South Shaftsbury Holiday Rentals, Shaftsbury: Private House Rentals

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Our top choices for South Shaftsbury hotels

An indoor swimming pool with clear water, metal railings, and lounge chairs.

A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.

A Hampton Inn hotel with a covered entrance and a clear sign indicating a 16-foot clearance.

A hotel room with two beds, a desk with a television, and a window with a mountain view.

1. Hampton Inn Bennington

Bennington

Jacqueline

Rp2.772.127

Rp3.021.619 total

includes taxes & fees

25 Oct - 26 Oct

A hotel reception area with a modern design, featuring a reception desk, seating area, and artwork on the walls.

A hotel room with a bed, bedside tables, a sofa, a wooden coffee table, and a painting on the wall.

A two-story hotel with a covered entrance, large windows, and a landscaped front yard with flower beds.

A modern kitchen area with built-in appliances, wooden tables, and red chairs.

2. New Englander Inn Bennington

Bennington

Pilar

Rp1.642.027

Rp1.789.810 total

includes taxes & fees

25 Oct - 26 Oct

A spacious living room with a fireplace, a piano, and a dining area with round tables and chairs.

A compact kitchen with a microwave, utensils, and a sink. A sliding door leads to a bedroom with a bed and a radiator.

A motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.

A white motel named Knotty Pine with a signboard, windows, and flower planters.

3. Knotty Pine

Bennington

William

Rp2.426.014

Rp2.644.414 total

includes taxes & fees

12 Oct - 13 Oct

A hotel room with a large bed, a desk with a chair, a balcony with a view, and a TV mounted on the wall.

A hotel room with a red sofa, a round wooden table, a black armchair, a bed, and a large window with a view of greenery.

A tree with a fallen trunk in a grassy area with a blue building in the background.

A hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.

4. Hotel Vervana, Trademark Collection by Wyndham

Bennington

Lauren

Rp1.885.290

Rp2.054.966 total

includes taxes & fees

1 Nov - 2 Nov

A room with wooden paneling, a piano, a chair, and a door leading to another room.

A formal dining room with a chandelier, fireplace, ornate mantelpiece, and a large floral carpet.

A two-story house with a front porch, a flag, and a gravel driveway.

A covered porch with wicker furniture, a patterned rug, and an American flag.

5. South Shire

Bennington

Jorge

Rp3.482.252

Rp3.990.622 total

includes taxes & fees

30 Oct - 31 Oct

A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

A large, two-story house with a covered porch and multiple chimneys.

A stone gate with a lantern, surrounded by trees and a grassy area.

A cozy living room with a fireplace, comfortable seating, and a view of the outdoors.

6. The Four Chimneys Inn

Bennington

Karen

Rp4.231.170

Rp4.611.975 total

includes taxes & fees

2 Nov - 3 Nov

A two-story building with a white exterior, a porch with a white railing, and a staircase leading to the upper floor.

A hotel room with two beds, a rocking chair, a door, and a window with curtains.

A BENNINGTON MOTOR INN sign with amenities like free continental breakfast and free wireless internet.

A bathroom with a sink, two hair dryers, and a mirror.

7. Bennington Motor Inn

Bennington

Jay

Rp2.022.125

Rp2.204.116 total

includes taxes & fees

14 Oct - 15 Oct

A large tree with orange leaves in a grassy field.

A hotel room with a wooden floor, a bed with white bedding, a desk with a chair, a bedside table with a lamp, and a window with a view of greenery.

A motel with a row of rooms, a flagpole, and a large tree in the foreground.

8. Starlight Inn

Bennington

Jeremia

Rp1.691.931

Rp1.844.150 total

includes taxes & fees

1 Nov - 2 Nov

A row of single-story cabins with individual porches, each featuring a chair and a small table.

A row of single-story cabins with porch seating and a covered walkway.

A small boat with three people on a calm lake surrounded by greenery and houses.

A room with a television on a wooden dresser, a chair, and a lamp.

9. West Road Motel

Bennington

Wesley G

Rp1.770.813

Rp1.930.186 total

includes taxes & fees

13 Oct - 14 Oct

A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

A bar area with wooden beams, red chairs, and a long wooden table.

A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.

An outdoor seating area with stone fire pit, chairs, and a red building in the background.

10. The Williams Inn

Williamstown

Soleil

Rp3.206.245

Rp3.581.375 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

A modern cafe with a wooden accent wall, a coffee machine, and black chairs.

A modern interior with a large window, a wooden table, and bar stools.

A reception area with a large landscape painting, a dark reception desk, and a potted plant.

11. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Augusta

Rp2.132.130

Rp2.381.588 total

includes taxes & fees

1 Nov - 2 Nov

A two-story building with a patio area featuring outdoor seating and a stone fire pit.

A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.

A spacious living area with a fireplace, comfortable seating, and a stone accent wall.

A hotel with a covered entrance, a flagpole with an American flag, and a brick building with multiple windows.

12. Hampton Inn and Suites Manchester

Manchester Center

Rosemary

Rp2.721.507

Rp2.993.658 total

includes taxes & fees

1 Nov - 2 Nov

A fire feature with a metal frame and a brick wall in the background.

A modern restaurant with a long counter, multiple seating areas, and pendant lighting.

A reception area with a wooden reception desk, a bar area in the background, and a decorative wall piece.

A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.

13. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

C. David

Rp2.739.036

Rp3.059.503 total

includes taxes & fees

8 Nov - 9 Nov

A red house with a white picket fence, surrounded by lush greenery and trees.

A gazebo, a red barn, and a white house in a garden with trees and flowers.

A bar area with a long counter, multiple stools, and a variety of bottles.

A two-story house with a porch and a garden area covered in yellow leaves.

14. Arlington Inn

Arlington

Ann

Rp3.609.239

Rp3.934.071 total

includes taxes & fees

18 Oct - 19 Oct

Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

A hallway with a collection of plates on the walls, leading to a staircase.

A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.

A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."

15. The Porches Inn at Mass MoCA

North Adams

Ram

Rp2.954.396

Rp3.699.656 total

includes taxes & fees

8 Nov - 9 Nov

A restaurant with tables set for dining, chairs, and a fireplace in the background.

A two-story building with a porch, American flag, and two white rocking chairs.

A bedroom with a large bed, bedside tables, a small bench, and a sofa in the corner.

A room with a brown leather sofa, a wooden chest labeled "The Honorable Lieutenant Captain Greenwood's Bay," and two windows with floral curtains.

16. The Reluctant Panther Inn and Restaurant

Manchester Village Historic District

Jamie

Rp4.096.123

Rp4.505.735 total

includes taxes & fees

25 Oct - 26 Oct

A swimming pool with a view of a barn and mountains in the background.

A two-story house with a porch and outdoor seating area.

A rustic room with wooden floors, a metal cart, shelves with plants, and a refrigerator.

A four-poster bed with a wooden frame, a bench, a small table with a lamp, and a mirror on the wall.

17. Hill Farm Inn

Arlington

Jennifer

Rp5.348.213

Rp9.854.306 total

includes taxes & fees

4 Nov - 5 Nov

A spacious living area with a high ceiling, a wooden staircase, and a built-in kitchen visible through an open door.

A spacious living room with a wooden staircase, a television, a sofa set, and a fireplace.

A building with a covered outdoor area, wooden benches, and potted plants.

A living room with a sofa, a coffee table, a chess table, a TV, and a gaming console.

18. Brittany Motel

Manchester Center

Robert

Rp1.538.282

Rp1.692.110 total

includes taxes & fees

19 Oct - 20 Oct

An outdoor seating area with Adirondack chairs and potted plants.

A reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.

A sign with the word "CLARM" on a grassy field with a road and trees in the background.

A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

19. Cozy Corner Motel

Williamstown

Jonathan

Rp1.336.159

Rp1.577.276 total

includes taxes & fees

2 Nov - 3 Nov

A building with a covered parking area and a grassy front yard.

A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.

A rectangular swimming pool with a wooden deck surrounding it.

A dining area with wooden chairs and tables, a kitchen counter with appliances, and framed pictures on the wall.

20. Howard Johnson by Wyndham Williamstown

Williamstown

Donna

Rp1.967.391

Rp2.197.576 total

includes taxes & fees

13 Oct - 14 Oct

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Stay near popular South Shaftsbury attractions

Robert Frost Stone House Museum

9.0/10 (12 reviews)

You can spend time studying the exhibits at Robert Frost Stone House Museum in South Shaftsbury. Discover the mountain views and cafes in this relaxing area.

See properties

Top South Shaftsbury Hotel Reviews

The Black Bear Lodge at Stratton Mountain Resort

8/10 Good

"Nice hotel. Dated, but nice. Internet speed and connectivity is terrible. Good launching point for the Stowe area attractions to allow access off of back routes to avoid traffic. No breakfast."

Brittany Motel

8/10 Good

"Pretty landscape all around"

The Porches Inn at Mass MoCA

10/10 Excellent

"Lovely hotel, very peaceful location. We were able to walk to restaurants, which we really appreciate. Would return again."

Hideaway Inn Mt. Snow

8/10 Good

"The room was VERY small, but it was clean and the bed was comfortable. There is not an attendant or any staff onsite. I had a bit of trouble getting the pet registration taken care of since I booked through a 3rd party. We asked for a 1st floor room since there's not an elevator. When we received our check-in information, we were given a room on the 2nd floor. If we only had to carry backpacks, it might have been fine. However, we had large cases, so it was difficult to drag them up the stairs. Also, if you are an above average size person, know that these rooms are small spaces. The bathroom is barely big enough to turn around in and the shower is tiny."

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"Allen in the restaurant is great."

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Great stay, very clean, super comfortable beds. Will def stay again when in the area."

Kimpton Taconic Hotel by IHG

10/10 Excellent

"Great place my wife and I enjoyed our stay."

The White House Inn

10/10 Excellent

"We loved this place! It was our first visit but oh so quaint. Loved the restaurant, fireplace in the room and all the wonderful siting areas around the property. It is a great place to recharge and watch the beautiful surroundings."

Willows Motel Williamstown

10/10 Excellent

"The Willows was exactly what I needed for a last-minute trip to visit my son! The bed was fantastic, and the breakfast was full of beautiful fruit (so many different kinds of berries and melons), and farm-fresh eggs. (I generally skip free breakfasts because they're full of donuts, and was so grateful for the difference). I'll return."

More cheap stays in South Shaftsbury

Willows Motel Williamstown

480 Main St Williamstown MA

Rp1.512.346

Rp1.689.248 total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,001 reviews)

Valley Craft Ales

18 N Main St Wilmington VT

Rp1.753.105

Rp1.928.397 total

27 Oct - 28 Oct

includes taxes & fees

8.4/10 Very good! (257 reviews)

Aspen At Manchester

5669 Main Street Manchester Center VT

Rp1.659.601

Rp2.022.139 total

2 Nov - 3 Nov

includes taxes & fees

8.8/10 Excellent! (699 reviews)

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT

Rp1.885.290

Rp2.054.966 total

1 Nov - 2 Nov

includes taxes & fees

Knotty Pine

130 Northside Dr Bennington VT

Rp2.426.014

Rp2.644.414 total

12 Oct - 13 Oct

includes taxes & fees

8.2/10 Very good! (178 reviews)

Hampton Inn and Suites Manchester

4519 Main St Manchester Center VT

Rp2.721.507

Rp2.993.658 total

1 Nov - 2 Nov

includes taxes & fees

Frequently asked questions

What's the best place to stay in South Shaftsbury?

Hotel Downstreet, an Ascend Collection Hotel, located 17.4 mi (28 km) from the heart of South Shaftsbury, is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are The Williams Inn and Grand Summit Resort, A Vail Resorts Property. See all available top hotels, or vacation rentals in South Shaftsbury.

If I need to cancel my hotel reservation in South Shaftsbury, will I receive a refund?

Yes, most hotel bookings are fully refundable provided that you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in South Shaftsbury.

What is staying in South Shaftsbury like?

Visitors can enjoy all that South Shaftsbury has to offer, including its museums. There are 1494 hotels and other accommodation options in the surrounding area. Find out more about South Shaftsbury.

What should I see while I'm in South Shaftsbury?

A favourite place to visit is Robert Frost Stone House Museum. You'll also find Park McCullough House and Lake Shaftsbury State Park in the area. Take a look at what more there is to see and do in Expedia's South Shaftsbury guide.

What's the weather like in South Shaftsbury?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in South Shaftsbury are January, March, February and December, with each month seeing an average of 21 cm of snowfall.

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Book Hotels in South Shaftsbury on Expedia.com

Find hotels in South Shaftsbury, VT from Rp1.577.276

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in South Shaftsbury

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for South Shaftsbury hotels

1. Hampton Inn Bennington

2. New Englander Inn Bennington

3. Knotty Pine

4. Hotel Vervana, Trademark Collection by Wyndham

5. South Shire

6. The Four Chimneys Inn

7. Bennington Motor Inn

8. Starlight Inn

9. West Road Motel

10. The Williams Inn

11. Hotel Downstreet, an Ascend Collection Hotel

12. Hampton Inn and Suites Manchester

13. Fairfield Inn & Suites by Marriott Williamstown

14. Arlington Inn

15. The Porches Inn at Mass MoCA

16. The Reluctant Panther Inn and Restaurant

17. Hill Farm Inn

18. Brittany Motel

19. Cozy Corner Motel

20. Howard Johnson by Wyndham Williamstown

Stay near popular South Shaftsbury attractions

Robert Frost Stone House Museum

Top South Shaftsbury Hotel Reviews

The Black Bear Lodge at Stratton Mountain Resort

Brittany Motel

The Porches Inn at Mass MoCA

Hideaway Inn Mt. Snow

Grand Summit Resort, A Vail Resorts Property

Hotel Downstreet, an Ascend Collection Hotel

Kimpton Taconic Hotel by IHG

The White House Inn

Willows Motel Williamstown

More cheap stays in South Shaftsbury

Willows Motel Williamstown

Valley Craft Ales

Aspen At Manchester

Hotel Vervana, Trademark Collection by Wyndham

Knotty Pine

Hampton Inn and Suites Manchester

Frequently asked questions

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