Holiday Rentals South Shaftsbury from £328: Find Short-Term Rentals & Holiday Accommodations

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

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub : This highly rated holiday home rental in South Shaftsbury is located in the city centre, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub.

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

A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.

1. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Hoosick Falls

cory p.

includes taxes & fees

11 Nov - 12 Nov

A covered porch with wooden beams, a pool, and chairs.

2. West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub

Bennington

includes taxes & fees

11 Nov - 12 Nov

A two-story house with a porch, surrounded by trees and snow.

3. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

Bennington

Malika R.

includes taxes & fees

11 Nov - 12 Nov

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

Woodford

Dana W.

includes taxes & fees

11 Nov - 12 Nov

A large, white building with a covered porch and stone foundation.

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

Bennington

includes taxes & fees

24 Nov - 25 Nov

A living room with a wooden floor, a central rug, a sofa, a coffee table, and a door with a 'GUEST' sign.

6. Peaceful Cottage Retreat

cambridge

Caleb N.

includes taxes & fees

15 Nov - 16 Nov

A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

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

Dover

Evan C.

includes taxes & fees

16 Nov - 17 Nov

8. Spacious apartment in beautiful, historic Arlington VT

Arlington

Mike K.

includes taxes & fees

13 Nov - 14 Nov

A wooden kitchen with a central island, bar stools, and a dining table with chairs.

9. Cozy Home in Pownal VT

Pownal

Jeri R.

includes taxes & fees

15 Nov - 16 Nov

A cabin with a sloped roof, large windows, and a balcony with outdoor seating.

10. Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

shushan

Susan f.

includes taxes & fees

13 Nov - 14 Nov

A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

11. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Dover

Tania J.

includes taxes & fees

18 Nov - 19 Nov

A wicker sofa with a floral cushion, a wicker table with magazines, and a standing fan in a room with large windows and wooden floors.

12. Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

North Adams

Ruthie K.

includes taxes & fees

15 Nov - 16 Nov

A living room with a leather sofa, wooden coffee table, and a dining area with wicker chairs.

13. Little River Cottage

Salem

includes taxes & fees

13 Nov - 14 Nov

"The best part of this place is the backyard. Sitting next to the river, watching the fire was real FUN! It felt like camping without the inconvenience of real camping.." ...Lina (no fee for firewood)

14. New Studio In Town, By the Water

Williamstown

Lydia J.

includes taxes & fees

15 Nov - 16 Nov

A calm lake with a wooden boat on the shore.

15. Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover

Scott S.

includes taxes & fees

16 Nov - 17 Nov

A building with a sign reading 'Fire Tower Restaurant & Tavern.'

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

Stratton

includes taxes & fees

16 Nov - 17 Nov

17. Downtown | Waterfront | Walk to Shops

Williamstown

Douglas

includes taxes & fees

8 Dec - 9 Dec

A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.

18. Long Trail House at Stratton Mountain Resort

Stratton

Michael

includes taxes & fees

17 Nov - 18 Nov

A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

19. Long Trail House 368 condo in Stratton Village, walk to the lifts

Stratton

includes taxes & fees

16 Nov - 17 Nov

A deck with two wicker chairs and a string of lights against a backdrop of trees and a sunset.

20. The Eagles Wing at The CHM - Private Apartment

Dover

Ava M.

includes taxes & fees

24 Nov - 25 Nov

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Top South Shaftsbury Hotel Reviews

Hampton Inn and Suites Manchester

10/10 Excellent

"Great place, great location, super friendly staff and excellent amenities."

The Porches Inn at Mass MoCA

10/10 Excellent

"Our first time stay was an awesome experience! We loved everything about it. Everything you could ever want is at the Inn! Our room had a tub with jets in it -bonus! There's an 85° pool, hot tub and SAUNA which was a bonus! The property has a gym, fire pit (which they give you newspaper, a lighter and a s'mores kit), complimentary breakfast which surpassed my expectations offering different flavored bagels, salmon, cinnamon toast crunch (other than the usual cheerios and cornflakes) -which they also had, etc. The staff was very friendly and more than accommodating. There's a bulletin board in the reception building that has any/all information you would ever want regarding the inn itself and what to do in the area. Your room key gives you access to all of the separate buildings to be able to go and explore which was so nice. All buildings are so adorable with how they are decorated, same/similar structure but each building has its own "style" and colors. The location is conveniently located minutes to town for restaurants, historical landmarks, shopping, etc.. Conveniently located directly across the road is the US's largest art museum of contemporary art (MASS MoCA). The ONLY complaints I have are, the hot tub could have been warmer and the jets could have been stronger (we couldn't find a control panel with guest access like some places have) and if you aren't staying on the top floor, you will hear the people walking above you. Overall, AMAZING experience. Will be back!"

The White House Inn

10/10 Excellent

"This is a lovely old fashioned hotel with an excellent continental breakfast. There is a lovely restaurant on the premises but it was more expensive than we were prepared to pay but there are plenty of casual restaurants in the area and we took advantage of la Casita which was great. The hotel has a cozy atmosphere and we enjoyed our stay."

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"The room and atmosphere of the hotel was amazing. But we came on the off season and a lot of things were closed. The restaurant and spa were closed but also a bunch of the restaurants in the area were closed on a Saturday night for dinner. But again this was an off season so I get it."

Hideaway Inn Mt. Snow

10/10 Excellent

"The room was small and simple, but nicely decorated, including a record player with a vinyl album (cover, at least; didn't check for actual vinyl). The room was warm and the place was quiet when I stayed, which was off-season. I've been pulling into the parking lot of this place for five years now (MOOver), so staying there was interesting for me. I stayed there during a HAZMAT spill that closed Woodford Mtn for a couple days. Of special note, this is the ONLY hotel I've ever stayed at that had a sleep/sound machine in the room. I ALWAYS take one with me when traveling, but this was a last minute decision, so I would've had to pull up something on my phone, but there was a nice sound machine on the nightstand and I used it. Those are so helpful when staying in hotels/inns."

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10/10 Excellent

"Lars was a very communicative host and you can tell he puts a lot of care into his home. We loved how natural the setting was while also being close to town amenities (shout out The Market Wagon)! The hot tub and claw foot tub were so refreshing, and despite being a renovated barn, the home had all the modern comforts we could want."

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, apart-hotels, 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 favorite 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 depends 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 £328 per night. Entering your travel dates in the search wizard you might find 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?

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub: This highly rated holiday home rental in South Shaftsbury is located in the city centre, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub.

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 Park McCullough House.

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.

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Check prices for these dates

Our top choices for South Shaftsbury holiday rentals

1. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

2. West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub

3. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

4. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont