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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 Chittenden holiday rentals

House, 3 Bedrooms | Living area
The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home

Holiday Home in Killington

The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home
3.0 star property
The price is 14.487.100 ₫
32.952.932 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home
Aerial view
Mountain Green

Condo resort in Killington

Mountain Green
2.0 star property
6.8 out of 10, (16)
"Great communication from Jeff."
United States
Dennis
The price is 6.262.970 ₫
8.401.459 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Mountain Green
Condo, 1 Bedroom, Kitchen, Garden View | Private kitchen | Mini-fridge, microwave, oven, cookware/dishes/utensils
The Suites at Killington Center

Condo in Killington

The Suites at Killington Center
3.5 star property
The price is 10.175.071 ₫
16.985.838 ₫ total
includes taxes & fees
28 Dec - 29 Dec
The Suites at Killington Center
Exterior
Robert Frost Mountain Cabins

Cabin in Ripton

Robert Frost Mountain Cabins
3.5 star property
10.0 out of 10, Exceptional, (40)
"Ammazing,would go again!"
United States
Joseph
The price is 7.341.885 ₫
8.002.655 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Robert Frost Mountain Cabins
Exterior
Mountain Green Resort By Killington VR - 3 Bedrooms

Condo in Killington

Mountain Green Resort By Killington VR - 3 Bedrooms
3.5 star property
10.0 out of 10, Exceptional, (1)
The price is 33.455.312 ₫
55.709.798 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Mountain Green Resort By Killington VR - 3 Bedrooms
Condo, 4 Bedrooms | Sauna
Sunrise Bear Ridge C4 4 Bedroom Condo

Condo in Killington

Sunrise Bear Ridge C4 4 Bedroom Condo
3.0 star property
The price is 38.447.497 ₫
61.373.450 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Sunrise Bear Ridge C4 4 Bedroom Condo
Studio | Exterior
Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo

Condo in Killington

Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo
2.0 star property
The price is 5.104.584 ₫
10.524.542 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo
House, 3 Bedrooms | Living area | Smart TV
Blue Haven 3 Bedroom Home

Holiday Home in Killington

Blue Haven 3 Bedroom Home
3.0 star property
Blue Haven 3 Bedroom Home
Exterior
Fall Line Condos by Killington VR - 2 Bedrooms

Condo in Killington

Fall Line Condos by Killington VR - 2 Bedrooms
3.5 star property
The price is 20.562.650 ₫
36.804.698 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Fall Line Condos by Killington VR - 2 Bedrooms
Condo, 1 Bedroom | Pool | Indoor pool, a heated pool
Mountain Green Condo 1a8 1 Bedroom Condo

Condo in Killington

Mountain Green Condo 1a8 1 Bedroom Condo
3.5 star property
Mountain Green Condo 1a8 1 Bedroom Condo
House, 6 Bedrooms | Living area
Breakaway House by Killington Vacation Rentals

Holiday Home in Killington

Breakaway House by Killington Vacation Rentals
2.0 star property
The price is 7.955.989 ₫
23.195.228 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Breakaway House by Killington Vacation Rentals
House, 4 Bedrooms | Exterior
The Getaway 4 Bedroom Home

Holiday Home in Pittsfield

The Getaway 4 Bedroom Home
3.0 star property
The price is 13.794.323 ₫
29.260.516 ₫ total
includes taxes & fees
25 Dec - 26 Dec
The Getaway 4 Bedroom Home
Exterior
Mountain Green Resort by Killington VR - 1 Bedrooms

Condo in Killington

Mountain Green Resort by Killington VR - 1 Bedrooms
3.5 star property
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 15.061.686 ₫
27.270.150 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Mountain Green Resort by Killington VR - 1 Bedrooms
Condo, 1 Bedroom | Exterior
Killington Ski Resort VT Vacation Condos

Condo in Killington

Killington Ski Resort VT Vacation Condos
3.5 star property
The price is 5.335.856 ₫
10.832.412 ₫ total
includes taxes & fees
21 Jan - 22 Jan 2026
Killington Ski Resort VT Vacation Condos
House, 4 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster
Alpine Court Chalet 4 Bedroom Home

Holiday Home in Killington

Alpine Court Chalet 4 Bedroom Home
3.0 star property
The price is 13.870.110 ₫
30.046.640 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Alpine Court Chalet 4 Bedroom Home
Condo, 2 Bedrooms | Exterior
Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo

Condo in Rutland

Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo
2.0 star property
The price is 16.005.987 ₫
30.509.994 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo
Exterior
Fall Line Condos by Killington VR - 1 Bedrooms

Condo in Killington

Fall Line Condos by Killington VR - 1 Bedrooms
3.5 star property
The price is 18.664.040 ₫
32.025.257 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Fall Line Condos by Killington VR - 1 Bedrooms
Exterior
Fall Line Condos by Killington VR - 3 Bedrooms

Condo in Killington

Fall Line Condos by Killington VR - 3 Bedrooms
3.5 star property
The price is 13.604.592 ₫
30.264.086 ₫ total
includes taxes & fees
21 Jan - 22 Jan 2026
Fall Line Condos by Killington VR - 3 Bedrooms
Condo, 2 Bedrooms | Exterior
Mountain Green Resort by Killington VR - 2 Bedrooms

Condo in Killington

Mountain Green Resort by Killington VR - 2 Bedrooms
2.0 star property
The price is 28.939.658 ₫
47.855.742 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Mountain Green Resort by Killington VR - 2 Bedrooms
Condo, 1 Bedroom | Pool
Mountain Green Condo 1c7 1 Bedroom Condo

Condo in Killington

Mountain Green Condo 1c7 1 Bedroom Condo
2.0 star property
Mountain Green Condo 1c7 1 Bedroom Condo
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 Chittenden Hotel Reviews

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

10/10 Excellent
"Very nice and friendly welcome from Stephen! Room was very clean and quiet. Nice set up with tv , microwave and fridge. Bed was very comfortable. Breakfast that was included was far beyond expectation with great choices and added options for each selection. Breakfast area was cozy and welcoming with the fireplace stove on the very cold days we were visiting. Stayed here since it was close to family. The fresh baked cookies at the end of the day were another delightful treat to our stay. Any staff we encountered during our stay were always very friendly and helpful. Would definitely stay here again when we are back in the area."
Erika 2-night trip
Posted 2 days ago
Best Western Inn & Suites Rutland-Killington

Frequently asked questions

Are there holiday rentals in Chittenden?

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

How many holiday rentals are there in Chittenden?

Choose from 10 Expedia holiday rentals in Chittenden for a memorable holiday.

What can I see and do in Chittenden?

Green Mountain National Forest and Lefferts Pond are a couple of lovely local spots to get outside and enjoy nature. Killington Resort and New England Maple Museum are a couple of places you'll find in the wider area.

What are holiday rentals like in Chittenden?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chittenden. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for families.