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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Rutland vacation homes

Private kitchen

1. 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 AED 340
AED 866 total
includes taxes & fees
24 Aug - 25 Aug
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Exterior

2. 4BR Home | Walk Downtown Rutland + Trails

4BR Home | Walk Downtown Rutland + Trails
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 AED 779
AED 1,543 total
includes taxes & fees
23 Aug - 24 Aug
4BR Home | Walk Downtown Rutland + Trails
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 AED 720
AED 1,855 total
includes taxes & fees
6 Sep - 7 Sep
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 AED 1,377
AED 2,703 total
includes taxes & fees
22 Aug - 23 Aug
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
TV, stereo

5. 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.
Killington Retreat | Deck-Fire Pit-Mountain Views!
Interior

6. 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 AED 463
AED 1,000 total
includes taxes & fees
23 Aug - 24 Aug
CozyDen - AC, Grill, Bike to Mountain, Porch!
Coffee/tea maker, fridge, microwave, oven

7. 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
Feel the real VT! Lakes, hikes, a foodies delight!
TV, offices

8. 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 AED 716
AED 2,478 total
includes taxes & fees
24 Aug - 25 Aug
The Tower House | Hot Tub | Firepit | Dog-Friendly
Interior

9. 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 AED 521
AED 2,198 total
includes taxes & fees
23 Aug - 24 Aug
Ski Home/Arcade Mountain Views Near Killington/Woodstock
Exterior

10. 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, (33 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 AED 735
AED 1,424 total
includes taxes & fees
6 Sep - 7 Sep
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Exterior

11. 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 AED 521
AED 2,198 total
includes taxes & fees
23 Aug - 24 Aug
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Smart TV, offices

12. 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
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
Smart TV, fireplace

13. 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.
Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna
Smart TV, fireplace, video games, stereo

14. 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, (20 reviews)
"Great location and excellent hosts "
United States
Peter G.
The price is AED 929
AED 2,432 total
includes taxes & fees
23 Aug - 24 Aug
The Big Lebearski- AC, Grill, Fire Pit, Hot tub!
Smart TV, fireplace, video games, books

15. 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 AED 578
AED 1,915 total
includes taxes & fees
23 Aug - 24 Aug
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Smart TV, fireplace, video games, stereo

16. 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 AED 834
AED 2,001 total
includes taxes & fees
1 Sep - 2 Sep
HappyCub- AC, Hot Tub, Fire Pit, Game Room!
Exterior

17. BearRight- AC, Pool, Hot Tub, Grill, FirePit

BearRight- AC, Pool, Hot Tub, Grill, FirePit
Killington
9.8 out of 10, Exceptional, (13 reviews)
"Place was perfect for us for a group ski weekend."
United States
Kevin F.
BearRight- AC, Pool, Hot Tub, Grill, FirePit
Property grounds

18. Beautiful 3-bedroom house with AC in charming Bridgewater

Beautiful 3-bedroom house with AC in charming Bridgewater
Bridgewater
10.0 out of 10, Exceptional, (1 review)
"Great house with fun decorations. Comfortable with lots of room; full kitchen with ample dining area. Loved the coffee available and the sound machine in the bedroom- great conveniences! Communication around booking were great with easy check in and check out."
United States
Susan S.
The price is AED 863
AED 1,898 total
includes taxes & fees
26 Aug - 27 Aug
Beautiful 3-bedroom house with AC in charming Bridgewater
Smart TV, fireplace

19. 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 AED 1,706
AED 3,482 total
includes taxes & fees
25 Aug - 26 Aug
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
Interior

20. Snowarts- Game room, Fireplace, Close to golf!

Snowarts- Game room, Fireplace, Close to golf!
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Great place for a large group. It was pet friendly and that is a plus for us. Very clean and reasonably priced."
United States
Tammy W.
The price is AED 1,560
AED 3,159 total
includes taxes & fees
24 Aug - 25 Aug
Snowarts- Game room, Fireplace, Close to golf!
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

8/10 Good
"Staff was friendly and the room was clean. Nice social atmosphere, game rooms."
Neriman 1-night trip
Posted 7 hours ago
On The River Inn