A calm lake reflecting a forest with autumn foliage.

Search and Rent Brattleboro 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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Brattleboro 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.
$241 nightly
The price is $272
Nov 17 - Nov 18
Total with taxes and fees
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. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
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.
$316 nightly
The price is $357
Nov 11 - Nov 12
Total with taxes and fees
Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
An indoor swimming pool with a tiled floor, a pool table, and a bar area.

3. 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.
$355 nightly
The price is $401
Nov 11 - Nov 12
Total with taxes and fees
Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
A kitchen counter with a bottle of Cabernet Sauvignon, a feedback card, and a basket of fruits.

4. 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.
$468 nightly
The price is $528
Nov 11 - Nov 12
Total with taxes and fees
Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8
A living room with a sofa, a television, a fireplace, and a dining area with chairs and a table.

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

Stratton ski-in/ski-out condo steps from the lift with valley-view balcony
Stratton
8.4 out of 10, Very good, (37 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.
$275 nightly
The price is $311
Nov 11 - Nov 12
Total with taxes and fees
Stratton ski-in/ski-out condo steps from the lift with valley-view balcony
A multi-story building with a stone facade, a central courtyard with a hot tub, and a stone pathway.

6. Founders Lodge condo at Stratton Mountain with gas fireplace

Founders Lodge condo at Stratton Mountain with gas fireplace
Stratton
8.0 out of 10, Very good, (1 review)
$357 nightly
The price is $404
Nov 11 - Nov 12
Total with taxes and fees
Founders Lodge condo at Stratton Mountain with gas fireplace
Wake up to breathtaking mountain views and slopeside convenience at this cozy retreat, where adventure and relaxation go hand in hand.

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

Expansive 2BR | Sleeps 10 | Ski-In
West Dover
$521 nightly
The price is $574
Nov 11 - Nov 12
Total with taxes and fees
Expansive 2BR | Sleeps 10 | Ski-In
A modern kitchen with dark cabinetry, stainless steel appliances, and a bar area with stools.

8. 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, (38 reviews)
"Excellent place! Impeccable!"
United States
Susan F.
$448 nightly
The price is $507
Nov 11 - Nov 12
Total with taxes and fees
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
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.

9. 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.
$600 nightly
The price is $678
Nov 11 - Nov 12
Total with taxes and fees
Two bedroom Condo With Mountain View And Fireplace
A modern living room with a fireplace, a large sofa set, and a view through the glass doors.

10. 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.
$512 nightly
The price is $515
Dec 1 - Dec 2
Total with taxes and fees
New! Vermont Getaway! Stratton - close to skiing!
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
$562 nightly
The price is $619
Nov 11 - Nov 12
Total with taxes and fees
2BR Loft With Views | Ski-In Access
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 Brattleboro Hotel Reviews

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent
"Easy check in, clean room and nice location"
Alexander Cassidy 1-night trip
Posted 7 hours ago
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Find out more about Brattleboro

Brattleboro Condo Rentals information

Number of reviews
198
Accommodation
170 Condo Rentals
Lowest Price
$272
Highest Price
$678

Frequently asked questions

Why book your condo in Brattleboro with Expedia?
We think that vacations shouldn't be complicated, so if you're after condos at a nice price, Expedia is here to help. Keep the budget in check and go for something small and affordable, or splurge on 5-star accommodations and spoil your favorite people. Use our search filters to find a property in Brattleboro that fits your needs.
How can I find cheap condos in Brattleboro?
The easiest way to track down cheap condos in Brattleboro is with Expedia's handy filter tool. Tailor your search results by star rating, amenities and budget to access unbeatable rates with only a few clicks.
What is there to do in Brattleboro near my condo?
There are lots of superb things that'll fill up your itinerary in Brattleboro. Check out big attractions like Creamery Covered Bridge, Vermont Jazz Center and Brattleboro Museum & Art Center. Brattleboro Common, Estey Organ Museum and Tasha Tudor Museum are other must-see's.

Explore a world of travel with Expedia