Condo Rentals Southern Vermont

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

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Our top choices for Southern Vermont condo rentals

A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

1. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

Dover

Evan C.

includes taxes & fees

7 Nov - 8 Nov

A calm lake with a wooden boat on the shore.

2. Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover

Scott S.

includes taxes & fees

12 Nov - 13 Nov

A living room with a sofa, a television, a fireplace, and a dining area with chairs and a table.

3. Stratton ski-in/ski-out condo steps from the lift with valley-view balcony

Stratton

eric m.

includes taxes & fees

7 Nov - 8 Nov

A multi-story building with a stone facade, a central courtyard with a hot tub, and a stone pathway.

4. Founders Lodge condo at Stratton Mountain with gas fireplace

Stratton

includes taxes & fees

7 Nov - 8 Nov

An indoor swimming pool with a tiled floor, a pool table, and a bar area.

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

Dover

Douglas D.

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with dark cabinetry, stainless steel appliances, and a bar area with stools.

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

Stratton Mountain

Susan F.

includes taxes & fees

8 Nov - 9 Nov

A kitchen counter with a bottle of Cabernet Sauvignon, a feedback card, and a basket of fruits.

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

Dover

Emma C.

includes taxes & fees

10 Nov - 11 Nov

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.

8. Two bedroom Condo With Mountain View And Fireplace

Stratton

Marie B.

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!

Winhall

Carolyn K.

includes taxes & fees

1 Dec - 2 Dec

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

West Dover

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

West Dover

A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

12. Condo a short walk to the Sachem trail with seasonal pool and tennis

Ludlow

includes taxes & fees

16 Nov - 17 Nov

A living room with a sofa, a bench, a fireplace, a TV, and a large window.

13. Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge

Clock Tower Base Area

tiliger01

includes taxes & fees

11 Nov - 12 Nov

A view of a grassy area with a ski lift and a building in the background.

14. Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts

Clock Tower Base Area

Danna K.

includes taxes & fees

9 Nov - 10 Nov

A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.

15. Village Fireplace Shuttle Boot Warmers

Ludlow

Justin P.

includes taxes & fees

22 Nov - 23 Nov

A two-story house with a porch, a staircase, and a front door.

16. Downtown Ludlow condo with electric fireplace, shuttle stop across the street

Ludlow

Keath

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a fireplace, a television, and a ceiling fan.

17. Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst

Ludlow

Carey S.

includes taxes & fees

19 Nov - 20 Nov

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

Cavendish

Ania H.

includes taxes & fees

19 Nov - 20 Nov

A multi-story building with a red and yellow facade, surrounded by lush greenery and flowering plants.

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

Jackson Gore Base Area

includes taxes & fees

19 Nov - 20 Nov

A two-story house with a covered porch, a staircase, and a front door with a wreath.

20. Second-floor downtown Ludlow studio in a historic ski town

Ludlow

Kevin C.

includes taxes & fees

9 Nov - 10 Nov

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Top Southern Vermont Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"Great welcome, nice and convenient location. Clean, quiet, updated room with a comfortable bed."

Hideaway Inn Mt. Snow

10/10 Excellent

"The room was small and simple, but nicely decorated, including a record player with a vinyl album (cover, at least; didn't check for actual vinyl). The room was warm and the place was quiet when I stayed, which was off-season. I've been pulling into the parking lot of this place for five years now (MOOver), so staying there was interesting for me. I stayed there during a HAZMAT spill that closed Woodford Mtn for a couple days. Of special note, this is the ONLY hotel I've ever stayed at that had a sleep/sound machine in the room. I ALWAYS take one with me when traveling, but this was a last minute decision, so I would've had to pull up something on my phone, but there was a nice sound machine on the nightstand and I used it. Those are so helpful when staying in hotels/inns."

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent

"A one-night stay. It had everything we needed. Not fancy, but it was all there, clean and bright. It is right next to the Interstate, but we could not hear any road traffic, so for the win. The morning breakfast scene is complete. The staff was very polite and accommodating."

Find out more about Southern Vermont

Southern Vermont Condo Rentals information

Number of reviews	455
Accommodation	182 Condo Rentals
Lowest Price	€205
Highest Price	€483

Frequently asked questions

How much do condos in Southern Vermont cost?

You can expect to pay from €205 to €483 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.

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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Dorset Holiday Rentals

Search Southern Vermont Condo Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southern Vermont condo rentals

1. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

2. Cozy 3 bedroom condo 2.5 miles to Mount Snow

3. Stratton ski-in/ski-out condo steps from the lift with valley-view balcony

4. Founders Lodge condo at Stratton Mountain with gas fireplace

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

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

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

8. Two bedroom Condo With Mountain View And Fireplace

9. New! Vermont Getaway! Stratton - close to skiing!

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

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

12. Condo a short walk to the Sachem trail with seasonal pool and tennis

13. Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge

14. Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts

15. Village Fireplace Shuttle Boot Warmers

16. Downtown Ludlow condo with electric fireplace, shuttle stop across the street

17. Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst

18. Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

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

20. Second-floor downtown Ludlow studio in a historic ski town

Find holiday rentals that suit your style

Top Southern Vermont Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Find out more about Southern Vermont

Southern Vermont Condo Rentals information

Frequently asked questions

Explore a world of travel with Expedia