Photo by Shirley Rhodes

Holiday Homes in Brattleboro

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Featured Holiday Homes in Brattleboro

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
Smart TV, fireplace, ping pong

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

10.0 out of 10, Exceptional, (5)
"Great location to Mt Snow and its surroundings. Easy, pleasant and accommodating communications with the host. Comfortable accommodations. "
The price is AU$671
includes taxes & fees
3 Sept - 4 Sept
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
Lovely 2nd Floor Apartment
Interior

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (36)
"Quiet location and comfortable stay. The space was clean and perfect for a quick overnight. Owner was on site and very responsive. "
The price is AU$312
includes taxes & fees
7 Sept - 8 Sept
Lovely 2nd Floor Apartment
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Interior

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

7.8 out of 10, Good, (50)
"The place was deserted "
The price is AU$385
includes taxes & fees
6 Sept - 7 Sept
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
The Mountain Escape!
Outdoor spa tub

The Mountain Escape!

9.8 out of 10, Exceptional, (18)
"Easy booking, clean home, great location and the owner very easy to get in touch with."
The price is AU$865
includes taxes & fees
3 Sept - 4 Sept
The Mountain Escape!
Cozy 2-bedroom RV with WiFi, AC in welcoming Orange
Private kitchen

Cozy 2-bedroom RV with WiFi, AC in welcoming Orange

The price is AU$477
includes taxes & fees
1 Oct - 2 Oct
Cozy 2-bedroom RV with WiFi, AC in welcoming Orange
The White Birch near Mount Snow
Smart TV, fireplace

The White Birch near Mount Snow

The price is AU$736
includes taxes & fees
3 Sept - 4 Sept
The White Birch near Mount Snow
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls
Dining

Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls

10.0 out of 10, Exceptional, (3)
"Friends and I were in the area for a concert at Tree House Brewing. This house wasn’t far and it is a gorgeous home. Super clean and had all amenities. Would stay here again!"
The price is AU$524
includes taxes & fees
10 Sept - 11 Sept
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming
Fridge, microwave, oven, stovetop

Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

9.0 out of 10, Wonderful, (2)
"Our family had the best time staying here. The home was spacious and gave our two young children plenty of room to roam and explore. It was also close enough to the main road where everything was accessible but also isolated enough where you feel like you're getting away. Erin was great about answering any questions and making sure our stay was comfortable. We'd definitely return here!"
The price is AU$638
includes taxes & fees
3 Sept - 4 Sept
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming
Downtown Hot Tub Escape
Fridge, microwave, oven, stovetop

Downtown Hot Tub Escape

9.6 out of 10, Exceptional, (17)
"Property was easy to locate. The rooms were perfect! Hot tub was fantastic! "
The price is AU$564
includes taxes & fees
3 Sept - 4 Sept
Downtown Hot Tub Escape
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed
Fridge, microwave, oven, stovetop

Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed

10.0 out of 10, Exceptional, (12)
"Great property, plenty of space and room for all. Location is ideal"
The price is AU$780
includes taxes & fees
11 Sept - 12 Sept
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Fridge, microwave, oven, stovetop

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

8.6 out of 10, Excellent, (32)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
The price is AU$470
includes taxes & fees
22 Sept - 23 Sept
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Farm Stay in Jasper MO
Interior

Farm Stay in Jasper MO

The price is AU$653
includes taxes & fees
3 Sept - 4 Sept
Farm Stay in Jasper MO
Family Friendly Hilltop House In Putney Vermont
Property grounds

Family Friendly Hilltop House In Putney Vermont

9.4 out of 10, Exceptional, (56)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is AU$527
includes taxes & fees
14 Sept - 15 Sept
Family Friendly Hilltop House In Putney Vermont
Ski in Ski out Condo! Pool access
Terrace/patio

Ski in Ski out Condo! Pool access

9.0 out of 10, Wonderful, (2)
"Great location with plenty of space for the whole family. Highly recommend!"
The price is AU$819
includes taxes & fees
7 Sept - 8 Sept
Ski in Ski out Condo! Pool access
Cozy Home Near Downtown, Shops, and Restaurants.
Exterior

Cozy Home Near Downtown, Shops, and Restaurants.

2.0 star property
10.0 out of 10, Exceptional, (7)
"This was just a few minutes drive from the city of Keene and was a perfect family rental. It had everything we needed. "
The price is AU$848
includes taxes & fees
3 Sept - 4 Sept
Cozy Home Near Downtown, Shops, and Restaurants.
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
2 bedrooms, WiFi, bed sheets

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

2.0 star property
The price is AU$764
includes taxes & fees
3 Sept - 4 Sept
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!
Outdoor spa tub

Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!

9.8 out of 10, Exceptional, (26)
"EXCELLENT location managed by an amazing host who was very communicative and helpful!Hottub was perfect, plenty of sleeping and activities available at the house and in the immediate area (local food was AWESOME)."
The price is AU$865
includes taxes & fees
11 Sept - 12 Sept
Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
3 bedrooms, iron/ironing board, WiFi, bed sheets

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

10.0 out of 10, Exceptional, (2)
"as advertised."
The price is AU$968
includes taxes & fees
11 Sept - 12 Sept
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Two Brooks Lodge
Panoramic House | Private kitchen

Two Brooks Lodge

3.0 star property
4.8 out of 10, (3)
"Strong dog smell, dirty shabby condition of interior surfaces. Obvious makeshift repairs, spongy floors, torn, flaking couch. Kitchen counter had multiple burn marks and some sticky substance, corner held down with duct tape. Screen door off tracks, laying against wall. Wife was stung by insect in the unit, had to go to hospital. We moved out after only 3 hours, and literally slept in the car rather than go back. Owner uncaring, rude and greedy. Slow to return security deposit. I've...
Two Brooks Lodge
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
Sign in
Sign up, it's free

Top Brattleboro Hotel Reviews

Find out more about Brattleboro

Find out more about Brattleboro

Brattleboro Holiday Homes information

Number of reviews
Accommodation
628 Holiday Homes
Lowest Price
AU$312
Highest Price
AU$1,314

Explore a world of travel with Expedia

Explore a world of travel with Expedia