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

Search Condos in Southern Vermont

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Southern Vermont condo rentals

A calm lake with a wooden boat on the shore.

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)
"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 NZ$513
includes taxes & fees
28 Oct - 29 Oct
Cozy 3 bedroom condo 2.5 miles to Mount Snow
A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

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 NZ$624
includes taxes & fees
23 Oct - 24 Oct
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
A living room with a sofa, a television, a fireplace, and a dining area with chairs and a table.

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 NZ$549
includes taxes & fees
25 Oct - 26 Oct
Lovely ski-in/out condo steps from ski lift with trails and amazing views
An indoor swimming pool with a tiled floor, a pool table, and a bar area.

4. Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex

Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
Dover
9.6 out of 10, Exceptional, (5 reviews)
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"
United States
Douglas D.
The price is NZ$755
includes taxes & fees
31 Oct - 1 Nov
Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
A modern kitchen with dark cabinetry, stainless steel appliances, and a bar area with stools.

5. 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, (37 reviews)
"Great space, great location!"
United States
Jason S.
The price is NZ$810
includes taxes & fees
26 Oct - 27 Oct
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
A multi-story building with a stone facade, a central courtyard with a hot tub, and a stone pathway.

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 NZ$684
includes taxes & fees
27 Oct - 28 Oct
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
A cozy living room with a sofa, coffee table, and dining area. A ceiling fan is visible, and there are skis leaning against the wall.

7. Two bedroom Condo With Mountain View And Fireplace

Two bedroom Condo With Mountain View And Fireplace
Stratton
9.2 out of 10, Wonderful, (5 reviews)
"Very comfortable stay for four adults. The kitchen is well appointed, great beds and showers. Easy, prompt communication with owner. "
United States
Marie B.
The price is NZ$1,210
includes taxes & fees
4 Nov - 5 Nov
Two bedroom Condo With Mountain View And Fireplace
A kitchen counter with a bottle of Cabernet Sauvignon, a feedback card, and a basket of fruits.

8. Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8

Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Great location, comfortable and spacious living room and bedrooms. "
United States
Emma C.
Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8
A modern living room with a fireplace, a large sofa set, and a view through the glass doors.

9. 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 NZ$1,080
includes taxes & fees
8 Nov - 9 Nov
New! Vermont Getaway! Stratton - close to skiing!
Wake up to breathtaking mountain views and slopeside convenience at this cozy retreat, where adventure and relaxation go hand in hand.

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

Expansive 2BR | Sleeps 10 | Ski-In
West Dover
The price is NZ$998
includes taxes & fees
22 Nov - 23 Nov
Expansive 2BR | Sleeps 10 | Ski-In
Gather around the glowing fire pit and unwind under the open sky, the perfect way to end a day of adventure.

11. 2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access
West Dover
The price is NZ$1,091
includes taxes & fees
22 Nov - 23 Nov
2BR Loft With Views | Ski-In Access
A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

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 NZ$511
includes taxes & fees
25 Oct - 26 Oct
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

13. 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 NZ$396
includes taxes & fees
5 Nov - 6 Nov
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
A view of a grassy area with a ski lift and a building in the background.

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)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
The price is NZ$458
includes taxes & fees
24 Oct - 25 Oct
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.

15. 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 NZ$759
includes taxes & fees
18 Nov - 19 Nov
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
A two-story house with a porch, a staircase, and a front door.

16. Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
8.8 out of 10, Excellent, (27 reviews)
"Great location - walkable to small town. Very close drive to slopes"
United States
Keath
The price is NZ$459
includes taxes & fees
5 Nov - 6 Nov
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
A modern living room with a fireplace, a television, and a ceiling fan.

17. 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 NZ$885
includes taxes & fees
5 Nov - 6 Nov
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
A rectangular pool with a glass enclosure, surrounded by lounge chairs and umbrellas, set in a landscaped area with trees.

18. 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, (25 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 NZ$933
includes taxes & fees
5 Nov - 6 Nov
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with skylights.

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 NZ$1,547
includes taxes & fees
23 Oct - 24 Oct
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
A multi-story building with a red and yellow facade, surrounded by lush greenery and flowering plants.

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

Okemo | Charming 1BR Condo + Close to Amenities
Jackson Gore Base Area
The price is NZ$682
includes taxes & fees
3 Nov - 4 Nov
Okemo | Charming 1BR Condo + Close to Amenities
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southern Vermont Hotel Reviews

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

10/10 Excellent
"Clean room, but very old and needs updating. TV had Netflix and Prime."
Nazia 2-night trip
Posted 7 hours ago
Travelodge by Wyndham Brattleboro VT

Find out more about Southern Vermont

Southern Vermont Condo Rentals information

Number of reviews
513
Accommodation
182 Condo Rentals
Lowest Price
NZ$396
Highest Price
NZ$1,547

Frequently asked questions

How much do condos in Southern Vermont cost?
You can expect to pay from NZ$396 to NZ$1,547 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 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.

Explore a world of travel with Expedia