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Shaftsbury Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Shaftsbury vacation rentals

Terrace/patio

Peaceful getaway at birds of a feather

Peaceful getaway at birds of a feather
Shaftsbury
9.8 out of 10, Exceptional, (36 reviews)
"Great place"
United States
Aidan K.
The price is ￥18,431
￥43,030 total
includes taxes & fees
Jul 28 - Jul 29
Peaceful getaway at birds of a feather
Exterior

Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (33 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 ￥11,059
￥23,397 total
includes taxes & fees
Jul 28 - Jul 29
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Property grounds

Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (64 reviews)
"This home was spacious, super clean, and in a great location. "
United States
Des C.
The price is ￥29,489
￥41,835 total
includes taxes & fees
Jul 28 - Jul 29
Spacious apartment in beautiful, historic Arlington VT
Exterior

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Bennington
8.6 out of 10, Excellent, (35 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 ￥20,970
￥51,842 total
includes taxes & fees
Jul 28 - Jul 29
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Lobby

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 ￥17,202
￥59,275 total
includes taxes & fees
Jul 28 - Jul 29
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Exterior

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, (84 reviews)
"We had the most wonderful stay! The house and the property were beautiful, the amentities were excellent, and Linda Jane was an incredibly generous and accommodating host. We visit Bennington every year for Thanksgiving with family and we hope to rent with Linda Jane again in the future."
United States
Karissa A.
The price is ￥31,128
￥66,424 total
includes taxes & fees
Aug 22 - Aug 23
Perfect for a peaceful get away in clean fresh Vermont air!
Coffee/tea maker, fridge, microwave, oven

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, (107 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 ￥30,816
￥65,301 total
includes taxes & fees
Jul 28 - Jul 29
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Beach

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)
"Fire place was awesome! Great place to stay! Had everything in the kitchen we needed. All the beds were comfy! "
United States
Susan S.
The price is ￥13,270
￥46,282 total
includes taxes & fees
Aug 3 - Aug 4
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Exterior

Chalet Mount Snow/Stratton Skiing/hiking

Chalet Mount Snow/Stratton Skiing/hiking
East Dover
10.0 out of 10, Exceptional, (13 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is ￥14,681
￥66,532 total
includes taxes & fees
Jul 28 - Jul 29
Chalet Mount Snow/Stratton Skiing/hiking
TV, fireplace

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, (35 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 ￥12,214
￥51,396 total
includes taxes & fees
Jul 28 - Jul 29
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Exterior

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 ￥19,817
￥64,196 total
includes taxes & fees
Jul 28 - Jul 29
Two Brooks Lodge
Children's area

Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.4 out of 10, Exceptional, (15 reviews)
"Nice place "
United States
Janja L.
The price is ￥15,525
￥54,061 total
includes taxes & fees
Aug 2 - Aug 3
Cozy Bromley Retreat
Exterior

The MountainTop | Stratton & Mt Snow | Fire Pit

The MountainTop | Stratton & Mt Snow | Fire Pit
Stratton
10.0 out of 10, Exceptional, (10 reviews)
"Lovely place to stay. The stars truly are stunning. "
United States
Brenna G.
The price is ￥43,703
￥93,824 total
includes taxes & fees
Aug 17 - Aug 18
The MountainTop | Stratton & Mt Snow | Fire Pit
Exterior

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 ￥19,823
￥23,460 total
includes taxes & fees
Jul 28 - Jul 29
Runamuk Farm Camp Tiny House near Cambridge, New York
Exterior

Romantic New York Getaway near the Adirondacks

Romantic New York Getaway near the Adirondacks
Cambridge
The price is ￥18,922
￥22,559 total
includes taxes & fees
Jul 28 - Jul 29
Romantic New York Getaway near the Adirondacks
Dining

Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (4 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 ￥19,021
￥33,780 total
includes taxes & fees
Aug 9 - Aug 10
Cozy Home in Pownal VT
Exterior

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 ￥29,342
￥57,300 total
includes taxes & fees
Jul 28 - Jul 29
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Property grounds

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Stratton
The price is ￥22,879
￥64,890 total
includes taxes & fees
Jul 28 - Jul 29
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Interior

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 ￥12,214
￥42,324 total
includes taxes & fees
Aug 2 - Aug 3
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Smart TV, fireplace, Netflix, streaming services

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
9.6 out of 10, Exceptional, (27 reviews)
"Very clean - kitchen well stocked with utensils for cooking - great proximity to Mount Snow."
United States
Brian S.
The price is ￥23,533
￥77,874 total
includes taxes & fees
Aug 25 - Aug 26
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
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

Schuyler Yacht Basin

Schuyler Yacht Basin

10/10 Excellent
"It was very clean, very very cute, you don’t have direct view of the lake from the porch but there’s a super cute little pond and the lake is a ten second walk from the cabin. If you’re worried about the AC don’t be, it works incredibly well and never gave us any issues!"
Rosey 3-night trip
Posted 4 hours ago
Schuyler Yacht Basin

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.