Pittsford Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Pittsford holiday rentals

A building with a gabled roof, a central window, and decorative elements including stars and a sun-like shape.

1. Hillsdale Victorian Studio w kitchenette Wifi TV , Queen Bed and Twin Bed

Hillsdale Victorian Studio w kitchenette Wifi TV , Queen Bed and Twin Bed
Hillsdale
8.4 out of 10, Very good, (29 reviews)
"Quaint homey feel."
United States
Kelleigh R.
The price is HK$452
HK$699 total
includes taxes & fees
15 Nov - 16 Nov
Hillsdale Victorian Studio w kitchenette Wifi TV , Queen Bed and Twin Bed
A bedroom with a wooden bed, a nightstand, a lamp, a chair, and a decorative wall piece.

2. Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi Downtown Apartment Queen Bed

Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi Downtown Apartment Queen Bed
Hillsdale
9.0 out of 10, Wonderful, (50 reviews)
"I have stayed here before and had great experience. There were a couple of snafoos when I arrived but everything worked out in the end. The stairs going up to my place were not ideal but I survived. I want to thank Rebecca for all her help and kindness. I want to thank the wonderful Kenton for coming down the next morning to do a great job getting my room in tip top shape. And last but not least, Scott. He came down from the Pub to reset my lock to make sure I would be completely safe. I...
United States
Michelle
The price is HK$452
HK$699 total
includes taxes & fees
15 Nov - 16 Nov
Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi Downtown Apartment Queen Bed
An aerial view of a parking lot with several cars, a large building with a dome, and surrounding buildings.

3. Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything

Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything
Hillsdale
8.4 out of 10, Very good, (36 reviews)
"Was a great stay at a place with a lot of history! Will look to stay here again if I’m in the area!"
United States
Carter
The price is HK$452
HK$770 total
includes taxes & fees
18 Nov - 19 Nov
Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything
Two Adirondack chairs facing a grassy area with trees in the background.

4. Lake View Cottage for Two with Views of Harrison Lake

Lake View Cottage for Two with Views of Harrison Lake
Fayette
10.0 out of 10, Exceptional, (25 reviews)
"Super cute & very clean! It was conveniently located next to the state park for walking and recreation."
United States
Kevin
The price is HK$760
HK$1,506 total
includes taxes & fees
9 Nov - 10 Nov
Lake View Cottage for Two with Views of Harrison Lake
A compact kitchen with a washing machine, microwave, and sink.

5. Tiny House near Hillsdale College

Tiny House near Hillsdale College
Hillsdale
10.0 out of 10, Exceptional, (2 reviews)
"Great little place"
United States
Kerry L.
The price is HK$1,164
HK$1,611 total
includes taxes & fees
10 Nov - 11 Nov
Tiny House near Hillsdale College
A modern living room with a sectional sofa, a glass coffee table, and a painting on the wall.

6. Charming 3-bedroom house in Hillsdale near the College

Charming 3-bedroom house in Hillsdale near the College
Hillsdale
9.8 out of 10, Exceptional, (8 reviews)
"Spacious well equipped home!"
United States
Emily
The price is HK$1,591
HK$2,294 total
includes taxes & fees
8 Nov - 9 Nov
Charming 3-bedroom house in Hillsdale near the College
A modern kitchen with white cabinets, stainless steel appliances, a central island with bar stools, and pendant lighting.

7. New Waterfront Guest House – Less than 10 Min to Hillsdale College

New Waterfront Guest House – Less than 10 Min to Hillsdale College
Osseo
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful and peaceful place to stay. Others should know that water is not suitable for swimming, but very relaxing to enjoy with morning coffee or evening drinks. Thanks for sharing your lovely place Teresa and Glenn"
Canada
Teresa
The price is HK$1,764
HK$2,382 total
includes taxes & fees
13 Nov - 14 Nov
New Waterfront Guest House – Less than 10 Min to Hillsdale College
A modern kitchen with white cabinetry, a stainless steel range hood, a built-in oven, a dishwasher, and a window providing natural light.

8. Cozy home in historic Hillsdale

Cozy home in historic Hillsdale
Hillsdale
9.8 out of 10, Exceptional, (41 reviews)
"Great home close to downtown and the college. Very convenient."
United States
Laura B.
The price is HK$1,960
HK$3,042 total
includes taxes & fees
15 Nov - 16 Nov
Cozy home in historic Hillsdale
A covered porch with two chairs and a table, a lattice screen, and a potted plant.

9. Private home near Hillsdale Hospital

Private home near Hillsdale Hospital
Hillsdale
The price is HK$1,725
HK$2,305 total
includes taxes & fees
11 Nov - 12 Nov
Private home near Hillsdale Hospital
A house with a covered patio, a yellow door, and a small garden area.

10. Pergola Place - Lake Access, 2 Bedroom, Sleeps 4, Pet Friendly

Pergola Place - Lake Access, 2 Bedroom, Sleeps 4, Pet Friendly
Brooklyn
9.0 out of 10, Wonderful, (28 reviews)
"Great place to stay! My wife and I loved our stay at this property and would gladly stay again. "
United States
Adam F.
The price is HK$1,066
HK$1,439 total
includes taxes & fees
8 Nov - 9 Nov
Pergola Place - Lake Access, 2 Bedroom, Sleeps 4, Pet Friendly
A two-story house with a porch, surrounded by greenery.

11. The Independence Inn near Hillsdale College: The Premiere Themed Stay

The Independence Inn near Hillsdale College: The Premiere Themed Stay
Hillsdale
The price is HK$1,882
HK$2,577 total
includes taxes & fees
13 Nov - 14 Nov
The Independence Inn near Hillsdale College: The Premiere Themed Stay
A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in dishwasher, and a coffee maker on the countertop.

12. Close to Hillsdale College in a modern home with dedicated work space

Close to Hillsdale College in a modern home with dedicated work space
Hillsdale
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful property! Clean, immaculate,…well stocked kitchen with dishes, utensils, etc. Comfortable beds, great towels!Everything felt newly updated. So close to the college, we could really almost walk to the Searle Center, but it was raining this weekend. Highly recommend this property!"
United States
Traci S.
The price is HK$2,156
HK$3,281 total
includes taxes & fees
8 Nov - 9 Nov
Close to Hillsdale College in a modern home with dedicated work space
A cozy cabin interior with a wooden ceiling, a fireplace, a sofa, and a dining area.

13. Cabin, rustic elegance w/ hot tub, lake access

Cabin, rustic elegance w/ hot tub, lake access
Clarklake
9.6 out of 10, Exceptional, (131 reviews)
"Enjoyed the house and hot tub after days at the lake. Would definitely stay again."
United States
Stephanie J.
The price is HK$1,450
HK$1,568 total
includes taxes & fees
8 Nov - 9 Nov
Cabin, rustic elegance w/ hot tub, lake access
A kitchen with white cabinets, a stainless steel sink, a microwave, and an oven.

14. Cozy One Bedroom House

Cozy One Bedroom House
Adrian
9.4 out of 10, Exceptional, (46 reviews)
"Convenient location in quiet neighborhood, was nice to have parking behind the house. "
United States
Tom D.
The price is HK$854
HK$1,043 total
includes taxes & fees
8 Nov - 9 Nov
Cozy One Bedroom House
A spacious living room with a large window overlooking a lake, furnished with a sofa, chairs, and a dining table.

15. Large Lakefront Retreat – New Hot Tub!

Large Lakefront Retreat – New Hot Tub!
Manitou Beach-Devils Lake
10.0 out of 10, Exceptional, (12 reviews)
"Great communication and beautiful place. "
United States
Renee S.
The price is HK$2,744
HK$5,699 total
includes taxes & fees
21 Nov - 22 Nov
Large Lakefront Retreat – New Hot Tub!
Dining area and living room view from kitchen

16. Quiet Lake Mornings – Cozy Irish Hills Cabin

Quiet Lake Mornings – Cozy Irish Hills Cabin
Brooklyn
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property. Very clean and comfortable. Had everything we needed. The lake was gorgeous. Absolutely loved kayaking, finding the canals and exploring the connected lakes."
United States
Anonymous traveller
The price is HK$1,509
HK$3,058 total
includes taxes & fees
8 Nov - 9 Nov
Quiet Lake Mornings – Cozy Irish Hills Cabin
A bedroom with a bed, a TV, a desk, and a wardrobe.

17. The Loft on Winter - Downtown Adrian

The Loft on Winter - Downtown Adrian
Adrian
10.0 out of 10, Exceptional, (38 reviews)
"Clean, airy and comfortable flat. Good coffee in walking distance, would definitely stay here again!"
United States
Rachael D.
The price is HK$945
HK$1,298 total
includes taxes & fees
9 Nov - 10 Nov
The Loft on Winter - Downtown Adrian
A two-story house with a balcony, a garage, and a well-maintained garden.

18. Lakeside Sunrises & Starry Nights – Meadow Lake

Lakeside Sunrises & Starry Nights – Meadow Lake
Brooklyn
10.0 out of 10, Exceptional, (9 reviews)
"What a fantastic stay! It’s close to everything but secluded enough to relax and unwind. The hosts were great. Communication was excellent. We enjoyed dinner on the deck and relaxing while overlooking the water afterwards. If you’re looking for some R&R, this place won’t disappoint!"
United States
Kerry S.
The price is HK$1,509
HK$3,058 total
includes taxes & fees
8 Nov - 9 Nov
Lakeside Sunrises & Starry Nights – Meadow Lake
A two-story house with a covered porch, a brick chimney, and a small deck.

19. Turtle Cove Lakefront APT. 10 min from MIS, 40 min to Ann Arbor

Turtle Cove Lakefront APT. 10 min from MIS, 40 min to Ann Arbor
Clarklake
9.6 out of 10, Exceptional, (63 reviews)
"Friendly and attentive hosts (and their pets!), beautiful pool and hot tub, gorgeous property!"
United States
Shannon T.
The price is HK$1,450
HK$1,655 total
includes taxes & fees
8 Nov - 9 Nov
Turtle Cove Lakefront APT. 10 min from MIS, 40 min to Ann Arbor
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.
View all properties

Find holiday rentals that suit your style

cabin image
Cabins
Cabins
Cottage image
Cottages
Cottages

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:

  • View our selection of featured holiday rentals in Pittsford
  • Use the map to find apartments and other holiday homes in the Pittsford neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pittsford while they last

Look no further and take a look at our great range of rental properties in Pittsford!

Frequently Asked Questions

Are there holiday rentals 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.

What are some of the best holiday rentals that Pittsford has to offer?

Entire Home with Lake Access - Cozy Cove at Manitou: This holiday home rental outside of Pittsford is located on a lake, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a stovetop, a microwave and kitchenware.

What’s there to see and do in Pittsford?

While you're exploring the area, Baw Beese Lake and Fisher Lake are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Hudson Museum and Hillsdale College.

What’s a holiday rental in Pittsford like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pittsford. Holiday rentals feature extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.