Pittsford Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Pittsford vacation rentals

Interior

Cottage in Mendon

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
2.0 star property
9.8 out of 10, Exceptional, (11 reviews)
"Great place! Secluded but close to everything. We will definitely stay again."
United States
Patricia Y.
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Property grounds

Apartment in Bridgewater

Vermont Suite | 10 Min to Killington & Woodstock
9.2 out of 10, Wonderful, (7 reviews)
"Overall, a great stay. "
United States
Meghan J.
The price is ￥14,231
￥32,688 total
includes taxes & fees
Jan 19 - Jan 20
Vermont Suite | 10 Min to Killington & Woodstock
Property grounds

Cabin in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
2.5 star property
9.6 out of 10, Exceptional, (7 reviews)
The price is ￥23,718
￥30,460 total
includes taxes & fees
Jan 22 - Jan 23
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
Aerial view

Condo resort in Killington

Mountain Green
2.0 star property
7.0 out of 10, Good, (19 reviews)
"Great !"
United States
Raul
The price is ￥33,815
￥45,360 total
includes taxes & fees
Feb 10 - Feb 11
Mountain Green
Aerial view

Condo in Killington

The Suites at Killington Center
3.5 star property
The price is ￥19,734
￥56,494 total
includes taxes & fees
Jan 20 - Jan 21
The Suites at Killington Center
1 bedroom, desk, iron/ironing board, free WiFi

Condo in Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
9.6 out of 10, Exceptional, (4 reviews)
"The place was clean and easy to get to. "
United States
Sarah Z.
The price is ￥13,456
￥42,634 total
includes taxes & fees
Jan 19 - Jan 20
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Property grounds

Condo in Killington

Comfortable mountain gem with pool, mountain views, & indoor parking space
8.4 out of 10, Very Good, (34 reviews)
"Great stay!"
United States
Bryann F.
The price is ￥11,859
￥51,990 total
includes taxes & fees
Jan 21 - Jan 22
Comfortable mountain gem with pool, mountain views, & indoor parking space
Property grounds

Cabin in Braintree

Charming TREEHOUSE in remote location
2.0 star property
The price is ￥35,719
￥49,746 total
includes taxes & fees
Jan 21 - Jan 22
Charming TREEHOUSE in remote location
Private kitchen

Vacation Home in Mendon

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is ￥20,397
￥44,450 total
includes taxes & fees
Jan 19 - Jan 20
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Exterior

Vacation Home in Clarendon

Killington Retreat | Deck-Fire Pit-Mountain Views!
9.0 out of 10, Wonderful, (4 reviews)
"This place is a perfect rustic getaway with easy convenience to town. The host was great. Spacious and super relaxing with nice view out back. "
United States
Thaddeus T.
The price is ￥22,015
￥65,302 total
includes taxes & fees
Feb 1 - Feb 2
Killington Retreat | Deck-Fire Pit-Mountain Views!
Indoor pool

Apartment in Killington

Clean & bright condo with mountain views & modern kitchen - walk to lifts
7.2 out of 10, Good, (45 reviews)
"Perfect place for a long weekend"
United States
Patrick D.
The price is ￥13,282
￥46,811 total
includes taxes & fees
Jan 29 - Jan 30
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Exterior

Condo in Killington

Killington Studio: Great Location! Comfy. 431
8.8 out of 10, Excellent, (5 reviews)
"Great place to stay!"
United States
Carla M.
The price is ￥10,784
￥35,903 total
includes taxes & fees
Jan 19 - Jan 20
Killington Studio: Great Location! Comfy. 431
Fridge, microwave, oven, stovetop

Cottage in Leicester

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
10.0 out of 10, Exceptional, (69 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is ￥20,556
￥32,054 total
includes taxes & fees
Jan 19 - Jan 20
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
3 bedrooms, desk, iron/ironing board, travel crib

Vacation Home in Bridgewater

Blueberry Hill Escape | Pet Friendly | HotTub | AC
9.6 out of 10, Exceptional, (17 reviews)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
United States
Gerri B.
The price is ￥30,517
￥89,610 total
includes taxes & fees
Jan 21 - Jan 22
Blueberry Hill Escape | Pet Friendly | HotTub | AC
TV, fireplace, DVD player, books

Condo in Killington

Resort condo with balcony & shared seasonal amenities - close to skiing
8.2 out of 10, Very Good, (35 reviews)
"It was clean and as advertised"
United States
Kiehl H.
The price is ￥14,547
￥53,044 total
includes taxes & fees
Jan 26 - Jan 27
Resort condo with balcony & shared seasonal amenities - close to skiing
TV, fireplace

Condo in Killington

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
10.0 out of 10, Exceptional, (8 reviews)
"perfect setup, very clean and comfortable. "
United States
Jeremiah J.
The price is ￥20,548
￥61,545 total
includes taxes & fees
Jan 19 - Jan 20
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Living area

Condo in Killington

Killington condo 5 min to killington resort
9.4 out of 10, Exceptional, (9 reviews)
"We loved staying here. It was comfortable, had everything we needed. 100% would stay here again!"
United States
Vanessa O.
The price is ￥20,714
￥56,283 total
includes taxes & fees
Feb 3 - Feb 4
Killington condo 5 min to killington resort
Exterior

Apartment in Middlebury

*Downtown Middlebury Waterfall Studio Apartment*
10.0 out of 10, Exceptional, (7 reviews)
"fantastic!"
United States
Diana L.
The price is ￥8,445
￥40,025 total
includes taxes & fees
Jan 26 - Jan 27
*Downtown Middlebury Waterfall Studio Apartment*
Fridge, microwave, oven, stovetop

Apartment in Killington

Jack S`Bearo - Slopes, Fireplace, Pool.
10.0 out of 10, Exceptional, (14 reviews)
"My husband and i really enjoyed our stay at Jack S'bearo! Was a nice, cozy condo for a couple or a small family. Highly recommend!"
United States
Erin
The price is ￥21,688
￥52,202 total
includes taxes & fees
Jan 27 - Jan 28
Jack S`Bearo - Slopes, Fireplace, Pool.
Exterior

Condo in Killington

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
9.4 out of 10, Exceptional, (9 reviews)
"Great property, as advertised."
United States
Chris A.
The price is ￥19,291
￥52,378 total
includes taxes & fees
Jan 19 - Jan 20
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
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

Middlebury Inn

Middlebury Inn

10/10 Excellent
"We stay here all the time and it's always lovely... rooms, staff, location.... all wonderful!"
Christine 1-night trip
Posted 18 hours ago
Middlebury 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?

Killington, Vermont Ski House w/ Hot Tub and Sauna: This vacation home rental outside Pittsford is located in the mountains and has a balcony, a hot tub, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

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 Killington Resort.

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.