A forest with autumn foliage and a distant view of a town.

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Rutland holiday 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 HK$698
HK$1,800 total
includes taxes & fees
21 Jul - 22 Jul
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 HK$1,108
HK$3,374 total
includes taxes & fees
12 Jul - 13 Jul
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 HK$1,763
HK$3,765 total
includes taxes & fees
22 Jul - 23 Jul
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 HK$2,938
HK$5,766 total
includes taxes & fees
14 Jul - 15 Jul
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Interior

The Barn at Winterfound Farm with Valley Views

The Barn at Winterfound Farm with Valley Views
Woodstock
The price is HK$5,122
HK$12,869 total
includes taxes & fees
13 Jul - 14 Jul
The Barn at Winterfound Farm with Valley Views
Interior

CozyDen - AC, Grill, Bike to Mountain, Porch!

CozyDen - AC, Grill, Bike to Mountain, Porch!
Killington
9.4 out of 10, Exceptional, (3 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is HK$987
HK$2,134 total
includes taxes & fees
10 Aug - 11 Aug
CozyDen - AC, Grill, Bike to Mountain, Porch!
Property grounds

Beautiful 3-bedroom house with AC in charming Bridgewater

Beautiful 3-bedroom house with AC in charming Bridgewater
Bridgewater
The price is HK$1,486
HK$3,981 total
includes taxes & fees
13 Jul - 14 Jul
Beautiful 3-bedroom house with AC in charming Bridgewater
Exterior

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
8.8 out of 10, Excellent, (30 reviews)
"Great house conveniently located, excellent communication with owner!"
United States
Kim C.
The price is HK$1,058
HK$2,108 total
includes taxes & fees
13 Jul - 14 Jul
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
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 HK$1,199
HK$4,020 total
includes taxes & fees
12 Jul - 13 Jul
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Terrace/patio

Okemo's Back Room - in the heart of the village on the shuttle route!

Okemo's Back Room - in the heart of the village on the shuttle route!
Ludlow
9.6 out of 10, Exceptional, (15 reviews)
"Cool building, right on main street. Building is undergoing renovation on back porches so some construction material and disruption. The kitchen was not well equiped and needs an update. However, the space is really cool, very open, big bedrooms, decent bedding. Shower is a little small but nice. Good value"
United States
jonathan w.
The price is HK$1,269
HK$3,117 total
includes taxes & fees
13 Jul - 14 Jul
Okemo's Back Room - in the heart of the village on the shuttle route!
Fridge, microwave, oven, stovetop

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 HK$1,643
HK$4,800 total
includes taxes & fees
14 Jul - 15 Jul
Feel the real VT! Lakes, hikes, a foodies delight!
Property grounds

Modern Farm House…minutes to Okemo; 2 King beds!

Modern Farm House…minutes to Okemo; 2 King beds!
Mount Holly
9.6 out of 10, Exceptional, (19 reviews)
"Fantastic house! Christine was easy to communicate with and made us and our dogs feel incredibly welcome. Looking forward to staying there again."
United States
Rachel L.
Modern Farm House…minutes to Okemo; 2 King beds!
Fridge, microwave, oven, stovetop

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, (111 reviews)
"Clean great cozy place!"
United States
Himanshu P.
The price is HK$1,502
HK$3,175 total
includes taxes & fees
13 Jul - 14 Jul
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
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 HK$1,157
HK$4,715 total
includes taxes & fees
13 Jul - 14 Jul
Ski Home/Arcade Mountain Views Near Killington/Woodstock
Interior

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (87 reviews)
"Beautiful and immaculately clean home located within walking distance to downtown, shopping, and restaurants. Very quiet location. We felt safe and comfortable at this home. Property has 3 bedrooms and 5 very comfortable beds. The attic bedroom has 3 single beds which is handy for larger families. Loved sitting around the fire pit and was pleased that our yard was separated from the neighbors. Thank you so much for sharing your hospitality."
United States
Kristen
The price is HK$1,686
HK$3,409 total
includes taxes & fees
13 Jul - 14 Jul
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
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 HK$1,614
HK$5,392 total
includes taxes & fees
12 Jul - 13 Jul
The Tower House | Hot Tub | Firepit | Dog-Friendly
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 HK$1,567
HK$3,010 total
includes taxes & fees
14 Jul - 15 Jul
Cozy Moonship Yurt in the woods
Terrace/patio

Estelle Cottage- Private Sauna, Hot tub, Pool, AC

Estelle Cottage- Private Sauna, Hot tub, Pool, AC
The Woods
Estelle Cottage- Private Sauna, Hot tub, Pool, AC
Dining

New Ludlow Village Home with Stunning Okemo Mountain View

New Ludlow Village Home with Stunning Okemo Mountain View
Ludlow
10.0 out of 10, Exceptional, (17 reviews)
"Second time we have stayed here. Amazing home, amazing location. The flow and design makes us happy "
United States
karyn r.
The price is HK$2,102
HK$4,686 total
includes taxes & fees
11 Jul - 12 Jul
New Ludlow Village Home with Stunning Okemo Mountain View
TV

Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA

Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA
Castleton
10.0 out of 10, Exceptional, (2 reviews)
"Family weekend getaway. Place was better than expected. Yard was wonderful for our 3 year old. Property owners were responsive and friendly. "
United States
Adam V.
The price is HK$1,724
HK$5,457 total
includes taxes & fees
22 Jul - 23 Jul
Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA
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

On The River Inn

On The River Inn

10/10 Excellent
"Staff was friendly and helpful. Room was clean and amenities appreciated. Breakfast was very good, a great way to start the day."
Marcella 3-night trip
Posted 11 hours ago
On The River Inn

Find out more about Rutland

Rutland Vacation Homes information

Number of reviews
321
Accommodation
929 Vacation Homes
Lowest Price
HK$1,800
Highest Price
HK$5,766

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