Stockbridge Holiday Rentals, Vermont: Private House Rentals

A snowy ski slope with skiers, a cabin, and a mountain range in the background.

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Our top choices for Stockbridge hotels

A calm lake surrounded by autumn-colored trees and a clear blue sky.

A room with wooden cabinets, potted plants, and hanging light fixtures.

A wooden dock with two Adirondack chairs and a blanket, overlooking a calm lake with dense forest in the background.

A bar area with wooden stools, pendant lighting, and a rustic ceiling.

1. Mountain Meadows Lodge

Killington

caroline

฿5,711

฿7,110 total

includes taxes & fees

19 Oct - 20 Oct

A cozy living room with a stone fireplace, a round wooden coffee table, and a beige sofa.

A rustic interior with a stone hot tub, wooden furniture, and a mountain mural.

A two-story lodge with a stone facade, wooden balconies, and a well-maintained lawn.

A pool area with lounge chairs and umbrellas, surrounded by landscaped gardens and a building with large windows.

2. Summit Lodge

Killington

Alex

฿24,904

฿28,881 total

includes taxes & fees

11 Oct - 12 Oct

A dining area with a wooden table and chairs, a fireplace, and a cozy seating area with a couch and a TV.

A modern kitchen with a granite countertop, a built-in oven, and a bar area with stools.

A spacious living room with a wooden dining table, a sofa, and a coffee table. There is a large rug on the floor and a fireplace in the background.

A kitchen with wooden cabinets, a refrigerator, a stove, a microwave, and a sink.

3. Mountain Sports Inn

Killington

Tom

฿3,955

฿4,351 total

includes taxes & fees

24 Sept - 25 Sept

A spacious living room with a stone fireplace, wooden furniture, and a large potted plant.

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

A cozy living room with a fireplace, a white sofa, a coffee table with candles, and a bag with the text "Love is All Around".

A large building with a covered entrance and multiple windows, surrounded by a grassy area and trees with autumn foliage.

4. The Trailside Inn

North Sherburne

Niall

฿5,295

฿5,824 total

includes taxes & fees

12 Oct - 13 Oct

A covered outdoor seating area with stone pillars and wooden beams, surrounded by a grassy lawn and trees.

A multi-story hotel with a parking lot, surrounded by autumn-colored trees and mountains in the background.

A modern restaurant with a bar area, seating arrangements, and a kitchen in the background.

5. My Place Hotel-Randolph VT

Randolph Center

Jeri

฿6,680

฿7,281 total

includes taxes & fees

20 Oct - 21 Oct

A spacious room with large windows, a stone wall, and a wooden ceiling.

A large, two-story log cabin with a stone foundation, multiple windows, and a balcony.

A cozy living room with a stone fireplace, leather sofa, and a patterned rug.

A lodge with a fire pit, outdoor seating, and a covered area with string lights.

6. The Mountain Top Inn & Resort

Chittenden

cynthia

฿9,150

฿9,973 total

includes taxes & fees

24 Sept - 25 Sept

A modern interior with a wooden counter, seating area, and large windows.

A modern lounge area with orange upholstered chairs, a fireplace, and large windows offering a view of autumn trees.

A hotel room with a bed, a TV, a fireplace, a desk, and a chair.

A hotel entrance with a covered walkway, stone pillars, and a sign reading "Haywood Inn."

7. Hampton Inn Rutland

Rutland

Brent

฿5,405

฿5,945 total

includes taxes & fees

18 Oct - 19 Oct

A cozy living room with a stone fireplace, a television, and a coffee table with a vase of flowers.

A cozy, rustic room with a wooden dining table, benches, and a sofa.

A cozy, warmly lit room with wooden walls, a wooden reception desk, a floral sofa, and a Christmas tree.

A grassy area with two red Adirondack chairs and a white truck parked in front of a wooden building with a mountain backdrop.

8. Turn of River Lodge

Killington

Jaime

฿3,989

฿4,387 total

includes taxes & fees

24 Sept - 25 Sept

A building with a modern design, featuring large windows and a covered outdoor seating area.

A lobby with a stone wall, wooden staircase, and a reception desk.

A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs, a piano, and a view of the outside.

A hotel room with two beds, a wooden headboard, a desk, and a window with a view of greenery.

9. The Mountain Inn at Killington

Killington

Christopher

฿4,442

฿5,130 total

includes taxes & fees

18 Oct - 19 Oct

A spacious indoor area with a large dining table, several chairs, and a sofa. There is a glass door leading outside, and the room has a wooden ceiling structure.

A kitchen with wooden cabinets, a stainless steel refrigerator, a stove, and two bar stools.

A modern kitchen with white cabinets, a stainless steel dishwasher, and a microwave.

A Best Western Inn & Suites with a well-maintained lawn, a parking area, and a building with a porch.

10. Best Western Inn & Suites Rutland-Killington

Rutland

Christian

฿5,336

฿5,870 total

includes taxes & fees

21 Oct - 22 Oct

A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a view of the outdoors.

A snow-covered road with a sign reading 'Welcome to Killington.'

A bathroom with a large freestanding bathtub, a mirror, and a wooden vanity.

A bar area with a star sign, bicycles, and a patterned carpet.

11. North Star Lodge and Resort

Killington

Corey

฿4,607

฿5,067 total

includes taxes & fees

27 Sept - 28 Sept

A table with a checkered placemat, a red vase with greenery and berries, and a clear plastic bag with items.

A spacious loft-style living area with a high ceiling, wooden beams, and a cozy fireplace. A staircase with a wooden railing leads to an upper level.

A spacious living room with a high ceiling, wooden beams, a staircase, and a large window.

A sign for Greenbrier Inn and a gift shop, with a snow-covered ground.

12. Greenbrier Inn

Killington

Hilary

฿5,159

฿5,946 total

includes taxes & fees

20 Oct - 21 Oct

A sign for 'Apres Inn' in KILLINGTON, VT, with a modern building featuring large windows and a balcony.

A room with a bed, a wooden wall-mounted bike rack, a microwave, a coffee maker, and a small refrigerator.

A sign for a hotel named 'Après Inn' in Killington, VT, indicating a vacancy.

A hotel room with two beds, a TV, a desk with a chair, and a window with curtains.

13. Après Inn Killington

Killington

Christian

฿4,914

฿5,405 total

includes taxes & fees

24 Sept - 25 Sept

A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.

A spacious living room with a large American flag, a fireplace, and a chandelier.

A kitchen with white tiled backsplash, wooden crates, and hanging pendant lights.

A two-story house with a snow-covered roof and a front porch.

14. On The River Inn

West Woodstock

Laura

฿12,553

฿14,537 total

includes taxes & fees

24 Sept - 25 Sept

A hotel lobby with a reception desk, seating area, and a coffee table with a fruit basket.

A modern hotel lobby with a blue sofa, a round coffee table, and abstract art on the walls.

A brick building with a sign reading 'Southside Steakhouse' and the number '170' above the entrance.

A hotel room with two beds, a desk, a chair, a lamp, and a trash can.

15. Comfort Inn Rutland - Killington

Rutland

Reuben

฿4,260

฿4,686 total

includes taxes & fees

22 Oct - 23 Oct

A spacious living room with a stone fireplace, leather sofas, a coffee table, and large arched windows offering views of the outdoors.

A bathroom with a vanity, sink, mirror, and a towel rack.

A hotel bathroom with a granite countertop, a sink, a mirror, and a wicker basket with towels.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

16. Align Inn Vermont

Quechee

Joanne

฿7,303

฿8,034 total

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

A red car parked at a charging station in front of a building with a 'OPEN' sign.

A modern kitchen with a wooden dining table, stainless steel appliances, and a view of the outdoors through the window.

A hotel room with two beds, a desk, and a chair. The room has a wooden floor and red walls with framed pictures.

17. Sleep Woodstock Motel

Woodstock

michelle

฿3,081

฿4,669 total

includes taxes & fees

28 Sept - 29 Sept

An aerial view of a residential area with houses, a river, and surrounding hills.

A kitchenette with a Keurig coffee maker, a red Balanz microwave, a coffee station, and a framed landscape painting on the wall.

A lakeside view of a multi-story building with balconies, surrounded by lush greenery and a calm lake.

A four-poster bed with a fireplace, large windows, and a desk with a lamp.

18. The Shire Woodstock

Woodstock

Paul

฿14,876

฿17,673 total

includes taxes & fees

24 Sept - 25 Sept

A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.

A bedroom with a large window, a bed, a chair, and a lamp.

A cozy room with a wooden bench, a chair, and a sofa. There are large windows with wooden frames and a chandelier hanging from the ceiling.

A two-story house with a porch, American flags, and a well-maintained garden.

19. The Jackson

West Woodstock

Laura

฿12,043

฿13,247 total

includes taxes & fees

24 Sept - 25 Sept

A spacious living area with a fireplace, leather sofas, and a dining area with wooden furniture.

A hotel room with two beds, a large beach mural on the wall, and a wooden floor.

A spacious dining area with wooden tables and chairs, large windows offering a view of the outdoors, and a modern interior design with a wooden ceiling.

A reception desk with a wooden finish, a black textured wall, and a blue mat with 'Days Inn' text.

20. Days Inn by Wyndham Rutland/Killington Area

Rutland

Charlotte

฿3,913

฿4,305 total

includes taxes & fees

21 Oct - 22 Oct

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Stay near popular Stockbridge attractions

Les Newell Wildlife Management Area

You can take time to visit Les Newell Wildlife Management Area during your travels to Stockbridge.

See properties

Belcher Library

After visiting Belcher Library, make a plan to see the other sights and activities in Gaysville.

See properties

Learn more about Stockbridge

Covered bridges span the White River, offering perfect photo spots when fall colours transform the surrounding Green Mountains. Hike the Appalachian Trail through Stockbridge's section or visit nearby Killington for skiing in winter months.

See all hotels in Stockbridge

A forest with a moss-covered rock and a stream.

Top Stockbridge Hotel Reviews

Woodstock Inn & Resort

10/10 Excellent

"Wonderful inn! Everything was wonderful: rooms, food, etc!!"

My Place Hotel-Randolph VT

8/10 Good

"It was a clean no frills hotel. They definitely charge too much but it’s the only hotel around so they can."

The Mountain Inn at Killington

10/10 Excellent

"Beautiful property with unique blend of modern and rustic design"

Mountain Meadows Lodge

10/10 Excellent

"This is a beautiful clean well accommodated property on the edge of a magnificent pond. Ive nothing but positive memories and will definitely return."

Align Inn Vermont

10/10 Excellent

"The room was very clean and comfortable. Breakfast and coffee were great and the location was perfect."

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent

"Nice"

Mountain Sports Inn

8/10 Good

"Jenny @ the front desk was very helpful and kind. The hotel itself is dated. Older beds. Stark shelving in bathrooms though functional. Breakfast was hot and fresh, cook was not.. 😆. Overall we enjoyed our stay and would stay again. Probably request a room away from the main door and towards the back of the property. Cars coming in and out and hallway door noise was above average."

Brandon Inn

8/10 Good

"I would stay again Old beautiful building I stayed on top floor and mostly used the stairs as only staff can operate the elevator"

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent

"N/A"

More cheap stays in Stockbridge

Super 8 by Wyndham White River Junction

442 North Hartland Rd White River Junction VT

฿3,181

฿3,499 total

21 Oct - 22 Oct

includes taxes & fees

6.2/10 (1,005 reviews)

Days Inn by Wyndham Rutland/Killington Area

401 US-7 Rutland VT

฿3,913

฿4,305 total

21 Oct - 22 Oct

includes taxes & fees

6.8/10 (1,006 reviews)

Comfort Inn Rutland - Killington

19 Allen St Rutland VT

฿4,260

฿4,686 total

22 Oct - 23 Oct

includes taxes & fees

8/10 Very good! (1,006 reviews)

The Mountain Inn at Killington

47 Old Mill Rd Killington VT

฿4,442

฿5,130 total

18 Oct - 19 Oct

includes taxes & fees

9.2/10 Wonderful! (1,003 reviews)

My Place Hotel-Randolph VT

2440 Vermont 66 Randolph Center VT

฿6,680

฿7,281 total

20 Oct - 21 Oct

includes taxes & fees

9.4/10 Exceptional! (563 reviews)

Align Inn Vermont

5817 Woodstock Rd Quechee VT

฿7,303

฿8,034 total

18 Oct - 19 Oct

includes taxes & fees

9.4/10 Exceptional! (1,347 reviews)

Frequently asked questions

What's the best place for a stay in Stockbridge?

Align Inn Vermont, located 20.2 mi (32.5 km) from the heart of Stockbridge, is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are The Mountain Inn at Killington and Woodstock Inn & Resort. See all available top hotels, or vacation rentals in Stockbridge.

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

Yes, most hotel room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Stockbridge.

What are some accommodation options with pools in Stockbridge?

Align Inn Vermont: Features daily, an indoor pool and free self parking. The Mountain Inn at Killington and Woodstock Inn & Resort are two additional hotels that feature an on-site pool. View all hotels with pools in Stockbridge.

What's it like to stay in Stockbridge?

Visitors will definitely enjoy all that Stockbridge has to offer. In Stockbridge, there are 18 hotels and other accommodation options to choose from. Find out more about Stockbridge.

What should I do while I'm visiting Stockbridge?

Favourite places to visit include Green Mountain National Forest, Les Newell Wildlife Management Area and Belcher Library. You'll also find Green Mountain National Golf Course and Silver Lake State Park in the area. Take a look at what more there is to see and do in Expedia's Stockbridge guide.

What's the seasonal weather like in Stockbridge?

The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Stockbridge are March, January, December and February, with each month seeing an average of 55 cm of snowfall.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Stockbridge on Expedia.com

Find hotels in Stockbridge, VT from ฿3,499

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Stockbridge

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Stockbridge hotels

1. Mountain Meadows Lodge

2. Summit Lodge

3. Mountain Sports Inn

4. The Trailside Inn

5. My Place Hotel-Randolph VT

6. The Mountain Top Inn & Resort

7. Hampton Inn Rutland

8. Turn of River Lodge

9. The Mountain Inn at Killington

10. Best Western Inn & Suites Rutland-Killington

11. North Star Lodge and Resort

12. Greenbrier Inn

13. Après Inn Killington

14. On The River Inn

15. Comfort Inn Rutland - Killington

16. Align Inn Vermont

17. Sleep Woodstock Motel

18. The Shire Woodstock

19. The Jackson

20. Days Inn by Wyndham Rutland/Killington Area

Stay near popular Stockbridge attractions

Les Newell Wildlife Management Area

Belcher Library

Learn more about Stockbridge

Top Stockbridge Hotel Reviews

Woodstock Inn & Resort

My Place Hotel-Randolph VT

The Mountain Inn at Killington

Mountain Meadows Lodge

Align Inn Vermont

Jackson Gore Village, A Vail Resorts Property

Mountain Sports Inn

Brandon Inn

Killington Mountain Lodge, Tapestry Collection by Hilton

More cheap stays in Stockbridge

Super 8 by Wyndham White River Junction

Days Inn by Wyndham Rutland/Killington Area

Comfort Inn Rutland - Killington

The Mountain Inn at Killington

My Place Hotel-Randolph VT

Align Inn Vermont

Frequently asked questions

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