Pittsford Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Pittsford

Indoor pool
Mountain Green

Condo resort in Killington

2.0 star property
6.6 out of 10, (13)
"Great communication from Jeff."
United States
Dennis
The price is ￥30,586
￥41,030 total
includes taxes & fees
Nov 30 - Dec 1
Mountain Green
Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cabin in Killington

3.0 star property
9.0 out of 10, Wonderful, (53)
"Clean and beautiful scenery "
United States
David
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Exterior
Cozy Loft for two with Hot Tub & Mtn Views

Cabin in Granville

10.0 out of 10, Exceptional, (271)
"Perfect size to spend a couple days taking in the nature of Vermont. Has everything you need for the perfect weekend. The host responded very quickly throughout the booking process and during the stay. If you like what you see, you’re gonna have a great trip here!"
United States
Andrew M.
Cozy Loft for two with Hot Tub & Mtn Views
Ultimate relaxing vacation

Cabin in Orwell

9.8 out of 10, Exceptional, (213)
"The cabin was wonderful and the view is to die for. Walking down to the dock and then taking it all in was a wonderful experience. "
United States
J
The price is ￥21,774
￥27,871 total
includes taxes & fees
Nov 24 - Nov 25
Ultimate relaxing vacation
TV, fireplace, DVD player, books
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Cabin in Granville

10.0 out of 10, Exceptional, (525)
"We just love the quiet and beauty of the area. We love to come here because our hosts very easy to communicate and enjoy being on vacation."
United States
Tom D.
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
1 bedroom, free WiFi, bed sheets
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cabin in Rutland

2.5 star property
The price is ￥23,330
￥29,613 total
includes taxes & fees
Nov 21 - Nov 22
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
Fridge, microwave, oven, stovetop
4 Season Secluded Lakefront Home near Ski Mountains

Vacation Home in Mt Holly

9.4 out of 10, Exceptional, (77)
"Quiet and peaceful.Morning sunrise is worth waking up early.Water in the lake is clear and great to swim in or kayak on.Owners are very responsive to any needs."
United States
Eugene Z.
4 Season Secluded Lakefront Home near Ski Mountains
Indoor pool
Cozy condo on ski shuttle route with free WiFi & full ktichen

Condo in Killington

8.4 out of 10, Very Good, (38)
"Easy access to Killington Mountain "
United States
Dave S.
The price is ￥12,131
￥44,371 total
includes taxes & fees
Nov 30 - Dec 1
Cozy condo on ski shuttle route with free WiFi & full ktichen
Exterior
Killington Chalet - Great Space and Location!

Chalet in The Woods

9.6 out of 10, Exceptional, (15)
"Our group of 10 friends had a wonderful stay at the Chalet. Great location to the mountain and local restaurants and entertainment. Plenty of room to spread out and great communal area as well. "
United States
Dan K.
Killington Chalet - Great Space and Location!
Fridge, microwave, oven, dishwasher
Killington Mountain Home! HotTub & 5 min to Skiing! by RedAwning

Vacation Home in Killington

8.4 out of 10, Very Good, (13)
"This was a great location for my family of 6 adults and 2 dogs. 3 bedrooms, 2 bathrooms, hot tub, large indoor area to bring your skis in and store,"
United States
Robin S.
Killington Mountain Home! HotTub & 5 min to Skiing! by RedAwning
Outdoor dining
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Cabin in Mount Holly

9.8 out of 10, Exceptional, (225)
"We enjoyed our stay. It’s clean and we weren’t lacking for anything. However those stairs to the 2nd floor are treacherous. "
United States
Laurie H.
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Fridge, microwave, oven, stovetop
GREAT WHITE VIEW-SKI ON/SKI OFF-3 Trails HOT TUB & SAUNA- MONTHLY RENTALS

Condo in Killington

9.8 out of 10, Exceptional, (57)
"Easy and quick communication with the owner, best location for ski in and out, this is our second time staying at this place for the purpose of location and multiple rooms and four bathrooms, unfortunately I have no comments on the cleanliness of the place, eventhough I have reached out to the owner on the first time we stayed two years ago, please use your imagination !"
United States
Amy x.
GREAT WHITE VIEW-SKI ON/SKI OFF-3 Trails HOT TUB & SAUNA- MONTHLY RENTALS
Property grounds
Clean & bright condo with mountain views & modern kitchen - walk to lifts

Apartment in Killington

7.2 out of 10, Good, (44)
"Quick trip to and from Killington mt"
United States
Phillip F.
The price is ￥10,109
￥40,867 total
includes taxes & fees
Nov 30 - Dec 1
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Smart TV, fireplace, video games, DVD player
The Cabin that brings people together

Cabin in Bridgewater

9.6 out of 10, Exceptional, (82)
"Everyone, including myself, couldn’t help but rave about this place!! It exceeded our expectations from top to bottom. Blown away by how perfect it was and how clean, organized and like every little detail was thought about and considered and it made our stay so comfortable and so fun!!! Definitely would come back next year for our next reunion! "
United States
Stephanie M.
The Cabin that brings people together
Property grounds
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Vacation Home in Killington

9.8 out of 10, Exceptional, (27)
"Beautiful place."
United States
Christopher T.
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Fridge, microwave, oven, stovetop
Ski-in/out sunrise condo with pool & hot tub - great ski retreat

Vacation Home in Killington

8.8 out of 10, Excellent, (88)
"Loved the location and the local amenities in the area. Had fun visiting Woodstock."
United States
Steven A K.
Ski-in/out sunrise condo with pool & hot tub - great ski retreat
Fridge, microwave, oven, stovetop
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

Vacation Home in Killington

9.8 out of 10, Exceptional, (60)
"Ski in/ Ski out Great locationJoel was very helpful and friendly. Really enjoyed our stay. "
United States
cynthia c.
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated
Exterior
Killington Retreat

Condo in Killington

2.0 star property
9.8 out of 10, Exceptional, (16)
"It was clean and check-in was simple. "
United States
David M.
Killington Retreat
Fridge, microwave, dishwasher, coffee/tea maker
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Condo in Killington

9.4 out of 10, Exceptional, (63)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
The price is ￥13,858
￥37,803 total
includes taxes & fees
Nov 26 - Nov 27
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Fridge, microwave, oven, stovetop
SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF

Cabin in Mount Holly

10.0 out of 10, Exceptional, (93)
"Nice cabin! Helpful hosts! Well stocked. Clean. "
United States
Kelly s.
SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF
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

Lake Bomoseen Lodge

Lake Bomoseen Lodge

10/10 Excellent
"Wow, it exceeded my expectations. November in VT-chilly and grey- but this place made it beautiful!! Room was immaculate, staff at check in and the Taproom were amazing! Food was also terrific at the Taproom! I cant wait to come back!! "
Mary 3-night trip
Posted 3 days ago
Lake Bomoseen Lodge

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 Mountain Home! HotTub & 5 min to Skiing! by RedAwning: This vacation home rental outside of Pittsford is located near skiing and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and an oven. You can relax into your vacation with a hot tub and foosball.

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.