Vacation Homes in Rutland County

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Vacation Homes in Rutland County

Water front home with large two tiered deck! 2 bathrooms 😂
Enjoy a serene lake view from this deck with a round table and comfortable bench.

Water front home with large two tiered deck! 2 bathrooms 😂

9.4 out of 10, Exceptional, (105)
"My family has stayed here 2 weekends and it was perfect for us. Great location and perfect area to relax. Our dog enjoyed swimming and we enjoyed fishing. Great communication with manager also. Look forward to staying here again!"
Water front home with large two tiered deck! 2 bathrooms 😂
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
Relax in this inviting living room with a stunning mountain view, comfortable couch, and warm table setting.

MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!

10.0 out of 10, Exceptional, (72)
"We absolutely LOVED our stay. The house and all its amenities were perfect for our ski trip, and we would be thrilled to come back again some time. "
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking
Escape to a serene lakeside haven surrounded by vibrant fall colors and tranquil waters.

Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking

9.6 out of 10, Exceptional, (121)
"Another fun time at this well located, well appointed home."
Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking
Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon
Enjoy cooking in this well-equipped kitchen with a large island, bar stools, and stainless steel appliances.

Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon

10.0 out of 10, Exceptional, (58)
"Beautiful house right in the village. Easy access to both Sugarbush and Killington. Would definitely stay here again. "
Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon
The Brandon Inn - Fourth Floor Queen Room
Classic building with a central entrance and well-manicured lawn.

The Brandon Inn - Fourth Floor Queen Room

8.4 out of 10, Very good, (5)
"Clean, great location…restaurants, quaint interesting little shops… rent a vehicle and go hiking explore etc"
The price is HK$1,138
HK$1,481 total
includes taxes & fees
5 Aug - 6 Aug
The Brandon Inn - Fourth Floor Queen Room
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
Enjoy meals and gatherings in this kitchen with a central island, dining area, and large window offering a view of the surrounding landscape.

Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

9.6 out of 10, Exceptional, (25)
"Absolutely loved it!!! Amazing house. Will definitely stay again!"
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
Cottage on east side of Lake Bomoseen, on-site boat slip included
Outdoor dining

Cottage on east side of Lake Bomoseen, on-site boat slip included

9.4 out of 10, Exceptional, (11)
"We enjoyed out stay here and will be coming back."
Cottage on east side of Lake Bomoseen, on-site boat slip included
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Relax on the porch with a bench and table, surrounded by a potted plant and a cozy atmosphere.

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

9.8 out of 10, Exceptional, (25)
"Beautiful place."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
The Bomoseen Bungalow: Vermont Lake House with Private Dock
Enjoy meals in this kitchen with a central island, sink, and dining area.

The Bomoseen Bungalow: Vermont Lake House with Private Dock

2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice place to stay. Very well equipped and clean."
The Bomoseen Bungalow: Vermont Lake House with Private Dock
Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA
Stunning two-story home with a front porch and beautifully manicured lawn.

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

2.0 star property
Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA
Ski-in/out sunrise condo with pool & hot tub - great ski retreat
Enjoy cooking in this kitchen with a central island, stainless steel appliances, and a large countertop.

Ski-in/out sunrise condo with pool & hot tub - great ski retreat

8.8 out of 10, Excellent, (85)
"We had a great time. I would rent here again."
Ski-in/out sunrise condo with pool & hot tub - great ski retreat
Valley View Retreat is a tastefully decorated home. Beautiful views
Cozy cabin interior with a high ceiling, stone fireplace, and large windows offering a view of the surrounding forest and hills.

Valley View Retreat is a tastefully decorated home. Beautiful views

10.0 out of 10, Exceptional, (2)
"The home was so comfortable and had a gorgeous view of the mountains. It was so convenient to the ski slopes. Our family of 4 really enjoyed our stay."
Valley View Retreat is a tastefully decorated home. Beautiful views
Mendon Home w/ Hot Tub, Fire Pit & Near Skiing!
Enjoy cooking in this well-lit kitchen with an oven, sleek cabinetry, and a dishwasher.

Mendon Home w/ Hot Tub, Fire Pit & Near Skiing!

7.0 out of 10, Good, (2)
"This rental was not only clean and roomy but in a great spot. It was spacious throughout and the beds were comfortable. The backyard and hot tub were very nice too.. I would definitely stay again!"
Mendon Home w/ Hot Tub, Fire Pit & Near Skiing!
Killington Farmhouse-Mountain Biking, Golf, Hiking
Relax in this stylish room with a large L-shaped sofa, coffee table, and dining area.

Killington Farmhouse-Mountain Biking, Golf, Hiking

10.0 out of 10, Exceptional, (3)
"We visited in the summer…Spacious with room to spread out. Clean with all the things you need. Good communication. Laundry area a little spooky but great working laundry area."
Killington Farmhouse-Mountain Biking, Golf, Hiking
Resort townhome with on-site pool, hot tub & easy ski access
Relax by the pool surrounded by lounge chairs and a hot tub.

Resort townhome with on-site pool, hot tub & easy ski access

9.0 out of 10, Wonderful, (72)
"Great accommodations! Highly recommend!"
Resort townhome with on-site pool, hot tub & easy ski access
Spectacular 4 Bed Killington Home
Situated in a wooded area, this cabin features a large deck and a covered porch.

Spectacular 4 Bed Killington Home

9.8 out of 10, Exceptional, (119)
"Beautiful location"
Spectacular 4 Bed Killington Home
RoyalBear - AC, Hot Tub, Grill, FirePit, Gameroom
Enjoy meals in this dining area with a large round table and six chairs, surrounded by a beautiful window and a stunning chandelier.

RoyalBear - AC, Hot Tub, Grill, FirePit, Gameroom

10.0 out of 10, Exceptional, (21)
"This was our 3rd year using Holly and Dan’s wonderful Royal Bear house at Killington. They are the best owners to work with ever and their properties are all first rate. We have had a great time every year and would use this property or any of their other ones again. "
The price is HK$2,255
HK$5,919 total
includes taxes & fees
14 Aug - 15 Aug
RoyalBear - AC, Hot Tub, Grill, FirePit, Gameroom
Historic Brandon Inn Room for Three
Relax in this elegantly furnished living room with sofas, armchairs, and a coffee table.

Historic Brandon Inn Room for Three

10.0 out of 10, Exceptional, (4)
"Awesome place, great staff"
The price is HK$1,374
HK$1,783 total
includes taxes & fees
5 Aug - 6 Aug
Historic Brandon Inn Room for Three
Modern Farm House…minutes to Okemo; 2 King beds!
Set amidst snow-covered hills and trees, this charming house features a steeply pitched roof and multiple windows.

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

9.6 out of 10, Exceptional, (11)
"We were a few families visiting for a ski weekend. Location was great and the house was clean, updated, and had plenty of space. Only thing we thought was inconvenient was the lack of spare TP! "
The price is HK$1,052
HK$3,350 total
includes taxes & fees
10 Aug - 11 Aug
Modern Farm House…minutes to Okemo; 2 King beds!
The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond
Surrounded by mature trees and a tranquil pond, this classic house offers a peaceful retreat.

The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond

9.2 out of 10, Wonderful, (7)
"This property is absolutely amazing inside and out. It was perfect for our crew as we traveled through the area with a peaceful location to enjoy a warm wood-burning fireplace, and it's close enough to some great restaurants and local interest points to help make your trip a great time. I will 100% stay there again if/when I am back in the area."
The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond
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 County Hotel Reviews

Après Inn Killington

Après Inn Killington

10/10 Excellent
"We loved our stay here! Staff was very accommodating with our needs. Will be back come ski season! "
Jake 1-night trip
Posted 15 hours ago
Après Inn Killington