A winding road surrounded by autumn foliage.

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Rutland vacation homes

Smart TV, books

1. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 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 ￥14,419
￥29,761 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Rutland Retreat
Private kitchen

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
9.8 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 ￥14,813
￥37,503 total
includes taxes & fees
Sep 8 - Sep 9
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Dining

3. 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, (5 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is ￥28,261
￥76,832 total
includes taxes & fees
Sep 7 - Sep 8
large ski ranch hot tub close to killington pets ok
Microwave, oven, stovetop, dishwasher

4. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
The price is ￥59,921
￥117,580 total
includes taxes & fees
Sep 8 - Sep 9
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Exterior

5. 4BR Home | Walk Downtown Rutland + Trails

4BR Home | Walk Downtown Rutland + Trails
Rutland
10.0 out of 10, Exceptional, (6 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 ￥32,597
￥65,514 total
includes taxes & fees
Sep 8 - Sep 9
4BR Home | Walk Downtown Rutland + Trails
TV, stereo

6. Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"The living area is bigger than we expected, and we loved watching the horses next door. It's a short drive to downtown Rutland, and it's quiet. "
United States
Ahmad H.
The price is ￥17,956
￥62,499 total
includes taxes & fees
Sep 20 - Sep 21
Killington Retreat | Deck-Fire Pit-Mountain Views!
Smart TV

7. 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 ￥18,600
￥55,053 total
includes taxes & fees
Sep 7 - Sep 8
The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi
Interior

8. CozyDen - AC, Bike to Mountain, Porch!

CozyDen - AC, 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 ￥20,134
￥43,336 total
includes taxes & fees
Sep 8 - Sep 9
CozyDen - AC, Bike to Mountain, Porch!
In-room safe, iron/ironing board, WiFi, bed sheets

9. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
The price is ￥13,634
￥45,048 total
includes taxes & fees
Sep 15 - Sep 16
Luxury Condo Tucked in the Heart of Killington
Smart TV, offices

10. NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
North Sherburne
The price is ￥30,502
￥101,469 total
includes taxes & fees
Sep 3 - Sep 4
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
Smart TV

11. Liquid Lodge Lower: 2BR Duplex near Killington with 4 PM Checkout

Liquid Lodge Lower: 2BR Duplex near Killington with 4 PM Checkout
2.0 star property
Killington
The price is ￥31,468
￥78,083 total
includes taxes & fees
Sep 3 - Sep 4
Liquid Lodge Lower: 2BR Duplex near Killington with 4 PM Checkout
Exterior

12. 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, (34 reviews)
"Very nice house to stay in Fair Haven VT. Worked perfectly for us and beautiful area. Clean and has everything you need."
United States
Amy G.
The price is ￥28,694
￥57,769 total
includes taxes & fees
Sep 7 - Sep 8
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
TV, offices

13. 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 ￥31,241
￥108,079 total
includes taxes & fees
Sep 3 - Sep 4
The Tower House | Hot Tub | Firepit | Dog-Friendly
Smart TV, fireplace

14. Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna

Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna
The Woods
10.0 out of 10, Exceptional, (7 reviews)
"Great location and a great place. Felt right at home"
United States
Tyler B.
The price is ￥51,440
￥105,334 total
includes taxes & fees
Sep 8 - Sep 9
Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna
Smart TV, fireplace, video games, stereo

15. 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, (21 reviews)
"Great location and excellent hosts "
United States
Peter G.
The price is ￥40,427
￥105,088 total
includes taxes & fees
Sep 8 - Sep 9
The Big Lebearski- AC, Grill, Fire Pit, Hot tub!
Interior

16. 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 ￥22,743
￥95,871 total
includes taxes & fees
Sep 7 - Sep 8
Ski Home/Arcade Mountain Views Near Killington/Woodstock
Smart TV, fireplace, video games, stereo

17. 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 ￥35,342
￥86,101 total
includes taxes & fees
Sep 3 - Sep 4
HappyCub- AC, Hot Tub, Fire Pit, Game Room!
Exterior

18. 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 ￥22,743
￥95,871 total
includes taxes & fees
Sep 7 - Sep 8
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Interior

19. The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals

The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals
Killington
10.0 out of 10, Exceptional, (1 review)
"Great amenitiesCleanNewAnd easy access to Starship Gondola at KillingtonWent with my two sons - we had a great time"
United States
Gifford F.
The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals
Property grounds

20. Fun In Fun Out Upper: 3BR with Two Decks, Sauna and Hot Tub

Fun In Fun Out Upper: 3BR with Two Decks, Sauna and Hot Tub
Killington
10.0 out of 10, Exceptional, (2 reviews)
"This was a perfect property for our quick vacation. The house is very well equipped and you have everything you need for a relaxing fun stay in Killington. The hot tub was great, and the house is in a very convenient location while fairly private at the same time. We really enjoyed our stay and would definitely recommend staying here."
United States
Linda D.
Fun In Fun Out Upper: 3BR with Two Decks, Sauna and Hot Tub
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

Emrose Luxury Cabins

Emrose Luxury Cabins

10/10 Excellent
"Very clean cabin and got everything we needed"
Damian 1-night trip
Posted 2 hours ago
Emrose Luxury Cabins

Find out more about Rutland

Rutland Vacation Homes information

Number of reviews
135
Accommodation
878 Vacation Homes
Lowest Price
￥29,761
Highest Price
￥117,580