
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Outdoor dining

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

Okemo | Charming 1BR Condo + Close to Amenities
Jackson Gore Base Area
The price is HK$1,903
HK$2,404 total
includes taxes & fees
18 Aug - 19 Aug
Okemo | Charming 1BR Condo + Close to Amenities
Indoor pool

19. 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 HK$3,531
HK$6,588 total
includes taxes & fees
18 Aug - 19 Aug
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
TV

20. 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)
"convenient to okemo"
United States
marcus l.
The price is HK$1,442
HK$5,427 total
includes taxes & fees
23 Aug - 24 Aug
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
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

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The room was very clean. The staff was very helpful. The breakfast was very nice. This was a one night stay returning from further North."
Dorinda 1-night trip
Posted 2 hours ago
Hampton Inn Brattleboro

Find out more about Southern Vermont

Southern Vermont Condo Rentals information

Number of reviews
7,900
Accommodation
173 Condo Rentals
Lowest Price
HK$660
Highest Price
HK$2,345

Frequently asked questions

How much do condos in Southern Vermont cost?
You can expect to pay from HK$660 to HK$2,345 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 173 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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