Pittsford Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Pittsford vacation rentals

Exterior

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (40 reviews)
"Ammazing,would go again!"
United States
Joseph
The price is ￥39,640
￥43,207 total
includes taxes & fees
Mar 17 - Mar 18
Robert Frost Mountain Cabins
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.4 out of 10, Good, (21 reviews)
"Great !"
United States
Raul
The price is ￥27,697
￥37,155 total
includes taxes & fees
Mar 18 - Mar 19
Mountain Green
House, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Killington A-frame 2 Bedroom Home

Killington A-frame 2 Bedroom Home
3.0 star property
North Sherburne
The price is ￥54,748
￥119,711 total
includes taxes & fees
Mar 16 - Mar 17
Killington A-frame 2 Bedroom Home
Exterior

Adorable cabin with screened porch and private fire pit

Adorable cabin with screened porch and private fire pit
Ripton
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful place to stay tucked away in the woods. The owners are extremely thoughtful and personable. Can’t wait to go back. "
United States
Sorin
The price is ￥40,483
￥54,814 total
includes taxes & fees
Mar 12 - Mar 13
Adorable cabin with screened porch and private fire pit
Property grounds

Trailside Village #5: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

Trailside Village #5: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Killington
9.8 out of 10, Exceptional, (24 reviews)
"Perfect size and location!"
United States
Stacy V.
The price is ￥44,628
￥107,694 total
includes taxes & fees
Mar 12 - Mar 13
Trailside Village #5: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Property grounds

Charming TREEHOUSE in remote location

Charming TREEHOUSE in remote location
Braintree
10.0 out of 10, Exceptional, (1 review)
The price is ￥45,408
￥60,245 total
includes taxes & fees
Mar 23 - Mar 24
Charming TREEHOUSE in remote location
Smart TV, fireplace, DVD player, books

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Ripton
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful place. Lots to do around the cabin and in the area. The hosts are very helpful. The cabin has everything you could want for a great stay. "
United States
Susan
The price is ￥40,483
￥54,814 total
includes taxes & fees
Mar 12 - Mar 13
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Interior

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Ripton
9.4 out of 10, Exceptional, (12 reviews)
"Our group booked this place for a ski trip to sugarbush. A remote area, but the cabin was very cool and our host were the best. The warm cinnamon twists in the morning were a big hit and the hot tub was perfect after a day of skiing. Would definitely look into booking this in the summer/fall. "
United States
John H.
The price is ￥40,483
￥54,814 total
includes taxes & fees
Mar 12 - Mar 13
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Exterior

Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful stay at a new and clean cabin. It was very cozy!"
United States
Emily J.
The price is ￥28,326
￥46,427 total
includes taxes & fees
Mar 12 - Mar 13
Unique family-friendly Vermont cabin!
Dining

large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.6 out of 10, Exceptional, (4 reviews)
"Amazing stay! Gorgeous house, clean, perfect location. The host was super responsive and made the check in check out process so easy.Highly reccomend and can’t wait to stay again next year. "
United States
Nicole H.
The price is ￥56,368
￥110,252 total
includes taxes & fees
Mar 12 - Mar 13
large ski ranch hot tub close to killington pets ok
Property grounds

Ultimate relaxing vacation

Ultimate relaxing vacation
Orwell
9.8 out of 10, Exceptional, (223 reviews)
"The cabin was absolutely amazing. We will be coming back."
United States
Scott B.
The price is ￥22,100
￥28,288 total
includes taxes & fees
Mar 19 - Mar 20
Ultimate relaxing vacation
Interior

Ski home to a renovated cozy 1br condo w/fireplace & hot tub at Trail Creek!

Ski home to a renovated cozy 1br condo w/fireplace & hot tub at Trail Creek!
Killington
10.0 out of 10, Exceptional, (80 reviews)
"Great small condo, nicely appointed, very clean, and great location ! "
United States
Jonathan R.
The price is ￥47,448
￥60,765 total
includes taxes & fees
Mar 12 - Mar 13
Ski home to a renovated cozy 1br condo w/fireplace & hot tub at Trail Creek!
Condo, 2 Bedrooms | Pool | Indoor pool, a heated pool

Mountain Green Condo 2b4 2 Bedroom Condo

Mountain Green Condo 2b4 2 Bedroom Condo
3.5 star property
Killington
The price is ￥62,631
￥144,435 total
includes taxes & fees
Mar 15 - Mar 16
Mountain Green Condo 2b4 2 Bedroom Condo
Smart TV, fireplace

CubsCorner - Pool, Sauna, Gym, Close to Mountain!

CubsCorner - Pool, Sauna, Gym, Close to Mountain!
Killington
10.0 out of 10, Exceptional, (6 reviews)
"It was a very comfortable place for my family and pups! We really enjoyed it."
United States
Su C.
The price is ￥38,265
￥83,977 total
includes taxes & fees
Mar 12 - Mar 13
CubsCorner - Pool, Sauna, Gym, Close to Mountain!
Fridge, microwave, oven, stovetop

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (73 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is ￥18,943
￥30,056 total
includes taxes & fees
Mar 17 - Mar 18
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Dining

Renovated. Mountain Views. Steps to Killington. Discounted Ski Rentals. 3C16

Renovated. Mountain Views. Steps to Killington. Discounted Ski Rentals. 3C16
Killington
9.4 out of 10, Exceptional, (3 reviews)
"The updated condo was very pleasant. The condo was clean, the master bed was comfortable, and the shower water was hot and plentiful. The host contacted us to make sure that we were pleased with the condo, and that was very much appreciated."
United States
Kaybeth C.
Renovated. Mountain Views. Steps to Killington. Discounted Ski Rentals. 3C16
Smart TV, fireplace, books, music library

Kilbourne Lodge ︙ Cozy Mid-Mod ︙ Fireplace ︙ Ski Shuttle

Kilbourne Lodge ︙ Cozy Mid-Mod ︙ Fireplace ︙ Ski Shuttle
Killington
9.4 out of 10, Exceptional, (8 reviews)
"Great stay, thanks!"
United States
Bret R.
The price is ￥72,461
￥142,645 total
includes taxes & fees
Mar 12 - Mar 13
Kilbourne Lodge ︙ Cozy Mid-Mod ︙ Fireplace ︙ Ski Shuttle
Smart TV, fireplace, video games, books

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (39 reviews)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
United States
Eyal O.
The price is ￥27,045
￥85,204 total
includes taxes & fees
Mar 22 - Mar 23
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Smart TV, fireplace, books, stereo

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
8.8 out of 10, Excellent, (26 reviews)
"Clean home. Easy to find and conveniently located to shops, stores and restaurants. "
United States
Antony C.
The price is ￥45,550
￥57,924 total
includes taxes & fees
Mar 12 - Mar 13
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Microwave, oven, stovetop, dishwasher

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Killington
10.0 out of 10, Exceptional, (2 reviews)
"Location near gondola was clutch (short 1 min drive). Super clean and layout of cabin was perfect for our group. We had a fair amount of snow and icy weather and our host kept the road and driveway clear."
United States
Jeremy F.
The price is ￥71,172
￥137,794 total
includes taxes & fees
Apr 1 - Apr 2
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
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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Top Pittsford Hotel Reviews

Mountain Sports Inn

Mountain Sports Inn

10/10 Excellent
"The property is "
Xinxin 2-night trip
Posted 3 hours ago
Mountain Sports Inn

Find out more about Pittsford

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Frequently asked questions

Can I find a vacation rental in Pittsford?

Yes, there are vacation rentals close to well known points of interest in Pittsford, or you can select a more remote option if you want a relaxing place to stay. Pittsford is known for its ski areas and shopping. Make sure you have time to check out the restaurants and museums during your trip.

What are some of the best vacation home rentals in Pittsford?

Roundabout Ridge: This vacation home rental outside of Pittsford is located in the mountains and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Pittsford?

Cultural attractions include New England Maple Museum, whereas Green Mountain National Forest is a spot to enjoy nature. In the larger area, you’ll find Proctor-Pittsford Country Club and Rutland Country Club.

What’s a vacation rental in Pittsford like?

Vacation rentals are private properties you can book for a short or long stay in Pittsford. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.