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

Holiday Homes in Shaftsbury

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Our top choices for Shaftsbury holiday homes

1. Red Country Escape with Mountain Views

Red Country Escape with Mountain Views
Eagle Bridge
9.6 out of 10, Exceptional, (9 reviews)
"The house is a very cute cottage with a large back yard suitable for kids and pets. The house itself is clean and well stocked. Very pet-friendly, host is easy to reach, and the kitchen is well supplied. Had a very nice time there."
United States
Susan M.
Red Country Escape with Mountain Views

2. 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 €331
includes taxes & fees
15 Nov - 16 Nov
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

3. 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 €486
includes taxes & fees
16 Nov - 17 Nov
The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

4. 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 €340
includes taxes & fees
15 Nov - 16 Nov
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

5. 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 €263
includes taxes & fees
15 Nov - 16 Nov
Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

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

West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub
Bennington
The price is €253
includes taxes & fees
15 Nov - 16 Nov
West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub

7. 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 €180
includes taxes & fees
15 Nov - 16 Nov
Cozy Home in Pownal VT

8. 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 €243
includes taxes & fees
16 Nov - 17 Nov
Long Trail House 368 condo in Stratton Village, walk to the lifts

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

East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub
Bennington
The price is €253
includes taxes & fees
15 Nov - 16 Nov
East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub

10. Amanita Dome. Inclusive Brunch & Dinner Experience

Amanita Dome. Inclusive Brunch & Dinner Experience
Cambridge
The price is €540
includes taxes & fees
23 Nov - 24 Nov
Amanita Dome. Inclusive Brunch & Dinner Experience

11. 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 €575
includes taxes & fees
15 Nov - 16 Nov
Modern Mount Snow Gnarvana - Steps to Carinthia

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 €531
includes taxes & fees
15 Nov - 16 Nov
Cozy 3 Bedroom Condo in the Heart of Manchester VT

13. 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 €117
includes taxes & fees
15 Nov - 16 Nov
The Eagles Wing at The CHM - Private Apartment

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 €470
includes taxes & fees
16 Nov - 17 Nov
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

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

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is €523
includes taxes & fees
15 Nov - 16 Nov
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

16. 1812 House, 2 Stays, 1 home

1812 House, 2 Stays, 1 home
Manchester
The price is €666
includes taxes & fees
1 Dec - 2 Dec
1812 House, 2 Stays, 1 home

17. 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 €469
includes taxes & fees
15 Nov - 16 Nov
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.

18. 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 €514
includes taxes & fees
19 Nov - 20 Nov
Book the Lemondrop for your Thanksgiving and experience Vermont’s Fall Magic

19. 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 €938
includes taxes & fees
15 Nov - 16 Nov
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

20. Home on Hudson4 bedroom

Home on Hudson4 bedroom
Stillwater
10.0 out of 10, Exceptional, (1 review)
"Great space, wonderful kitchen, bonus of large fenced yard for the dog and an amazing river view! Owners were very communicative and a pleasure to work with!"
United States
Dina F.
Home on Hudson4 bedroom
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 Shaftsbury Hotel Reviews

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Shaftsbury Holiday Homes information

Number of reviews
199
Accommodation
698 Holiday Homes
Lowest Price
€117
Highest Price
€938