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Compare 35 Chalets in Pittsford with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (107)
"The house was equipped with everything we needed! Cant wait to 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

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

9.6 out of 10, Exceptional, (5)
"Great property - excellent hosts. Close to mountain and restaurants"
The price is SAR 1,014
SAR 3,165 total
includes taxes & fees
20 Apr - 21 Apr
BearHaus- HUGE Hot Tub, FirePit

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

9.8 out of 10, Exceptional, (34)
"Had a lovely weekend with "
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

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.

2.0 star property
The price is SAR 1,763
SAR 4,561 total
includes taxes & fees
14 Apr - 15 Apr
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.

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

The price is SAR 846
SAR 2,963 total
includes taxes & fees
13 Apr - 14 Apr
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

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.

10.0 out of 10, Exceptional, (1)
"Awesome property and very responsive staff! Highly recommended. "
The price is SAR 2,560
SAR 5,808 total
includes taxes & fees
13 Apr - 14 Apr
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.

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.

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

9.8 out of 10, Exceptional, (59)
"My husband and young adult children and young adult cousins had a wonderful experience. Beautiful property secluded in the mountains but close enough to Okemo ( about 15-20 minutes away ) . Comfortable beds , fire in the wood stove kept us warm at night , easy to find with directions provided by host and great communications . "
Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni

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!

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

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.

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.

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.

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

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

Secluded 2600 sqft home 15 min from Okemo and Killington

10.0 out of 10, Exceptional, (3)
"We absolutely loved our time at this lovely rental! All amenities were as described. Beds were super comfy, sauna was terrific, kitchen was well equipped and the fireplace, cozy. Meg was super responsive. We would definitely rent again!"
Secluded 2600 sqft home 15 min from Okemo and Killington
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

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (187)
"perfect clear night for stars "
The price is SAR 526
SAR 673 total
includes taxes & fees
21 Apr - 22 Apr
Ultimate relaxing vacation

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

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

10.0 out of 10, Exceptional, (489)
"Took a ride up for a nice little retreat and for my wife’s bday, such a treat! Jeff even stopped by with some wine as a gift, since I had mentioned it when booking. The space is super cozy and functional, and the hot tub was great way to relax at the end of the day. The gas fireplace gets things nice and warm, too! It had been a while since I personally visited this area of Vermont, super beautiful and remote, but still not too long of a drive to several areas of interest. Looking forward to...
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
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.