Photo by Killington Resort

Search Vacation Homes in Rutland

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Vacation Homes in Rutland

House, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker
Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

3.5 star property
Rutland
The price is AED 678
AED 2,186 total
includes taxes & fees
9 Dec - 10 Dec
Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home
Spa
large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok

2.0 star property
Mendon
10.0 out of 10, Exceptional, (1)
"Amazing stay! Gorgeous house, clean, perfect location. The host was super responsive and made the check in check out process so easy.Highly reccomend and can’t wait to stay again next year. "
United States
Nicole H.
The price is AED 752
AED 1,879 total
includes taxes & fees
9 Dec - 10 Dec
large ski ranch hot tub close to killington pets ok
Fridge, microwave, oven, stovetop
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Rutland
10.0 out of 10, Exceptional, (1)
The price is AED 1,065
AED 2,049 total
includes taxes & fees
5 Jan - 6 January 2026
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Interior
Bear Paw Cabin: 3 Living Areas, Hot Tub & Chef's Kitchen 5 Mins to Pico

Bear Paw Cabin: 3 Living Areas, Hot Tub & Chef's Kitchen 5 Mins to Pico

2.0 star property
Mendon
Bear Paw Cabin: 3 Living Areas, Hot Tub & Chef's Kitchen 5 Mins to Pico
Fridge, microwave, oven, stovetop
Rutland's Hidden Gem: 2 BR/1BA Renovated Home Close to Everything

Rutland's Hidden Gem: 2 BR/1BA Renovated Home Close to Everything

Rutland
8.8 out of 10, Excellent, (10)
"Very clean and lovely! Location was perfect! Will be using again. "
United States
Kacy L.
The price is AED 497
AED 1,259 total
includes taxes & fees
9 Dec - 10 Dec
Rutland's Hidden Gem: 2 BR/1BA Renovated Home Close to Everything
Interior
The Dorothy-10 minutes from Okemo- freshly renovated

The Dorothy-10 minutes from Okemo- freshly renovated

Cavendish
9.6 out of 10, Exceptional, (4)
"We had an enjoyable stay! Our hosts were very communicative and thought of the details for our stay!"
United States
Maya T.
The Dorothy-10 minutes from Okemo- freshly renovated
Fridge, microwave, oven, stovetop
Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington

Killington
8.0 out of 10, Very Good, (1)
"The condo was in a beautiful location but was rather isolated from grocery and dining options. Our host was good at communicating however we received a message about the fireplace not being available to us a day before we came and we got there in the dark with no lights on. The condo itself could not really be called "luxury" as it was dated and lacked some basics like soap in the bathroom, a towel hook in the 1/2 bath, kleenex, cracked dishes, etc. Liked that it was near a waterfall and hiking...
United States
Dean
The price is AED 436
AED 1,201 total
includes taxes & fees
9 Dec - 10 Dec
Luxury Condo Tucked in the Heart of Killington
Terrace/patio
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Bridgewater
9.6 out of 10, Exceptional, (17)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
United States
Gerri B.
The price is AED 632
AED 1,983 total
includes taxes & fees
10 Dec - 11 Dec
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Interior
Charming Cavendish Guesthouse

Charming Cavendish Guesthouse

Cavendish
9.8 out of 10, Exceptional, (7)
"Just as described with Everything we needed. Very comfy and roomy. Loved the private feeling and backyard. Would highly recommend to anyone wanting to stay in this area of Vermont."
United States
deborah m.
The price is AED 618
AED 1,075 total
includes taxes & fees
9 Dec - 10 Dec
Charming Cavendish Guesthouse
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

3.0 star property
Killington
The price is AED 1,054
AED 3,240 total
includes taxes & fees
9 Dec - 10 Dec
The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home
Fridge, microwave, oven, stovetop
The Bomoseen Bungalow: Vermont Lake House with Private Dock

The Bomoseen Bungalow: Vermont Lake House with Private Dock

2.0 star property
Bomoseen
9.6 out of 10, Exceptional, (4)
"Nice place to stay. Very well equipped and clean."
United States
Rich S.
The price is AED 610
AED 1,914 total
includes taxes & fees
9 Dec - 10 Dec
The Bomoseen Bungalow: Vermont Lake House with Private Dock
Interior
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Pomfret
10.0 out of 10, Exceptional, (4)
"Enjoyed the cleanliness and the convenience of being close to Woodstock, and not too far from Stowe."
United States
Dee Dee H.
The price is AED 735
AED 1,633 total
includes taxes & fees
11 Dec - 12 Dec
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
Fridge, microwave, oven, stovetop
CozyDen-Location, Fireplace, Ski Off/Shuttle On!

CozyDen-Location, Fireplace, Ski Off/Shuttle On!

Killington
10.0 out of 10, Exceptional, (1)
"Very quiet and private feeling even though it is in a condo like setting. Very clean, and had all the conveniences we needed (A/C, coffee maker, full kitchen appliances). And so kind and personal to leave some souvenirs of the area. We felt very comfortable when every we finished our day of sightseeing to come back to our home away from home. "
United States
denise k.
The price is AED 329
AED 1,044 total
includes taxes & fees
9 Dec - 10 Dec
CozyDen-Location, Fireplace, Ski Off/Shuttle On!
Fridge, microwave, oven, stovetop
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Mt Holly
9.8 out of 10, Exceptional, (36)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
United States
Eyal O.
The price is AED 512
AED 1,833 total
includes taxes & fees
9 Dec - 10 Dec
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Dining
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.
The price is AED 727
AED 2,504 total
includes taxes & fees
9 Dec - 10 Dec
4BR Killington Home Perfect for Families, Pet-Friendly
Fridge, microwave, oven, stovetop
Mountain Stay | Skiing | Hiking | Sleeps 8

Mountain Stay | Skiing | Hiking | Sleeps 8

Bridgewater
9.6 out of 10, Exceptional, (7)
"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."
United States
Owen C.
The price is AED 698
AED 1,983 total
includes taxes & fees
9 Dec - 10 Dec
Mountain Stay | Skiing | Hiking | Sleeps 8
Property grounds
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Ludlow
9.8 out of 10, Exceptional, (103)
"A lovely time enjoying the off-season in a ski town. "
United States
Ed C.
The price is AED 709
AED 1,514 total
includes taxes & fees
9 Dec - 10 Dec
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Property grounds
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

granville
9.4 out of 10, Exceptional, (83)
"Great place! Comfortable and conveniently located. "
United States
Violet R.
The price is AED 413
AED 1,220 total
includes taxes & fees
9 Dec - 10 Dec
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
Exterior
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

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

2.0 star property
Killington
The price is AED 513
AED 1,431 total
includes taxes & fees
9 Dec - 10 Dec
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
House, 2 Bedrooms | Exterior
Bob's Sled Lodge 2 Bedroom Home

Bob's Sled Lodge 2 Bedroom Home

3.0 star property
North Sherburne
The price is AED 599
AED 2,082 total
includes taxes & fees
11 Dec - 12 Dec
Bob's Sled Lodge 2 Bedroom Home
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Rutland Hotel Reviews

North Star Lodge and Resort

North Star Lodge and Resort

10/10 Excellent
"Location is very convenient. Service as described online."
Yilun 2-night trip
Posted 2 days ago
North Star Lodge and Resort