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Pittsford Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Pittsford vacation rentals

A bedroom with a wooden bed, a nightstand, a lamp, a chair, and a decorative wall piece.

1. 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 ￥8,659
￥16,237 total
includes taxes & fees
Nov 1 - Nov 2
Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi Downtown Apartment Queen Bed
A modern kitchen with white cabinets, stainless steel appliances, a central island with bar stools, and pendant lighting.

2. 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 ￥35,296
￥50,026 total
includes taxes & fees
Nov 1 - Nov 2
New Waterfront Guest House – Less than 10 Min to Hillsdale College
A building with a gabled roof, a central window, and decorative elements including stars and a sun-like shape.

3. 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 ￥7,216
￥14,708 total
includes taxes & fees
Nov 1 - Nov 2
Hillsdale Victorian Studio w kitchenette Wifi TV , Queen Bed and Twin Bed
A modern kitchen with white cabinetry, a stainless steel range hood, a built-in oven, a dishwasher, and a window providing natural light.

4. 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 ￥39,218
￥66,984 total
includes taxes & fees
Oct 27 - Oct 28
Cozy home in historic Hillsdale
An aerial view of a parking lot with several cars, a large building with a dome, and surrounding buildings.

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

Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything
Hillsdale
8.6 out of 10, Excellent, (35 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 ￥7,216
￥14,708 total
includes taxes & fees
Nov 3 - Nov 4
Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything
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 ￥24,542
￥39,904 total
includes taxes & fees
Oct 27 - Oct 28
Charming 3-bedroom house in Hillsdale near the College
A compact kitchen with a washing machine, microwave, and sink.

7. 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 ￥23,295
￥33,648 total
includes taxes & fees
Oct 30 - Oct 31
Tiny House near Hillsdale College
Two Adirondack chairs facing a grassy area with trees in the background.

8. 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, (24 reviews)
"Super cute & very clean! It was conveniently located next to the state park for walking and recreation."
United States
Kevin
The price is ￥13,334
￥29,460 total
includes taxes & fees
Oct 27 - Oct 28
Lake View Cottage for Two with Views of Harrison Lake
A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in dishwasher, and a coffee maker on the countertop.

9. 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 ￥43,139
￥68,630 total
includes taxes & fees
Oct 27 - Oct 28
Close to Hillsdale College in a modern home with dedicated work space
A modern living room with a flat-screen TV, a dining table, and a sofa.

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

The Howder House / Refined 1BR / Sleeps 4
Hillsdale
10.0 out of 10, Exceptional, (2 reviews)
"Stay was perfect"
United States
Courtney H.
The price is ￥15,389
￥26,933 total
includes taxes & fees
Nov 1 - Nov 2
The Howder House / Refined 1BR / Sleeps 4
A covered porch with two chairs and a table, a lattice screen, and a potted plant.

11. Private home near Hillsdale Hospital

Private home near Hillsdale Hospital
Hillsdale
The price is ￥34,511
￥48,159 total
includes taxes & fees
Oct 27 - Oct 28
Private home near Hillsdale Hospital
A spacious living area with a large sectional sofa, a dining table, and multiple windows offering views of a backyard.

12. Brand-New Lakefront Retreat on Nettle Lake Swim, Fish & Relax

Brand-New Lakefront Retreat on Nettle Lake Swim, Fish & Relax
Montpelier
10.0 out of 10, Exceptional, (1 review)
"Such a beautiful stay and the host was amazing!"
United States
Madisen Y.
The price is ￥63,532
￥101,708 total
includes taxes & fees
Oct 27 - Oct 28
Brand-New Lakefront Retreat on Nettle Lake Swim, Fish & Relax
A two-story house with a porch, surrounded by greenery.

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

The Independence Inn near Hillsdale College: The Premiere Themed Stay
Hillsdale
The price is ￥28,237
￥41,383 total
includes taxes & fees
Oct 27 - Oct 28
The Independence Inn near Hillsdale College: The Premiere Themed Stay
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
9.8 out of 10, Exceptional, (130 reviews)
"Enjoyed the house and hot tub after days at the lake. Would definitely stay again."
United States
Stephanie J.
The price is ￥29,021
￥32,786 total
includes taxes & fees
Oct 28 - Oct 29
Cabin, rustic elegance w/ hot tub, lake access
A room with a view of a lake, two wooden chairs, a small table with a plant, and a window with blinds.

15. Beautiful lakehouse directly on all sports lake. Stunning views!!58ft frontage.

Beautiful lakehouse directly on all sports lake. Stunning views!!58ft frontage.
Onsted
10.0 out of 10, Exceptional, (50 reviews)
"We've stayed at this property multiple times and each time has been outstanding. Great location and clean property."
United States
Brent P.
The price is ￥49,414
￥100,710 total
includes taxes & fees
Oct 27 - Oct 28
Beautiful lakehouse directly on all sports lake. Stunning views!!58ft frontage.
A two-story house with a covered porch, a brick chimney, and a small deck.

16. 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
9.8 out of 10, Exceptional, (61 reviews)
"Friendly and attentive hosts (and their pets!), beautiful pool and hot tub, gorgeous property!"
United States
Shannon T.
The price is ￥29,021
￥34,527 total
includes taxes & fees
Oct 28 - Oct 29
Turtle Cove Lakefront APT. 10 min from MIS, 40 min to Ann Arbor
A covered deck with outdoor seating and a view of the water.

17. Wampler’s Lake Adorable 3-bedroom Lakefront Cottage 🏡🐟🛶☀️

Wampler’s Lake Adorable 3-bedroom Lakefront Cottage 🏡🐟🛶☀️
Brooklyn
9.8 out of 10, Exceptional, (21 reviews)
"Loved the place and location. Can’t beat the views and lovely back porch. Short walk to Jerry’s pub. Thanks for the hospitality!"
United States
Anonymous traveler
The price is ￥31,374
￥82,357 total
includes taxes & fees
Oct 27 - Oct 28
Wampler’s Lake Adorable 3-bedroom Lakefront Cottage 🏡🐟🛶☀️
A room with large windows offering a view of a lake and dock.

18. 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 ￥57,258
￥122,045 total
includes taxes & fees
Nov 22 - Nov 23
Large Lakefront Retreat – New Hot Tub!
A house with a covered patio, a yellow door, and a small garden area.

19. 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, (27 reviews)
"1"
United States
Heather smith
The price is ￥20,393
￥29,978 total
includes taxes & fees
Oct 27 - Oct 28
Pergola Place - Lake Access, 2 Bedroom, Sleeps 4, Pet Friendly
A covered outdoor seating area with a table, chairs, and a sofa with blue cushions.

20. Waterfront lake cottage on gorgeous Clark Lake in Jackson! 4 bedrooms, sleeps 10

Waterfront lake cottage on gorgeous Clark Lake in Jackson! 4 bedrooms, sleeps 10
Clarklake
10.0 out of 10, Exceptional, (26 reviews)
"Great location!! Would stay again. "
United States
Brent
The price is ￥60,003
￥100,154 total
includes taxes & fees
Oct 27 - Oct 28
Waterfront lake cottage on gorgeous Clark Lake in Jackson! 4 bedrooms, sleeps 10
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

Days Inn by Wyndham Wauseon

Days Inn by Wyndham Wauseon

8/10 Good
"Clean rooms and convenient, but it is an older somewhat worn property."
Mary 1-night trip
Posted 7 hours ago
Days Inn by Wyndham Wauseon

Find out more about Pittsford

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

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.