The Bennington County Court House with a white facade, green shutters, and a gold dome.

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Our top choices for Southern Vermont vacation homes

1. 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 ¥13,277
¥40,309 total
includes taxes & fees
Nov 9 - Nov 10
Long Trail House 368 condo in Stratton Village, walk to the lifts

2. The Eagles Wing at The CHM - Private Apartment

The Eagles Wing at The CHM - Private Apartment
Dover
9.8 out of 10, Exceptional, (6 reviews)
"I loved the super comfy bed and fully stocked coffee cart!"
United States
Ava M.
The price is ¥15,848
¥20,057 total
includes taxes & fees
Nov 9 - Nov 10
The Eagles Wing at The CHM - Private Apartment

3. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (13 reviews)
"Absolutely wonderful place to stay. Quiet, clean, comfortable and close to a lot of things while feeling secluded. Owner communicated quickly and entry was easy. Loved every minute of our stay."
United States
Jeri R.
The price is ¥20,444
¥32,127 total
includes taxes & fees
Nov 23 - Nov 24
Cozy Home in Pownal VT

4. 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 ¥14,121
¥18,105 total
includes taxes & fees
Dec 6 - Dec 7
Cozy Vermont Tiny Home Get Away

5. 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 ¥17,861
¥81,556 total
includes taxes & fees
Nov 9 - Nov 10
The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

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

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is ¥32,805
¥99,821 total
includes taxes & fees
Nov 9 - Nov 10
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

7. 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 ¥18,701
¥64,291 total
includes taxes & fees
Nov 10 - Nov 11
Modern Mount Snow Gnarvana - Steps to Carinthia

8. 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 ¥18,225
¥45,534 total
includes taxes & fees
Nov 12 - Nov 13
Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

9. 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 ¥31,062
¥86,024 total
includes taxes & fees
Nov 9 - Nov 10
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

10. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 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!"
United States
Susan G.
The price is ¥22,821
¥41,889 total
includes taxes & fees
Nov 9 - Nov 10
Family Friendly Hilltop House In Putney Vermont

11. Cozy 3 Bedroom Condo in the Heart of Manchester VT

Cozy 3 Bedroom Condo in the Heart of Manchester VT
Manchester
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful accommodations. Great communication with host."
United States
Peggy S.
The price is ¥42,790
¥92,233 total
includes taxes & fees
Nov 12 - Nov 13
Cozy 3 Bedroom Condo in the Heart of Manchester VT

12. 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 ¥23,190
¥61,827 total
includes taxes & fees
Nov 18 - Nov 19
Stunning Glass House nestled in the Vermont wilderness!

13. 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)
"Awesome place, fantastic amenities and easy to get to. Looking forward to coming back."
United States
Connor S.
Dover Mountain Retreat with Hot Tub Near Mt. Snow

14. 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)
"Great 2 family group vacation spot. Very clean and right in between great ski mountains"
United States
Jonathan
The price is ¥31,538
¥76,679 total
includes taxes & fees
Nov 9 - Nov 10
Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11

15. West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub

West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub
Bennington
The price is ¥35,658
¥43,309 total
includes taxes & fees
Nov 12 - Nov 13
West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub

16. Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Winhall
9.2 out of 10, Wonderful, (45 reviews)
"Our family had a wonderful vacation. The house and location were great. We will come back."
United States
Victoria L.
The price is ¥34,254
¥115,068 total
includes taxes & fees
Nov 9 - Nov 10
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

17. Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Winhall
10.0 out of 10, Exceptional, (15 reviews)
"Clean, lots of room, easy access to Stratton, responsive host."
United States
Mark H.
The price is ¥47,544
¥121,597 total
includes taxes & fees
Nov 9 - Nov 10
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

18. 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)
"Great spot for a large group. "
United States
Brian G.
The price is ¥66,403
¥155,055 total
includes taxes & fees
Nov 9 - Nov 10
5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

19. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Andover
10.0 out of 10, Exceptional, (2 reviews)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
The price is ¥44,374
¥106,321 total
includes taxes & fees
Nov 9 - Nov 10
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

20. Wonderful hilltop house with breathtaking views

Wonderful hilltop house with breathtaking views
Dorset
The price is ¥71,316
¥82,714 total
includes taxes & fees
Nov 29 - Nov 30
Wonderful hilltop house with breathtaking views
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 Southern Vermont Hotel Reviews

Find out more about Southern Vermont

Southern Vermont Vacation Homes information

Number of reviews
286
Accommodation
655 Vacation Homes
Lowest Price
¥18,105
Highest Price
¥155,055

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