South Shaftsbury Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for South Shaftsbury holiday rentals

Peaceful Cottage Retreat

Peaceful Cottage Retreat
cambridge
9.8 out of 10, Exceptional, (47 reviews)
"I had a great stay. The cottage was complete with everything I needed. I slept very comfortably. My host Samantha was very attentive and welcoming. A all the way"
United States
Anonymous traveller
The price is AU$273
includes taxes & fees
15 Mar - 16 Mar
Peaceful Cottage Retreat

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, (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 AU$439
includes taxes & fees
15 Mar - 16 Mar
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
10.0 out of 10, Exceptional, (7 reviews)
"Perfect setup for anyone visiting Williamstown."
United States
Michael P.
The price is AU$412
includes taxes & fees
15 Mar - 16 Mar
Downtown | Waterfront | Walk to Shops

Florida Mountain Log Cabin

Florida Mountain Log Cabin
Florida
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 AU$488
includes taxes & fees
15 Mar - 16 Mar
Florida Mountain Log Cabin

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
Dover
9.8 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay."
United States
Anonymous traveller
The price is AU$822
includes taxes & fees
17 Mar - 18 Mar
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

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
7.6 out of 10, Good, (55 reviews)
"Location was great, pool, hot tubs and sauna were great"
United States
Lin M.
The price is AU$411
includes taxes & fees
7 Apr - 8 Apr
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

North Getaway Cottage

North Getaway Cottage
Williamstown
9.2 out of 10, Wonderful, (24 reviews)
"We stayed here on a beautiful fall weekend so that my son could tour William's college. It was perfect!"
United States
Carole S.
The price is AU$627
includes taxes & fees
16 Mar - 17 Mar
North Getaway Cottage

2-Bdr Apt In Town, By the Water

2-Bdr Apt In Town, By the Water
Williamstown
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 AU$404
includes taxes & fees
15 Mar - 16 Mar
2-Bdr Apt In Town, By the Water

Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (29 reviews)
"We enjoyed our stay "
United States
Lydia T.
The price is AU$207
includes taxes & fees
15 Mar - 16 Mar
Getaway Near Mass MoCA, Great Hiking, Scenic Views

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)
"Highly recommend clean beautiful stay!"
United States
Douglas D.
The price is AU$454
includes taxes & fees
17 Mar - 18 Mar
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (10 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
The price is AU$384
includes taxes & fees
15 Mar - 16 Mar
New Studio In Town, By the Water

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, (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 AU$476
includes taxes & fees
7 Apr - 8 Apr
Lovely ski-in/out condo steps from ski lift with trails and amazing views

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

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Stratton
7.4 out of 10, Good, (21 reviews)
"A great weekend. The property was clean and comfortable."
United States
Joan P.
The price is AU$568
includes taxes & fees
7 Apr - 8 Apr
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

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)
"Beautiful neighborhood to take walks. Home was very clean, as you see in the photo. Very spacious and relaxing. Pretty home overall."
United States
Stephen G.
The price is AU$1,694
includes taxes & fees
15 Mar - 16 Mar
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (60 reviews)
"This home was spacious, super clean, and in a great location. "
United States
Des C.
The price is AU$348
includes taxes & fees
15 Mar - 16 Mar
Spacious apartment in beautiful, historic Arlington VT

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, (51 reviews)
"Lovely condo set against the trees in the heart of Mt. Snow apres. It have everything needed for a family of 4 - 6. "
United States
Alan S.
The price is AU$413
includes taxes & fees
23 Mar - 24 Mar
Cozy 3 bedroom condo 2.5 miles to Mount Snow

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 AU$348
includes taxes & fees
7 Apr - 8 Apr
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Luxury Unit - 101

Luxury Unit - 101
Wilmington
10.0 out of 10, Exceptional, (1 review)
"It was a beautiful place and clean and updated. Plenty of room for our party of four."
United States
Michael
The price is AU$869
includes taxes & fees
15 Mar - 16 Mar
Luxury Unit - 101

Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
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 AU$273
includes taxes & fees
19 Mar - 20 Mar
Cozy Home in Pownal VT

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, (20 reviews)
"Lovely location, well appointed, dog friendly."
United States
Anonymous traveller
The price is AU$504
includes taxes & fees
15 Mar - 16 Mar
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top South Shaftsbury Hotel Reviews

Find out more about South Shaftsbury

Everything you need to know about South Shaftsbury holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Shaftsbury holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 South Shaftsbury holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

South Shaftsbury holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Shaftsbury holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Shaftsbury holiday rentals we have selected for you start as low as AU$460 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on South Shaftsbury rentals

At Expedia, we put the best South Shaftsbury holiday 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 South 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 South Shaftsbury holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South 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

Can I find holiday rentals in South Shaftsbury?

Yes, there are holiday rentals close to the most popular sights in South Shaftsbury, or you can select a more secluded option if you're looking for a relaxing stay. South Shaftsbury is known for its museums.

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

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms: This holiday home rental outside of South 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 12 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.

What’s there to see and do in South Shaftsbury?

Explore the area and family-friendly sights such as Sugar Shack, or get out into nature at a spot like Lake Shaftsbury State Park. In the wider area, you’ll find Robert Frost Stone House Museum and Bennington College.

What’s a holiday rental in South Shaftsbury like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Shaftsbury. Holiday rentals feature amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for small groups.