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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 607 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, (21)
"House is 1 minute or less from the Skye Peak Gondola, which as convenient for skiing. Clean house, has lots of room and games for families. Hot tub was really nice too."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Cozy Private Bedroom with Own Entrance - No Shower
1 bedroom, free WiFi, bed sheets

Cozy Private Bedroom with Own Entrance - No Shower

10.0 out of 10, Exceptional, (3)
"This place is a nice, cozy little getaway. Great location!! Host has thought of every little accoutrement one might need when you're away from home, everything from hand lotion to a French press!! This was my second stay here, definitely won't be my last!! Love it!"
The price is AED 294
AED 448 total
includes taxes & fees
28 Mar - 29 Mar
Cozy Private Bedroom with Own Entrance - No Shower
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
Property map

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

9.2 out of 10, Wonderful, (35)
"Fantastic location for easy ski on ski off."
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
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, (50)
"Fantastic Vermont farm house in a great setting close to Okemo and Killington. Very accommodating, clean, warm and comfortable. After skiing we enjoyed just sitting around the fireplace and talking. We plan on returning next year."
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi
TV, fireplace

Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi

10.0 out of 10, Exceptional, (2)
Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi
The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA
Exterior

The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA

The price is AED 1,010
AED 2,229 total
includes taxes & fees
31 Mar - 1 Apr
The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA
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
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
Mountain-view home with deck - minutes to Okemo Mountain & Skyeship Gondola
Outdoor dining

Mountain-view home with deck - minutes to Okemo Mountain & Skyeship Gondola

9.6 out of 10, Exceptional, (20)
"Great place for our guys weekend. Place was clean and beds were comfortable. Would definitely rent again."
Mountain-view home with deck - minutes to Okemo Mountain & Skyeship Gondola
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, (28)
"We had a wonderful stay! The location was perfect for a ski weekend at Killington. Everyone raved about how comfortable the beds were and we enjoyed the gas fireplace. Thank you!"
Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen
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, (24)
"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
Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking

Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking

9.6 out of 10, Exceptional, (119)
"The house was great for our large gathering of multiple families with kids. The commercial range with griddle was awesome and made cooking for the group so much easier. The house had multiple living spaces so it allowed a few in the group that had to work during the week to find a nice space away from the main group. Proximity to Killington was great!We were there during the Presidents Day holiday week so our check in got delayed (5pm) and check out was a bit early (10am), but totally...
Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking
Spectacular 4 Bed Killington Home
Exterior

Spectacular 4 Bed Killington Home

9.8 out of 10, Exceptional, (117)
"This is our second year in a row renting this house. Plenty of room for 2 families of four and the location to Killington ski are is perfect. The wood stove is great for drying out ski gear and plenty of room for cooking and eating for 8. Communication with Wally was clear and responsive. Another great ski getaway!"
Spectacular 4 Bed Killington Home
Sunburst home sleeps 18 with an indoor and outdoor hot tub. Perfect for family reunions and getaways.
Fridge, microwave, stovetop, dishwasher

Sunburst home sleeps 18 with an indoor and outdoor hot tub. Perfect for family reunions and getaways.

9.8 out of 10, Exceptional, (53)
"Spacious, clean, excellent property for families.2 hot ins and 2 livings rooms help give everyone their own space Fireplace creates cozy ambiance "
Sunburst home sleeps 18 with an indoor and outdoor hot tub. Perfect for family reunions and getaways.
Historic Home w/glass house, mtn views, swim pond, near skiing, weekly discounts
Lake

Historic Home w/glass house, mtn views, swim pond, near skiing, weekly discounts

10.0 out of 10, Exceptional, (82)
"Place was great. Spacious, clean and killer views. Kitchen is modern and well equipped making meals was easy. Very quiet location but still convenient to Killington/Pico. "
Historic Home w/glass house, mtn views, swim pond, near skiing, weekly discounts
FiddleHead Lane-Near Killington, Fireplace, Grill
Fridge, microwave, oven, stovetop

FiddleHead Lane-Near Killington, Fireplace, Grill

10.0 out of 10, Exceptional, (3)
"We came up to Killington for a weekend of skiing and to enjoy all that the mountain has to offer. The house was perfect for our group. It was clean and comfortable. It had everything we needed and ample sleeping space. It was close enough to the mountain to get there quickly. The owners were extremely accommodating and always responded to any questions we had. They made us feel at home. We would definitely stay here again. "
The price is AED 474
AED 2,119 total
includes taxes & fees
30 Mar - 31 Mar
FiddleHead Lane-Near Killington, Fireplace, Grill
Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms
Terrace/patio

Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms

10.0 out of 10, Exceptional, (13)
"It was a wonderful stay in a beautiful home close to all of the places we wanted to spend time!"
Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms
***Air Conditioned Beautiful Rental*** Right Off Killington Access Road
Exterior

***Air Conditioned Beautiful Rental*** Right Off Killington Access Road

10.0 out of 10, Exceptional, (37)
"Wonderful stay! Great location "
***Air Conditioned Beautiful Rental*** Right Off Killington Access Road
5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!
Exterior

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

9.4 out of 10, Exceptional, (12)
"The house was exactly as described and pictured and was right where you want to be in Killington in proximity to the slopes and restaurants. Great hosts! "
5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!
Spacious home 3 mins to slopes, trails & restaurants. Great for large groups.
Living area

Spacious home 3 mins to slopes, trails & restaurants. Great for large groups.

10.0 out of 10, Exceptional, (3)
"The house was clean and comfortable. While a bit dated, it had everything we needed and was perfectly set up for spending time together while providing plenty of space for everyone to have down time. It was very relaxing. The location was easy and convenient."
Spacious home 3 mins to slopes, trails & restaurants. Great for large groups.
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)
"My wife and I go away for her birthday every year. This year we wanted something cozy and remote. This was perfect. "
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 733
AED 984 total
includes taxes & fees
7 Apr - 8 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.