Pittsford Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Pittsford holiday rentals

Aerial view

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is HK$768
HK$2,568 total
includes taxes & fees
24 Mar - 25 Mar
The Suites at Killington Center
Property grounds

Vermont Double Queen Suite | 10 Mins to Killington

Vermont Double Queen Suite | 10 Mins to Killington
Bridgewater
8.8 out of 10, Excellent, (5 reviews)
"This was perfect for our girls weekend! Great location, spacious & clean. Our host was so responsive & kind- highly recommend staying here when you visit Salem! "
United States
Brianna L.
The price is HK$736
HK$1,653 total
includes taxes & fees
15 Apr - 16 Apr
Vermont Double Queen Suite | 10 Mins to Killington
Interior

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Mendon
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 price is HK$932
HK$3,189 total
includes taxes & fees
23 Mar - 24 Mar
The Mendon Cottage: Charming Home Close to Killington, Pico and 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$775
HK$1,895 total
includes taxes & fees
23 Mar - 24 Mar
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (6 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
The price is HK$599
HK$1,470 total
includes taxes & fees
23 Mar - 24 Mar
Cozy Rutland Retreat
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, (32 reviews)
"This is a great place to stay not only in the winter but also in the summer. The condos location is conveniently accessible and a close proximation to other sites and events and attractions."
United States
Erik W.
The price is HK$713
HK$2,404 total
includes taxes & fees
23 Mar - 24 Mar
Welcoming condo near the slopes with free WiFi and full kitchen
Exterior

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Killington
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful studio, clean, safe and extremely convenient if you’re going to local shops, restaurants or killington to ski! Easy to check in and out and the staff was very friendly, accessible and accommodating! Would recommend:)"
United States
Maggie M.
The price is HK$552
HK$1,952 total
includes taxes & fees
23 Mar - 24 Mar
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
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
7.0 out of 10, Good, (47 reviews)
"Perfect place for a long weekend"
United States
Patrick D.
The price is HK$572
HK$2,013 total
includes taxes & fees
31 Mar - 1 Apr
Clean & bright condo with mountain views & modern kitchen - walk to lifts
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, (36 reviews)
"Great stay!"
United States
Bryann F.
The price is HK$603
HK$2,337 total
includes taxes & fees
13 Apr - 14 Apr
Comfortable mountain gem with pool, mountain views, & indoor parking space
Interior

Modern Killington Farmhouse Condo: Close to it all! 412

Modern Killington Farmhouse Condo: Close to it all! 412
Killington
10.0 out of 10, Exceptional, (56 reviews)
"Wonderful place and wonderful location."
United States
Stephanie S.
The price is HK$850
HK$2,801 total
includes taxes & fees
23 Mar - 24 Mar
Modern Killington Farmhouse Condo: Close to it all! 412
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
9.0 out of 10, Wonderful, (14 reviews)
"Great property, as advertised."
United States
Chris A.
The price is HK$736
HK$2,100 total
includes taxes & fees
8 Apr - 9 Apr
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Interior

The Mountain Green Nook with Views, Shuttle Bus, Pools, Hot Tub and Ski Rental Deals

The Mountain Green Nook with Views, Shuttle Bus, Pools, Hot Tub and Ski Rental Deals
Killington
9.4 out of 10, Exceptional, (8 reviews)
"The room was cute and clean and great to stay in for our vacation!"
United States
Audrey H.
The price is HK$905
HK$2,550 total
includes taxes & fees
24 Mar - 25 Mar
The Mountain Green Nook with Views, Shuttle Bus, Pools, Hot Tub and Ski Rental Deals
Indoor pool, a heated pool

The Snowshed Steps at Mt Green: Walk-to-Lifts Killington Condo w/ Pools, AC, Fireplace & Shuttle!

The Snowshed Steps at Mt Green: Walk-to-Lifts Killington Condo w/ Pools, AC, Fireplace & Shuttle!
Killington
9.2 out of 10, Wonderful, (5 reviews)
"The moment we entered the apartment it was a heavy smell in the room. Also I didn’t find the place very clean, we needed some bedsheets from storage and it was hair in them and stains. Also, Description says there is a fireplace but it turns out we couldn’t turn it on bc the building doesn’t allowed. Location is great but still the place is overpriced for what it offered."
United States
Armiona
The price is HK$923
HK$3,004 total
includes taxes & fees
23 Mar - 24 Mar
The Snowshed Steps at Mt Green: Walk-to-Lifts Killington Condo w/ Pools, AC, Fireplace & Shuttle!
Dining

The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.

The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
Killington
10.0 out of 10, Exceptional, (5 reviews)
"This was our second time at this property because it’s clean and a great location. "
United States
Kristan K.
The price is HK$832
HK$2,774 total
includes taxes & fees
23 Mar - 24 Mar
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
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, (72 reviews)
"Amazing stay! Great location, comfortable,had everything we needed. Would stay again."
United States
George
The price is HK$980
HK$2,267 total
includes taxes & fees
23 Mar - 24 Mar
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
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$681
HK$2,185 total
includes taxes & fees
24 Mar - 25 Mar
Cozy condo on ski shuttle route with free WiFi & full ktichen
Dining

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Killington
9.2 out of 10, Wonderful, (10 reviews)
"Loved every aspect of our stay. The condo looked amazing and everything was extremely clean. Would of extended our stay but another person already had it booked."
United States
Amy
The price is HK$724
HK$2,533 total
includes taxes & fees
23 Mar - 24 Mar
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Indoor pool

Mountain view condo with fast WiFi plus on-site amenities

Mountain view condo with fast WiFi plus on-site amenities
Killington
8.0 out of 10, Very good, (19 reviews)
"close to ski lift within a short walking distance"
United States
Jun W.
The price is HK$956
HK$2,834 total
includes taxes & fees
23 Mar - 24 Mar
Mountain view condo with fast WiFi plus on-site amenities
Fridge, microwave, oven, stovetop

Jack S`Bearo - Slopes, Fireplace, Pool.

Jack S`Bearo - Slopes, Fireplace, Pool.
Killington
10.0 out of 10, Exceptional, (14 reviews)
"Great place to lay your head in between days on the mountain. The hosts Holly and Dan are so nice. "
United States
Carly C.
The price is HK$677
HK$2,190 total
includes taxes & fees
25 Mar - 26 Mar
Jack S`Bearo - Slopes, Fireplace, Pool.
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$1,198
HK$3,001 total
includes taxes & fees
31 Mar - 1 Apr
Killington condo 5 min to killington resort
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

Emrose Luxury Cabins

Emrose Luxury Cabins

10/10 Excellent
"Didnt see much of the mountains due to for in the area. A few shops and stores are in close vicinity. "
Anthony 1-night trip
Posted 4 hours ago
Emrose Luxury Cabins

Find out more about Pittsford

Search for holiday rentals in Pittsford on Expedia! You can easily find your home rentals, villas, holiday apartments in Pittsford using one of the methods below:

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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?

Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking: This holiday home rental outside of Pittsford is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Rutland Country Club.

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.