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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 52 Chalets in Rutland with updated reviews, rates, and availability.

Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities
Fridge, microwave, oven, stovetop

Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities

10.0 out of 10, Exceptional, (106)
"What a great escape. Plenty of space for plenty of folks, beautifully designed. Dining room table is gorgeous. Hosts were quick to respond throughout the process, would come back."
Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Interior

Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

10.0 out of 10, Exceptional, (24)
"Overall great stay for the family and friends. Communication was easy and available as needed. One issue that arose with people in the studio was handled expeditiously by Dave. Great location and layout for kids and adults to have separate areas. Would highly recommend "
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Charming 2-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont
Dining

Charming 2-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont

10.0 out of 10, Exceptional, (5)
"We had to find a place to stay for our daughters basketball tournament, and this had enough space for us and her friends family. It was spacious, clean, gorgeous and it surpassed my expectations which were already high. We would definitely stay here again! Especially if it’s warm outside."
Charming 2-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,
Fridge, microwave, oven, stovetop

Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

9.6 out of 10, Exceptional, (33)
"Great stay"
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,
BearHaus- HUGE Hot Tub, FirePit
Pool

BearHaus- HUGE Hot Tub, FirePit

9.6 out of 10, Exceptional, (5)
"Great property - excellent hosts. Close to mountain and restaurants"
The price is AED 1,369
AED 3,672 total
includes taxes & fees
1 Apr - 2 Apr
BearHaus- HUGE Hot Tub, FirePit
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Outdoor spa tub

"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

9.8 out of 10, Exceptional, (33)
"Fun place. Great light with the large window and fun to have the hot tub. Well equipped for cooking and eating for a family of 6. "
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4
Smart TV, DVD player, books, stereo

Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

9.8 out of 10, Exceptional, (44)
"Clean property, beautiful views, definitely would stay again! "
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4
Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking
Private kitchen

Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking

9.6 out of 10, Exceptional, (5)
"Our family of grandparents, parents and young adults enjoyed the house for 3 nights. We skied at the golf course, had a long walk up the road and put together a difficult puzzle (took 3 days). We would have loved a larger table for the puzzle - we brought in one of our car's rear folding covers.The only complaint was the beds - they all have VERY firm mattresses.I told the owner that the toilet paper holder was not secured to the wall in the upstairs bathroom. "
Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.
Outdoor dining

West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.

2.0 star property
The price is AED 1,725
AED 4,463 total
includes taxes & fees
26 Mar - 27 Mar
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.
Calling all hikers, bikers, golfers, kayakers, swimmers for summer fun
Property grounds

Calling all hikers, bikers, golfers, kayakers, swimmers for summer fun

2.0 star property
10.0 out of 10, Exceptional, (10)
"Excellent week at a cozy property, convenient to Killington and Okemo. Easy check in and check out; highly responsive and helpful host. Would recommend to those looking for a great VT escape."
The price is AED 731
AED 1,752 total
includes taxes & fees
26 Mar - 27 Mar
Calling all hikers, bikers, golfers, kayakers, swimmers for summer fun
South View Chalet!
Fridge, microwave, oven, stovetop

South View Chalet!

9.2 out of 10, Wonderful, (26)
"Great location and house. Perfect for large groups, there is plenty of space with multiple rooms so your group can spread out. Minutes to Killington mountain. "
South View Chalet!
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Property grounds

Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!

9.8 out of 10, Exceptional, (124)
"This house was perfect for two families with teens spending a weekend at Okemo. The mountain was a short drive away. The beds were comfortable and everything was clean. It was nice to have a big table that fit everyone for meals. The hot tub was a nice treat after skiing. It was so convenient that we could bring our dog too. The owner was very responsive to questions. We had a great weekend!"
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Spaceship Chalet Killington: Your Groovy Ski Home, Close to the slopes, bars and restaurants
Interior

Spaceship Chalet Killington: Your Groovy Ski Home, Close to the slopes, bars and restaurants

The price is AED 873
AED 2,961 total
includes taxes & fees
26 Mar - 27 Mar
Spaceship Chalet Killington: Your Groovy Ski Home, Close to the slopes, bars and restaurants
Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo
Aerial view

Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo

10.0 out of 10, Exceptional, (10)
"The house is beautiful and we enjoyed our stay! Just need a full length mirror in a bedroom otherwise perfect ski property!"
Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo
Mountain View Chalet Fabulous views large entertaining area just off Killington Road
Fridge, microwave, stovetop, dishwasher

Mountain View Chalet Fabulous views large entertaining area just off Killington Road

Mountain View Chalet Fabulous views large entertaining area just off Killington Road
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.
Outdoor spa tub

Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.

10.0 out of 10, Exceptional, (1)
"Awesome property and very responsive staff! Highly recommended. "
The price is AED 2,505
AED 5,699 total
includes taxes & fees
26 Mar - 27 Mar
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.
Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village
Fridge, microwave, oven, stovetop

Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village

10.0 out of 10, Exceptional, (67)
"The house was very clean and tidy. Kat was great at communicating and making sure we had everything we needed!"
Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village
Okemo 6 Bedroom Chalet.
Smart TV, fireplace, video games, stereo

Okemo 6 Bedroom Chalet.

9.4 out of 10, Exceptional, (23)
"We were up for a weekend in February. Perfect place. Plenty of beds. The hot tub was a bonus. Excellent communication by the hosts. "
Okemo 6 Bedroom Chalet.
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
Exterior

Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

10.0 out of 10, Exceptional, (39)
"This is our second year staying at this beautiful home. We love the space and amenities, not to mention the location to the mountain. The owners have been very accommodating and communicative. Overall, a wonderful stay for our group of families and hope to return again when we come back to Ludlow."
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni
Interior

Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni

9.8 out of 10, Exceptional, (58)
"Property was just as desribed in listing, clean, spacious and great for mulitple families and large groups. Julie was very resposive and accomodating to our every request. Heat and hot water was more than adequate even in below freezeing tempratures, although some extra blankets would have been appreciated.Property is very secluded, no cellular service as soon as you turn off the main roads - make sure GPS is set in advance. AWD vehicle is highly recommended during winter months.Would definitly...
Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni
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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Other property types in Rutland

Stunning Wedding & Retreat Venue (19 bedrooms)
Smart TV, fireplace, books, video library

Stunning Wedding & Retreat Venue (19 bedrooms)

10.0 out of 10, Exceptional, (2)
"Our corporate group had an incredibly fun stay at Red Clover for a recent ski retreat. The property is impeccably maintained, staff are all very friendly and hospitable, and were communicative before and during our stay. The Red Clover team welcomed our group with open arms (and fresh baked cookies to boot!). It was the perfect setup for our group of ~25, and we appreciated the variety of sleeping rooms, and the number of rooms available. We also loved the dining area and the fact that it could...
Stunning Wedding & Retreat Venue (19 bedrooms)
Killington Mountain Ski resort five minutes away
Fridge, microwave, oven, stovetop

Killington Mountain Ski resort five minutes away

9.6 out of 10, Exceptional, (123)
"Over all the stay was excellent!! We stayed for a week for a ski trip to pico and killington. Excellent location close to both mountains. The condo was very clean and comfortable. Kitchen had everything you need to cook meals!! Living room and bedrooms were also nice and comfortable!! My critic if I had one was the bathroom was very outdated and a little dingy not dirty by any means just needs to be updated! Would highly recommend staying here!"
The price is AED 400
AED 1,304 total
includes taxes & fees
31 Mar - 1 Apr
Killington Mountain Ski resort five minutes away
Mountain Green
Indoor pool

Mountain Green

2.0 star property
6.4 out of 10, (9)
"We had a great time-- the apartment was clean and cute and the linens fresh. "
The price is AED 717
AED 962 total
includes taxes & fees
7 Apr - 8 Apr
Mountain Green
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.