A winding road surrounded by autumn foliage.

Holiday Homes in Rutland

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Rutland holiday homes

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

1. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (17 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is AU$258
includes taxes & fees
3 Nov - 4 Nov
Cozy Rutland Retreat
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

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

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.2 out of 10, Wonderful, (7 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 AU$331
includes taxes & fees
1 Nov - 2 Nov
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A house with a wooden deck, solar panels, and a well-maintained garden.

3. Cozy 2 Bedroom close distance to downtown.

Cozy 2 Bedroom close distance to downtown.
Rutland
The price is AU$237
includes taxes & fees
29 Oct - 30 Oct
Cozy 2 Bedroom close distance to downtown.
A house with a covered deck, a barbecue grill, and a wooden pergola.

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

large ski ranch hot tub close to killington pets ok
Mendon
9.2 out of 10, Wonderful, (10 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is AU$633
includes taxes & fees
3 Nov - 4 Nov
large ski ranch hot tub close to killington pets ok
A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

5. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
Chittenden
9.4 out of 10, Exceptional, (6 reviews)
"Loved this stay - the farmhouse is authentic and oozes charm! Everything about this stay was easy - 20min drive to the slopes, 15 min to downtown Rutland, and an extremely well-equipped house to easily accommodate the six of us. Superb communication from the host both prior to and during our stay (promptly answered several questions for us). If you want a vintage farmhouse feel as opposed to a modern condo-style stay, this is the place for you!"
United States
Carl P.
The price is AU$754
includes taxes & fees
29 Oct - 30 Oct
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

6. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
10.0 out of 10, Exceptional, (1 review)
The price is AU$1,049
includes taxes & fees
2 Nov - 3 Nov
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
A modern kitchen with a large island, white cabinetry, and a stainless steel refrigerator.

7. Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.

Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.
Rutland
9.4 out of 10, Exceptional, (6 reviews)
"Perfect spot for a large group to enjoy Rutland, Killington, and the surrounding area. Plenty of beds for everyone, and bathrooms so no one felt cramped whatsoever. Beautiful home and safe neighborhood. All around a great stay. If we come back for the US Open of MTB next year, this house would be high on our list to stay in again."
United States
Matthew T.
The price is AU$1,136
includes taxes & fees
24 Nov - 25 Nov
Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.
A hallway with a wooden wall, a white door, and a wooden staircase.

8. 4BR Home | Walk Downtown Rutland + Trails

4BR Home | Walk Downtown Rutland + Trails
Rutland
10.0 out of 10, Exceptional, (7 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 AU$538
includes taxes & fees
16 Nov - 17 Nov
4BR Home | Walk Downtown Rutland + Trails
A kitchen with white cabinetry, a stainless steel refrigerator, a coffee maker, and a dining area with two chairs.

9. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
10.0 out of 10, Exceptional, (1 review)
"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...
United States
Melinda D.
The price is AU$390
includes taxes & fees
8 Nov - 9 Nov
Luxury Condo Tucked in the Heart of Killington
A dining area with a wooden table, two chairs, a lamp, and a bear mural on the wall.

10. CozyDen- Location, Ski Off/ Shuttle On

CozyDen- Location, Ski Off/ Shuttle On
Killington
9.6 out of 10, Exceptional, (4 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is AU$394
includes taxes & fees
30 Oct - 31 Oct
CozyDen- Location, Ski Off/ Shuttle On
A spacious living room with a large sectional sofa, a wooden coffee table, and a fireplace. A staircase leads to an upper level with a balcony.

11. Powder House on East Mountain | Summer Retreat

Powder House on East Mountain | Summer Retreat
Killington
10.0 out of 10, Exceptional, (2 reviews)
"Cool place ! Close to the mountain and access road. "
United States
David F.
The price is AU$239
includes taxes & fees
31 Oct - 1 Nov
Powder House on East Mountain | Summer Retreat
A living room with a wooden table, two chairs, a leather sofa, a coffee table, and a brick wall.

12. Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM Checkout

Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM Checkout
Killington
The price is AU$657
includes taxes & fees
29 Oct - 30 Oct
Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM Checkout
A red house with a gravel driveway and lush greenery.

13. The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6

The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
Plymouth
The price is AU$795
includes taxes & fees
29 Oct - 30 Oct
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
A spacious living room with a fireplace, a television, and a large window.

14. 4BR Killington Home Perfect for Families, Pet-Friendly

4BR Killington Home Perfect for Families, Pet-Friendly
North Sherburne
10.0 out of 10, Exceptional, (24 reviews)
"Our group had a wonderful ski weekend at the house! It was well stocked with everything we needed and the fireplace was perfect to relax near after a day on the slopes. "
United States
Christina V.
The price is AU$1,061
includes taxes & fees
29 Oct - 30 Oct
4BR Killington Home Perfect for Families, Pet-Friendly
A two-story house with a covered porch and a gabled roof.

15. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
9.2 out of 10, Wonderful, (39 reviews)
"Very clean and comfortable. Would definitely rent again!"
United States
Molly T.
The price is AU$422
includes taxes & fees
29 Oct - 30 Oct
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
An indoor swimming pool with a wooden ceiling and large windows.

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

The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi
The Woods
The price is AU$501
includes taxes & fees
1 Nov - 2 Nov
The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi
A kitchen with granite countertops, stainless steel appliances, wooden cabinets, and a large island with seating.

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

Slopeside Estate Guesthouse: Hot tub, AC, Grill
Killington
The price is AU$1,461
includes taxes & fees
29 Oct - 30 Oct
Slopeside Estate Guesthouse: Hot tub, AC, Grill
A cozy room with a wooden ceiling, a large window with a snowy view, a sofa, and a dining table with chairs.

18. Family and friend friendly upper ski cabin with bunks, sleeps 8

Family and friend friendly upper ski cabin with bunks, sleeps 8
Killington
The price is AU$784
includes taxes & fees
29 Oct - 30 Oct
Family and friend friendly upper ski cabin with bunks, sleeps 8
A modern kitchen with dark wood cabinets, a stainless steel refrigerator, a dining table with chairs, and a hanging light fixture.

19. Summit House on George | Renovated | 5 Mins to K-1 | Lift & Rental Deals

Summit House on George | Renovated | 5 Mins to K-1 | Lift & Rental Deals
Killington
10.0 out of 10, Exceptional, (1 review)
"Absolutely loved this house. Our stay was perfect. It was so close to the mountain and all the restaurants. It was not on a busy street, so private and clean and overall amazing place to stay. We would definitely choose to stay again here!!"
United States
Sandra G.
Summit House on George | Renovated | 5 Mins to K-1 | Lift & Rental Deals
A hallway with a wooden beam ceiling, a door with a frosted glass panel, and a view of a living room with a sofa and a table.

20. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Comfortable stay but there was some noise in the bigger bedroom from the heating panels so the sleep was disturbed. Other than this, we had a great time at the accommodation."
Canada
Smriti
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
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

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

8/10 Good
"Nice place good breakfast"
Jim 1-night trip
Posted 1 day ago
Days Inn by Wyndham Rutland/Killington Area

Find out more about Rutland

Rutland Holiday Homes information

Number of reviews
108
Accommodation
903 Holiday Homes
Lowest Price
AU$237
Highest Price
AU$1,461