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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Rutland vacation homes

Private kitchen

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
9.8 out of 10, Exceptional, (6 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 ￥14,597
￥37,969 total
includes taxes & fees
Jul 28 - Jul 29
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Dining

large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.6 out of 10, Exceptional, (4 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is ￥28,900
￥78,568 total
includes taxes & fees
Aug 2 - Aug 3
large ski ranch hot tub close to killington pets ok
Interior

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

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Rutland
10.0 out of 10, Exceptional, (5 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 ￥35,682
￥77,211 total
includes taxes & fees
Jul 28 - Jul 29
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Microwave, oven, stovetop, dishwasher

Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
The price is ￥61,436
￥120,552 total
includes taxes & fees
Jul 28 - Jul 29
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Coffee/tea maker, fridge, microwave, oven

Feel the real VT! Lakes, hikes, a foodies delight!

Feel the real VT! Lakes, hikes, a foodies delight!
Proctor
10.0 out of 10, Exceptional, (1 review)
"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 ￥54,868
￥125,561 total
includes taxes & fees
Aug 25 - Aug 26
Feel the real VT! Lakes, hikes, a foodies delight!
Smart TV, books

Cozy Moonship Yurt in the woods

Cozy Moonship Yurt in the woods
West Rutland
10.0 out of 10, Exceptional, (1 review)
"Clean and cozy with a working hot tub. Would highly recommend"
United States
Justin E.
The price is ￥32,766
￥62,937 total
includes taxes & fees
Jul 29 - Jul 30
Cozy Moonship Yurt in the woods
Smart TV, fireplace, video games, books

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, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
United States
Cheri V.
The price is ￥22,117
￥80,735 total
includes taxes & fees
Jul 28 - Jul 29
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
House, 6 Bedrooms | Living area

Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
3.0 star property
Killington
The price is ￥32,358
￥116,266 total
includes taxes & fees
Jul 28 - Jul 29
Breakaway House by Killington Vacation Rentals
TV, offices

The Tower House | Hot Tub | Firepit | Dog-Friendly

The Tower House | Hot Tub | Firepit | Dog-Friendly
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is ￥33,749
￥112,743 total
includes taxes & fees
Jul 28 - Jul 29
The Tower House | Hot Tub | Firepit | Dog-Friendly
Interior

Ski Home/Arcade Mountain Views Near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
The price is ￥17,443
￥89,322 total
includes taxes & fees
Jul 28 - Jul 29
Ski Home/Arcade Mountain Views Near Killington/Woodstock
Exterior

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is ￥17,443
￥89,322 total
includes taxes & fees
Jul 28 - Jul 29
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
TV, streaming services, music library, video library

Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.

Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.
Killington
7.0 out of 10, Good, (6 reviews)
"Excellent brief stay."
United States
Ron L.
The price is ￥20,724
￥92,300 total
includes taxes & fees
Jul 28 - Jul 29
Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.
Exterior

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
9.0 out of 10, Wonderful, (32 reviews)
"The house was great. We loved the antiqueness of the house. We are technicologically challenged, so had trouble with the TV. The beds were comfortable. We didn't use it, but the kitchen was great. We would definitely use this house again."
United States
Stephanie
The price is ￥29,342
￥52,278 total
includes taxes & fees
Jul 28 - Jul 29
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Smart TV, fireplace, video games, stereo

HappyCub- AC, Hot Tub, Fire Pit, Game Room!

HappyCub- AC, Hot Tub, Fire Pit, Game Room!
Killington
10.0 out of 10, Exceptional, (27 reviews)
"Great communication, location, and all around stay!"
United States
Ashley K.
The price is ￥36,141
￥88,047 total
includes taxes & fees
Jul 28 - Jul 29
HappyCub- AC, Hot Tub, Fire Pit, Game Room!
Property grounds

Beautiful 3-bedroom house with AC in charming Bridgewater

Beautiful 3-bedroom house with AC in charming Bridgewater
Bridgewater
The price is ￥26,213
￥77,249 total
includes taxes & fees
Jul 29 - Jul 30
Beautiful 3-bedroom house with AC in charming Bridgewater
Coffee/tea maker, fridge, microwave, oven

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.
The price is ￥33,004
￥102,094 total
includes taxes & fees
Jul 28 - Jul 29
Summit House on George | Renovated | 5 Mins to K-1 | Lift & Rental Deals
Interior

SugarBear- Pool, AC, Sauna, Gym, Tennis!

SugarBear- Pool, AC, Sauna, Gym, Tennis!
The Woods
10.0 out of 10, Exceptional, (7 reviews)
"Great communication with the hosts, great welcome gifts! Housing was perfect, easy ride to Ramshead where youth lessons and childcare are, great pool for the kids after skiing. "
United States
Cécile B.
SugarBear- Pool, AC, Sauna, Gym, Tennis!
Smart TV, fireplace, video games, stereo

The Big Lebearski- AC, Grill, Fire Pit, Hot tub!

The Big Lebearski- AC, Grill, Fire Pit, Hot tub!
Killington
10.0 out of 10, Exceptional, (19 reviews)
"Great location and excellent hosts "
United States
Peter G.
The price is ￥41,449
￥108,485 total
includes taxes & fees
Aug 3 - Aug 4
The Big Lebearski- AC, Grill, Fire Pit, Hot tub!
Outdoor spa tub

Classic Chalet w/Hot tub + king beds, Mtn 5 mins

Classic Chalet w/Hot tub + king beds, Mtn 5 mins
Killington
10.0 out of 10, Exceptional, (1 review)
"Great place. We had a great time. Also, major stores were not too far away if we needed anything"
United States
maria
The price is ￥43,087
￥102,733 total
includes taxes & fees
Jul 31 - Aug 1
Classic Chalet w/Hot tub + king beds, Mtn 5 mins
Smart TV, fireplace

Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole

Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
Killington
10.0 out of 10, Exceptional, (6 reviews)
"Such a great spot."
United States
Kathleen G.
The price is ￥76,076
￥155,311 total
includes taxes & fees
Jul 28 - Jul 29
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
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

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"We just stayed in the room didn’t really use any activities there was a swimming pool pool table etc was great for sleeping clean que"
Johnny 2-night trip
Posted 4 hours ago
Pointe at Castle Hill Resort

Find out more about Rutland

Rutland Vacation Homes information

Number of reviews
155
Accommodation
905 Vacation Homes
Lowest Price
￥37,969
Highest Price
￥155,311