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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 34 Chalets in Pittsford 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
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
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
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.
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!
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
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.
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
Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.
Property grounds

Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.

8.8 out of 10, Excellent, (5)
"Not as described "
Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.
The Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing.
Interior

The Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing.

9.0 out of 10, Wonderful, (2)
"Stayed for a ski weekend and it was a nice quiet house on a quiet street but still situated close to the resorts."
The Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing.
Killington Chalet - Great Space and Location!
Exterior

Killington Chalet - Great Space and Location!

9.6 out of 10, Exceptional, (15)
"Perfect for 5 guys who want to skiing. Close to 3 ski slopes. We cooked breakfast and dinner. Owner was super responsive."
Killington Chalet - Great Space and Location!
Mountain Brook Lodge a spectacular house with amazing stone work and A/C 6 miles from Killington Resort
Exterior

Mountain Brook Lodge a spectacular house with amazing stone work and A/C 6 miles from Killington Resort

10.0 out of 10, Exceptional, (5)
"Great house, convenient and close to mountain, family.had a great time!!"
Mountain Brook Lodge a spectacular house with amazing stone work and A/C 6 miles from Killington Resort
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
Exterior

Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.

9.8 out of 10, Exceptional, (22)
"Victoria and Erica were wonderful hosts, everything was as expected and they were very responsive. Graciously arranged for extra snow plowing due to some pretty significant snowfall. Had room for three couples and kids, 10 in all, very comfortably. Would stay again!"
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
5-bedroom chalet walking distance to bars and restaurants - on the access road
Fridge, microwave, oven, stovetop

5-bedroom chalet walking distance to bars and restaurants - on the access road

9.8 out of 10, Exceptional, (46)
"Communication was incredible"
5-bedroom chalet walking distance to bars and restaurants - on the access road
BearVaria! Hot Tub, 2 miles to mountain
Fridge, microwave, oven, stovetop

BearVaria! Hot Tub, 2 miles to mountain

10.0 out of 10, Exceptional, (9)
"We really enjoyed the amenities at this property in a very nice secluded part of Killington! Fire pit, hot tub, grill, some disc golf baskets, it really was what we needed for a weekend away mtn biking with the guys. The property is a little older, but well furnished and comfortable beds and towels. Definitely recommend staying here! Also, the hosts were super responsive texting back, usually within 15 minutes for any questions. They were extremely accommodating with an early check in and a...
BearVaria! Hot Tub, 2 miles to mountain
Waterfront Chalet with expansive views of lake & mountains.
Exterior

Waterfront Chalet with expansive views of lake & mountains.

10.0 out of 10, Exceptional, (1)
"The house was very nice. Warmly furnished. Very comfortable. We felt at home. Much time spent absorbing the lake view from the deck. We took full advantage of the lake for swimming and kayaking. Overall a great trip. One suggestion: The listing should mention linens not provided."
Waterfront Chalet with expansive views of lake & mountains.
The Overlook - Hot Tub, Game Room, 5min to MTN
Outdoor spa tub

The Overlook - Hot Tub, Game Room, 5min to MTN

10.0 out of 10, Exceptional, (2)
"We stayed at the overlook for a family ski trip. It was the perfect place for our family of 4 with 2 young kids. The house was well appointed and what we expected, our hosts communicated well and it was an easy drive to killington mountain every day to ski."
The Overlook - Hot Tub, Game Room, 5min to MTN
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 Pittsford

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
TV, fireplace, DVD player, books

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (485)
"This cabin couldn't be cozier! It really lives up to its name as a "romantic retreat". The window seat is perfect for a sunny afternoon nap or to curl up with a book and some cocoa by the warmth of the fire. Mornings are beautiful as the sun shines dappled light in the trees. So peaceful. The surround sound is also great, we connected our phone via bluetooth and the music enhanced the cozy ambiance. We enjoyed a walk on the little trail in the back, stargazing in the hot tub, and snuggling up to...
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
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
8 Apr - 9 Apr
Mountain Green
Cozy Loft for two with Hot Tub & Mtn Views
Exterior

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (234)
"We thoroughly enjoyed our 3 nights at Little Loft. We needed some R&R and that’s exactly what these few days were. We grilled, enjoyed the view with a snowy day/night, melted in the hot tub, and chilled by the fireplace at night. The cabin had everything we needed and then some. Communication was perfect. We couldn’t have asked for a better experience."
Cozy Loft for two with Hot Tub & Mtn Views
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.