Pittsford Holiday Rentals

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Holiday Rentals in Pittsford

Cozy Loft for two with Hot Tub & Mtn Views

Granville
10.0 out of 10, Exceptional, (271)
"Second time staying on this property. Great secluded location. All the amenities you need for your stay. Jeff greeted us upon arrival. We will return soon."
United States
Allen B.
Cozy Loft for two with Hot Tub & Mtn Views

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
Killington
9.0 out of 10, Wonderful, (53)
"Clean and beautiful scenery "
United States
David
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Granville
10.0 out of 10, Exceptional, (527)
"Clean, quiet, adorable."
United States
Bella M.
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Mountain Green

2.0 star property
Killington
7.0 out of 10, Good, (15)
"Great communication from Jeff."
United States
Dennis
The price is AU$393
includes taxes & fees
30 Nov - 1 Dec
Mountain Green

Ultimate relaxing vacation

Orwell
9.8 out of 10, Exceptional, (214)
"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 AU$277
includes taxes & fees
8 Dec - 9 Dec
Ultimate relaxing vacation

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

2.5 star property
Rutland
The price is AU$294
includes taxes & fees
7 Dec - 8 Dec
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

4 Season Secluded Lakefront Home near Ski Mountains

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

Killington Retreat

2.0 star property
Killington
9.8 out of 10, Exceptional, (17)
"It was clean and check-in was simple. "
United States
David M.
Killington Retreat

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

Killington
8.4 out of 10, Very good, (38)
"Easy access to Killington Mountain "
United States
Dave S.
The price is AU$432
includes taxes & fees
30 Nov - 1 Dec
Cozy condo on ski shuttle route with free WiFi & full ktichen

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Killington
9.4 out of 10, Exceptional, (63)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
The price is AU$375
includes taxes & fees
4 Dec - 5 Dec
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

The Cabin that brings people together

Bridgewater
9.6 out of 10, Exceptional, (82)
"This was our 3rd visit for an annual family reunion. Nice house with great space, and the yard is a great space to really spread out. The manager is very responsive and checks in periodically; they really want you to have a great stay. I highly recommend this vacation rental, and we’ll be back!"
United States
Peter L.
The Cabin that brings people together

Ski right to your newly remodled great condo, enjoy woodburning fireplace & SAVE

Killington
9.6 out of 10, Exceptional, (92)
"This condo provided everything we needed for a nice stay of skiing. We very much enjoyed our stay."
United States
Shawn C.
Ski right to your newly remodled great condo, enjoy woodburning fireplace & SAVE

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Killington
8.2 out of 10, Very good, (38)
"Room was constantly too hot. Otherwise a great stay"
United States
Cameron M.
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

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

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

killington
9.6 out of 10, Exceptional, (17)
"Great place to stay. Central location, bedrooms spacious and common areas w/plenty of space to hang out."
United States
Scott B.
5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Tinmouth
10.0 out of 10, Exceptional, (179)
"Beautiful log cabin near mountains. Quiet and relaxing vacation to get away from it all. "
United States
Sandra B.
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Water front home with large two tiered deck! 2 bathrooms 😂

Castleton
9.4 out of 10, Exceptional, (107)
"My family enjoyed their stay very much. "
United States
Miriam N.
Water front home with large two tiered deck! 2 bathrooms 😂

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Mount Holly
9.8 out of 10, Exceptional, (226)
"It was our summer vacation with our family to Vermont and it happens to be our most favorite place to go! We loved the cabin. It was so cute and we enjoyed our stay! Vermont is a place to unwind and relax…..it’s our home away from home! "
United States
Kristen K.
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Ski-in/out sunrise condo with pool & hot tub - great ski retreat

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

Beautiful 4-Bedroom Home beside Middlebury College

Middlebury
9.8 out of 10, Exceptional, (58)
"Very reasonable price, great location, well kept, many needed amenities provided to include washer & dryer. Would not hesitate renting again if opportunity arises. Very responsive host. "
United States
James C.
Beautiful 4-Bedroom Home beside Middlebury College
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, 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 favourite 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 depend 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 AU$277 per night. Entering your travel dates in the search wizard might find you 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?

Killington Mountain Home! HotTub & 5 min to Skiing! by RedAwning: This holiday 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 holiday with 1 hot tub and table football.

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 Taconic Mountains Ramble State Park.

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.