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Pittsford Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Pittsford holiday rentals

A rustic wooden building with a red door and a window labeled "Baths".

1. Hunting Cabin Rustic Handcrafted primitive sits in our unique rustic Cowboy Town

Hunting Cabin Rustic Handcrafted primitive sits in our unique rustic Cowboy Town
Pittsford
10.0 out of 10, Exceptional, (2 reviews)
"The fishing is awesome!"
United States
Jesse
The price is HK$510
HK$667 total
includes taxes & fees
16 Oct - 17 Oct
Hunting Cabin Rustic Handcrafted primitive sits in our unique rustic Cowboy Town
A rustic cabin with a wooden porch, a bench, and a sign indicating a deer hunting area.

2. Lost Nations Cowboy Town Riverside Cabin

Lost Nations Cowboy Town Riverside Cabin
Pittsford
9.2 out of 10, Wonderful, (13 reviews)
"A unique unforgettable stay. Friendly hosts, a sweet rescue horse, barn cats and kittens, a charming atmosphere. We had the river side cabin, which is just a short hike away. Cozy, far enough away to feel private, close enough to get visits from Midnight (a cat!)."
United States
Daphne
The price is HK$706
HK$863 total
includes taxes & fees
16 Oct - 17 Oct
Lost Nations Cowboy Town Riverside Cabin
A rustic wooden building with a red door and a window labeled "Baths".

3. Lost Nations Cowboy Town Mining Company Cabin

Lost Nations Cowboy Town Mining Company Cabin
Pittsford
9.2 out of 10, Wonderful, (10 reviews)
"Holly is amazing. Her husband is a great help as well. I have stayed there twice now. This time was even more fun with having a horse back riding experience! We stayed for a couples night out. There were no spider webs in our cabin and we didn’t have to worry about asking for batteries for our fan! The accommodations for being a Rustic style experience were wonderful and clean. We definitely be going back."
United States
Darci
The price is HK$691
HK$889 total
includes taxes & fees
18 Oct - 19 Oct
Lost Nations Cowboy Town Mining Company Cabin
A rustic wooden building with a red door and a window labeled "Baths".

4. Lost Nations Cowboy Town Bear Cabin

Lost Nations Cowboy Town Bear Cabin
Pittsford
9.2 out of 10, Wonderful, (5 reviews)
"Nice little place , full of beautiful art and scenery. Friendly host"
United States
zachary D.
The price is HK$699
HK$898 total
includes taxes & fees
16 Oct - 17 Oct
Lost Nations Cowboy Town Bear Cabin
A modern kitchen with white cabinets, stainless steel appliances, a central island with bar stools, and pendant lighting.

5. 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$1,766
HK$2,503 total
includes taxes & fees
27 Oct - 28 Oct
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.

6. Cozy home in historic Hillsdale

Cozy home in historic Hillsdale
Hillsdale
9.8 out of 10, Exceptional, (40 reviews)
"Great home close to downtown and the college. Very convenient."
United States
Laura B.
The price is HK$1,962
HK$3,351 total
includes taxes & fees
12 Oct - 13 Oct
Cozy home in historic Hillsdale
A building with a gabled roof, a central window, and decorative elements including stars and a sun-like shape.

7. 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)
"On main drag so easy to fo d"
United States
debra
The price is HK$397
HK$774 total
includes taxes & fees
1 Nov - 2 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.

8. 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, (49 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$397
HK$774 total
includes taxes & fees
18 Oct - 19 Oct
Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi Downtown Apartment Queen Bed
A modern living room with a sectional sofa, a glass coffee table, and a painting on the wall.

9. 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$1,228
HK$1,949 total
includes taxes & fees
18 Oct - 19 Oct
Charming 3-bedroom house in Hillsdale near the College
An aerial view of a parking lot with several cars, a large building with a dome, and surrounding buildings.

10. 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 HK$433
HK$812 total
includes taxes & fees
18 Oct - 19 Oct
Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything
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 HK$1,727
HK$2,425 total
includes taxes & fees
11 Oct - 12 Oct
Private home near Hillsdale Hospital
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$2,158
HK$3,449 total
includes taxes & fees
11 Oct - 12 Oct
Close to Hillsdale College in a modern home with dedicated work space
A compact kitchen with a washing machine, microwave, and sink.

13. Tiny House near Hillsdale College

Tiny House near Hillsdale College
Hillsdale
10.0 out of 10, Exceptional, (1 review)
"This tiny house was exactly what I was looking for. It was clean, comfortable, and had everything I needed without feeling cramped. The space was thoughtfully laid out, and I really appreciated how peaceful it was. It was also close to get to Hillsdale College, while still giving me the feeling of being away from everything. For a quick overnight stay, it was perfect. I would definitely recommend it to anyone visiting the area who wants something a little different from a traditional hotel....
United States
Cyndi
The price is HK$939
HK$1,426 total
includes taxes & fees
27 Oct - 28 Oct
Tiny House near Hillsdale College
A modern living room with a flat-screen TV, a grey sofa, a coffee table, and a wooden entertainment unit.

14. 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 Howder House / Refined 1BR / Sleeps 4
A spacious living room with a wooden floor, a ceiling fan, a green bookshelf, a floral sofa, a white armchair, and a dining table.

15. 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)
"Great time, nice lake!"
United States
Athanasius G.
The price is HK$667
HK$1,474 total
includes taxes & fees
20 Oct - 21 Oct
Lake View Cottage for Two with Views of Harrison Lake
A room with a wooden table, a vase with flowers, a window, and an American flag on the wall.

16. 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$2,245
HK$3,023 total
includes taxes & fees
13 Oct - 14 Oct
The Independence Inn near Hillsdale College: The Premiere Themed Stay
A room with large windows offering a view of a lake and dock.

17. 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.
Large Lakefront Retreat – New Hot Tub!
A bedroom with a bed, a mirror, and various framed pictures on the wall.

18. Heart of Hillsdale, Kitchen, Wifi, Desk, Apartment with 2 Beds Close to College

Heart of Hillsdale, Kitchen, Wifi, Desk, Apartment with 2 Beds Close to College
Hillsdale
8.4 out of 10, Very good, (29 reviews)
"Our son is a baseball player and we stay here every time we go down. Great location and price"
United States
Sue L.
Heart of Hillsdale, Kitchen, Wifi, Desk, Apartment with 2 Beds Close to College
A compact kitchen with a washing machine, dishwasher, and a window with blinds.

19. Modern home in Hillsdale walking distance to Hillsdale College

Modern home in Hillsdale walking distance to Hillsdale College
Hillsdale
The price is HK$1,962
HK$3,210 total
includes taxes & fees
19 Oct - 20 Oct
Modern home in Hillsdale walking distance to Hillsdale College
A bedroom with a four-poster bed, a small bedside table, and a window with a view of a parking lot.

20. 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 HK$3,178
HK$5,088 total
includes taxes & fees
11 Oct - 12 Oct
Brand-New Lakefront Retreat on Nettle Lake Swim, Fish & Relax
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

Holiday Inn Express & Suites Montpelier by IHG

Holiday Inn Express & Suites Montpelier by IHG

10/10 Excellent
"Rooms were clean and comfortable. Continental breakfast was delicious."
James 1-night trip
Posted 8 hours ago
Holiday Inn Express & Suites Montpelier by IHG

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:

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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 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.