Shaftsbury Holiday Rentals, Vermont: Private House Rentals

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Our top choices for Shaftsbury hotels

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

A hotel lobby with a fireplace, seating area, and a bar.

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

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

1. Hampton Inn Bennington

Bennington

Robin

฿5,403

฿5,889 total

includes taxes & fees

6 Sept - 7 Sept

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 hotel room with a large bed, a nightstand with a lamp, a small table with flowers, and a sliding glass door leading to an outdoor area with chairs.

2. New Englander Inn Bennington

Bennington

Mike

฿3,293

฿3,589 total

includes taxes & fees

27 Sept - 28 Sept

A snow-covered gazebo with a clear view of the surrounding trees and a bright sun in the background.

Two signs: one for Harwood Hill Motel with a vacancy notice, and another welcoming visitors to the Million Dollar View.

A hotel room with a bed, two bedside lamps, a painting on the wall, and an air conditioning unit.

A house with a red door and windows, surrounded by trees and a rainbow in the sky.

3. Harwood Hill Motel

Bennington

William

฿4,636

฿5,053 total

includes taxes & fees

31 Aug - 1 Sept

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 kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, a toaster, and a refrigerator.

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

4. Knotty Pine

Bennington

Carol

฿3,905

฿4,257 total

includes taxes & fees

9 Sept - 10 Sept

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

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

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

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

5. Hampton Inn and Suites Manchester

Manchester Center

Tatiana

฿5,095

฿5,604 total

includes taxes & fees

10 Sept - 11 Sept

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

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

6. Hotel Vervana, Trademark Collection by Wyndham

Bennington

John

฿3,605

฿3,929 total

includes taxes & fees

14 Sept - 15 Sept

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

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

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.

7. Arlington Inn

Arlington

Sonya

฿6,633

฿7,230 total

includes taxes & fees

1 Sept - 2 Sept

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

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

A compact room with a television, a small desk with a chair, a wardrobe, and a patterned floor.

8. Bennington Motor Inn

Bennington

schuyler

฿2,779

฿3,030 total

includes taxes & fees

7 Sept - 8 Sept

A two-story house with a snow-covered roof and yard, featuring multiple lit windows and a visible chimney.

A large, white two-story house with a stone wall and yellow flowers in the foreground.

A bathroom with a large bathtub, a mirror with a gold frame, and a wooden chair with a towel.

A traditional bedroom with a four-poster bed, a large bookcase, and a classic wooden floor.

9. The Inn at Ormsby Hill

Manchester Center

฿14,103

฿15,513 total

includes taxes & fees

1 Sept - 2 Sept

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 wooden deck with potted plants, a white chair, and a scenic view of hills and trees.

10. Hill Farm Inn

Arlington

Jennifer

฿9,829

฿18,110 total

includes taxes & fees

10 Sept - 11 Sept

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

A dining room with a brick floor, large windows, and a chandelier.

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

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

11. The Four Chimneys Inn

Bennington

Jeane

฿9,338

฿10,178 total

includes taxes & fees

31 Aug - 1 Sept

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

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

An outdoor dining area with a table set for six, surrounded by wicker chairs, in a garden setting with hanging planters and a lamp post.

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

12. The Reluctant Panther Inn and Restaurant

Manchester Village Historic District

Jamie

฿8,843

฿9,727 total

includes taxes & fees

30 Aug - 31 Aug

A large, red, two-story building with a balcony, surrounded by lush greenery and a clear blue sky.

A living room with a fireplace, a leather chair, a brown leather sofa, and a Christmas tree.

A large, red, two-story building with multiple rooms, surrounded by a lush green forest and a mountain in the background.

A bedroom with a large bed, a desk with a chair, a television, and a refrigerator.

13. North Shire Lodge

Manchester Center

Libin K

฿6,238

฿6,862 total

includes taxes & fees

30 Aug - 31 Aug

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 cozy room with a sofa, a bed, a wooden table, and a coffee machine.

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

14. Brittany Motel

Manchester Center

Elizabeth

฿2,848

฿3,132 total

includes taxes & fees

31 Aug - 1 Sept

A stone fountain surrounded by rocks, with a house in the background.

A spacious living area with large windows, a fireplace, and a dining table.

A room with a wooden floor, a patterned rug, a wooden desk with a chair, and a wall clock.

A building with a sign reading "OFFICE" at the entrance, featuring a porch with columns and a covered entryway.

15. Weathervane Motel

Manchester Center

cody

฿3,521

฿3,873 total

includes taxes & fees

30 Aug - 31 Aug

A patio with four wooden chairs and a table set on a stone platform, overlooking a natural landscape with trees and distant hills.

An indoor swimming pool with clear water, surrounded by chairs and a bench.

An aerial view of a residential area with multiple houses, a tennis court, and a golf course.

A spacious dining area with multiple tables and chairs, large windows, and a view of the outdoors.

16. The Palmer House Resort, an Ascend Collection Hotel

Manchester Center

Patricia

฿3,349

฿4,230 total

includes taxes & fees

20 Sept - 21 Sept

A spacious kitchen with wooden cabinets, a large island, and a dining area with floral tablecloths.

A cozy cabin interior with a fireplace, wooden walls, a checkered chair, and a large window allowing natural light.

A picnic table in a grassy field with a white building with a red roof in the background.

A two-story white building with a red roof, a small porch, and a signboard in front.

17. Four Winds Country Motel

Manchester Center

Anthony

฿5,556

฿6,111 total

includes taxes & fees

30 Aug - 31 Aug

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

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

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.

18. South Shire

Bennington

Maria Belinda

฿6,812

฿7,784 total

includes taxes & fees

31 Aug - 1 Sept

A bedroom with a fireplace, two beds, a chair, and a nightstand.

A large, two-story house with a central entrance, surrounded by trees and a mountain backdrop.

A living room with a fireplace, a sofa, a coffee table, and a view through a sliding glass door.

A living room with a fireplace, a sofa, a coffee table, and a chair.

19. The Manchester View

Manchester Center

Jason

฿3,272

฿3,599 total

includes taxes & fees

31 Aug - 1 Sept

A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.

A lobby with a leather sofa, a television mounted on the wall, a painting, and a security control panel.

A lobby with a stone fireplace, leather sofas, and a reception desk.

A stone wall surrounding a swimming pool with a metal handrail.

20. The Black Bear Lodge at Stratton Mountain Resort

Stratton

Roberta

฿4,290

฿5,191 total

includes taxes & fees

2 Sept - 3 Sept

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Stay near popular Shaftsbury attractions

Lake Shaftsbury State Park

10.0/10 (1 review)

Commune with nature and explore the great outdoors at Lake Shaftsbury State Park during your travels in Shaftsbury. Visit the spas or attend a sporting event in this quaint area.

See properties

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 trendy area.

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Howard Park

10.0/10 (1 review)

Explore the great outdoors at Howard Park, a lovely green space in Shaftsbury. Attend a sporting event or discover the mountain views in this relaxing area.

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Maple Hill

Commune with nature and explore the great outdoors at Maple Hill during your travels in Shaftsbury. Wander the parks or discover the area's mountain views.

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Shaftsbury Historical Society Museum

You can spend an afternoon exploring the galleries in Shaftsbury Historical Society Museum during your travels in Shaftsbury. Discover the mountain views and cafes in this relaxing area.

See properties

Learn more about Shaftsbury

Nestled in Vermont's picturesque landscape, Lake Shaftsbury State Park invites visitors for swimming and picnicking during warm months. Literary enthusiasts shouldn't miss the Robert Frost Stone House Museum where the famous poet once lived and wrote 'Stopping by Woods on a Snowy Evening.'

See all hotels in Shaftsbury

A forested mountain range with a sunset over a valley.

Top Shaftsbury Hotel Reviews

The Manchester View

10/10 Excellent

"Modern clean room with friendly staff. Would definitely come back again"

Cozy Corner Motel

10/10 Excellent

"Nice location. Very helpful owner. Spacious room."

Willows Motel Williamstown

10/10 Excellent

"Good stay, helpful staff, and most different types of fruit I've seen available for breakfast. Definitely would recommend."

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good

"Nice staff. Dirty pool. Rooms were okay."

Knotty Pine

8/10 Good

"Average aged motor inn. Needs update for sure. Comfortable beds and small bathroom."

The Porches Inn at Mass MoCA

8/10 Good

"The property is on a busy road. I was glad I asked for a room on the backside of the property. It was disappointing to find there was no coffeemaker in the room. Breakfast was good. There was quite a variety of items. They had coffee, but no decaf coffee. A staff member suggested diluting the regular coffee with water. When you can’t have caffeine that’s not an option. I was glad we stayed there but probably wouldn’t go back."

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Nice place"

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"👍"

Hideaway Inn Mt. Snow

10/10 Excellent

"We will definitely return to the Hideaway! We got a text before arrival with our room number and code which was very convenient. The hotel is warm and cozy and beautifully decorated. There is neat stuff to look at everywhere. The 3 floors of common spaces were really cool with a lot to offer, like a water bottle filler and coffee maker. It could use to be cleaned a little more often. When we arrived, the playroom had toys all over the floor and there were sticky drink marks on the bar and crumbs on the coffee table. Someone had crushed the chalk under the dart board and all but 1 of the darts was broken. Regardless, we had a blast playing classic Mario on the arcade game. The living room upstairs was gorgeous, next time we will be sure to use that to play games and maybe watch a movie. We didn’t use the pool because it looked green (we opted to go to the lake instead) but we did make a fire and made s’mores down at one of the fire pits on our second night which was so nice to have. The closet in the hallway to grab towels and such is super convenient and the manager was only a text away if you needed anything. Our room was beautiful and so big. We loved the balcony and the record player in the room was a cool touch my boys had fun listening to. This is a very quiet property with a lot to keep families occupied or just relax and enjoy nature. We had a wonderful stay and when we met the manager she was so sweet! We absolutely loved it and will return for future VT trips."

More cheap stays in Shaftsbury

Brittany Motel

1056 Main Street/Historic Route 7A Manchester Center VT

฿2,848

฿3,132 total

31 Aug - 1 Sept

includes taxes & fees

New Englander Inn Bennington

220 Northside Drive Bennington VT

฿3,293

฿3,589 total

27 Sept - 28 Sept

includes taxes & fees

The Manchester View

77 High Meadow Way & VT-7A Manchester Center VT

฿3,272

฿3,599 total

31 Aug - 1 Sept

includes taxes & fees

9.4/10 Exceptional! (872 reviews)

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT

฿3,605

฿3,929 total

14 Sept - 15 Sept

includes taxes & fees

8.2/10 Very good! (1,001 reviews)

Knotty Pine

130 Northside Dr Bennington VT

฿3,905

฿4,257 total

9 Sept - 10 Sept

includes taxes & fees

Hampton Inn and Suites Manchester

4519 Main St Manchester Center VT

฿5,095

฿5,604 total

10 Sept - 11 Sept

includes taxes & fees

9.6/10 Exceptional! (1,005 reviews)

Frequently asked questions

Where is the best place to stay in Shaftsbury?

Located 20.3 mi (32.7 km) from the heart of Shaftsbury, The Williams Inn is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Hotel Vervana, Trademark Collection by Wyndham and Kimpton Taconic Hotel by IHG. See all available top hotels, or vacation rentals in Shaftsbury.

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

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

What's the best dog-friendly accommodation option in Shaftsbury?

The Governor's Rock Motel DF ROCKLLC is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Shaftsbury.

What are some accommodation options with pools in Shaftsbury?

Hotel Vervana, Trademark Collection by Wyndham: Hotel, 1-minute walk from Green Mountain National Forest. Offers daily, a seasonal outdoor pool and free self parking. Kimpton Taconic Hotel by IHG and Hotel Downstreet, an Ascend Collection Hotel are a couple of other choices that feature an on-site pool. View all hotels with pools in Shaftsbury.

What's it like staying in Shaftsbury?

Visitors can enjoy all that Shaftsbury has to offer, including the coffee shops, mountain views and sporting events. This city also attracts tourists with its relaxing and welcoming setting. In Shaftsbury, there are 6 hotels and other accommodation options to choose from. Find out more about Shaftsbury.

What should I see while I'm in Shaftsbury?

Landmarks like Robert Frost Stone House Museum and Shaftsbury Historical Society Museum might be worth a visit. Natural beauty is on display at Lake Shaftsbury State Park, Maple Hill and Howard Park. You'll also find Sugar Shack and Bennington Museum in the area. Take a look at what more there is to see and do in Expedia's Shaftsbury guide.

What's the seasonal weather like in 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 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 Shaftsbury on Expedia.com

Find hotels in Shaftsbury, VT from ฿2,765

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Shaftsbury

Check prices for these dates

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Our top choices for Shaftsbury hotels

1. Hampton Inn Bennington

2. New Englander Inn Bennington

3. Harwood Hill Motel

4. Knotty Pine

5. Hampton Inn and Suites Manchester

6. Hotel Vervana, Trademark Collection by Wyndham

7. Arlington Inn

8. Bennington Motor Inn

9. The Inn at Ormsby Hill

10. Hill Farm Inn

11. The Four Chimneys Inn

12. The Reluctant Panther Inn and Restaurant

13. North Shire Lodge

14. Brittany Motel

15. Weathervane Motel

16. The Palmer House Resort, an Ascend Collection Hotel

17. Four Winds Country Motel

18. South Shire

19. The Manchester View

20. The Black Bear Lodge at Stratton Mountain Resort

Stay near popular Shaftsbury attractions

Lake Shaftsbury State Park

Robert Frost Stone House Museum

Howard Park

Maple Hill

Shaftsbury Historical Society Museum

Learn more about Shaftsbury

Top Shaftsbury Hotel Reviews

The Manchester View

Cozy Corner Motel

Willows Motel Williamstown

Hotel Vervana, Trademark Collection by Wyndham

Knotty Pine

The Porches Inn at Mass MoCA

Hotel Downstreet, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

Hideaway Inn Mt. Snow

More cheap stays in Shaftsbury

Brittany Motel

New Englander Inn Bennington

The Manchester View

Hotel Vervana, Trademark Collection by Wyndham

Knotty Pine

Hampton Inn and Suites Manchester

Frequently asked questions

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