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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Castleton vacation homes

Interior

Vacation Home in Killington

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Private kitchen

Vacation Home in Mendon

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is AED 364
AED 889 total
includes taxes & fees
24 Mar - 25 Mar
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Outdoor spa tub

Vacation Home in Killington

The Big Lebearski! Hot Tub, FirePlace!
10.0 out of 10, Exceptional, (19 reviews)
"Great location and excellent hosts "
United States
Peter G.
The price is AED 869
AED 2,659 total
includes taxes & fees
24 Mar - 25 Mar
The Big Lebearski! Hot Tub, FirePlace!
TV, stereo

Vacation Home in Clarendon

Killington Retreat | Deck-Fire Pit-Mountain Views!
9.0 out of 10, Wonderful, (4 reviews)
"This place is a perfect rustic getaway with easy convenience to town. The host was great. Spacious and super relaxing with nice view out back. "
United States
Thaddeus T.
The price is AED 425
AED 1,426 total
includes taxes & fees
4 Apr - 5 Apr
Killington Retreat | Deck-Fire Pit-Mountain Views!
Interior

Vacation Home in Killington

CozyDen-Location, Ski Off/Shuttle On!
9.0 out of 10, Wonderful, (2 reviews)
"Place was clean and location was great"
United States
Berni H.
CozyDen-Location, Ski Off/Shuttle On!
Property grounds

Vacation Home in Killington

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
10.0 out of 10, Exceptional, (1 review)
"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "
United States
Catherine S.
The price is AED 585
AED 2,180 total
includes taxes & fees
24 Mar - 25 Mar
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Exterior

Vacation Home in North Sherburne

Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
9.6 out of 10, Exceptional, (23 reviews)
"House was beautiful & a great getaway for our group! "
United States
GiGi M.
The price is AED 1,135
AED 3,125 total
includes taxes & fees
24 Mar - 25 Mar
Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
Smart TV, offices

Vacation Home in North Sherburne

NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
Outdoor spa tub

Vacation Home in Plymouth

2-Bedroom Unit in Plymouth Vt located central to Killington, Woodstock & Okemo
The price is AED 546
AED 702 total
includes taxes & fees
24 Mar - 25 Mar
2-Bedroom Unit in Plymouth Vt located central to Killington, Woodstock & Okemo
House, 6 Bedrooms | Living area

Vacation Home in Killington

Breakaway House by Killington Vacation Rentals
3.0 star property
The price is AED 824
AED 2,961 total
includes taxes & fees
24 Mar - 25 Mar
Breakaway House by Killington Vacation Rentals
Exterior

Vacation Home in Killington

BearRight- Pool, Hot Tub, Sauna.
9.8 out of 10, Exceptional, (12 reviews)
"Great location and easy, fun stay. "
United States
Lauren B.
The price is AED 1,293
AED 3,100 total
includes taxes & fees
24 Mar - 25 Mar
BearRight- Pool, Hot Tub, Sauna.
TV, offices

Vacation Home in Killington

The Tower House | Hot Tub | Firepit | Dog-Friendly
9.0 out of 10, Wonderful, (2 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is AED 768
AED 2,528 total
includes taxes & fees
15 Apr - 16 Apr
The Tower House | Hot Tub | Firepit | Dog-Friendly
Fridge, microwave, oven, stovetop

Vacation Home in Proctor

Feel the real VT! Ski Killington and a foodie’s delight!
10.0 out of 10, Exceptional, (1 review)
"Clean and comfortable home. Plenty of space for our family! Great quiet neighborhood made it easy to relax on our trip."
United States
Rebecca
The price is AED 538
AED 1,918 total
includes taxes & fees
15 Apr - 16 Apr
Feel the real VT! Ski Killington and a foodie’s delight!
Smart TV, fireplace, foosball, offices

Vacation Home in North Sherburne

4BR Killington Home Perfect for Families, Pet-Friendly
10.0 out of 10, Exceptional, (23 reviews)
"Spacious, clean and cozy home. Perfect for a ski trip or weekend getaway."
United States
Darko G.
4BR Killington Home Perfect for Families, Pet-Friendly
TV, fireplace, Netflix, foosball

Vacation Home in Killington

Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
9.8 out of 10, Exceptional, (55 reviews)
"Perfect for a large group or a couple of families."
United States
Mark B.
The price is AED 1,235
AED 3,421 total
includes taxes & fees
24 Mar - 25 Mar
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Smart TV, fireplace, table tennis

Vacation Home in Mendon

Bear Paw Cabin: 3 Living Areas, Hot Tub & Chef's Kitchen 5 Mins to Pico
10.0 out of 10, Exceptional, (2 reviews)
"Great house, location, and easy check in / out"
United States
John G.
The price is AED 980
AED 2,821 total
includes taxes & fees
24 Mar - 25 Mar
Bear Paw Cabin: 3 Living Areas, Hot Tub & Chef's Kitchen 5 Mins to Pico
TV, fireplace, video games, foosball

Vacation Home in Killington

25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.
9.6 out of 10, Exceptional, (66 reviews)
"Overall a good property at a great location!"
United States
Sumeet S.
25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.
Exterior

Vacation Home in Killington

Royalbear - Hot Tub, Fireplace, Close to Slopes
10.0 out of 10, Exceptional, (22 reviews)
"Great house and location, and responsive hosts. Loved it, def will stay again."
United States
Max P.
Royalbear - Hot Tub, Fireplace, Close to Slopes
Interior

Vacation Home in Rutland

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
10.0 out of 10, Exceptional, (4 reviews)
"House was clean, organized and spacious. Great location as well, close to grocery, gas and restaurants. Host answered questions quickly. "
United States
Dominic C.
The price is AED 701
AED 1,591 total
includes taxes & fees
24 Mar - 25 Mar
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
TV

Vacation Home in North Sherburne

Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
10.0 out of 10, Exceptional, (1 review)
"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...
United States
Essa R.
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castleton Hotel Reviews

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

10/10 Excellent
"The breakfast was delicous;; the staff so nice and their soap/shampoo is a nice quality"
KATHLEEN 2-night trip
Posted 4 hours ago
Best Western Inn & Suites Rutland-Killington

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