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

Shaftsbury Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Shaftsbury vacation rentals

A two-story house with a red roof, a front porch with a railing, and a gravel driveway.

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.
$345 nightly
The price is $389
Nov 9 - Nov 10
Total with taxes and fees
The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
A living room with a wooden floor, a central rug, a sofa, a coffee table, and a door with a 'GUEST' sign.

2. Peaceful Cottage Retreat

Peaceful Cottage Retreat
cambridge
9.8 out of 10, Exceptional, (50 reviews)
"Perfect little stay. Best parts of being out in the middle of the woods that also has great cell service. Everything you'd need to enjoy a couple days out in "
United States
Victor L.
$170 nightly
The price is $189
Oct 26 - Oct 27
Total with taxes and fees
Peaceful Cottage Retreat
Property grounds

3. Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (66 reviews)
"Excellent place, fantastic hosts, highly recommend."
United States
Mike K.
$243 nightly
The price is $272
Oct 26 - Oct 27
Total with taxes and fees
Spacious apartment in beautiful, historic Arlington VT
A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.

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, (117 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.
$356 nightly
The price is $395
Oct 26 - Oct 27
Total with taxes and fees
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
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.
$271 nightly
The price is $307
Oct 26 - Oct 27
Total with taxes and fees
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, (26 reviews)
"Great cabin , so cozy with the wood burning stove "
United States
Susan f.
$315 nightly
The price is $350
Oct 26 - Oct 27
Total with taxes and fees
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
A wooden kitchen with a central island, bar stools, and a dining table with chairs.

7. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (12 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.
$183 nightly
The price is $205
Oct 26 - Oct 27
Total with taxes and fees
Cozy Home in Pownal VT
A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

8. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
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.
$320 nightly
The price is $362
Oct 26 - Oct 27
Total with taxes and fees
Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
Terrace/patio

9. 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.
$606 nightly
The price is $678
Nov 3 - Nov 4
Total with taxes and fees
The Birchwood Cabin - Stunning Mountain Views
A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

10. 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
$227 nightly
The price is $256
Nov 2 - Nov 3
Total with taxes and fees
Long Trail House 368 condo in Stratton Village, walk to the lifts
A dining room with a wooden table, four chairs, a vase with flowers, and a view of greenery outside.

11. Historic Home with Colonial Charm in Manchester

Historic Home with Colonial Charm in Manchester
Manchester
10.0 out of 10, Exceptional, (2 reviews)
"The accommodations were absolutely amazing. We had a wonderful time. The home is beautiful. The host is very communicative."
United States
Victor G.
$350 nightly
The price is $395
Oct 27 - Oct 28
Total with taxes and fees
Historic Home with Colonial Charm in Manchester
A spacious living area with a brown leather sofa, a wooden coffee table, and wicker chairs. A staircase leads to an upper level.

12. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
9.4 out of 10, Exceptional, (29 reviews)
"Very clean - kitchen well stocked with utensils for cooking - great proximity to Mount Snow."
United States
Brian S.
$393 nightly
The price is $444
Oct 26 - Oct 27
Total with taxes and fees
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
A building with a sign reading 'Landmark' and a large spherical sculpture in the center.

13. Fourth-floor Stratton Village studio with valley-view balcony

Fourth-floor Stratton Village studio with valley-view balcony
Stratton
$199 nightly
The price is $224
Oct 29 - Oct 30
Total with taxes and fees
Fourth-floor Stratton Village studio with valley-view balcony
A room with a wood-burning stove, a brick fireplace, a mounted television, and a sign above the fireplace.

14. 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.
$260 nightly
The price is $294
Nov 1 - Nov 2
Total with taxes and fees
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.

15. Stratton ski-in/ski-out condo steps from the lift with valley-view balcony

Stratton ski-in/ski-out condo steps from the lift with valley-view balcony
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.
$278 nightly
The price is $314
Oct 26 - Oct 27
Total with taxes and fees
Stratton ski-in/ski-out condo steps from the lift with valley-view balcony
A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.

16. 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, (85 reviews)
"Clean well, equipped room. Great amenities, wonderful proximity to all the action in the village,easy parking and access throughout the facility."
United States
Michael
$391 nightly
The price is $441
Oct 26 - Oct 27
Total with taxes and fees
Long Trail House at Stratton Mountain Resort
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.

17. 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.
$368 nightly
The price is $415
Oct 26 - Oct 27
Total with taxes and fees
Modern Mount Snow Gnarvana - Steps to Carinthia
A multi-story building with a stone facade, a central courtyard with a hot tub, and a stone pathway.

18. Founders Lodge condo at Stratton Mountain with gas fireplace

Founders Lodge condo at Stratton Mountain with gas fireplace
Stratton
8.0 out of 10, Very good, (1 review)
$360 nightly
The price is $406
Oct 26 - Oct 27
Total with taxes and fees
Founders Lodge condo at Stratton Mountain with gas fireplace
Exterior

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

East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub
Bennington
$372 nightly
The price is $417
Oct 26 - Oct 27
Total with taxes and fees
East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub
A modern kitchen with a central island, stainless steel appliances, pendant lighting, and a view to the dining area.

20. Modern Mountain Retreat w/ Chef’s Kitchen

Modern Mountain Retreat w/ Chef’s Kitchen
Manchester
10.0 out of 10, Exceptional, (1 review)
"Communication with Caroline was top notch and speedy! Very clear instructions for accessing the property and check out. Even though this place is connected with two other rooms/units ( I think that is what it is) we never heard them and hopefully we didn't bother them either!The house was amazing inside and out. The location was exceptional!Thank you for a beautiful stay!"
United States
Eva G.
$393 nightly
The price is $444
Oct 27 - Oct 28
Total with taxes and fees
Modern Mountain Retreat w/ Chef’s Kitchen
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

Aspen At Manchester

Aspen At Manchester

8/10 Good
"I loved having two bedrooms and two bathrooms all to ourselves. The only problem we had was the water pressure in one of the bathrooms. It was so low of a pressure my husband came out and went to the other one."
Shara 2-night trip
Posted 1 hour ago
Aspen At Manchester

Find out more about Shaftsbury

Everything you need to know about Shaftsbury vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shaftsbury vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shaftsbury vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shaftsbury vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shaftsbury. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Shaftsbury in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $441 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shaftsbury rentals

At Expedia, we put the best Shaftsbury vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Shaftsbury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shaftsbury vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shaftsbury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Amazing lake views & access,HotTub & sauna, quality game Rm. 230-10 star Reviews: Visitors like this Shaftsbury vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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