Pittsford vacation rentals that suit your style

Explore Houses, Condos/Apartments, Cabins, and more

Destination guide

Choose a vacation rental for your Pittsford getaway

Enjoy the museums and other features of Pittsford. This city's skiing, shopping and restaurants draw many visitors. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.


Sightseeing in and around Pittsford

Are you hoping to find top things to see and do during your stay? Venture out of your vacation home and check out everything that makes Pittsford a fun spot to vacation. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Killington Resort (12.4 mi / 19.9 km)
  • Hathaway Farm (5 mi / 8.1 km)
  • Otter Valley Winery (5.4 mi / 8.7 km)
  • Neshobe River Winery (7 mi / 11.2 km)
  • Rutland Country Club (7 mi / 11.2 km)
  • Neshobe Golf Club (7.2 mi / 11.5 km)
Natural features

Exploring the natural landscape of Pittsford

Whether you're an adventurous traveler or just want to take in the scenery, Pittsford is a great spot to appreciate mother nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Lefferts Pond (4.8 mi / 7.7 km)
  • Pine Hill Park (7.7 mi / 12.3 km)
  • Bucklin Trailhead (9.6 mi / 15.5 km)
  • Gifford Woods State Park (10.1 mi / 16.3 km)
  • Halfmoon Pond State Park (11.3 mi / 18.2 km)
  • Branbury State Park (12.8 mi / 20.6 km)
How to get there

Traveling to and around Pittsford

The nearest airport is in Rutland, VT (RUT-Rutland Southern Vermont Regional), located 14 mi (22.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Springfield, VT (VSF-Hartness State), which is 35.7 mi (57.4 km) away.

Can I find a vacation rental around Pittsford?

Yes, our 2020 property listings offer a large selection of 567 vacation rentals near Pittsford. From 193 Houses to 289 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Pittsford for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Pittsford?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Pittsford:

  • Killington Ski Area: 360 vacation rentals
  • Bridgewater Corners: 48 vacation rentals
  • Pico Mountain at Killington Ski Resort: 592 vacation rentals
  • Belmont: 41 vacation rentals
  • West Bridgewater: 80 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Pittsford?

HomeAway offers a large selection of vacation rentals near lovely places in Pittsford. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • New England Maple Museum: 748 vacation rentals
  • Killington Resort: 604 vacation rentals
  • Jackson Gore Ski Resort at Okemo: 858 vacation rentals
  • Sunrise Village Triple: 1,412 vacation rentals
  • Killington Mountain: 1,362 vacation rentals

But there are many other points of interest around Pittsford listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Pittsford?

Yes, of course. HomeAway has 193 Houses in Pittsford. Our other popular types of vacation rentals in Pittsford include:

  • Condos/Apartments: 289 rentals available
  • Cabins: 16 rentals available
  • Cottages: 16 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Pittsford?

Yes, you can select your preferred vacation rental with pool among our 296 vacation rentals with pool available in Pittsford. Please use our search bar to access the selection of vacation rentals available.

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