Brattleboro, VT Vacation Homes from AED 382

Brattleboro Vacation Homes
Vermont
United States of America
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A calm lake reflecting a forest with autumn foliage.

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Our top choices for Brattleboro vacation homes

A compact kitchen with a red bench, a microwave, a sink, and a window with a view of a snowy landscape.

A compact kitchen with a red sofa, wooden cabinets, a microwave, and a window with blinds.

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

A white wall with a framed abstract painting, a vase with flowers, a bookshelf with books and a framed photo, and a door with a keypad lock.

1. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away

Brattleboro

The price is AED 264

AED 264

AED 382 total

includes taxes & fees

11 Nov - 12 Nov

Cozy Vermont Tiny Home Get Away

A modern interior with large windows, a wooden ceiling, and a cozy seating area.

A wooden staircase leading to a door with a glass panel, flanked by wooden walls and a skylight.

A modern glass structure with a metal roof, surrounded by a grassy area and tall trees.

A modern interior with large glass windows, a wooden ceiling, a sofa, and a small table with candles.

2. Stunning Glass House nestled in the Vermont wilderness!

Stunning Glass House nestled in the Vermont wilderness!

Guilford

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"The glass part of the house is stunning! We wanted to spend all of our time there, and wished that we could enjoy the view from the kitchen and bedroom too. We opted to sleep on the fold-out bed in the glass room instead of in the below-ground bedroom. It was a nice experience!"

Chris O.

Stunning Glass House nestled in the Vermont wilderness!

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

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

A room with a large window offering a view of a grassy landscape with trees and a distant mountain range.

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

3. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont

Putney

9.4 out of 10, Exceptional, (65 reviews)

9.4/10

Exceptional

(65 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 AED 483

AED 483

AED 931 total

includes taxes & fees

26 Oct - 27 Oct

Family Friendly Hilltop House In Putney Vermont

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 neatly made bed with a textured white blanket and pillows, a wooden headboard, a bedside lamp, and a small plant on a wooden nightstand.

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

4. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Greenfield

10.0 out of 10, Exceptional, (70 reviews)

10/10

Exceptional

(70 reviews)

"It was absolutely amazing Beautiful apartment Clean cozy Beautiful back yard I will definitely stay here again if I am back in this area It’s a 10 out of 10 Thank you David"

Jane P.

The price is AED 459

AED 459

AED 784 total

includes taxes & fees

18 Oct - 19 Oct

Lovely 2nd Floor Apartment

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 kitchen counter with a coffee maker, coffee cups, and a sign that reads 'But first COFFEE'.

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

5. 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 AED 544

AED 544

AED 697 total

includes taxes & fees

23 Oct - 24 Oct

The Eagles Wing at The CHM - Private Apartment

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

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

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

A hot tub under a covered patio with a wooden deck and a metal railing.

6. 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 AED 757

AED 757

AED 1,375 total

includes taxes & fees

18 Oct - 19 Oct

Modern Downtown Escape HotTub Fire Pit Games 12ppl

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

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

A spacious living area with a high ceiling, wooden beams, a dining table with chairs, a kitchen with modern appliances, and a cozy seating area with a sofa and armchairs.

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

7. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

Wilmington

The price is AED 819

AED 819

AED 2,453 total

includes taxes & fees

17 Nov - 18 Nov

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

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 room with two leather chairs facing a large window with a stained glass design.

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

8. 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 AED 705

AED 705

AED 1,761 total

includes taxes & fees

19 Oct - 20 Oct

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

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 traditional living room with a green sofa, a wooden coffee table, and a patterned rug.

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

9. Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room

Shelburne Falls

The price is AED 441

AED 441

AED 784 total

includes taxes & fees

16 Nov - 17 Nov

Private bed with En-suite bathroom Marigold Room

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.

10. Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11

Mt Snow Ski Escape • Fire Pit • Arcade • 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 AED 742

AED 742

AED 1,880 total

includes taxes & fees

2 Nov - 3 Nov

Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11

A wooden barrel structure with a staircase and railing, surrounded by a forest.

A golf course with a winding path, sand bunkers, and autumn foliage.

A bedroom with a bed, bedside tables, a nightstand, a framed picture on the wall, and a window with curtains.

A dining area with a round table, four upholstered chairs, a vase with a plant, and wooden walls with large windows.

11. Dover Mountain Retreat with Hot Tub Near Mt. Snow

Dover Mountain Retreat with Hot Tub Near Mt. Snow

Dover

10.0 out of 10, Exceptional, (11 reviews)

10/10

Exceptional

(11 reviews)

"Awesome place, fantastic amenities and easy to get to. Looking forward to coming back."

Connor S.

The price is AED 1,042

AED 1,042

AED 2,488 total

includes taxes & fees

10 Nov - 11 Nov

Dover Mountain Retreat with Hot Tub Near Mt. Snow

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

A two-story house with a gabled roof, a chimney, and a front porch.

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.

12. 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 AED 771

AED 771

AED 1,571 total

includes taxes & fees

19 Oct - 20 Oct

Cozy private 2 bed apartment in Shelburne Falls

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

A bedroom with a bed, a TV, a desk, and a chair.

13. 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 AED 893

AED 893

AED 2,100 total

includes taxes & fees

15 Nov - 16 Nov

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 living room with a high ceiling, wooden walls, a dining area, and large windows.

14. 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 AED 720

AED 720

AED 2,093 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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.

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

15. 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

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Enjoyed our stay! Very clean and comfortable."

Dana W.

The price is AED 524

AED 524

AED 1,520 total

includes taxes & fees

19 Oct - 20 Oct

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

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.

A stack of rocks by a river with a mountain in the background.

16. 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 AED 1,131

AED 1,131

AED 2,835 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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

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

A multi-story building with a brick chimney, a snow-covered lawn, and a paved driveway.

17. 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 AED 274

AED 274

AED 941 total

includes taxes & fees

19 Oct - 20 Oct

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

A modern kitchen with a built-in fireplace, wine storage, and a dining area with wooden furniture.

A large, two-story house with a prominent gabled roof and a chimney.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

18. Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Dover

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"great location easy access to the mountain and the pool was outstanding."

jim f.

The price is AED 1,702

AED 1,702

AED 4,331 total

includes taxes & fees

24 Oct - 25 Oct

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

A cozy living room with a fireplace, a large TV, a Christmas tree, and a leather sofa.

A two-story house with a front porch, a flag, and a snow-covered driveway.

A spacious kitchen with wooden cabinets, a stainless steel refrigerator, and a central island.

A bedroom with a bed, a nightstand, a lamp, a ceiling fan, and two windows.

19. 5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain

Charlemont

10.0 out of 10, Exceptional, (8 reviews)

10/10

Exceptional

(8 reviews)

"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "

Jason F.

The price is AED 1,193

AED 1,193

AED 2,666 total

includes taxes & fees

18 Oct - 19 Oct

5BR Berkshire Home Mins To The Mountain

A spacious kitchen with a large island, wooden ceiling beams, and a view to the outside.

A spacious living room with a large sectional sofa, a wooden coffee table, and a red patterned rug. There are multiple windows providing natural light, and a television mounted on the wall.

A two-story house with a covered porch, a staircase leading to a deck, and a gravel driveway.

A two-story house with a wooden porch, stone steps, and a brown door.

20. 5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

Stratton

10.0 out of 10, Exceptional, (20 reviews)

10/10

Exceptional

(20 reviews)

"Great spot for a large group. "

Brian G.

The price is AED 1,774

AED 1,774

AED 4,082 total

includes taxes & fees

25 Oct - 26 Oct

5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

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.

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Top Brattleboro Hotel Reviews

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"Hot tub wasn’t up and running, was looking forward to utilizing that amenity. Food was basically just freezer food, even the salads were below average. Service was great though."

John 2-night trip

Posted less than an hour ago

Grand Summit Resort, A Vail Resorts Property

The White House Inn

10/10 Excellent

"We truly enjoyed our visit to this beautiful Inn. The location is great (close to Hogback Mtn) and Clara’s Restaurant was wonderful. Exceptional service and great atmosphere. We will definitely be making a return visit."

Maureen 2-night trip

Posted less than an hour ago

The White House Inn

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Great experience and Great onsite restaurant."

mary ellen 1-night trip

Posted 4 hours ago

Hotel Downstreet, an Ascend Collection Hotel

Best Western Plus Keene Hotel

10/10 Excellent

"nice pool"

Dawn 1-night trip

Posted 9 hours ago

Best Western Plus Keene Hotel

Colonial Motel

10/10 Excellent

"Value for money. Clean and conveniently located. Friendly staff."

Swaraj 2-night trip

Posted 1 day ago

Colonial Motel

Travelodge by Wyndham Brattleboro VT

10/10 Excellent

"Old, but clean, friendly, everything worked. Good size TV, microwave and fridge."

James 1-night trip

Posted 2 days ago

Travelodge by Wyndham Brattleboro VT

Hideaway Inn Mt. Snow

10/10 Excellent

"This was a nice place. The staff was great as there were prompt responses to my inquiries. The property is a little dated but clean. We were not there long enough to enjoy the amenities. I would stay again."

Kelly 1-night trip

Posted 2 days ago

Hideaway Inn Mt. Snow

Vikings Villages Resort

10/10 Excellent

"Love our stay in Vikings. Staff was amazing and very attentive and helpful. The cabins were beautiful, clean and had everything we needed. Very recommended. Hope to go back in the future."

Luis 4-night trip

Posted 4 days ago

Vikings Villages Resort

Hampton Inn Brattleboro

8/10 Good

"Clean room. Breakfast good for quick bite and coffee was good"

JAMES 1-night trip

Posted 5 days ago

Hampton Inn Brattleboro

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. Stunning Glass House nestled in the Vermont wilderness!

3. Family Friendly Hilltop House In Putney Vermont

4. Lovely 2nd Floor Apartment

5. The Eagles Wing at The CHM - Private Apartment

6. Modern Downtown Escape HotTub Fire Pit Games 12ppl

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

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

9. Private bed with En-suite bathroom Marigold Room

10. Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11

11. Dover Mountain Retreat with Hot Tub Near Mt. Snow

12. Cozy private 2 bed apartment in Shelburne Falls

13. Modern Mount Snow Gnarvana - Steps to Carinthia

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

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

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

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

18. Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

19. 5BR Berkshire Home Mins To The Mountain

20. 5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

Find vacation rentals that suit your style

Top Brattleboro Hotel Reviews

Grand Summit Resort, A Vail Resorts Property

7. MtSnow* HotTub* Pool * AirHockeyPingPong Darts