A calm lake reflecting a forest with autumn foliage.

Holiday Homes in Brattleboro

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Our top choices for Brattleboro holiday homes

1. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"super cute tiny house! my partner and I had a wonderful time here. It's super close to downtown Brattleboro in a beautiful neighborhood"
United States
Anthony L.
The price is NZ$168
includes taxes & fees
6 Dec - 7 Dec
Cozy Vermont Tiny Home Get Away

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)
"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!"
United States
Chris O.
The price is NZ$686
includes taxes & fees
18 Nov - 19 Nov
Stunning Glass House nestled in the Vermont wilderness!

3. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (66 reviews)
"Had a perfect, relaxing stay in this gorgeous spot. Everything was terrific. Highly recommend!"
United States
Wendy B.
The price is NZ$501
includes taxes & fees
17 Nov - 18 Nov
Family Friendly Hilltop House In Putney Vermont

4. The Eagles Wing at The CHM - Private Apartment

The Eagles Wing at The CHM - Private Apartment
Dover
9.8 out of 10, Exceptional, (7 reviews)
"I loved the super comfy bed and fully stocked coffee cart!"
United States
Ava M.
The price is NZ$209
includes taxes & fees
12 Nov - 13 Nov
The Eagles Wing at The CHM - Private Apartment

5. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (74 reviews)
"Easy parking. Works for a short trip. Convenient to get to."
United States
heather
The price is NZ$418
includes taxes & fees
12 Nov - 13 Nov
Lovely 2nd Floor Apartment

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

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is NZ$1,013
includes taxes & fees
12 Nov - 13 Nov
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

7. Private room with En-suite bathroom Marigold Room

Private room with En-suite bathroom Marigold Room
Shelburne Falls
The price is NZ$351
includes taxes & fees
12 Nov - 13 Nov
Private room with En-suite bathroom Marigold Room

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

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
9.8 out of 10, Exceptional, (6 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."
United States
Jeremy S.
The price is NZ$848
includes taxes & fees
30 Nov - 1 Dec
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

9. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (28 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
The price is NZ$624
includes taxes & fees
16 Nov - 17 Nov
Modern Downtown Escape HotTub Fire Pit Games 12ppl

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, (16 reviews)
"Very peaceful backyard!! Great back deck!!"
United States
Jacqueline M.
The price is NZ$841
includes taxes & fees
12 Nov - 13 Nov
Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11

11. 10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK

10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK
Dover
10.0 out of 10, Exceptional, (11 reviews)
"Awesome place, fantastic amenities and easy to get to. Looking forward to coming back."
United States
Connor S.
The price is NZ$1,028
includes taxes & fees
16 Nov - 17 Nov
10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK

12. Long Trail House 368 condo in Stratton Village, walk to the lifts

Long Trail House 368 condo in Stratton Village, walk to the lifts
Stratton
The price is NZ$466
includes taxes & fees
12 Nov - 13 Nov
Long Trail House 368 condo in Stratton Village, walk to the lifts

13. Shelburne Falls on Main

Shelburne Falls on Main
Shelburne Falls
10.0 out of 10, Exceptional, (1 review)
"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."
United States
maureen
The price is NZ$685
includes taxes & fees
12 Nov - 13 Nov
Shelburne Falls on Main

14. 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)
"Enjoyed our stay! Very clean and comfortable."
United States
Dana W.
The price is NZ$914
includes taxes & fees
12 Nov - 13 Nov
The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

15. 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)
"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)."
United States
Natalie
The price is NZ$915
includes taxes & fees
16 Nov - 17 Nov
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

16. Mount Snow Cabin • Fireplace • Fire Pit • Pet Friendly • Sleeps 8

Mount Snow Cabin • Fireplace • Fire Pit • Pet Friendly • Sleeps 8
Dover
10.0 out of 10, Exceptional, (6 reviews)
"The house was in perfect condition, extremely clean, thoughtfully stocked with everything we could need and Lisa was most helpful, informative and we look forward to staying there again. "
United States
Alan H.
The price is NZ$1,276
includes taxes & fees
29 Nov - 30 Nov
Mount Snow Cabin • Fireplace • Fire Pit • Pet Friendly • Sleeps 8

17. Modern Mount Snow Gnarvana - Steps to Carinthia

Modern Mount Snow Gnarvana - Steps to Carinthia
Dover
10.0 out of 10, Exceptional, (26 reviews)
"Perfect for our getaway, convenient for getting to the slopes and a beautiful area to visit"
United States
Lynn B.
The price is NZ$837
includes taxes & fees
13 Nov - 14 Nov
Modern Mount Snow Gnarvana - Steps to Carinthia

18. 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)
"Beautiful house, amazing location, helpful and responsive hosts."
United States
Jeremy P.
The price is NZ$1,305
includes taxes & fees
12 Nov - 13 Nov
Walk To Town, Hottub, Firepit, Games, Mt Snow

19. Book the Lemondrop for your Thanksgiving and experience Vermont’s Fall Magic

Book the Lemondrop for your Thanksgiving and experience Vermont’s Fall Magic
Dover
10.0 out of 10, Exceptional, (46 reviews)
"Great location! The host was fantastic and made our stay so convenient. Highly recommend!"
United States
Allison H.
The price is NZ$1,095
includes taxes & fees
17 Nov - 18 Nov
Book the Lemondrop for your Thanksgiving and experience Vermont’s Fall Magic

20. 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)
"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."
United States
Malika R.
The price is NZ$509
includes taxes & fees
12 Nov - 13 Nov
Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
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

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Brattleboro Holiday Homes information

Number of reviews
408
Accommodation
557 Holiday Homes
Lowest Price
NZ$168
Highest Price
NZ$1,305