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Check prices for these dates

Tonight
19 Dec - 20 Dec
Tomorrow
20 Dec - 21 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Rutland holiday rentals

Condo, 2 Bedrooms | Interior
Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo

Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo

Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo
2.0 star property
Rutland
Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo
Indoor pool
Mountain Green

Mountain Green

Mountain Green
2.0 star property
Killington
7.0 out of 10, Good, (15)
"Great communication from Jeff."
United States
Dennis
The price is ฿7,261
฿9,741 total
includes taxes & fees
21 Dec - 22 Dec
Mountain Green
Studio | Exterior
Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo

Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo

Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo
2.0 star property
Killington
The price is ฿12,625
฿21,188 total
includes taxes & fees
30 Dec - 31 Dec
Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo
Restaurant
Mountain Green Resort

Mountain Green Resort

Mountain Green Resort
4.0 star property
Killington
The price is ฿19,212
฿30,694 total
includes taxes & fees
24 Dec - 25 Dec
Mountain Green Resort
Condo, 1 Bedroom, Kitchen, Garden View | 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 ฿8,072
฿15,795 total
includes taxes & fees
23 Dec - 24 Dec
The Suites at Killington Center
House, 3 Bedrooms | Living area
The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home

The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home

The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home
3.0 star property
Killington
The price is ฿17,203
฿39,217 total
includes taxes & fees
12 Jan - 13 Jan 2026
The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home
Exterior
Killington Ski Resort VT Vacation Condos

Killington Ski Resort VT Vacation Condos

Killington Ski Resort VT Vacation Condos
3.5 star property
Killington
The price is ฿12,534
฿21,068 total
includes taxes & fees
30 Dec - 31 Dec
Killington Ski Resort VT Vacation Condos
Condo, 2 Bedrooms | 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 ฿27,266
฿47,524 total
includes taxes & fees
30 Dec - 31 Dec
Fall Line Condos by Killington VR - 2 Bedrooms
House, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster
Blue Haven 3 Bedroom Home

Blue Haven 3 Bedroom Home

Blue Haven 3 Bedroom Home
3.0 star property
Killington
The price is ฿50,020
฿78,978 total
includes taxes & fees
1 Jan - 2 Jan 2026
Blue Haven 3 Bedroom Home
Condo, 1 Bedroom | Interior
Fall Line Condos by Killington VR - 1 Bedrooms

Fall Line Condos by Killington VR - 1 Bedrooms

Fall Line Condos by Killington VR - 1 Bedrooms
3.5 star property
Killington
The price is ฿25,090
฿41,939 total
includes taxes & fees
29 Dec - 30 Dec
Fall Line Condos by Killington VR - 1 Bedrooms
Condo, 4 Bedrooms | Dining
Sunrise Bear Ridge C4 4 Bedroom Condo

Sunrise Bear Ridge C4 4 Bedroom Condo

Sunrise Bear Ridge C4 4 Bedroom Condo
3.0 star property
Killington
Sunrise Bear Ridge C4 4 Bedroom Condo
Condo, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker
Mountain Green Resort By Killington VR - 3 Bedrooms

Mountain Green Resort By Killington VR - 3 Bedrooms

Mountain Green Resort By Killington VR - 3 Bedrooms
3.5 star property
Killington
10.0 out of 10, Exceptional, (1)
The price is ฿41,006
฿67,923 total
includes taxes & fees
31 Dec - 1 Jan 2026
Mountain Green Resort By Killington VR - 3 Bedrooms
Condo, 2 Bedrooms | Private kitchen
Mountain Green Resort by Killington VR - 2 Bedrooms

Mountain Green Resort by Killington VR - 2 Bedrooms

Mountain Green Resort by Killington VR - 2 Bedrooms
2.0 star property
Killington
The price is ฿35,068
฿57,823 total
includes taxes & fees
1 Jan - 2 Jan 2026
Mountain Green Resort by Killington VR - 2 Bedrooms
House, 4 Bedrooms | Interior
Alpine Court Chalet 4 Bedroom Home

Alpine Court Chalet 4 Bedroom Home

Alpine Court Chalet 4 Bedroom Home
3.0 star property
Killington
The price is ฿16,251
฿35,473 total
includes taxes & fees
11 Jan - 12 Jan 2026
Alpine Court Chalet 4 Bedroom Home
Condo, 3 Bedrooms | Interior
Fall Line Condos by Killington VR - 3 Bedrooms

Fall Line Condos by Killington VR - 3 Bedrooms

Fall Line Condos by Killington VR - 3 Bedrooms
3.5 star property
Killington
The price is ฿19,605
฿40,579 total
includes taxes & fees
21 Dec - 22 Dec
Fall Line Condos by Killington VR - 3 Bedrooms
Condo, 1 Bedroom | Private kitchen | Fridge, oven, coffee/tea maker, toaster
Killington Center Inn & Suites by Killington VR - 1 Bedrooms

Killington Center Inn & Suites by Killington VR - 1 Bedrooms

Killington Center Inn & Suites by Killington VR - 1 Bedrooms
3.0 star property
Killington
2.0 out of 10, (1)
"This place does not have clean water. The water that comes from the faucets is brown and there are notices on the doors about high levels of carcinogens. "
United States
Tyler
The price is ฿8,772
฿21,756 total
includes taxes & fees
25 Dec - 26 Dec
Killington Center Inn & Suites by Killington VR - 1 Bedrooms
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 Rutland Hotel Reviews

Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Luxurious and friendly resort! Loved it"
Elizabeth 1-night trip
Posted 2 days ago
Woodstock Inn & Resort

Find out more about Rutland

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

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

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

Frequently asked questions

Can I find a holiday rental in Rutland?

Yes, there are holiday rentals in Rutland close to Vermont State Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Rutland speak highly of the ski slopes and array of shops. Make sure to also enjoy the majestic mountain landscape and top-notch restaurants during your holiday.

How many holiday rentals are there in Rutland?

Choose from 48 Expedia holiday rentals in Rutland for a memorable holiday.

What can I see and do in Rutland?

Cultural attractions include Paramount Theater and Chaffee Art Center, whereas Green Mountain National Forest and Pine Hill Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Killington Resort and Vermont State Fairgrounds.

What are holiday rentals like in Rutland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Rutland. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy lobbies 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 a popular choice for a small group gathering.