Castleton, VT Vacation Homes from ￥25,565

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Our top choices for Castleton vacation homes

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

1. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Fair Haven

Molly T.

￥43,660 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with a dishwasher, a coffee maker, and a dining area with a wooden table set for two.

2. Cozy Rutland Retreat

Rutland

Susan E.

￥27,660 total

includes taxes & fees

Nov 9 - Nov 10

A house with a wooden deck, solar panels, and a well-maintained garden.

3. Kingsley Homestead - 2 Bedroom retreat

Rutland

￥25,565 total

includes taxes & fees

Nov 6 - Nov 7

A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

4. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

Mendon

Aurore H.

￥33,299 total

includes taxes & fees

Nov 8 - Nov 9

A house with a covered deck, a barbecue grill, and a wooden pergola.

5. large ski ranch hot tub close to killington pets ok

Mendon

Callison A.

￥65,687 total

includes taxes & fees

Nov 15 - Nov 16

A wooden cabin with a green door, a small porch, and a set of stairs leading to the entrance.

6. Peaceful 1-bedroom bungalow with AC in charming Wells

Wells

Donna A.

￥35,561 total

includes taxes & fees

Nov 7 - Nov 8

A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

7. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Rutland

￥110,667 total

includes taxes & fees

Nov 6 - Nov 7

A rustic cabin with a stone fire pit, wooden deck, and a chimney.

8. Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

Mendon

Heidi S.

￥143,181 total

includes taxes & fees

Nov 8 - Nov 9

A hallway with a wooden wall, a white door, and a wooden staircase.

9. 4BR Home | Walk Downtown Rutland + Trails

Rutland

Dominic C.

￥57,449 total

includes taxes & fees

Nov 10 - Nov 11

A kitchen with white cabinetry, a stainless steel refrigerator, a coffee maker, and a dining area with two chairs.

10. Luxury Condo Tucked in the Heart of Killington

Killington

"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...

Melinda D.

￥41,027 total

includes taxes & fees

Nov 9 - Nov 10

A modern living room with a flat-screen TV, grey sofas, a dining table with chairs, and a large window with a view of greenery.

11. CozyDen- Fireplace, Ski Off/ Shuttle On

Killington

Berni H.

￥40,530 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with a wooden ceiling and large windows.

12. The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

The Woods

￥59,112 total

includes taxes & fees

Nov 18 - Nov 19

A cozy living room with a stone fireplace, a large sectional sofa, and a wooden ceiling.

13. The Tower House | Hot Tub | Firepit | Dog-Friendly

Killington

Patrick B.

￥131,475 total

includes taxes & fees

Nov 19 - Nov 20

A kitchen with granite countertops, stainless steel appliances, wooden cabinets, and a large island with seating.

14. Slopeside Estate Guesthouse: Hot tub, AC, Grill

Killington

A covered porch with a grill, two Adirondack chairs, and a fire pit.

15. Estelle Cottage- Pool, hot tub, Fireplace

The Woods

"Yes!! King beds!! Tall people love king beds and they delivered. This does not diminish the fact that everything was excellent for our stay. From the welcome gifts including some great local coffee and syrup, to the relaxing sauna, the comfortable large living room and bedrooms, and all amenities, we wanted for nothing. Truly a gem on our whole vacation! We looked forward to returning in the late afternoon knowing we had a quiet evening and a good sleep ahead of us. Truly a great place to...

Devin

￥95,740 total

includes taxes & fees

Nov 11 - Nov 12

A spacious living room with a sofa, coffee table, and fireplace. There is a large window providing a view of the outdoors.

16. 25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

Killington

Matthew P.

￥118,498 total

includes taxes & fees

Nov 8 - Nov 9

A spacious living area with a fireplace, a television, and a dining area with natural light.

17. Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.

Killington

Ron L.

A wooden cabin with a circular door, a bench outside, and a view of trees and mountains.

18. New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds

Killington

￥113,662 total

includes taxes & fees

Nov 19 - Nov 20

A living room with a wooden console table, a potted plant, and two clocks. A staircase and a fireplace with a TV are in the background.

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

Stockbridge

Kevin M.

￥89,339 total

includes taxes & fees

Nov 9 - Nov 10

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

Stockbridge

Sophie L.

￥89,260 total

includes taxes & fees

Nov 9 - Nov 10

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Top Castleton Hotel Reviews

Comfort Inn Rutland - Killington

8/10 Good

"."

Emrose Luxury Cabins

8/10 Good

"The cabins are new and well maintained. There are pots and pans and spatulas but incredibly no coffee maker. I don’t believe I’ve ever stayed in a room at any price point without a coffee maker. Also, the bed is up against a wall so you have to choose who has to crawl in and out of the bed to go to the bathroom, get a glass of water, etc. Not fun. There was also no contact information for management, so when we couldn’t figure out how to get the heater or fireplace working, we had to chat with Hotels.com who claimed our room did not have heat. Really? Vermont in the fall? Are you kidding me? After I almost lost my mind, they had someone from hotel management call me and instruct me how to turn the heat on. He was very nice and solved the problem, but how about providing contact information of someone on premises if there is an issue? The place is fairly new, and I like the concept, but they have a few things to iron out before they are ready for prime time. Let’s start with an $25 coffee maker in every room. Is that too much to ask? And Hotels.com really needs to get their chat proficiency together…."

Find out more about Castleton

Castleton Vacation Homes information

Number of reviews	157
Accommodation	565 Vacation Homes
Lowest Price	￥25,565
Highest Price	￥143,181

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castleton vacation homes

1. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

2. Cozy Rutland Retreat

3. Kingsley Homestead - 2 Bedroom retreat

4. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

5. large ski ranch hot tub close to killington pets ok

6. Peaceful 1-bedroom bungalow with AC in charming Wells

7. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

8. Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

9. 4BR Home | Walk Downtown Rutland + Trails

10. Luxury Condo Tucked in the Heart of Killington

11. CozyDen- Fireplace, Ski Off/ Shuttle On

12. The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

13. The Tower House | Hot Tub | Firepit | Dog-Friendly

14. Slopeside Estate Guesthouse: Hot tub, AC, Grill

15. Estelle Cottage- Pool, hot tub, Fireplace

16. 25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

17. Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.

18. New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds

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

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

Find vacation rentals that suit your style

Top Castleton Hotel Reviews

Comfort Inn Rutland - Killington

Mountain Meadows Lodge

Emrose Luxury Cabins

Greenbrier Inn

Find out more about Castleton

Castleton Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Castleton

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castleton vacation homes

1. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

2. Cozy Rutland Retreat

3. Kingsley Homestead - 2 Bedroom retreat

4. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

5. large ski ranch hot tub close to killington pets ok

6. Peaceful 1-bedroom bungalow with AC in charming Wells

7. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

8. Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

9. 4BR Home | Walk Downtown Rutland + Trails

10. Luxury Condo Tucked in the Heart of Killington

11. CozyDen- Fireplace, Ski Off/ Shuttle On

12. The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

13. The Tower House | Hot Tub | Firepit | Dog-Friendly

14. Slopeside Estate Guesthouse: Hot tub, AC, Grill

15. Estelle Cottage- Pool, hot tub, Fireplace

16. 25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

17. Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.

18. New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds

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

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

Find vacation rentals that suit your style

Top Castleton Hotel Reviews

Comfort Inn Rutland - Killington

Find out more about Castleton

Castleton Vacation Homes information

Explore a world of travel with Expedia