Brattleboro, VT Vacation Homes from ￥17,647

Brattleboro Vacation Homes
United States of America
Expedia.co.jp

Hotels in Brattleboro Vacation Rentals in Brattleboro Car Rentals in Brattleboro Brattleboro Vacation Packages

A calm lake reflecting a forest with autumn foliage.

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

In two months

In three months

In four months

Our top choices for Brattleboro vacation homes

A compact bedroom with a bed, a window, and a small kitchenette.

A compact kitchen with a microwave, refrigerator, and wooden cabinets.

A room with a red sofa, a wooden table, a vase with flowers, and a window with a view of trees and snow.

A room with a wooden floor, a red sofa, a white door, a shelf with plants, and a television mounted on the wall.

1. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away

Brattleboro

The price is ￥12,468

￥12,468

￥17,647 total

includes taxes & fees

Oct 29 - Oct 30

Cozy Vermont Tiny Home Get Away

A garden with a wooden pergola, purple flowers, and a river view.

A living room with a brown sofa, a wooden coffee table, and a window with blinds.

A two-story wooden cabin with a balcony, a red door, and a star decoration.

A living room with a brown sofa, a wooden coffee table, a dining table with chairs, and a staircase in the background.

2. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont

Putney

9.4 out of 10, Exceptional, (64 reviews)

9.4/10

Exceptional

(64 reviews)

"The house was all we expected. Very comfortable and ready for us when we arrived. It’s a bit out of the way, at the end of a private road, but quiet and secluded. Our host was attentive without being intrusive. She clearly wanted to make sure our stay met our expectations and was pleasant. All in all, a delightful way to visit Vermont!"

Susan G.

The price is ￥20,970

￥20,970

￥41,472 total

includes taxes & fees

Oct 20 - Oct 21

Family Friendly Hilltop House In Putney Vermont

A bedroom with a large bed, a window with blinds, a bookshelf, and a wall-mounted ship's wheel.

A deck with two wicker chairs and a string of lights against a backdrop of trees and a sunset.

A two-story white house with a red door, surrounded by autumn foliage and a stone wall.

3. The Eagles Wing at The CHM - Private Apartment

The Eagles Wing at The CHM - Private Apartment

Dover

9.6 out of 10, Exceptional, (5 reviews)

9.6/10

Exceptional

(5 reviews)

"I loved the super comfy bed and fully stocked coffee cart!"

Ava M.

The price is ￥17,160

￥17,160

￥22,949 total

includes taxes & fees

Oct 6 - Oct 7

The Eagles Wing at The CHM - Private Apartment

A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

A brown leather armchair with a striped pillow, a hanging wall clock, and a potted plant.

A two-story house with a front porch, a red door, and a small garden with red flowers.

A cozy living room with a large flat-screen TV, a wooden cabinet, a round coffee table, and a potted plant.

4. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Greenfield

10.0 out of 10, Exceptional, (69 reviews)

10/10

Exceptional

(69 reviews)

"Beautiful decor, cozy furnishings, comfy comfy beds, all the amenities we needed and more, such a perfect apartment. Great communication with the host. Lots of yummy restaurant options in the area. We loved staying here!"

Christa B.

The price is ￥21,883

￥21,883

￥36,578 total

includes taxes & fees

Oct 22 - Oct 23

Lovely 2nd Floor Apartment

A bedroom with a wooden headboard, a bed with patterned bedding, and a framed picture on the wall.

A dining area with a long table and chairs, large windows with a view of trees, and a barbecue grill outside.

A cozy room with a wooden table, two blue cushioned chairs, a flat-screen TV, and string lights.

A rustic building with a porch and a sign indicating it's a Vermont ski home.

5. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

Wilmington

The price is ￥40,735

￥40,735

￥110,176 total

includes taxes & fees

Oct 21 - Oct 22

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

An aerial view of a house surrounded by a forest with autumn foliage.

A bedroom with a bed, bedside table, lamp, and a ceiling fan.

A cozy living room with a beige sofa, a wooden coffee table, and two lamps.

A kitchen with white cabinets, a granite countertop, and a door leading to another room.

6. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

Whitingham

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"Great 2 family group vacation spot. Very clean and right in between great ski mountains"

Jonathan

The price is ￥38,570

￥38,570

￥89,218 total

includes taxes & fees

Oct 28 - Oct 29

Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

A hallway with wooden flooring, white walls, and a bed in the background.

A spacious living area with a sofa, coffee table, and a kitchen counter with mugs.

A modern apartment with a dining area, kitchen, and living space.

A living room with a sofa, coffee table, and dining table set with plates and glasses.

7. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls

Shelburne Falls

"I really enjoyed the kitchen setup and how everything I needed was there. The beds were very comfortable and having a light nearby for reading was a plus. The walk to downtown was nice. We explored Shelburne Falls out days and it did have something for everyone. I would stay here again."

maureen

The price is ￥33,060

￥33,060

￥67,351 total

includes taxes & fees

Oct 4 - Oct 5

Cozy private 2 bed apartment in Shelburne Falls

A modern kitchen with wooden countertops, a central island with stools, hanging pendant lights, and a chalkboard menu.

A spacious kitchen with wooden flooring, a central island with stools, a dining table, and pendant lighting.

An outdoor patio with a fire pit, seating, and a hot tub.

A spacious kitchen with wooden flooring, a central island, bar stools, and a dining area with chairs.

8. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games

Colrain

10.0 out of 10, Exceptional, (55 reviews)

10/10

Exceptional

(55 reviews)

"This is the second time we have stayed at this property. It is very spacious, cozy, and clean. The beds are very comfortable. It had everything we needed "

Staci M.

The price is ￥52,896

￥52,896

￥111,665 total

includes taxes & fees

Oct 4 - Oct 5

Spacious 5BR w/ Hot Tub & Games

A spacious indoor area with multiple wooden tables and green chairs, large windows offering a view of a snowy mountain, and a stone fireplace with a fire.

A room with a large arched window, a wall-mounted mirror, a wooden dresser, and a table lamp.

A multi-story building with a symmetrical facade, large windows, and a central entrance.

A person standing on a wooden bridge, holding a cup, with autumn trees and a road in the background.

9. Modern Mount Snow Gnarvana - Steps to Carinthia

Modern Mount Snow Gnarvana - Steps to Carinthia

Dover

10.0 out of 10, Exceptional, (26 reviews)

10/10

Exceptional

(26 reviews)

"Perfect for our getaway, convenient for getting to the slopes and a beautiful area to visit"

Lynn B.

The price is ￥29,046

￥29,046

￥78,010 total

includes taxes & fees

Oct 5 - Oct 6

Modern Mount Snow Gnarvana - Steps to Carinthia

A cozy interior with a wooden ceiling, a large window, and a table with chairs.

A spacious kitchen with a central island, wooden cabinetry, and modern appliances.

A cozy room with a dining table set for four, a sofa with checkered cushions, and a large window with curtains.

A cozy cabin interior with a wooden interior, a leather sofa, a pool table, and a large window offering a view of the outdoors.

10. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

Wilmington

10.0 out of 10, Exceptional, (21 reviews)

10/10

Exceptional

(21 reviews)

"Beautiful home and property with quick access to a clubhouse with a gym, indoor and outdoor pools, and hot tub. Great for our family trip (including two kids) and lots of games/entertainment for the kids. The house had everything we needed (including kitchenware needed for cooking and preparing food)."

Natalie

The price is ￥30,856

￥30,856

￥90,080 total

includes taxes & fees

Oct 21 - Oct 22

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

A spacious living room with a fireplace, leather furniture, wooden beams, and a cityscape painting.

A sunroom with a bench and a table, large windows, and a view of the outside.

A kitchen with a copper sink, wooden beams, and a dining area with a chandelier.

11. Walk To Town, Hottub, Firepit, Games, Mt Snow

Walk To Town, Hottub, Firepit, Games, Mt Snow

Wilmington

10.0 out of 10, Exceptional, (65 reviews)

10/10

Exceptional

(65 reviews)

"Beautiful house, amazing location, helpful and responsive hosts."

Jeremy P.

The price is ￥55,012

￥55,012

￥129,941 total

includes taxes & fees

Oct 4 - Oct 5

Walk To Town, Hottub, Firepit, Games, Mt Snow

A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

A dining room with a wooden table, chairs, a fireplace, and a chandelier.

A dining room with a wooden table, chairs, a fireplace, a bookcase, and a stained glass ceiling light.

12. Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room

Shelburne Falls

The price is ￥18,892

￥18,892

￥33,763 total

includes taxes & fees

Oct 25 - Oct 26

Private bed with En-suite bathroom Marigold Room

A bedroom with a bed, bedside tables, a window, and a radiator.

A cozy cabin interior with a dining area, sofa, fireplace, and a television.

A modern living room with a flat-screen TV, wooden flooring, a gray sofa, and a kitchen in the background.

A cozy cabin interior with a sectional sofa, a coffee table, a small cabinet, and a window with a view of the outdoors.

13. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

Woodford

The price is ￥27,544

￥27,544

￥72,138 total

includes taxes & fees

Oct 6 - Oct 7

The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

A modern kitchen with a wooden countertop, dark cabinets, and a large window.

A modern kitchen with a wooden island, blue cabinets, and a brick wall.

A modern kitchen with a wooden table and benches, a brick column, and a view of the living area.

A home interior with a wooden staircase, a desk with a chair, a refrigerator, and a lamp.

14. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl

Keene

9.4 out of 10, Exceptional, (27 reviews)

9.4/10

Exceptional

(27 reviews)

"Great stay, clean, accommodating and great location. Will stay again!"

cody s.

The price is ￥36,051

￥36,051

￥63,371 total

includes taxes & fees

Oct 22 - Oct 23

Modern Downtown Escape HotTub Fire Pit Games 12ppl

A modern kitchen with granite countertops, stainless steel appliances, and a central island.

A spacious kitchen with a central island, bar stools, and a fireplace.

A two-story blue house with a front porch, a chimney, and a number '12' on the door.

A house with a porch, a front door with a wreath, and a mailbox.

15. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Keene

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Communication with the host was easy and the house was great. I would definitely book this home again if/when I come back to Keene."

Jeremy S.

The price is ￥31,329

￥31,329

￥76,867 total

includes taxes & fees

Oct 26 - Oct 27

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

A two-story house with a porch, surrounded by trees and snow.

A house with a porch, a small pond, and surrounding trees.

A red house with a porch, a fire pit, and a car parked nearby.

A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

16. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

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

Bennington

8.6 out of 10, Excellent, (36 reviews)

8.6/10

Excellent

(36 reviews)

"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."

Malika R.

The price is ￥28,023

￥28,023

￥60,221 total

includes taxes & fees

Oct 2 - Oct 3

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

A patio area with outdoor furniture, a small garden with purple flowers, and a white building in the background.

A two-story white house with a front porch, stone foundation, and a garden with various plants.

A cozy room with a ceiling fan, a wooden chest, a red sofa, and a green chair.

A white building with a porch and a sign that reads 'ENTRANCE'.

17. Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Walpole

10.0 out of 10, Exceptional, (52 reviews)

10/10

Exceptional

(52 reviews)

"We had a very lovely stay. "

mary c.

The price is ￥43,781

￥43,781

￥92,085 total

includes taxes & fees

Oct 8 - Oct 9

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

A red house with a porch, surrounded by a grassy yard and trees.

A modern kitchen with white cabinets, a granite countertop, and a dishwasher.

A spacious living area with a wooden dining table, two bar stools, a kitchen area with white cabinets, and a television on a stand.

18. Two Brooks Lodge

Two Brooks Lodge

3.0 star property

Bennington

4.8 out of 10, (3 reviews)

4.8/10

(3 reviews)

"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...

Hunter

The price is ￥26,482

￥26,482

￥69,797 total

includes taxes & fees

Oct 2 - Oct 3

Two Brooks Lodge

A house with a deck, two Adirondack chairs, a glass-top table, and a barbecue grill.

A dining area with a wooden table, benches, and a chandelier.

West Dover Vacation Rental | 4BR | 4BA | 4,800 Sq Ft | Stairs Required

19. Spacious Vermont Farmhouse | 3 Mi to Mount Snow

Spacious Vermont Farmhouse | 3 Mi to Mount Snow

West Dover

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"All good. "

ken g.

The price is ￥49,748

￥49,748

￥129,508 total

includes taxes & fees

Oct 4 - Oct 5

Spacious Vermont Farmhouse | 3 Mi to Mount Snow

A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

A bedroom with a bed, a lamp, a television, and a window with a view of a snowy landscape.

A pool area with two hot tubs and a brick patio.

A building with a sign that reads 'Long Trail House.'

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

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

Stratton

The price is ￥11,736

￥11,736

￥40,314 total

includes taxes & fees

Oct 5 - Oct 6

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

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

Find vacation rentals that suit your style

Chalets

search for chalets

Apartments

search for apartments

Aparthotels

search for apart-hotels

Cabins

search for cabins

Cottages

search for cottages

Private vacation homes

search for private vacation homes

Condos

search for condos

Villas

search for villas

Save an average of 15% on thousands of hotels when you're signed in

Top Brattleboro Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"Very nice staff and enjoyed my stay."

Charlene 1-night trip

Posted 1 hour ago

Comfort Inn & Suites Brattleboro I-91

Vikings Villages Resort

10/10 Excellent

"Nice place."

Nicolas 2-night trip

Posted 2 hours ago

Vikings Villages Resort

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"Bed was more comfortable than most, shower was great and breakfast was good"

Angelo 1-night trip

Posted 12 hours ago

Keene Elm City Hotel, an Ascend Collection Hotel

Black Mountain Inn

10/10 Excellent

"."

Mark 2-night trip

Posted 20 hours ago

Black Mountain Inn

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"Staff very pleasant and helpful. On site restaurant was good and reasonably priced. Room was large with a nice view. Breakfast, which is continental, seemed a bit skimpy. Plenty of parking and in a great central area with many restaurants."

Francesca 1-night trip

Posted 1 day ago

Hotel Downstreet, an Ascend Collection Hotel

The Jelly Mill-A Peaceful River Retreat

10/10 Excellent

"I forgot to read the instructions or maybe I didn’t see it but screen shot the directions. We arrived in the dark, rain and fog. A little spooky when relying on your memory. Everything was clean and ok."

Phil P. 2-night trip

Posted 1 day ago

The Jelly Mill-A Peaceful River Retreat

Travelodge by Wyndham Brattleboro VT

8/10 Good

"Great place to stop in and rest your head for the night - Last minute stop, greeted warmly, clean bed, hot shower - What more could you want? Reasonably priced!"

Derek 1-night trip

Posted 1 day ago

Travelodge by Wyndham Brattleboro VT

Hideaway Inn Mt. Snow

10/10 Excellent

"I appreciate the fact that the staff help me out with checking in early. Thank you so much"

Czarian 1-night trip

Posted 2 days ago

Hideaway Inn Mt. Snow

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent

"it was very nice"

Myra Ann 3-night trip

Posted 3 days ago

The Black Bear Lodge at Stratton Mountain Resort

Find out more about Brattleboro

Brattleboro Vacation Homes information

Number of reviews	374
Accommodation	561 Vacation Homes
Lowest Price	￥17,647
Highest Price	￥129,941

Explore a world of travel with Expedia

More ways to book

Book Vacation Homes in Brattleboro on Expedia.com

Search Vacation Homes in Brattleboro

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Brattleboro vacation homes

1. Cozy Vermont Tiny Home Get Away

2. Family Friendly Hilltop House In Putney Vermont

3. The Eagles Wing at The CHM - Private Apartment

4. Lovely 2nd Floor Apartment

5. MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

6. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

7. Cozy private 2 bed apartment in Shelburne Falls

8. Spacious 5BR w/ Hot Tub & Games

9. Modern Mount Snow Gnarvana - Steps to Carinthia

10. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

11. Walk To Town, Hottub, Firepit, Games, Mt Snow

12. Private bed with En-suite bathroom Marigold Room

13. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

14. Modern Downtown Escape HotTub Fire Pit Games 12ppl

15. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

16. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

17. Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

18. Two Brooks Lodge

19. Spacious Vermont Farmhouse | 3 Mi to Mount Snow

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

Find vacation rentals that suit your style

Top Brattleboro Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Find out more about Brattleboro

Brattleboro Vacation Homes information

Explore a world of travel with Expedia

5. MtSnow* HotTub* Pool * AirHockeyPingPong Darts