Pittsford Holiday Rentals

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Pittsford holiday rentals

Property grounds

Vermont Suite | 10 Min to Killington & Woodstock

Vermont Suite | 10 Min to Killington & Woodstock
Bridgewater
9.2 out of 10, Wonderful, (7 reviews)
"Overall, a great stay. "
United States
Meghan J.
The price is HK$867
HK$1,820 total
includes taxes & fees
11 Feb - 12 Feb
Vermont Suite | 10 Min to Killington & Woodstock
Fridge, microwave, oven, stovetop

Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Comfortable stay, great location. "
United States
Marjana
The price is HK$1,593
HK$3,398 total
includes taxes & fees
11 Feb - 12 Feb
Luxury Condo Tucked in the Heart of Killington
Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.6 out of 10, Exceptional, (5 reviews)
"Peaceful stay in the city! We were headed to the rodeo, so this was the perfect distance away! "
United States
Aislinn F.
The price is HK$654
HK$1,537 total
includes taxes & fees
11 Feb - 12 Feb
Cozy Rutland Retreat
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.0 out of 10, Good, (19 reviews)
"Great !"
United States
Raul
The price is HK$1,574
HK$2,112 total
includes taxes & fees
10 Feb - 11 Feb
Mountain Green
Property grounds

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
Rutland
9.6 out of 10, Exceptional, (8 reviews)
The price is HK$1,172
HK$1,496 total
includes taxes & fees
10 Feb - 11 Feb
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
Private kitchen

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
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 HK$1,008
HK$2,179 total
includes taxes & fees
1 Mar - 2 Mar
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Interior

King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths

King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths
Bethel
10.0 out of 10, Exceptional, (66 reviews)
"Very cozy, warm and inviting. Beds were all comfortable. House is big enough to have your own space yet intimate enough for pool, and family game night. Highly recommend!"
United States
Christine F.
The price is HK$1,259
HK$2,110 total
includes taxes & fees
11 Feb - 12 Feb
King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths
Exterior

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Killington
9.2 out of 10, Wonderful, (11 reviews)
"Great property, as advertised."
United States
Chris A.
The price is HK$984
HK$2,617 total
includes taxes & fees
11 Feb - 12 Feb
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Indoor pool

Clean & bright condo with mountain views & modern kitchen - walk to lifts

Clean & bright condo with mountain views & modern kitchen - walk to lifts
Killington
7.2 out of 10, Good, (45 reviews)
"Perfect place for a long weekend"
United States
Patrick D.
The price is HK$547
HK$2,161 total
includes taxes & fees
10 Feb - 11 Feb
Clean & bright condo with mountain views & modern kitchen - walk to lifts
TV, stereo

Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
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 HK$1,063
HK$3,193 total
includes taxes & fees
5 Feb - 6 Feb
Killington Retreat | Deck-Fire Pit-Mountain Views!
Property grounds

Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington
Stockbridge
10.0 out of 10, Exceptional, (4 reviews)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
United States
Gerald S.
The price is HK$2,303
HK$4,659 total
includes taxes & fees
10 Feb - 11 Feb
Gnome Home Mountain Ski Chalet w/Sauna Killington
Property grounds

Comfortable mountain gem with pool, mountain views, & indoor parking space

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
8.4 out of 10, Very good, (35 reviews)
"Great stay!"
United States
Bryann F.
The price is HK$609
HK$2,588 total
includes taxes & fees
10 Feb - 11 Feb
Comfortable mountain gem with pool, mountain views, & indoor parking space
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, (71 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is HK$899
HK$1,444 total
includes taxes & fees
5 Feb - 6 Feb
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Living area

Killington condo 5 min to killington resort

Killington condo 5 min to killington resort
Killington
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 HK$1,195
HK$3,036 total
includes taxes & fees
5 Feb - 6 Feb
Killington condo 5 min to killington resort
TV, fireplace

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Killington
10.0 out of 10, Exceptional, (8 reviews)
"perfect setup, very clean and comfortable. "
United States
Jeremiah J.
The price is HK$1,314
HK$3,431 total
includes taxes & fees
9 Feb - 10 Feb
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
TV, fireplace, DVD player, books

Resort condo with balcony & shared seasonal amenities - close to skiing

Resort condo with balcony & shared seasonal amenities - close to skiing
Killington
8.2 out of 10, Very good, (35 reviews)
"It was clean and as advertised"
United States
Kiehl H.
The price is HK$797
HK$2,787 total
includes taxes & fees
4 Mar - 5 Mar
Resort condo with balcony & shared seasonal amenities - close to skiing
TV, fireplace, books

Cozy condo on ski shuttle route with free WiFi & full ktichen

Cozy condo on ski shuttle route with free WiFi & full ktichen
Killington
8.4 out of 10, Very good, (38 reviews)
"Great place. Met our needs. "
United States
Sean K.
The price is HK$680
HK$2,379 total
includes taxes & fees
9 Feb - 10 Feb
Cozy condo on ski shuttle route with free WiFi & full ktichen
Indoor pool

Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
7.4 out of 10, Good, (31 reviews)
"beds were comfortable"
United States
Juan T.
The price is HK$898
HK$2,892 total
includes taxes & fees
2 Mar - 3 Mar
Welcoming condo near the slopes with free WiFi and full kitchen
TV

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Killington
9.4 out of 10, Exceptional, (64 reviews)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
The price is HK$1,258
HK$2,613 total
includes taxes & fees
11 Feb - 12 Feb
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
3 bedrooms, desk, iron/ironing board, travel cot

Blueberry Hill Escape | Pet Friendly | HotTub | AC

Blueberry Hill Escape | Pet Friendly | HotTub | AC
Bridgewater
9.6 out of 10, Exceptional, (17 reviews)
"The house was very comfortable and had everything we needed. We loved the beautiful location & the hot tub was our favorite."
United States
Rebecca C.
Blueberry Hill Escape | Pet Friendly | HotTub | AC
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

Summit Lodge

Summit Lodge

10/10 Excellent
"Reasonable clean nice place to stay"
David 1-night trip
Posted 1 day ago
Summit Lodge

Find out more about Pittsford

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Look no further and take a look at our great range of rental properties in Pittsford!

Frequently asked questions

Can I find a holiday rental in Pittsford?

Yes, there are holiday rentals close to the most popular sights in Pittsford, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Pittsford has to offer?

3-bedroom vacation home just 10 minutes from Adirondack Park: This holiday home rental outside Pittsford offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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 wider area, you’ll find Proctor-Pittsford Country Club and Wilson Castle.

What’s a holiday rental in Pittsford like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pittsford. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for small groups.