Holiday Homes in Shaftsbury

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Our top choices for Shaftsbury holiday homes

1. 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 AU$762
includes taxes & fees
16 Nov - 17 Nov
The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

2. 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 AU$416
includes taxes & fees
19 Nov - 20 Nov
Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

3. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Hoosick Falls
9.8 out of 10, Exceptional, (119 reviews)
"enjoyed our week at this property"
United States
cory p.
The price is AU$543
includes taxes & fees
25 Nov - 26 Nov
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

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

West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub
Bennington
The price is AU$400
includes taxes & fees
25 Nov - 26 Nov
West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub

5. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (15 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 AU$288
includes taxes & fees
15 Nov - 16 Nov
Cozy Home in Pownal VT

6. 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 AU$382
includes taxes & fees
16 Nov - 17 Nov
Long Trail House 368 condo in Stratton Village, walk to the lifts

7. Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
shushan
9.6 out of 10, Exceptional, (27 reviews)
"Great cabin , so cozy with the wood burning stove "
United States
Susan f.
The price is AU$527
includes taxes & fees
14 Nov - 15 Nov
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

8. Amanita Dome. Inclusive Brunch & Dinner Experience

Amanita Dome. Inclusive Brunch & Dinner Experience
Cambridge
The price is AU$858
includes taxes & fees
23 Nov - 24 Nov
Amanita Dome. Inclusive Brunch & Dinner Experience

9. 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 AU$689
includes taxes & fees
14 Nov - 15 Nov
Modern Mount Snow Gnarvana - Steps to Carinthia

10. East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub

East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub
Bennington
The price is AU$400
includes taxes & fees
25 Nov - 26 Nov
East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub

11. 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 AU$187
includes taxes & fees
19 Nov - 20 Nov
The Eagles Wing at The CHM - Private Apartment

12. 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 AU$850
includes taxes & fees
15 Nov - 16 Nov
Cozy 3 Bedroom Condo in the Heart of Manchester VT

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

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is AU$865
includes taxes & fees
15 Nov - 16 Nov
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

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)
"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 AU$776
includes taxes & fees
23 Nov - 24 Nov
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

15. Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.

Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
Manchester
10.0 out of 10, Exceptional, (13 reviews)
"Very clean and convenient to the town and very helpful host!"
United States
Corry B.
The price is AU$738
includes taxes & fees
15 Nov - 16 Nov
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.

16. 1812 House, 2 Stays, 1 home

1812 House, 2 Stays, 1 home
Manchester
The price is AU$1,068
includes taxes & fees
1 Dec - 2 Dec
1812 House, 2 Stays, 1 home

17. Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown

Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown
Pownal
10.0 out of 10, Exceptional, (41 reviews)
"We enjoyed our stay! The home was clean, well-stocked, and very comfortable. I loved the serenity of the location. We took walks on trails through the forest and enjoyed the peace and quiet."
United States
Claudette R.
The price is AU$848
includes taxes & fees
15 Nov - 16 Nov
Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown

18. 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 AU$1,061
includes taxes & fees
15 Nov - 16 Nov
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

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 AU$818
includes taxes & fees
19 Nov - 20 Nov
Book the Lemondrop for your Thanksgiving and experience Vermont’s Fall Magic

20. 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, (14 reviews)
"great location easy access to the mountain and the pool was outstanding."
United States
jim f.
The price is AU$1,508
includes taxes & fees
17 Nov - 18 Nov
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
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.

Learn more about Shaftsbury

Nestled in Vermont's picturesque landscape, Lake Shaftsbury State Park invites visitors for swimming and picnicking during warm months. Literary enthusiasts shouldn't miss the Robert Frost Stone House Museum where the famous poet once lived and wrote 'Stopping by Woods on a Snowy Evening.'

A mountainous landscape with autumn foliage, a prominent church spire, and a winding road.

Top reviews in Shaftsbury