Photo by Jennifer Brokaw

Castleton Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Castleton holiday rentals

Exterior
Mountain Green Resort by Killington VR - 1 Bedrooms

Mountain Green Resort by Killington VR - 1 Bedrooms

Mountain Green Resort by Killington VR - 1 Bedrooms
3.5 star property
Killington
8.0 out of 10, Very good, (1)
"I had trouble getting in and out of the inner roads around the buildings and had to wait to use my rental car until the bus traffic cleared Old Mill Rd. to slush. This made me kind of locked in, but the bus service to and from the ski lodges did make it possible to ski. And that was the main reason I stayed at Mountain Green Resort the proximity and shuttle service."
United States
Scott
The price is HK$4,368
HK$7,946 total
includes taxes & fees
28 Dec - 29 Dec
Mountain Green Resort by Killington VR - 1 Bedrooms
Living area
Trout House Village Resort

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (20)
"Great updated cabin. "
United States
Diane
The price is HK$1,163
HK$1,485 total
includes taxes & fees
11 Jan - 12 Jan 2026
Trout House Village Resort
Restaurant
Mountain Green Resort

Mountain Green Resort

Mountain Green Resort
4.0 star property
Killington
The price is HK$4,460
HK$7,271 total
includes taxes & fees
5 Jan - 6 Jan 2026
Mountain Green Resort
Indoor pool
Mountain Green

Mountain Green

Mountain Green
2.0 star property
Killington
6.8 out of 10, (17)
"Great communication from Jeff."
United States
Dennis
The price is HK$1,710
HK$2,295 total
includes taxes & fees
30 Dec - 31 Dec
Mountain Green
Fridge, microwave, oven, stovetop
Feel the real VT! Fall foliage, hikes, foodie’s delight!

Feel the real VT! Fall foliage, hikes, foodie’s delight!

Feel the real VT! Fall foliage, hikes, foodie’s delight!
2.0 star property
Proctor
10.0 out of 10, Exceptional, (1)
"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 HK$2,287
HK$5,529 total
includes taxes & fees
21 Jan - 22 Jan 2026
Feel the real VT! Fall foliage, hikes, foodie’s delight!
Fridge, microwave, oven, stovetop
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
2.0 star property
Mendon
9.8 out of 10, Exceptional, (11)
"Great place! Secluded but close to everything. We will definitely stay again."
United States
Patricia Y.
The price is HK$1,833
HK$4,359 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Exterior
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
2.0 star property
Killington
10.0 out of 10, Exceptional, (1)
"8 mins drive from ski lodge"
United States
YUXIANG
The price is HK$947
HK$2,451 total
includes taxes & fees
19 Jan - 20 Jan 2026
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Dining
Cozy Rutland Retreat

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.6 out of 10, Exceptional, (5)
"Peaceful stay in the city! We were headed to the rodeo, so this was the perfect distance away! "
United States
Aislinn F.
The price is HK$731
HK$1,637 total
includes taxes & fees
13 Jan - 14 Jan 2026
Cozy Rutland Retreat
Interior
Make memories at this unique and family-friendly Vermont cabin!

Make memories at this unique and family-friendly Vermont cabin!

Make memories at this unique and family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (10)
"Loved the place! Just an hour from lake george! "
United States
Yami N.
The price is HK$1,392
HK$2,273 total
includes taxes & fees
1 Jan - 2 Jan 2026
Make memories at this unique and family-friendly Vermont cabin!
Dining
4BR Killington Home Perfect for Families, Pet-Friendly

4BR Killington Home Perfect for Families, Pet-Friendly

4BR Killington Home Perfect for Families, Pet-Friendly
2.0 star property
North Sherburne
10.0 out of 10, Exceptional, (22)
"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
Exterior
Fall Line Condos by Killington VR - 2 Bedrooms

Fall Line Condos by Killington VR - 2 Bedrooms

Fall Line Condos by Killington VR - 2 Bedrooms
3.5 star property
Killington
The price is HK$5,366
HK$9,936 total
includes taxes & fees
30 Dec - 31 Dec
Fall Line Condos by Killington VR - 2 Bedrooms
Terrace/patio
The Suites at Killington Center

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is HK$3,291
HK$5,330 total
includes taxes & fees
29 Dec - 30 Dec
The Suites at Killington Center
Outdoor dining
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
2.0 star property
North Sherburne
The price is HK$2,449
HK$5,175 total
includes taxes & fees
19 Jan - 20 Jan 2026
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
1 bedroom, free WiFi, bed sheets
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
2.5 star property
Rutland
9.2 out of 10, Wonderful, (5)
The price is HK$1,166
HK$1,497 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
Fridge, microwave, oven, stovetop
Alpine Chalet, Fireplace, Pool, Gym, At Pico.

Alpine Chalet, Fireplace, Pool, Gym, At Pico.

Alpine Chalet, Fireplace, Pool, Gym, At Pico.
2.0 star property
Killington
10.0 out of 10, Exceptional, (5)
"Such a great spot."
United States
Kathleen G.
The price is HK$3,308
HK$7,767 total
includes taxes & fees
8 Jan - 9 Jan 2026
Alpine Chalet, Fireplace, Pool, Gym, At Pico.
Fridge, microwave, oven, stovetop
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
2.0 star property
Killington
10.0 out of 10, Exceptional, (1)
"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 HK$3,049
HK$7,036 total
includes taxes & fees
19 Jan - 20 Jan 2026
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Exterior
Doc's Lake house 1st floor, 2 bedroom apartment

Doc's Lake house 1st floor, 2 bedroom apartment

Doc's Lake house 1st floor, 2 bedroom apartment
Salisbury
10.0 out of 10, Exceptional, (72)
"Doc runs a great place for all to enjoy. "
United States
William D.
The price is HK$1,049
HK$1,575 total
includes taxes & fees
5 Jan - 6 Jan 2026
Doc's Lake house 1st floor, 2 bedroom apartment
Interior
Moose Lodge - Rustic and Cozy

Moose Lodge - Rustic and Cozy

Moose Lodge - Rustic and Cozy
Ticonderoga
9.8 out of 10, Exceptional, (60)
"The house was clean and comfortable. Though no lake access, it was drivable to public lake access."
United States
Kate E.
The price is HK$1,974
HK$4,540 total
includes taxes & fees
23 Jan - 24 Jan 2026
Moose Lodge - Rustic and Cozy
Property grounds
Glamping hut with WiFi in Ripton, biking, hiking, skiing

Glamping hut with WiFi in Ripton, biking, hiking, skiing

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
10.0 out of 10, Exceptional, (2)
"Super cute and cozy! It was perfect."
United States
Sarah D.
The price is HK$692
HK$1,297 total
includes taxes & fees
29 Dec - 30 Dec
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Smart TV, fireplace, video games, DVD player
Big Boulder at Killington – 2 Miles to Killington Base with Hot Tub, Sauna, and Views

Big Boulder at Killington – 2 Miles to Killington Base with Hot Tub, Sauna, and Views

Big Boulder at Killington – 2 Miles to Killington Base with Hot Tub, Sauna, and Views
2.0 star property
Killington
10.0 out of 10, Exceptional, (47)
"We had a great day here! The location could not be beat… Fast access to the mountain as well as restaurants on the access road. House was exactly as described, lots of space for our two family group. Would definitely rent again!"
United States
Anne P.
The price is HK$3,489
HK$7,610 total
includes taxes & fees
30 Dec - 31 Dec
Big Boulder at Killington – 2 Miles to Killington Base with Hot Tub, Sauna, and Views
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

Après Inn Killington

Après Inn Killington

10/10 Excellent
"Comfortable, clean, easy to check in. "
Chelsea 1-night trip
Posted 6 days ago
Après Inn Killington

Find out more about Castleton

Search for holiday rentals in Castleton on Expedia! You can easily find your home rentals, villas, holiday apartments in Castleton using one of the methods below:

  • View our selection of featured holiday rentals in Castleton
  • Use the map to find apartments and other holiday homes in the Castleton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Castleton while they last

Look no further and take a look at our great range of rental properties in Castleton!

Frequently asked questions

Can I find holiday rentals in Castleton?

Yes, there are holiday rentals close to the most popular sights in Castleton, or you can select a more secluded option if you're looking for a relaxing stay. Castleton is known for its ski areas and shopping. Make sure you have time to check out the restaurants and university setting during your trip.

What are some of the best holiday rentals that Castleton has to offer?

Water front home with large two tiered deck! 2 bathrooms 😂: This highly rated holiday home rental in Castleton is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. Another good choice for your trip to Castleton is Cozy home with lake front property, views, bbq, dock, kayak, wifi, TV, w/d.

How many holiday rentals will I find in Castleton?

Choose from 18 Expedia holiday rentals in Castleton for a memorable holiday.

What can I see and do in Castleton?

While exploring the area, visit family-friendly sights like Pond Hill Ranch and Pro Rodeo, or get outside and enjoy nature at Lake Bomoseen. Other places in town to visit include Taconic Mountains Ramble State Park and Bomoseen State Park.

What are holiday rentals like in Castleton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castleton. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family trips.