An aerial view of a town with a river, surrounded by autumn-colored trees and various buildings.

Port Perry Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Port Perry holiday rentals

1. Forest Yurt 1 hour from Toronto

Forest Yurt 1 hour from Toronto
Blackstock
8.4 out of 10, Very good, (7 reviews)
"The yurt is very comfortable and well-equipped. The setting is very peaceful. Port Perry is only 10 mins away, for buying food or other necessities. I only wish there were better hikes on the property. I wanted to go for an hour long hike, but the trails would lead me back to the yurt after only 20 minutes of walking."
Canada
Reena K.
The price is NZ$255
includes taxes & fees
5 Nov - 6 Nov
Forest Yurt 1 hour from Toronto

2. Deluxe Tree House 1 Hour from Toronto

Deluxe Tree House 1 Hour from Toronto
Blackstock
9.0 out of 10, Wonderful, (7 reviews)
"Everything was good "
Canada
Mandeep K.
The price is NZ$385
includes taxes & fees
5 Nov - 6 Nov
Deluxe Tree House 1 Hour from Toronto

3. Foam Dome Home - ome shaped space designed by Geordie and William Lishman.

Foam Dome Home - ome shaped space designed by Geordie and William Lishman.
Blackstock
8.0 out of 10, Very good, (4 reviews)
"We had a wonderful time! Our dog LOVED the hike we went on checking out the property. It is an exceptional property! Beautiful! The host gave us a very friendly welcome and made our check in and getting to our accommodations very easy for us and that was a fantastic way to start our experience. "
Canada
Nadine M.
The price is NZ$305
includes taxes & fees
5 Nov - 6 Nov
Foam Dome Home - ome shaped space designed by Geordie and William Lishman.

4. Scugog Island- Lake View & ACCESS!!! Enjoy your PRIVATE retreat 😃 Deeded Access!

Scugog Island- Lake View & ACCESS!!! Enjoy your PRIVATE retreat 😃 Deeded Access!
Port Perry
8.8 out of 10, Excellent, (5 reviews)
"This Virbo was the best one I have ever stayed at and the first one that was even better than the photos! From quick responses from the friendly host, clean property inside and out, we couldn’t have asked for a better stay and planning to come back again."
Canada
Summer
The price is NZ$495
includes taxes & fees
5 Nov - 6 Nov
Scugog Island- Lake View & ACCESS!!! Enjoy your PRIVATE retreat 😃 Deeded Access!

5. Modern Basement Apartment

Modern Basement Apartment
Uxbridge
10.0 out of 10, Exceptional, (2 reviews)
"We loved staying here, host was great, place was clean and comfortable. Definitely recommend."
Canada
Lily
The price is NZ$239
includes taxes & fees
10 Nov - 11 Nov
Modern Basement Apartment

6. Secluded Forest Cabin with Screened Porch and Amazing Hiking Trails in Ontario

Secluded Forest Cabin with Screened Porch and Amazing Hiking Trails in Ontario
Blackstock
The price is NZ$372
includes taxes & fees
5 Nov - 6 Nov
Secluded Forest Cabin with Screened Porch and Amazing Hiking Trails in Ontario

7. New Country Cabin | Driving Range | Sleeps 12

New Country Cabin | Driving Range | Sleeps 12
Scugog
10.0 out of 10, Exceptional, (1 review)
"We were given easy directions for check-in. The place was well furnished and clean. There were clear instructions. The grounds were lovely, and had good star visibility. My only note is that the listing should be updated, we didn't need to bring our own linens, and there was enough water there for our purposes. I will also note that my wife has a disability and had trouble with the stairs (no railing or ramp), but I was there to help her up, so no impact on our trip. Based on the construction I...
Canada
Geoffrey C.
The price is NZ$387
includes taxes & fees
9 Nov - 10 Nov
New Country Cabin | Driving Range | Sleeps 12

8. Charming 4-bedroom house with Central air and WiFi in Oshawa

Charming 4-bedroom house with Central air and WiFi in Oshawa
Windfields
6.8 out of 10, (14 reviews)
"Clean and communicative. Helpful and efficient"
Canada
Shelby
The price is NZ$468
includes taxes & fees
12 Nov - 13 Nov
Charming 4-bedroom house with Central air and WiFi in Oshawa

9. Peace of Mind

Peace of Mind
Whitby
6.0 out of 10, (3 reviews)
"The entry in the garage is dirty but the basement room is clean."
Canada
Christian
The price is NZ$163
includes taxes & fees
8 Nov - 9 Nov
Peace of Mind

10. Modern basement suite near Durham college

Modern basement suite near Durham college
Taunton
The price is NZ$204
includes taxes & fees
10 Nov - 11 Nov
Modern basement suite near Durham college

11. Vintage Airtstream with Large Roofed Deck, BBQ, Fire Pit and Forest Views in Ontario

Vintage Airtstream with Large Roofed Deck, BBQ, Fire Pit and Forest Views in Ontario
Blackstock
The price is NZ$372
includes taxes & fees
5 Nov - 6 Nov
Vintage Airtstream with Large Roofed Deck, BBQ, Fire Pit and Forest Views in Ontario

12. Country Side-Kick

Country Side-Kick
Clarington
The price is NZ$406
includes taxes & fees
5 Nov - 6 Nov
Country Side-Kick

13. Oshawa Suite Open Kitchen Living Space

Oshawa Suite Open Kitchen Living Space
2.0 star property
Donevan
10.0 out of 10, Exceptional, (1 review)
"Clean room"
Canada
Sukhwinder
The price is NZ$123
includes taxes & fees
6 Nov - 7 Nov
Oshawa Suite Open Kitchen Living Space

14. Cozy 3 Bedroom Home Neighbouring Dagmar Ski Resort. Only 1 Hour from Toronto.

Cozy 3 Bedroom Home Neighbouring Dagmar Ski Resort. Only 1 Hour from Toronto.
Port Perry
10.0 out of 10, Exceptional, (10 reviews)
"Family members had a comfortable stay at this VRBO. The owner was extremely responsive which was greatly appreciated as I was facilitating family members that were coming far away to stay there."
United States
MARIBETH K.
The price is NZ$902
includes taxes & fees
10 Nov - 11 Nov
Cozy 3 Bedroom Home Neighbouring Dagmar Ski Resort. Only 1 Hour from Toronto.

15. Cozy private guest suite near Thermea Spa with great hiking trails at doorstep.

Cozy private guest suite near Thermea Spa with great hiking trails at doorstep.
Whitby
The price is NZ$244
includes taxes & fees
9 Nov - 10 Nov
Cozy private guest suite near Thermea Spa with great hiking trails at doorstep.

16. Entire 1 bedroom basement suite with separate entrance in North Oshawa

Entire 1 bedroom basement suite with separate entrance in North Oshawa
Donevan
9.4 out of 10, Exceptional, (20 reviews)
"Property was as described"
Canada
Mahadeo
The price is NZ$215
includes taxes & fees
5 Nov - 6 Nov
Entire 1 bedroom basement suite with separate entrance in North Oshawa

17. Embers Nest - 5 beds, 4 baths, 2 park, Backyard, Thermea Spa

Embers Nest - 5 beds, 4 baths, 2 park, Backyard, Thermea Spa
Whitby
9.0 out of 10, Wonderful, (2 reviews)
"A lot of beds, nice quiet area, good view. It was fairly clean but needs some maintenance."
Canada
Jesse
Embers Nest - 5 beds, 4 baths, 2 park, Backyard, Thermea Spa

18. Modern 2-Bedroom/2Bath Private Suite | Full Kitchen, Laundry & Private Entrance

Modern 2-Bedroom/2Bath Private Suite | Full Kitchen, Laundry & Private Entrance
Ajax
9.0 out of 10, Wonderful, (2 reviews)
"Lovely and convenient place. Very clear communication with Thilee who obviously pays a lot of attention to getting things right for his guest."
United States
Harold
The price is NZ$288
includes taxes & fees
7 Nov - 8 Nov
Modern 2-Bedroom/2Bath Private Suite | Full Kitchen, Laundry & Private Entrance

19. 💫 DreamCatcher Modern Romantic Suite w/ Fireplace Pool Table 7min to Thermea Spa

💫 DreamCatcher Modern Romantic Suite w/ Fireplace Pool Table 7min to Thermea Spa
WHITBY
9.8 out of 10, Exceptional, (40 reviews)
"Amazing place to stay 100%."
Canada
Jules
The price is NZ$231
includes taxes & fees
5 Nov - 6 Nov
💫 DreamCatcher Modern Romantic Suite w/ Fireplace Pool Table 7min to Thermea Spa

20. Cozy Countryside Guesthouse with BBQ & Firepit

Cozy Countryside Guesthouse with BBQ & Firepit
Pickering
7.6 out of 10, Good, (4 reviews)
"It was an alright night away. Place was fairly clean, newer Reno for sure with some smaller kinks to be worked out. No wifi instructions and noises in the morning with occupants of the other side of the house. Neat spot for a little getaway for the night."
Canada
Geoff G.
The price is NZ$241
includes taxes & fees
5 Nov - 6 Nov
Cozy Countryside Guesthouse with BBQ & Firepit
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Port Perry Hotel Reviews

Find out more about Port Perry

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Port Perry holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Port Perry. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Port Perry. Seeing all the best attractions is bound to make you fall in love with Port Perry. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Port Perry short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Port Perry?

Yes, there are holiday rentals in Port Perry close to Port Perry Fair Ground, or you can select a more secluded option if you're looking for a relaxing stay. Port Perry is known for its restaurants.

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

New Modern Home + Free Parking In Ajax: This holiday home rental outside of Port Perry has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Port Perry?

Lake Scugog and The Boardwalk are a couple of scenic spots to enjoy the outdoors, whereas Town Hall 1873 Theatre is one of the cultural attractions. While here, Port Perry Fair Ground and Scugog Public Library are other places worth a visit.

What’s a holiday rental in Port Perry like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Port Perry. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for families.