Stockbridge Villas from CA $154

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

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Recommended hotels in Stockbridge

A rustic cabin with a wooden deck, surrounded by dense greenery and a rocky landscape.

1. Gnome Home Mountain Ski Chalet w/Sauna Killington

Stockbridge

Gerald S.

CA $743 total

includes taxes & fees

Oct 18 - Oct 19

A house with a dark roof, multiple windows, and a wooden deck, surrounded by dense green forest.

2. Ski Home/Arcade Mountain Views Near Killington/Woodstock

Stockbridge

Kevin M.

CA $936 total

includes taxes & fees

Oct 5 - Oct 6

3. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Stockbridge

Sophie L.

CA $936 total

includes taxes & fees

Oct 5 - Oct 6

A covered porch with a wooden deck, a grill, and a trash can.

4. Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups

Stockbridge

Angela W.

CA $1,532 total

includes taxes & fees

Oct 7 - Oct 8

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

5. Mountain Meadows Lodge

Killington

Matthew

CA $221 total

includes taxes & fees

Oct 26 - Oct 27

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

6. The Trailside Inn

North Sherburne

Niall

CA $250 total

includes taxes & fees

Oct 18 - Oct 19

A large wooden lodge with a balcony and multiple windows, surrounded by snow.

7. Mountain Sports Inn

Killington

Valerie

CA $218 total

includes taxes & fees

Oct 5 - Oct 6

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

8. Greenbrier Inn

Killington

Erin

CA $277 total

includes taxes & fees

Oct 18 - Oct 19

A multi-story building with a pool and a covered patio area.

9. North Star Lodge and Resort

Killington

Corey

CA $206 total

includes taxes & fees

Nov 2 - Nov 3

A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.

10. Snowed Inn

Killington

Melissa

CA $219 total

includes taxes & fees

Oct 25 - Oct 26

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

11. Summit Lodge

Killington

Alex

CA $305 total

includes taxes & fees

Oct 16 - Oct 17

A cabin with a wooden deck and a staircase leading up to it, surrounded by trees and snow.

12. Turn of River Lodge

Killington

Jaime

CA $188 total

includes taxes & fees

Oct 14 - Oct 15

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

13. The Mountain Inn at Killington

Killington

Christopher

CA $221 total

includes taxes & fees

Oct 19 - Oct 20

A hotel with multiple buildings, a parking area, and a sign indicating availability.

14. Après Inn Killington

Killington

Christian

CA $229 total

includes taxes & fees

Nov 2 - Nov 3

A large, red, L-shaped building with multiple windows and a snow-covered roof, surrounded by a snowy landscape and mountains in the background.

15. Killington Haus

Killington

Matthew

CA $171 total

includes taxes & fees

Oct 19 - Oct 20

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

16. The Mountain Top Inn & Resort

Chittenden

Allison

CA $390 total

includes taxes & fees

Nov 1 - Nov 2

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

17. My Place Hotel-Randolph VT

Randolph Center

Regis

CA $154 total

includes taxes & fees

Nov 1 - Nov 2

18. Brandon Inn

Brandon

Amelia

CA $194 total

includes taxes & fees

Nov 2 - Nov 3

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

19. Best Western Inn & Suites Rutland-Killington

Rutland

Christian

CA $253 total

includes taxes & fees

Oct 21 - Oct 22

An aerial view of a residential area with houses, a swimming pool, and a lake in the background.

20. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

Killington

Spencer P.

CA $550 total

includes taxes & fees

Oct 5 - Oct 6

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Top Stockbridge Hotel Reviews

The Jackson

10/10 Excellent

"Staff extremely helpful at check in. Welcome wine n cheese for quests was a wonderful start too our evening. Beds were comfortable and bathrooms nice but a little small."

The Shire Woodstock

10/10 Excellent

"We had Deluxe King River view - deluxe has a fireplace and shares a balcony with rocking chairs. The room was great except a couple little maintenance issues (I told the front desk and hope they fix). And it’s a great location walkable to downtown, great views of river and hills, and the inn has fire pits ready to go. Too bad coffee makers are in the hallway, not in the room, and there’s no breakfast (they said they might start next year). We went nearby for breakfast, and a good market is just across the street."

White River Inn and Suites

10/10 Excellent

"My room was cozy, quiet, and clean. It was a restful stay, and was much-needed during my business trip. Special shout-out to Tianna at the front desk; she was so kind, helpful, and always had a smile on her face. Every time I passed by, she'd greet me with a warm, "hello!" I will happily stay here again for future business trips!"

Brandon Inn

8/10 Good

"This lovely inn is a unique experience. I loved the building and furnishings, and my dog and I enjoyed exploring the garden area. The people were helpful and friendly, and breakfast was nice. I did have a little trouble with the electronic lock on the door to my room, but was eventually able to get in each time. Also, I couldn’t find a remote for the TV in the room, and when I called the phone number for assistance, the voice mailbox was full so I couldn’t leave a message. I didn’t care that much about watching TV so I didn’t bother to follow up."

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent

"My daughter and I were looking for someplace to meet in the middle… one coming from upstate New York and one coming from Massachusetts.This was not the first hotel we looked at. Fortunately it is the one we stayed at! The facility is very nice, even though older still very well maintained. Staff was exceptional! The location was perfect for just a fun getaway weekend. The downtown area has some lovely restaurants and shops but the restaurant at the resort was also very good. We enjoyed the area so much. We're talking about going again in the winter, even though neither of us have skied in ages!"

On The River Inn

8/10 Good

"We had a river view suite. Trouble was you couldn’t see the river. There was to much undergrowth and trees, so you couldn’t tell there was a river there. The view from our balcony was beautiful, out onto the large lawn and a small pond. The TVs are old, so you couldn’t stream. Make sure you tell the front desk or put out your door hanger or you won’t get your room refreshed. The bar seemed open only during dinner hours. During our stay, one night the chief was “out” and they only served burgers. Breakfast was around $18, we never went down. Our room was large and bathroom adequate. It’s a 10 minute drive to town. It’a satisfactory hotel, but not worth the price."

Find out more about Stockbridge

Stockbridge Villas information

Number of reviews	5,562
Accommodation	3 Villas
Lowest Price	CA $154
Highest Price	CA $1,532

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Search Stockbridge Villa Rentals from CA $154

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Stockbridge

1. Gnome Home Mountain Ski Chalet w/Sauna Killington

2. Ski Home/Arcade Mountain Views Near Killington/Woodstock

3. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

4. Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups

5. Mountain Meadows Lodge

6. The Trailside Inn

7. Mountain Sports Inn

8. Greenbrier Inn

9. North Star Lodge and Resort

10. Snowed Inn

11. Summit Lodge

12. Turn of River Lodge

13. The Mountain Inn at Killington

14. Après Inn Killington

15. Killington Haus

16. The Mountain Top Inn & Resort

17. My Place Hotel-Randolph VT

18. Brandon Inn

19. Best Western Inn & Suites Rutland-Killington

20. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

Find vacation rentals that suit your style

Top Stockbridge Hotel Reviews

The Jackson

Find out more about Stockbridge

Stockbridge Villas information

Frequently asked questions

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