Pittsford Vacation Rentals

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Check prices for these dates

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

Our top choices for Pittsford vacation 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.
$95 nightly
The price is $98
Nov 12 - Nov 13
Total with taxes and fees
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
$86 nightly
The price is $89
Nov 15 - Nov 16
Total with taxes and fees
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
$95 nightly
The price is $98
Nov 18 - Nov 19
Total with taxes and fees
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
$186 nightly
The price is $191
Nov 9 - Nov 10
Total with taxes and fees
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.
$206 nightly
The price is $206
Nov 10 - Nov 11
Total with taxes and fees
Tiny House near Hillsdale College
A modern living room with a flat-screen TV, a dining table, and a sofa.

6. The Howder House / Refined 1BR / Sleeps 4

The Howder House / Refined 1BR / Sleeps 4
Hillsdale
10.0 out of 10, Exceptional, (3 reviews)
"Stay was perfect"
United States
Courtney H.
$180 nightly
The price is $191
Nov 25 - Nov 26
Total with taxes and fees
The Howder House / Refined 1BR / Sleeps 4
A modern living room with a sectional sofa, a glass coffee table, and a painting on the wall.

7. 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
$277 nightly
The price is $293
Nov 8 - Nov 9
Total with taxes and fees
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.

8. 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
$288 nightly
The price is $304
Nov 12 - Nov 13
Total with taxes and fees
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.

9. 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.
$373 nightly
The price is $388
Nov 15 - Nov 16
Total with taxes and fees
Cozy home in historic Hillsdale
A covered porch with two chairs and a table, a lattice screen, and a potted plant.

10. Private home near Hillsdale Hospital

Private home near Hillsdale Hospital
Hillsdale
$294 nightly
The price is $294
Nov 11 - Nov 12
Total with taxes and fees
Private home near Hillsdale Hospital
A house with a covered patio, a yellow door, and a small garden area.

11. 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.
$174 nightly
The price is $184
Nov 8 - Nov 9
Total with taxes and fees
Pergola Place - Lake Access, 2 Bedroom, Sleeps 4, Pet Friendly
A two-story house with a porch, surrounded by greenery.

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

The Independence Inn near Hillsdale College: The Premiere Themed Stay
Hillsdale
$315 nightly
The price is $333
Nov 13 - Nov 14
Total with taxes and fees
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.

13. 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.
$402 nightly
The price is $419
Nov 8 - Nov 9
Total with taxes and fees
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.

14. 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.
$200 nightly
The price is $200
Nov 8 - Nov 9
Total with taxes and fees
Cabin, rustic elegance w/ hot tub, lake access
A kitchen with white cabinets, a stainless steel sink, a microwave, and an oven.

15. 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.
$121 nightly
The price is $133
Nov 8 - Nov 9
Total with taxes and fees
Cozy One Bedroom House
A spacious living room with a large window overlooking a lake, furnished with a sofa, chairs, and a dining table.

16. 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.
$727 nightly
The price is $727
Nov 21 - Nov 22
Total with taxes and fees
Large Lakefront Retreat – New Hot Tub!
Dining area and living room view from kitchen

17. 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 traveler
$370 nightly
The price is $390
Nov 8 - Nov 9
Total with taxes and fees
Quiet Lake Mornings – Cozy Irish Hills Cabin
A bedroom with a bed, a TV, a desk, and a wardrobe.

18. 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.
$166 nightly
The price is $166
Nov 9 - Nov 10
Total with taxes and fees
The Loft on Winter - Downtown Adrian
A two-story house with a balcony, a garage, and a well-maintained garden.

19. Lakeside Sunrises & Starry Nights – Meadow Lake

Lakeside Sunrises & Starry Nights – Meadow Lake
Brooklyn
10.0 out of 10, Exceptional, (8 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.
$370 nightly
The price is $390
Nov 8 - Nov 9
Total with taxes and fees
Lakeside Sunrises & Starry Nights – Meadow Lake
A two-story house with a covered porch, a brick chimney, and a small deck.

20. 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.
$200 nightly
The price is $211
Nov 8 - Nov 9
Total with taxes and fees
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.
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Top Pittsford Hotel Reviews

A spacious lobby with a brick wall, a large clock, and a seating area with a fireplace.
Hillsdale College Dow Hotel and Conference Center

Hillsdale College Dow Hotel and Conference Center

Hillsdale College Dow Hotel and Conference Center
Hillsdale

10/10 Excellent

Service is fast, friendly and above expectations. A very beautiful hotel and very well maintained. The staff was beyond helpful assisting with any type of question related to on-site or in-town items. Highly recommended.
United States
Robert
Reviewed September 9, 2019
Hillsdale College Dow Hotel and Conference Center

Find out more about Pittsford

Everything you need to know about Pittsford vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsford vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pittsford vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pittsford in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $89 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pittsford rentals

At Expedia, we put the best Pittsford vacation 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 vacation.

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

Are there vacation rentals in Pittsford?

Yes, we offer vacation rentals near the most popular local attractions in Pittsford, or you can choose a more secluded option if you're looking for relaxation.

What's the top vacation rental in Pittsford?

Entire Home with Lake Access - Cozy Cove at Manitou: This vacation home rental outside of Pittsford is located on a lake and has a patio, a barbecue grill, 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 larger area, you’ll find Hudson Museum and Hillsdale College.

What’s a vacation rental in Pittsford like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Pittsford. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for small groups.

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