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Holiday Homes in Shaftsbury

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Shaftsbury holiday homes

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

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
The price is AU$630
includes taxes & fees
5 Oct - 6 Oct
The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.

2. 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, (115 reviews)
"This is the third time we’ve stayed at this lovely home and it’s always a treat! Very clean, with a Well stocked kitchen, comfy beds and huge back yard plus a fenced in portion, your dog will love-close to Bennington and walking trails with lots to do. A home away from home! "
United States
Anita T.
The price is AU$552
includes taxes & fees
8 Oct - 9 Oct
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
A two-story house with a porch, surrounded by trees and snow.

3. 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.
Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
A red house with a porch, surrounded by a grassy yard and trees.

4. Two Brooks Lodge

Two Brooks Lodge
3.0 star property
Bennington
4.8 out of 10, (3 reviews)
"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...
United States
Hunter
Two Brooks Lodge
A cabin with a sloped roof, large windows, and a balcony with outdoor seating.

5. 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, (24 reviews)
"Great cabin , so cozy with the wood burning stove "
United States
Susan f.
The price is AU$495
includes taxes & fees
1 Oct - 2 Oct
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
A small cabin with a wooden deck, a front door, and large windows.

6. Runamuk Farm Camp Tiny House near Cambridge, New York

Runamuk Farm Camp Tiny House near Cambridge, New York
Cambridge
10.0 out of 10, Exceptional, (4 reviews)
"Phenomenal site, with stunning views. Highly recommend!"
United States
Jess M.
The price is AU$213
includes taxes & fees
5 Oct - 6 Oct
Runamuk Farm Camp Tiny House near Cambridge, New York
A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

7. 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 AU$365
includes taxes & fees
5 Oct - 6 Oct
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
A wooden kitchen with a central island, bar stools, and a dining table with chairs.

8. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (9 reviews)
"This home is super cozy and had all the amenities I needed after a long drive. I will be staying here again."
United States
Jess M.
The price is AU$294
includes taxes & fees
8 Oct - 9 Oct
Cozy Home in Pownal VT
A two-story white house with a red door, surrounded by autumn foliage and a stone wall.

9. The Eagles Wing at The CHM - Private Apartment

The Eagles Wing at The CHM - Private Apartment
Dover
9.6 out of 10, Exceptional, (4 reviews)
"Open modern clean space in a lovely quiet location. The hosts were very responsive and helpful. We would be happy to visit again."
United States
Matthew C.
The price is AU$164
includes taxes & fees
30 Sept - 1 Oct
The Eagles Wing at The CHM - Private Apartment
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.

10. 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$599
includes taxes & fees
30 Sept - 1 Oct
Modern Mount Snow Gnarvana - Steps to Carinthia
A cozy interior with a wooden ceiling, a large window, and a table with chairs.

11. 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$807
includes taxes & fees
6 Oct - 7 Oct
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
A snow-covered forest with a geodesic dome structure featuring a central fire.

12. Amanita Dome. All-inclusive food and drinks.

Amanita Dome. All-inclusive food and drinks.
Cambridge
The price is AU$894
includes taxes & fees
5 Oct - 6 Oct
Amanita Dome. All-inclusive food and drinks.
A living room with a brick fireplace, a sofa, a chair, and a coffee table.

13. 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 AU$1,455
includes taxes & fees
13 Oct - 14 Oct
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
A house with a deck, two Adirondack chairs, a glass-top table, and a barbecue grill.

14. Spacious Vermont Farmhouse | 3 Mi to Mount Snow

Spacious Vermont Farmhouse | 3 Mi to Mount Snow
West Dover
10.0 out of 10, Exceptional, (1 review)
"All good. "
United States
ken g.
The price is AU$1,141
includes taxes & fees
30 Sept - 1 Oct
Spacious Vermont Farmhouse | 3 Mi to Mount Snow
An outdoor dining area with tables and umbrellas, a wooden fence, and a building with large windows and lights.

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)
"Beautiful cozy house with plenty of beds and space. We drove here in a snowstorm and were so thankful that the host had cleared the driveway and walkways for us. Overall a great stay."
United States
Greg W.
The price is AU$712
includes taxes & fees
13 Oct - 14 Oct
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
A spacious kitchen with a large island, a stone fireplace, and wooden beams.

16. Views for Days | Hot Tub, Sauna, EV, A/C | 6 Min to Stratton, 15 to Bromley

Views for Days | Hot Tub, Sauna, EV, A/C | 6 Min to Stratton, 15 to Bromley
Winhall
10.0 out of 10, Exceptional, (13 reviews)
"House was great for our family ski trip! "
United States
Brooke S.
Views for Days | Hot Tub, Sauna, EV, A/C | 6 Min to Stratton, 15 to Bromley
A room with a blue sofa, a wooden table, a chair, and a window with curtains.

17. Home on Hudson4 bedroom

Home on Hudson4 bedroom
Stillwater
The price is AU$675
includes taxes & fees
30 Sept - 1 Oct
Home on Hudson4 bedroom
A dining area with a long table and chairs, large windows with a view of trees, and a barbecue grill outside.

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

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is AU$952
includes taxes & fees
6 Oct - 7 Oct
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
A hot tub surrounded by stone steps, wooden lounge chairs, and a wooden deck.

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

Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Winhall
9.4 out of 10, Exceptional, (41 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$924
includes taxes & fees
20 Oct - 21 Oct
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
A wicker basket with a plant on a table, a green bottle, and a cushion on a chair.

20. Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Williamstown
10.0 out of 10, Exceptional, (2 reviews)
"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "
United States
Michelle B.
The price is AU$861
includes taxes & fees
7 Oct - 8 Oct
Walk to Williams * Steam Sauna * Ritz-Carlton Bed
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

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

10/10 Excellent
"Adorable, beautiful surroundings"
Clint 2-night trip
Posted 5 hours ago
Hideaway Inn Mt. Snow

Find out more about Shaftsbury

Shaftsbury Holiday Homes information

Number of reviews
282
Accommodation
694 Holiday Homes
Lowest Price
AU$213
Highest Price
AU$1,455