Rupert Holiday Rentals, Vermont: Private House Rentals

A rural landscape with a barn on a hill, surrounded by autumn-colored trees.

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Our top choices for Rupert hotels

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

A treats display with snacks and sundries.

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

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

1. Hampton Inn and Suites Manchester

Manchester Center

Rosemary

3.936.425 ₫

4.330.067 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A living room with a fireplace, a sofa, a coffee table, a cabinet, and two chairs.

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

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

2. The Manchester View

Manchester Center

Jan

2.619.540 ₫

2.881.494 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A modern living room with a wooden dining table, sofa, and fireplace.

A spacious room with a wooden dining table and chairs, a desk with a lamp, and large windows with curtains.

An outdoor dining setup with a view of mountains and trees.

A spacious room with wooden floors, large windows, and black yoga mats.

3. Aspen At Manchester

Manchester Center

Steven

3.200.366 ₫

3.804.736 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

4. The Reluctant Panther Inn and Restaurant

Manchester Village Historic District

Tracey

5.924.688 ₫

6.517.157 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A large red barn and a white house with a porch, surrounded by trees and a well-maintained lawn.

A swimming pool with lounge chairs, a red building with a tower, and lush greenery.

A wooden-paneled room with a white sofa, a red pillow, a dark wooden cabinet, and a television mounted on the wall.

A bar area with wooden flooring, a leather sofa, and a bar counter with a variety of liquor bottles.

5. The Inn at Manchester

Manchester Village Historic District

Reagan

3.609.144 ₫

4.565.891 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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.

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

A modern kitchen with a curved island, bar stools, wine bottles, and a television.

6. The Palmer House Resort, an Ascend Collection Hotel

Manchester Center

Kevin

2.727.944 ₫

3.427.368 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A covered patio area with a wicker sofa, a round table with drinks, and a chair.

Two people toasting with drinks on a balcony overlooking a large building with columns.

A room with a fireplace, a sofa, a dining table with chairs, and large windows offering a view of the outside.

A spacious hotel lobby with a high ceiling, chandeliers, seating areas, and large windows.

7. The Equinox Golf Resort And Spa

Manchester Village Historic District

Maryalice

2.321.439 ₫

3.907.931 ₫ total

includes taxes & fees

11 Nov - 12 Nov

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

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

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

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

8. Brittany Motel

Manchester Center

Karen B

2.224.992 ₫

2.447.491 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A cozy living room with two sofas, a coffee table, and a lamp. There is a wooden ceiling with exposed beams and a ceiling fan.

A cozy living room with wooden furniture, a coffee table, and a fireplace.

A traditional chalet with a sloped roof, flower boxes on the balcony, and a star-shaped emblem.

A cozy living room with a fireplace, a wooden coffee table, a sofa, and a lamp. There is a dog bed and a welcome sign on the floor.

9. The Olympia Lodge

Manchester Center

Matheus

5.001.575 ₫

5.501.681 ₫ total

includes taxes & fees

30 Oct - 31 Oct

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

A hotel room with a bed, bedside lamps, a telephone, a window with curtains, and an air conditioning unit.

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

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

10. Four Winds Country Motel

Manchester Center

Shelley

3.003.739 ₫

3.304.114 ₫ total

includes taxes & fees

5 Nov - 6 Nov

A fire pit with flames, surrounded by outdoor seating and string lights.

A living room with a sofa, armchair, and a table with books.

A living room with a beige armchair, a small round table, a wooden bookcase, and patterned curtains.

A white building with a covered entrance, surrounded by white chairs arranged in rows, and string lights overhead.

11. Kimpton Taconic Hotel by IHG

Manchester Village Historic District

Ian

4.863.936 ₫

6.431.780 ₫ total

includes taxes & fees

9 Nov - 10 Nov

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

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

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.

12. The Inn at Ormsby Hill

Manchester Center

Victoria

6.700.848 ₫

7.370.934 ₫ total

includes taxes & fees

10 Nov - 11 Nov

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

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

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

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

13. North Shire Lodge

Manchester Center

Jesse

6.753.886 ₫

7.429.145 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A cozy indoor space with a chalkboard sign advertising free fire entertainment from 7pm to 9pm.

A modern building with a glass facade, a brick exterior, and a metal roof.

A swimming pool with a clear blue water, surrounded by green grass and tall trees.

A cozy interior with a fireplace, wooden furniture, and a large window offering a view of the city at night.

14. Toll Road Inn

Manchester Center

Nicolas

3.329.726 ₫

3.662.700 ₫ total

includes taxes & fees

1 Nov - 2 Nov

Two people sitting by a stone fire pit with a grassy field and mountains in the background.

A two-story building with a red facade and white trim, featuring a garage and a covered porch area.

A hotel room with two single beds, a nightstand with a lamp, and wall decorations of trees.

A glass of red wine on a stone surface with a fire in the background.

15. Stanford House

Manchester Center

Julie

2.910.600 ₫

3.496.860 ₫ total

includes taxes & fees

15 Oct - 16 Oct

A cozy room with a sofa, armchair, and round table, decorated with leaf-patterned artwork and a lamp.

A hotel room with a bed, a chair, a table, and a view of mountains through a large window.

A multi-story hotel with balconies, a ski slope in the background, and a clear blue sky.

A bar area with wooden ceiling, shelves with bottles, and a bar counter.

16. Sun Lodge near Manchester VT, Ascend Collection Hotel

Bromley Mountain

Lynn

3.083.934 ₫

3.392.327 ₫ total

includes taxes & fees

6 Nov - 7 Nov

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

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.

A covered porch with wooden benches and a swing, white columns, and a view of a street and greenery.

17. Weathervane Motel

Manchester Center

James

2.493.802 ₫

2.743.183 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A mountain with autumn foliage and a bridge in the foreground.

A cozy restaurant with wooden tables and chairs, a kitchen area, and a 'GATHER' sign on the wall.

A circular seating arrangement with Adirondack chairs around a central fire pit, set on a gravel area with a grassy field and trees in the background.

A room with four light-colored armchairs arranged around a wooden coffee table, a stone wall with a shelf, and a framed map on the wall.

18. Aerie Inn of Vermont

East Dorset

Paige

3.272.808 ₫

3.567.490 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A cozy room with a fireplace, green sofas, a pool table, and a lamp.

A wooden interior with a dining table set for four, a wooden cabinet with glass doors, and a kitchen area with a refrigerator and cabinets.

A bedroom with a wooden floor, a bed with a white bedspread, a nightstand with a lamp, a dresser, and a television on the dresser.

A deck with white railings overlooking a forested area and a mountain in the distance.

19. Bromley View Inn

Bondville

William

2.060.705 ₫

2.266.905 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

20. Hill Farm Inn

Arlington

Jennifer

7.735.728 ₫

14.253.403 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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Stay near popular Rupert attractions

Merck Forest Farmland Center

Enjoy the mountain views and explore Merck Forest Farmland Center, a lovely green space in Rupert. Discover the spas in this quaint area or seek out its hiking trails.

See properties

Haystack Mountain

Commune with nature and explore the great outdoors at Haystack Mountain during your travels in Rupert. Wander the parks or discover the area's countryside.

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R. K. Kittay Public Library

After visiting R. K. Kittay Public Library, make a plan to see the other sights and activities in Rupert. Wander the parks or discover the area's countryside.

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Learn more about Rupert

Like the countryside? Get away to relaxing Rupert!

See all hotels in Rupert

Top Rupert Hotel Reviews

Weathervane Motel

10/10 Excellent

"The motel looked a little old, tired, but the room was very clean and spacious, moderately priced, and very close to town. The staff was busy but helped immediately."

Four Winds Country Motel

8/10 Good

"Nice place, clean and good amenities, but did not have hair dryers. Would go again!"

Bromley View Inn

10/10 Excellent

"Erin was amazing helpful and makes an awesome breakfast. Fiercely dog, friendly atmosphere and the common areas make it feel more like a community than a cookie cutter motel. Each room seems to be unique and you feel like you’re in an updated 1940s movie. The Location is stunning We will definitely be back River loved his visit"

The Manchester View

10/10 Excellent

"We loved this property, our view opened up to magnificent Mountain View, if you are there during lead peeping season you know that makes a difference. We enjoyed the hot tub at night and the fireplace . Kind staff, they left cookies and bowls for our dog, breakfast was delicious, the variety of baked goods was perfect and the Vermont coffee provided brought up to a higher level I can’t wait to go back for a longer stay"

Bentley House Bed and Breakfast

10/10 Excellent

"Very unique house with lovely furnishings. Owners were very helpful and breakfast was delicious."

The Palmer House Resort, an Ascend Collection Hotel

8/10 Good

"Raymond was great at check in"

Sun Lodge near Manchester VT, Ascend Collection Hotel

10/10 Excellent

"Great staff, rooms and the best view"

Toll Road Inn

10/10 Excellent

"What a refreshing change from the typical cookie-cutter hotels! This motel has its own unique personality, with quirky charm and a different vibe from the usual mainstream accommodations. The room was clean, comfortable, and well maintained, which is always my top priority. I loved that it felt distinctive and had character rather than looking like every other hotel room. If you appreciate places that are a little different, have charm, and offer a clean place to stay, this is definitely worth considering. Sometimes the best places are the ones that dare to be different!"

Brittany Motel

8/10 Good

"Pretty landscape all around"

More cheap stays in Rupert