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Shaftsbury Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Shaftsbury vacation 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)
"Laurie was an amazing host, with an amazing property! What an adorable home with an adorable view."
United States
Michaela J.
The price is ￥18,387
￥40,378 total
includes taxes & fees
Sep 23 - Sep 24
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, (65 reviews)
"Excellent place, fantastic hosts, highly recommend."
United States
Mike K.
The price is ￥27,650
￥38,882 total
includes taxes & fees
Sep 17 - Sep 18
Spacious apartment in beautiful, historic Arlington VT
A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.

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, (114 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 ￥28,894
￥58,329 total
includes taxes & fees
Sep 17 - Sep 18
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
A two-story house with a red roof, a front porch with a railing, and a gravel driveway.

4. 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 ￥21,657
￥63,793 total
includes taxes & fees
Sep 16 - Sep 17
The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

5. 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 ￥8,330
￥47,062 total
includes taxes & fees
Sep 21 - Sep 22
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
A cabin with a sloped roof, large windows, and a balcony with outdoor seating.

6. 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 ￥27,512
￥53,726 total
includes taxes & fees
Sep 18 - Sep 19
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
A building with a sign reading 'Fire Tower Restaurant & Tavern.'

7. Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Stratton
The price is ￥11,452
￥34,477 total
includes taxes & fees
Sep 16 - Sep 17
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
A two-story blue house with a porch, surrounded by a garden with orange flowers.

8. Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (35 reviews)
"Perfect for our weekend getaway. Close to the activities we wanted in North Adams, Mass, but just across the state line in a lovely rural setting. A very nice apartment... just as described. So happy to have chosen this for our stay!"
United States
Bill
The price is ￥10,412
￥22,029 total
includes taxes & fees
Sep 16 - Sep 17
Getaway Near Mass MoCA, Great Hiking, Scenic Views
A living room with a wooden floor, a central rug, a sofa, a coffee table, and a door with a 'GUEST' sign.

9. Peaceful Cottage Retreat

Peaceful Cottage Retreat
cambridge
9.8 out of 10, Exceptional, (49 reviews)
"Nice cozy little home Was well welcomed and host very communicative"
United States
Caleb N.
The price is ￥19,281
￥29,278 total
includes taxes & fees
Oct 1 - Oct 2
Peaceful Cottage Retreat
A small cabin with a wooden deck, a front door, and large windows.

10. 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 ￥19,263
￥22,673 total
includes taxes & fees
Sep 18 - Sep 19
Runamuk Farm Camp Tiny House near Cambridge, New York
A wooden deck leading to a cabin with a pitched roof and large windows.

11. Romantic New York Getaway near the Adirondacks

Romantic New York Getaway near the Adirondacks
Cambridge
The price is ￥18,387
￥21,797 total
includes taxes & fees
Sep 30 - Oct 1
Romantic New York Getaway near the Adirondacks
A bedroom with a bed, a window, and a door.

12. Schuyler Yacht Basin

Schuyler Yacht Basin
3.0 star property
Schuylerville
9.0 out of 10, Wonderful, (26 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 ￥26,129
￥34,116 total
includes taxes & fees
Sep 27 - Sep 28
Schuyler Yacht Basin
A red house with a porch, surrounded by a grassy yard and trees.

13. 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
The price is ￥22,500
￥64,464 total
includes taxes & fees
Sep 20 - Sep 21
Two Brooks Lodge
A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

14. 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 ￥11,452
￥39,337 total
includes taxes & fees
Sep 20 - Sep 21
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
A red barn, a hammock, a fire pit, and a chair in a grassy area with trees and a stream in the background.

15. 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
Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont
A wooden kitchen with a central island, bar stools, and a dining table with chairs.

16. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (8 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 ￥16,520
￥28,695 total
includes taxes & fees
Sep 27 - Sep 28
Cozy Home in Pownal VT
A calm lake with a wooden boat on the shore.

17. Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (52 reviews)
"The place was absolutely relaxing, clean, and one of the best host we’ve ever had an experience with. Will come back!!"
United States
Scott S.
The price is ￥13,883
￥45,668 total
includes taxes & fees
Sep 22 - Sep 23
Cozy 3 bedroom condo 2.5 miles to Mount Snow
A living room with a sofa, a television, a fireplace, and a dining area with chairs and a table.

18. Lovely ski-in/out condo steps from ski lift with trails and amazing views

Lovely ski-in/out condo steps from ski lift with trails and amazing views
Stratton
8.4 out of 10, Very good, (36 reviews)
"I have stayed in this condo a few times now, and for my needs it is a great value; affordable, comfortable and ideal location. "
United States
eric m.
The price is ￥11,499
￥48,389 total
includes taxes & fees
Sep 16 - Sep 17
Lovely ski-in/out condo steps from ski lift with trails and amazing views
A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

19. Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.6 out of 10, Excellent, (37 reviews)
"Location was fantastic! Great ski-in, ski-out location! Unit itself was very dated but location made up for it."
United States
Evan C.
The price is ￥16,129
￥55,578 total
includes taxes & fees
Sep 18 - Sep 19
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

20. New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (19 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
The price is ￥18,510
￥39,900 total
includes taxes & fees
Sep 16 - Sep 17
New Studio In Town, By the Water
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

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"very clean inviting and pleasant staff"
Lola 2-night trip
Posted 11 hours ago
Hampton Inn and Suites Manchester

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
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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 vacation rentals in Shaftsbury?

Yes, we have vacation rentals close to popular sights in Shaftsbury, or you can go with a more secluded option if you're looking for a relaxing stay. Shaftsbury is known for its coffeehouses 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 vacation rentals that Shaftsbury has to offer?

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

How many vacation rentals are there in Shaftsbury?

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

What can I see and do in Shaftsbury?

Lake Shaftsbury State Park and Howard Park 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 vacation rentals like in Shaftsbury?

Vacation rentals are private properties you can stay in for a short or long stay in Shaftsbury. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for family gatherings.