Shaftsbury Holiday Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Shaftsbury holiday rentals

Exterior

Cabin in Newfane

Wellness Getaway with a Personal Sauna, and Private River Beach!
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
The price is HK$1,056
HK$1,954 total
includes taxes & fees
18 Mar - 19 Mar
Wellness Getaway with a Personal Sauna, and Private River Beach!
Interior

Cabin in Londonderry

Beautiful country cabin with hot tub and outdoor shower in Londonderry
10.0 out of 10, Exceptional, (3 reviews)
"Stay is very cozy and rustic. Be prepared for house to be cold when you show up. Host is very responsive and accommodating."
United States
Michael D.
The price is HK$1,162
HK$2,860 total
includes taxes & fees
2 Mar - 3 Mar
Beautiful country cabin with hot tub and outdoor shower in Londonderry
Fridge, microwave, oven, stovetop

Holiday Home in Hoosick Falls

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
9.8 out of 10, Exceptional, (103 reviews)
"The host was very responsive and helpful. The property itself was also fantastic, with plenty of amenities and kept very clean."
United States
Jon
The price is HK$908
HK$2,432 total
includes taxes & fees
2 Mar - 3 Mar
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Exterior

Apartment in Stamford

Getaway Near Mass MoCA, Great Hiking, Scenic Views
10.0 out of 10, Exceptional, (29 reviews)
"We enjoyed our stay "
United States
Lydia T.
The price is HK$528
HK$1,117 total
includes taxes & fees
2 Mar - 3 Mar
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Outdoor pool, a heated pool

Apartment in Dover

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
9.2 out of 10, Wonderful, (21 reviews)
"Highly recommend clean beautiful stay!"
United States
Douglas D.
The price is HK$441
HK$2,346 total
includes taxes & fees
2 Mar - 3 Mar
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
TV, books

Cottage in cambridge

Peaceful Cottage Retreat
9.8 out of 10, Exceptional, (47 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.
The price is HK$978
HK$1,476 total
includes taxes & fees
2 Mar - 3 Mar
Peaceful Cottage Retreat
Outdoor dining

Apartment in Williamstown

Downtown | Waterfront | Walk to Shops
10.0 out of 10, Exceptional, (7 reviews)
"Perfect setup for anyone visiting Williamstown."
United States
Michael P.
The price is HK$1,017
HK$2,262 total
includes taxes & fees
2 Mar - 3 Mar
Downtown | Waterfront | Walk to Shops
Smart TV, fireplace, books, computer monitors

Condo in Winhall

6 Guest 3BR, 2 BA Stratton Condo with Fireplace and forest views.
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful location close to ski resorts and towns. Well maintained property with all the amenities of home. Had a wonderful time staying here! "
United States
Caroline F.
The price is HK$1,162
HK$2,825 total
includes taxes & fees
3 Mar - 4 Mar
6 Guest 3BR, 2 BA Stratton Condo with Fireplace and forest views.
TV

Holiday Home in Florida

Florida Mountain Log Cabin
10.0 out of 10, Exceptional, (4 reviews)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is HK$1,438
HK$2,669 total
includes taxes & fees
2 Mar - 3 Mar
Florida Mountain Log Cabin
Beach

Condo in West Dover

Cozy 3 bedroom condo 2.5 miles to Mount Snow
9.2 out of 10, Wonderful, (50 reviews)
"Great quiet location, kitchen had enough essentials for basic cooking to be easy. The king bed was comfortable and the living room is a great hangout spot."
United States
Franklin C.
The price is HK$782
HK$2,360 total
includes taxes & fees
16 Mar - 17 Mar
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Exterior

Cabin in londonderry

Romantic Riverbed Treehouse - hot tub & new sauna!
9.6 out of 10, Exceptional, (5 reviews)
"Great little space"
United States
John
The price is HK$1,472
HK$5,049 total
includes taxes & fees
4 Mar - 5 Mar
Romantic Riverbed Treehouse - hot tub & new sauna!
Exterior

Chalet in East Dover

Chalet Mount Snow/Stratton Skiing/hiking
9.8 out of 10, Exceptional, (10 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is HK$1,162
HK$3,725 total
includes taxes & fees
4 Mar - 5 Mar
Chalet Mount Snow/Stratton Skiing/hiking
Property grounds

Apartment in Whitingham

Lake Whitingham & Mount Snow Area Village Apartment
10.0 out of 10, Exceptional, (1 review)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
The price is HK$1,095
HK$2,392 total
includes taxes & fees
2 Mar - 3 Mar
Lake Whitingham & Mount Snow Area Village Apartment
Children’s area

Apartment in Bromley Mountain

Cozy Bromley Retreat
9.4 out of 10, Exceptional, (10 reviews)
"As always, an excellent stay. Wonderful unit, very nicely stocked in a perfect location. Communication was quick and easy. Easily my favorite place to stay!"
United States
Vanessa P.
The price is HK$830
HK$2,704 total
includes taxes & fees
1 Apr - 2 Apr
Cozy Bromley Retreat
Interior

Holiday Home in Dover

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
10.0 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay."
United States
Anonymous traveller
The price is HK$1,753
HK$4,483 total
includes taxes & fees
4 Mar - 5 Mar
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
Property grounds

Condo in Stratton

Lovely ski-in/out condo steps from ski lift with trails and amazing views
8.4 out of 10, Very good, (31 reviews)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
United States
John N.
The price is HK$782
HK$2,735 total
includes taxes & fees
1 Apr - 2 Apr
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Dining

Holiday Home in Pownal

Cozy Home in Pownal VT
10.0 out of 10, Exceptional, (1 review)
"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 HK$807
HK$1,474 total
includes taxes & fees
2 Mar - 3 Mar
Cozy Home in Pownal VT
Outdoor dining

Apartment in Williamstown

New Studio In Town, By the Water
10.0 out of 10, Exceptional, (10 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
The price is HK$939
HK$2,111 total
includes taxes & fees
2 Mar - 3 Mar
New Studio In Town, By the Water
Outdoor dining

Apartment in Williamstown

2-Bdr Apt In Town, By the Water
9.6 out of 10, Exceptional, (12 reviews)
"Clean, close to town, very convenient. On a busy road, so just be aware of that. But overall a good place to stay. "
United States
Brian L.
The price is HK$939
HK$2,209 total
includes taxes & fees
5 Mar - 6 Mar
2-Bdr Apt In Town, By the Water
Exterior

Holiday Home in Whitingham

14mi to Mt. Snow! Arcade, Private Suite, King Bed!
10.0 out of 10, Exceptional, (14 reviews)
"Extended family of 10 stayed 6 nights and all had a great stay. Beds were comfortable, house was very clean with everything you need to enjoy yourself and was in good repair. "
United States
Jacklyn D.
The price is HK$1,572
HK$3,917 total
includes taxes & fees
10 Mar - 11 Mar
14mi to Mt. Snow! Arcade, Private Suite, King 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

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"We loved our stay at the Black Bear! The check-in went smoothly with desk staff, Noah. She was very helpful and went over everything about our stay. The room was very clean. The hot tub was very nice and clean and a welcome after a day on the slopes. The shuttle to the mountain was great and ran frequently. The breakfast was always hot and had many options. We would definitely stay there again!"
Nancy 3-night trip
Posted 2 days ago
The Black Bear Lodge at Stratton Mountain Resort

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:

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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?

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms: This holiday home rental outside of Shaftsbury is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Howard Park 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 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.