Pittsford holiday rentals

We found 917 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Pittsford to find one that's perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
  • Peace of mind
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  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Book a holiday rental for your Pittsford getaway

Enjoy the museums and other features of Pittsford. Renowned for its skiing, shopping and restaurants, this city welcomes all visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Pittsford

Are you hoping to discover attractions to see during your stay? Venture out of your cosy holiday rental and experience everything that Pittsford has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Rutland Country Club (5.9 mi / 9.6 km)
  • Appalachian Trail Adventures (9.4 mi / 15.1 km)
  • Green Mountain National Golf Course (10.1 mi / 16.2 km)
  • Pico Mountain at Killington Ski Resort (10.2 mi / 16.4 km)
  • Pond Hill Ranch and Pro Rodeo (11.1 mi / 17.8 km)
  • Killington Resort (12.8 mi / 20.7 km)

Exploring the natural landscape of Pittsford

Whether you're looking for fun outdoor activities or just want to take in the scenery, Pittsford is a great place to get out in nature. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Beebe Pond (8 mi / 12.8 km)
  • Otter Creek (8.2 mi / 13.2 km)
  • Lake Hortonia (9.3 mi / 15 km)
  • Lake Bomoseen (10.3 mi / 16.6 km)
  • Pico Peak (10.7 mi / 17.2 km)
  • Killington Peak (12.6 mi / 20.2 km)

Travelling to and around Pittsford

Fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), the closest airport, located 13 mi (21 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Springfield, VT (VSF-Hartness State), which is 35.7 mi (57.4 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Pittsford?
The most popular types of holiday homes in Pittsford are houses. Searching for something different? Stayz has a variety of options to match the unique needs of our guests, so you’ll see holiday properties in all sizes and shapes. The ideal fit is ready and waiting for you — discover yours today.
How much does it cost to rent a holiday home in Pittsford?
A number of things affect what you’ll pay for your holiday home in Pittsford, including the type of property, length of stay and season. Still, all our holiday homes have something in common — excellent value. Just enter your travel dates to find your perfect match.
How much does it cost to rent a beach house in Pittsford?
Prices for beach houses in Pittsford differ depending on the type and size of the property and when you’re travelling. All you need to do is enter your travel dates into Stayz and how many guests to view your home options and prices. From there you can use the filters to refine your search by ratings, nearby activities, amenities and more.
Are there pet-friendly holiday homes in Pittsford?
Good news! Yes. You’ll have your pick of nine holiday homes that allow pets in Pittsford. Many of our pet-friendly holiday homes have a garden for your fur baby to play around in, complimentary treats, special dog beds and proximity to parks and green space. Apply the “Pets allowed” filter to find a holiday home on Stayz that’s pawfect.
Can I rent a house with a pool in Pittsford?
Add a whole other level of fun to your holiday by booking your crew into one of the two houses with a private pool in Pittsford. Use our handy search filter to find the kind of property you want on Stayz, and then spend carefree days playing and splashing in a swimming pool that’s just for you.
What are popular home amenities in Pittsford?
Some of the most popular home amenities people are searching for in Pittsford include nearby museums, a firepit and a barbecue grill. Whether you’re on the road with family, buddies or even pets, Stayz holiday properties include the best amenities for ultimate relaxation with the people you love.
Are there large group holiday homes in Pittsford?
With three holiday homes that can sleep 10 or more people in Pittsford, there’s no need to cross anyone off the invite list. From extended family holidays to events like Thanksgiving or Christmas parties, Stayz will help you find a large group home to match the occasion.
Are there holiday homes in Pittsford that welcome kids?
Bring the entire family together for the adventure of a lifetime in Pittsford at one of our nine family-friendly properties. Lots of these stays offer conveniences that are suitable for trips with youngsters, such as full kitchens, bunk beds and patios. Just click on the “Properties good for families” filter and pick out your favourite.
What are the top attractions for families in Pittsford?
Keep your kids busy at these fun family-friendly attractions in Pittsford:

  • Brandon Museum
  • Green Mountain Rock Climbing Centre
  • Hathaway Farm

Can I find two-bedroom holiday homes in Pittsford?
Pittsford has two two-bedroom holiday properties to select from. Book a holiday home with all the privacy and comfort you’re looking for at a fantastic price on Stayz.
Are there holiday homes with WiFi in Pittsford?
Pittsford has five holiday homes with WiFi, so you’ll be able to stay connected while you’re travelling. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming movie blockbusters to sending emails, these Stayz homes make it a cinch to go online.
How can I find holiday homes with air conditioning in Pittsford?
You’ll have a choice of six Stayz holiday homes with air conditioning in Pittsford giving you that gentle, cool breeze and extra level of comfort. Enter your preferred travel dates and then use our handy filters to locate stays with air conditioning.
How old do you have to be to rent a holiday home in Pittsford?
The minimum age is typically 16, 18 or 21. It can change across properties on Stayz, so check the rules of your preferred Pittsford holiday home before booking your escape.
How long can I rent a holiday home in Pittsford for?
It’s really down to the Pittsford property. To browse available options offering extended stays, just enter your dates and guest number into Stayz’s search page. You can enjoy having the whole place to yourself, along with the comforts of home like a fully-equipped kitchen and outdoor spaces where the kids can play. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.

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