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

Search and Rent Southern Vermont Condos

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Southern Vermont condo rentals

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

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Stratton
$351 nightly
The price is $396
Jul 16 - Jul 17
Total with taxes and fees
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort 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
8.6 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
Jul 16 - Jul 17
Total with taxes and fees
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

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.
$278 nightly
The price is $314
Jul 16 - Jul 17
Total with taxes and fees
Lovely ski-in/out condo steps from ski lift with trails and amazing views

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, (31 reviews)
"Great space, great location!"
United States
Jason S.
$345 nightly
The price is $390
Jul 16 - Jul 17
Total with taxes and fees
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub

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.
$253 nightly
The price is $286
Jul 28 - Jul 29
Total with taxes and fees
Cozy 3 bedroom condo 2.5 miles to Mount Snow

★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, (64 reviews)
"Nice place, great location, helpful host!"
United States
Shanon L.
$276 nightly
The price is $312
Jul 20 - Jul 21
Total with taxes and fees
★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+

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.
$537 nightly
The price is $606
Jul 16 - Jul 17
Total with taxes and fees
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

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.
$451 nightly
The price is $458
Jul 16 - Jul 17
Total with taxes and fees
New! Vermont Getaway! Stratton - close to skiing!

2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access
West Dover
$519 nightly
The price is $573
Jul 20 - Jul 21
Total with taxes and fees
2BR Loft With Views | Ski-In Access

Expansive 2BR | Sleeps 10 | Ski-In

Expansive 2BR | Sleeps 10 | Ski-In
West Dover
$495 nightly
The price is $546
Aug 3 - Aug 4
Total with taxes and fees
Expansive 2BR | Sleeps 10 | Ski-In

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.
$479 nightly
The price is $536
Jul 16 - Jul 17
Total with taxes and fees
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

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.
$358 nightly
The price is $392
Aug 12 - Aug 13
Total with taxes and fees
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

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
$234 nightly
The price is $265
Jul 16 - Jul 17
Total with taxes and fees
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

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.
$236 nightly
The price is $266
Jul 19 - Jul 20
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

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.
$208 nightly
The price is $235
Jul 21 - Jul 22
Total with taxes and fees
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

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.
$618 nightly
The price is $692
Jul 16 - Jul 17
Total with taxes and fees
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

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

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
$268 nightly
The price is $303
Aug 11 - Aug 12
Total with taxes and fees
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

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.
$398 nightly
The price is $450
Jul 21 - Jul 22
Total with taxes and fees
Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Okemo | Charming 1BR Condo + Close to Amenities

Okemo | Charming 1BR Condo + Close to Amenities
Jackson Gore Base Area
$277 nightly
The price is $305
Jul 19 - Jul 20
Total with taxes and fees
Okemo | Charming 1BR Condo + Close to Amenities

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
$743 nightly
The price is $840
Jul 16 - Jul 17
Total with taxes and fees
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southern Vermont Hotel Reviews

Find out more about Southern Vermont

Southern Vermont Condo Rentals information

Number of reviews
Accommodation
173 Condo Rentals
Lowest Price
$162
Highest Price
$162

Frequently asked questions

How much do condos in Southern Vermont cost?
You can expect to pay from $162 to $162 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 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.

Explore a world of travel with Expedia