Holiday Rentals in Pittsford

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Our top choices for Pittsford holiday rentals

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 €176
includes taxes & fees
4 Mar - 5 Mar
Vermont Suite | 10 Min to Killington & Woodstock

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 €267
includes taxes & fees
2 Mar - 3 Mar
Comfortable mountain gem with pool, mountain views, & indoor parking space

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 €175
includes taxes & fees
17 Feb - 18 Feb
Cozy Rutland Retreat

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, (13 reviews)
"Great property, as advertised."
United States
Chris A.
The price is €272
includes taxes & fees
10 Mar - 11 Mar
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

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, (46 reviews)
"Perfect place for a long weekend"
United States
Patrick D.
The price is €228
includes taxes & fees
11 Mar - 12 Mar
Clean & bright condo with mountain views & modern kitchen - walk to lifts

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 €235
includes taxes & fees
2 Mar - 3 Mar
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

Jack S`Bearo - Slopes, Fireplace, Pool.

Jack S`Bearo - Slopes, Fireplace, Pool.
Killington
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 €305
includes taxes & fees
4 Mar - 5 Mar
Jack S`Bearo - Slopes, Fireplace, Pool.

Cozy Rustic Cabin, NOTE: pipes are frozen. Please don’t book now! Back soon.

Cozy Rustic Cabin, NOTE: pipes are frozen. Please don’t book now! Back soon.
Rutland
9.4 out of 10, Exceptional, (10 reviews)
"Absolutely adored our stay! The cabin was cozy and had everything we could need and the hot tub was a huge plus after a long day of snowboarding. Would definitely come back!"
United States
Erin M.
The price is €164
includes taxes & fees
23 Feb - 24 Feb
Cozy Rustic Cabin, NOTE: pipes are frozen. Please don’t book now! Back soon.

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (20 reviews)
"Great !"
United States
Raul
The price is €243
includes taxes & fees
11 Mar - 12 Mar
Mountain Green

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Killington
9.6 out of 10, Exceptional, (67 reviews)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
The price is €281
includes taxes & fees
22 Feb - 23 Feb
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

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 €269
includes taxes & fees
2 Mar - 3 Mar
Welcoming condo near the slopes with free WiFi and full kitchen

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 €347
includes taxes & fees
10 Mar - 11 Mar
Luxury Condo Tucked in the Heart of Killington

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 €344
includes taxes & fees
4 Mar - 5 Mar
Killington condo 5 min to killington resort

Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities G2A

Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities G2A
Killington
8.8 out of 10, Excellent, (3 reviews)
"Great location, just the right size, and comfy beds."
United States
Mike H.
The price is €289
includes taxes & fees
17 Feb - 18 Feb
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities G2A

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 €241
includes taxes & fees
2 Mar - 3 Mar
Cozy condo on ski shuttle route with free WiFi & full ktichen

Mountain view condo with fast WiFi plus on-site amenities

Mountain view condo with fast WiFi plus on-site amenities
Killington
7.8 out of 10, Good, (18 reviews)
"close to ski lift within a short walking distance"
United States
Jun W.
The price is €309
includes taxes & fees
24 Feb - 25 Feb
Mountain view condo with fast WiFi plus on-site amenities

Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room

Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room
Killington
9.0 out of 10, Wonderful, (18 reviews)
"Had a great time in a lovely property between town and the resort. "
United States
Alan S.
The price is €413
includes taxes & fees
9 Mar - 10 Mar
Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room

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 €169
includes taxes & fees
22 Feb - 23 Feb
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

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 €494
includes taxes & fees
10 Mar - 11 Mar
Gnome Home Mountain Ski Chalet w/Sauna Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Killington
9.6 out of 10, Exceptional, (4 reviews)
"The place was clean and easy to get to. "
United States
Sarah Z.
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
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

Find out more about Pittsford

Everything you need to know about Pittsford holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsford holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pittsford holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pittsford holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pittsford. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pittsford holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pittsford holiday rentals we have selected for you start as low as €155 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pittsford rentals

At Expedia, we put the best Pittsford holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pittsford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pittsford holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittsford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Spectacular opportunity to enjoy the finest property in Killington Summit: This holiday home rental outside of Pittsford is located in the mountains, and has a patio, a selection of games 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. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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.