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Shaftsbury Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Shaftsbury holiday rentals

A room with wooden walls, a window with a view of the sky and greenery, a hanging macrame wall decoration, and a vase with flowers on the windowsill.

1. Peaceful getaway at birds of a feather

Peaceful getaway at birds of a feather
Shaftsbury
9.8 out of 10, Exceptional, (38 reviews)
"Great place"
United States
Aidan K.
The price is HK$910
HK$2,117 total
includes taxes & fees
1 Sept - 2 Sept
Peaceful getaway at birds of a feather

2. Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (64 reviews)
"Excellent place, fantastic hosts, highly recommend."
United States
Mike K.
The price is HK$1,411
HK$2,011 total
includes taxes & fees
3 Sept - 4 Sept
Spacious apartment in beautiful, historic Arlington VT
A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.

3. Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (83 reviews)
"Nice place and great location!!!"
United States
William
The price is HK$2,463
HK$3,061 total
includes taxes & fees
1 Sept - 2 Sept
Long Trail House at Stratton Mountain Resort
A cabin with a sloped roof, large windows, and a balcony with outdoor seating.

4. 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, (23 reviews)
"Great cabin , so cozy with the wood burning stove "
United States
Susan f.
The price is HK$1,404
HK$2,777 total
includes taxes & fees
31 Aug - 1 Sept
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
A rustic wooden interior with a dining area, kitchen, and seating space.

5. Sowilo Retreat All Inclusive Oak House

Sowilo Retreat All Inclusive Oak House
Cambridge
9.0 out of 10, Wonderful, (2 reviews)
"One of the best getaways that I have ever experienced! The food was amazing the service was A and the scenery was absolutely breathtaking. I will definitely be returning!"
United States
Anthony
The price is HK$2,813
HK$5,518 total
includes taxes & fees
31 Aug - 1 Sept
Sowilo Retreat All Inclusive Oak House
A rustic wooden interior with a dining area, kitchen, and seating space.

6. Sowilo Pine House. All-inclusive food and drinks.

Sowilo Pine House. All-inclusive food and drinks.
Cambridge
10.0 out of 10, Exceptional, (4 reviews)
"BEAUTIFUL HOME GREAT VIEWS, CLEAN, SPACIOUS, AND A VERY HELPFUL PROPERTY MANAGER. CLOSE TO OUR WEDDING DESTINATION. HAD A WONDERFUL TIME. WOULD HIGHLY RECOMMEND THIS PROPERTY."
United States
diane
The price is HK$2,813
HK$5,518 total
includes taxes & fees
1 Sept - 2 Sept
Sowilo Pine House. All-inclusive food and drinks.
A two-story house with a front porch, a covered staircase, and a small deck.

7. Perfect for a peaceful get away in clean fresh Vermont air!

Perfect for a peaceful get away in clean fresh Vermont air!
Woodford
10.0 out of 10, Exceptional, (86 reviews)
"Cozy cabin with a big yard right on a beautiful lake."
United States
Adam a.
The price is HK$1,242
HK$2,892 total
includes taxes & fees
31 Aug - 1 Sept
Perfect for a peaceful get away in clean fresh Vermont air!

8. The Birchwood Cabin - Stunning Mountain Views

The Birchwood Cabin - Stunning Mountain Views
Sunderland
10.0 out of 10, Exceptional, (4 reviews)
"Excellent host very responsive. Beautiful cozy cabin with all the amenities you need. Highly recommend! "
United States
Robert V.
The price is HK$1,939
HK$5,166 total
includes taxes & fees
8 Sept - 9 Sept
The Birchwood Cabin - Stunning Mountain Views
A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.

9. 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, (113 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 HK$1,475
HK$3,116 total
includes taxes & fees
8 Sept - 9 Sept
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
A rustic wooden interior with a fireplace, seating area, and dining space.

10. Sowilo Retreat All-Inclusive Cedar House

Sowilo Retreat All-Inclusive Cedar House
Cambridge
10.0 out of 10, Exceptional, (2 reviews)
"I was looking for a quiet place to deepen my meditation practice, and Sowilo was perfect for that. The hosts were welcoming, and the food was very good. I enjoyed my time in silence and waling through the woods."
United States
Jason
The price is HK$2,813
HK$5,518 total
includes taxes & fees
1 Sept - 2 Sept
Sowilo Retreat All-Inclusive Cedar House
A bedroom with a bed, a window, and a door.

11. Schuyler Yacht Basin

Schuyler Yacht Basin
3.0 star property
Schuylerville
8.8 out of 10, Excellent, (25 reviews)
"Love this place and the ease of the check in and check out! Quiet and peaceful! Would have like to seen the pub open though! See you all next year!"
United States
Jean Paul
The price is HK$1,334
HK$1,741 total
includes taxes & fees
7 Sept - 8 Sept
Schuyler Yacht Basin
A house with a deck, two Adirondack chairs, a glass-top table, and a barbecue grill.

12. 3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home
3.0 star property
West Dover
The price is HK$2,979
HK$5,124 total
includes taxes & fees
31 Aug - 1 Sept
3 Mi to Mount Snow: Spacious West Dover Home
A modern kitchen with a built-in fireplace, wine storage, and a dining area with wooden furniture.

13. 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, (13 reviews)
"great location easy access to the mountain and the pool was outstanding."
United States
jim f.
The price is HK$3,634
HK$9,209 total
includes taxes & fees
1 Sept - 2 Sept
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

14. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
The price is HK$389
HK$2,379 total
includes taxes & fees
31 Aug - 1 Sept
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
A snow-covered forest with a geodesic dome structure featuring a central fire.

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

Amanita Dome. All-inclusive food and drinks.
Cambridge
The price is HK$2,352
HK$4,928 total
includes taxes & fees
31 Aug - 1 Sept
Amanita Dome. All-inclusive food and drinks.
An outdoor dining area with tables and umbrellas, a wooden fence, and a building with large windows and lights.

16. 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 HK$2,822
HK$4,253 total
includes taxes & fees
2 Sept - 3 Sept
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
A red barn, a hammock, a fire pit, and a chair in a grassy area with trees and a stream in the background.

17. Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont

Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont
Sandgate
The price is HK$1,794
HK$2,317 total
includes taxes & fees
31 Aug - 1 Sept
Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont
A living room with a brick fireplace, a sofa, a chair, and a coffee table.

18. 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, (13 reviews)
"Clean, lots of room, easy access to Stratton, responsive host."
United States
Mark H.
The price is HK$2,626
HK$6,680 total
includes taxes & fees
15 Sept - 16 Sept
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
A small cabin with a wooden deck, a front door, and large windows.

19. 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, (2 reviews)
"Phenomenal site, with stunning views. Highly recommend!"
United States
Jess M.
The price is HK$949
HK$1,123 total
includes taxes & fees
31 Aug - 1 Sept
Runamuk Farm Camp Tiny House near Cambridge, New York
A hot tub surrounded by stone steps, wooden lounge chairs, and a wooden deck.

20. 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, (40 reviews)
"Our family had a wonderful vacation. The house and location were great. We will come back."
United States
Victoria L.
The price is HK$1,547
HK$5,198 total
includes taxes & fees
31 Aug - 1 Sept
Your Vermont Mountain Haven Pet Friendly home with 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.
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Top Shaftsbury Hotel Reviews

Knotty Pine

Knotty Pine

8/10 Good
"Decent deal. Avoid if your body prefers soft mattresses. If you’re like me and don’t care. It serves its purpose well."
David 1-night trip
Posted 8 hours ago
Knotty Pine

Find out more about Shaftsbury

Search for holiday rentals in Shaftsbury on Expedia! You can easily find your home rentals, villas, holiday apartments in Shaftsbury using one of the methods below:

  • View our selection of featured holiday rentals in Shaftsbury
  • Use the map to find apartments and other holiday homes in the Shaftsbury neighbourhood you prefer
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Look no further and take a look at our great range of rental properties in Shaftsbury!

Frequently asked questions

Are there holiday rentals in Shaftsbury?

Yes, there are holiday rentals close to the most popular sights in Shaftsbury, or you can select a more secluded option if you're looking for a relaxing stay. Shaftsbury is known for its coffee shops and mountain views. Make sure you have time to check out the sporting events while you're in the area.

What are some of the best holiday rentals that Shaftsbury has to offer?

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub: This highly rated holiday home rental in Shaftsbury is located in the city centre, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Shaftsbury?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Shaftsbury stay.

What can I see and do in Shaftsbury?

Lake Shaftsbury State Park and Maple Hill are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Robert Frost Stone House Museum and Shaftsbury Historical Society Museum.

What are holiday rentals like in Shaftsbury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shaftsbury. Holiday rentals offer extras such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family getaway.