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Check prices for these dates

Next weekend
14 Rab. I - 16 Rab. I
In two weeks
21 Rab. I - 23 Rab. I
In one month
4 Rab. II - 6 Rab. II
In two months
2 Jum. I - 4 Jum. I

Compare 471 Vacation Homes in Pittsford with updated reviews, rates, and availability.

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Property grounds

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

9.8 out of 10, Exceptional, (20)
"The gondola house was perfect for our group. It was spacious and comfortable. Loved having a bathroom on every floor. It was well stocked with everything we could’ve needed. I don’t have one bad thing to say about it. The hot tub was just lovely after a long day of skiing. Would not hesitate to rent this again and highly recommend it."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
TV, fireplace

Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

8.0 out of 10, Very Good, (2)
" short stay "
The price is SAR 908
SAR 2,013 total
includes taxes & fees
5 Mar - 6 Mar
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
BruinsDen - Ski On Ski Off (Home Stretch Trail)
Fridge, microwave, oven, stovetop

BruinsDen - Ski On Ski Off (Home Stretch Trail)

10.0 out of 10, Exceptional, (12)
"We had an absolute blast at this property. Perfect location for our intermediate skilled skiers. The large kitchen and dining area served our group so well. We just loved it!The hosts were extremely responsive and we would definitely rent this property again.loved having the hot tub already warmed for us when we arrived. The snow plow came to do the driveway so we could go in and out easily. Can’t wait to visit again! Thanks for a great stay."
The price is SAR 1,037
SAR 2,702 total
includes taxes & fees
31 Mar - 1 Apr
BruinsDen - Ski On Ski Off (Home Stretch Trail)
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
Fridge, microwave, oven, stovetop

Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

9.8 out of 10, Exceptional, (49)
"This is a lovely home -- spacious, beautifully furnished, and well-located, about 15 minutes from Okemo & downtown Ludlow. 4wd recommended for winter visitors: the house is up a steep hill, and in January the road surface was packed-down snow, so it was slippery for cars without all-wheel-drive."
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
Fridge, microwave, oven, stovetop

Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

9.6 out of 10, Exceptional, (25)
"If you're looking for the perfect getaway near Killington, look no further than this incredible rental home! From the moment we stepped inside, we were blown away by how spacious and welcoming the property felt. It easily accommodated our large group, with plenty of room for everyone to relax and enjoy themselves.The home has such a cozy, homey atmosphere that made it hard to leave! We spent our evenings gathered around the real fireplace, which added so much warmth and charm to the experience....
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
Killington, Vermont Ski House w/ Hot Tub and Sauna
Property grounds

Killington, Vermont Ski House w/ Hot Tub and Sauna

9.4 out of 10, Exceptional, (85)
"The perfect home to come back to after a day of skiing with a sauna and hot tub to lounge in. So spacious and close to the mountain!"
Killington, Vermont Ski House w/ Hot Tub and Sauna
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
Interior

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill

10.0 out of 10, Exceptional, (24)
"We had a great time and enjoyed our stay."
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn
Fridge, microwave, oven, stovetop

Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn

10.0 out of 10, Exceptional, (1)
"Was an amazing location with tons to do. Clean property and cozy!"
Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn
Dog-friendly cabin with forest setting, woodstove & deck - near Killington
Outdoor dining

Dog-friendly cabin with forest setting, woodstove & deck - near Killington

8.8 out of 10, Excellent, (23)
"Basic ski house, in cool spot. 10 mins from bear mtn. Would definitely stay here again. "
Dog-friendly cabin with forest setting, woodstove & deck - near Killington
Ideal Killington Escape! Hot tub, game room, grill, 2 fireplaces, pet-friendly!
5 bedrooms, desk, iron/ironing board, free WiFi

Ideal Killington Escape! Hot tub, game room, grill, 2 fireplaces, pet-friendly!

10.0 out of 10, Exceptional, (18)
"Our family’s ski getaway to Killington, Vermont, was absolutely unforgettable, thanks to this incredible house! From the moment we walked in, we felt at home. The spacious layout was perfect for our group—there was plenty of room for everyone to relax without feeling crowded, yet cozy enough to keep us all connected.One highlight was the amazing hangout spot for the kids. They were thrilled to have their own space to play, unwind, and make their own memories—it was a win for everyone! The...
Ideal Killington Escape! Hot tub, game room, grill, 2 fireplaces, pet-friendly!
Stunning 4 bed Timber Frame Ski Retreat on 6 acres
Fridge, microwave, oven, stovetop

Stunning 4 bed Timber Frame Ski Retreat on 6 acres

10.0 out of 10, Exceptional, (3)
"Loved our stay at this goegeous home! The house was beautifully appointed with very comfortable beds. We enjoyed preparing meals in the well equipped kitchen. Games and puzzles were provided for our enjoyment. The owner was super helpful and communication was easy and responsive. We didn't get to use the outdoor fire pit due to lots of snow and really cold temperatures, but it seems like it would be a highlight in better weather. Overall, this was a home run for our group! Highly recommend!!"
Stunning 4 bed Timber Frame Ski Retreat on 6 acres
New w Views Of K, Sleeps 12-no bunks, Hot Tub, Sauna, 2mi to base 3 bd, 2.5b
Terrace/patio

New w Views Of K, Sleeps 12-no bunks, Hot Tub, Sauna, 2mi to base 3 bd, 2.5b

10.0 out of 10, Exceptional, (44)
"We had a spectacular stay! Ed was great. He was super helpful and a great host. His house was exactly what we needed. The pictures truly don’t do it justice. Plenty of room, high end finishes, charming decorations and breathtaking views of the mountain. Highly recommend this home!!!"
New w Views Of K, Sleeps 12-no bunks, Hot Tub, Sauna, 2mi to base 3 bd, 2.5b
Perfect Ski in Ski Out House with Fireplace & Hot Tub!!
Fridge, microwave, oven, stovetop

Perfect Ski in Ski Out House with Fireplace & Hot Tub!!

10.0 out of 10, Exceptional, (80)
"Our party enjoyed a great stay with epic snow!"
Perfect Ski in Ski Out House with Fireplace & Hot Tub!!
Luxury 7BR/6.5BA Mountain Retreat with Sauna, Hot Tub, and Stunning Views
Outdoor dining

Luxury 7BR/6.5BA Mountain Retreat with Sauna, Hot Tub, and Stunning Views

9.2 out of 10, Wonderful, (19)
"I loved the size and layout of this house. So many rooms and beds with lots of open communal space so we could all sleep comfortably but also all hang out in one room when we wanted to. The drive to Killington to ski everyday was so quick and easy and lots of food options around in both directions!"
Luxury 7BR/6.5BA Mountain Retreat with Sauna, Hot Tub, and Stunning Views
Cozy private country setting - 15 miles from Woodstock
Property grounds

Cozy private country setting - 15 miles from Woodstock

10.0 out of 10, Exceptional, (25)
"Stayed with my family for a long weekend and skied nearby. 4 of us total with two teenagers. House was immaculate and comfortable. Would definitely stay here again!"
Cozy private country setting - 15 miles from Woodstock
Roundabout Ridge
Exterior

Roundabout Ridge

9.2 out of 10, Wonderful, (22)
"The house was very stylish and clean! It was a stormy week - with lots of snow and wind - but the property manager came over to help clear out the snow mid-week and help us out. They even sent out an extra snow-plower to clean out the driveway. They really went above and beyond!"
Roundabout Ridge
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
Interior

MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!

10.0 out of 10, Exceptional, (69)
"House was perfectly suited to a large group. Minutes walk from the bars and a very short journey to the mountain. Would definitely stay again."
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
The Brandon Inn - Fourth Floor Queen Room
Miscellaneous

The Brandon Inn - Fourth Floor Queen Room

8.4 out of 10, Very Good, (5)
"Clean, great location…restaurants, quaint interesting little shops… rent a vehicle and go hiking explore etc"
The price is SAR 469
SAR 615 total
includes taxes & fees
2 Apr - 3 Apr
The Brandon Inn - Fourth Floor Queen Room
Resort townhome with on-site pool, hot tub & easy ski access
Indoor pool

Resort townhome with on-site pool, hot tub & easy ski access

9.0 out of 10, Wonderful, (66)
"This is our third stay in Killington VT and every time we have stayed in the Woods development. It is quiet and relaxing but close to everything we need. The fall colors are also wonderful. The home we stayed in was a bit dated but was clean, secure, and very comfortable for our week-long stay. It had modern amenities, a fully equipped kitchen, and was more than enough space for two people. The sauna and whirlpool tub were also great. Communication with the host (Vacasa) was very good, and we...
Resort townhome with on-site pool, hot tub & easy ski access
Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen
Smart TV, fireplace, books

Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen

9.8 out of 10, Exceptional, (26)
"We enjoyed our stay at Nathan's property. The property was very clean, warm, and met the needs of our family, traveling with our dog. Check in was simple and the home is located on a quiet dead end lane. The home has a bit of a forward tilt, as it appears that there may have been some shifting in the foundation. When in the area, we would certainly stay here again. home "
Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen
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

Mountain Green
Indoor pool

Mountain Green

2.0 star property
6.4 out of 10, (7)
"We love the place very much. Clean and cozy, efficient communication. A home away from home, that we call the place we stayed. We would be happy to be back again. "
The price is SAR 700
SAR 940 total
includes taxes & fees
10 Mar - 11 Mar
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, (231)
"Lovely little cabin. Well built, well stocked, comfortable bed and great hot tub! Our host Jeff was helpful and all was well organized for a comfortable peaceful stay. Beautiful surroundings, set among trees and mountains."
Cozy Loft for two with Hot Tub & Mtn Views
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, (483)
"We had a great time at the cabin, our second year!! We plan to be back for a third season!!Everything was perfect, the coziness of the cabin was amazing. We were able to watch the Super Bowl again on the huge projection screen!! Hot tub was great after several long days of skiing and snowshoeing!!"
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.