
Holiday houses in Port Perry
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Port Perry
Guests agree: these stays are highly rated for location, cleanliness and more.

The Wilf Jones – Heritage Loft, Downtown & Hot Tub
The Wilf Jones, the most central airbnb in Port Hope! This main street stay is the optimal location for a morning walk to the coffee shop, unique eateries, and evening cocktails. To see more, visit: @thewilfjones PLEASE NOTE There are two stair cases from street level to the apartment. Expect some noise transfer from other travellers at times. While the hot tub itself is only available to you, the patio has a shared privacy wall with the neighbouring unit (there is a second fully private patio).

Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Cabin in the forest with Snowshoeing included
Relax and unwind at this peaceful and private Guesthouse situated on 25 acres of forest. We are family friendly and invite you to roam the land and visit our ducks and chickens! If you are feeling adventurous, enjoy a hike or bike ride on one of the many local trails within walking distance in the Trail Capital of Canada! Later cozy up to the indoor Woodstove or outdoor Firepit. Catch up on your fav programs w/Roku TV or play Super Nintendo. Enjoy the newly renovated therapeutic rainfall shower.

Majestic Maples - quiet oasis with 2 king beds
Private lower level walkout surrounded by maples, dedicated entrance, parking, two bedrooms + pullout queen couch, large lounge, billiard table, WiFi, Smart TV, Fridge, microwave, BluRay player, DVD and book library. Each room is cozy with a king bed and individual thermostat. 8-minute walk to downtown Port Perry and Lake Scugog waterfront A modern children's playpen is available if needed. Maximum 1 infant per reservation. The second room is available for reservations of 3 or more.

The Eh Frame - Nordic Spa Retreat - Daybreak Suite
The Eh Frame is a 3-story, Scandinavian-inspired luxury cabin with two fully separate units: the Sunrise and Sunset Suites. Your group will have exclusive access to the Sunrise Suite (everything shown in the photos), including two bedrooms, a patio, a private spa, and a fire pit. The front unit, Sunset Suite, is a separate rental. A full firewall runs through the center of the home, ensuring privacy and comfort for all guests. Located just minutes away from Whispering Springs and Ste. Annes Spa.

Treehouse on private, isolated forest (300 acres)
You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Sunset Haven
Cozy suite, this location provides the very best of the outdoors for cottaging enthusiasts 45 minutes from the GTA. Found on the outskirts of Port Perry near the Blue Heron Casino and on the shores of Lake Scugog, you will find great fishing, swimming, and boating at your doorstep. Also great lounging on the deck/dock! The casino is 5 min drive and the town of Port Perry with its good restaurants and shopping is 10 min car ride or take your boat! Unfortunately, no pets are allowed by guests.

Romantic & Cozy Countryside luxury loft with views
Romance in the Country. Getaway from the hustle with your sweetheart, to play, rest/work stay-cation. Newly built, full kitchen, bath/laundry/EV charger. Great trails, theatre, shopping in quaint downtown Port Perry, boating, golfing, equestrian farm, museums, & amazing 5 star restaurnts in Port Perry. Enjoy the pond on the property & lots of places to enjoy peace & quiet together! Ask about our Chef and Pontoon experiences. 1 hr from TO, 8 min to Port Perry. We have 2 rms queen loft/king.

Cedar Springs Cabin - A Cozy Hideaway in the Woods
Tucked away between the hills of Reaboro Ontario, this 175+ year old pioneer log cabin has been brought back to life with the comfort of all new modern amenities, while still keeping the rich historic character of its past. The cabin homestead was crafted in 1847, before Canada was a country. With your significant other, family or friends, come cozy up to the fire, soak in the hot tub and enjoy swimming in the spring fed pond. Board games and movies are provided for your entertainment.

Cozy Lakeside Cottage on Lake Scugog
WELCOME TO OUR COZY ALL SEASONS COTTAGE! Private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), 2 bathrooms, large bright sunroom with sleeper sectional. Large newly renovated deck. Beautiful lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approx. 1.5 hours from Toronto, this cottage is the perfect place for couples, families or friends to escape the hustle and bustle, relax and unwind.

Private Loft w Sauna, Fireplace, Wi-Fi & Projector
Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Home away from home with a hot tub and pool
This spacious home is a short walk to downtown Port Perry. Enjoy your time around the pool or hot tub, relaxing by the outdoor fireplace, lounging at the bar or just spending your time under a large covered deck ( rain or sunshine, uv ray protection). Port Perry offers shopping, fun at the lake (fishing and boating), skiing, hiking, local brewery, many restaurant choices and easy access to the Blue Heron casino. Check local web site for the many events going on around town.
Popular amenities for Port Perry holiday rentals
Other great holiday rentals in Port Perry

Royal Beach Lake House & Spa w/ Hot Tub & Sauna

Rustic Ridge

Bearded Goat Ranch~Guest House

Private Waterfront Cottage at Lake Simcoe

The Uxbridge Inn

Oriole Ridge Retreat, Hot Tub, King Suite

Lakeside Retreat with Outdoor Sauna at Rice Lake

*The Loon Street Lodge ! * A Couples Getaway !
Frequently Asked Questions
Are there family-friendly vacation rentals in Port Perry?
Port Perry has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Port Perry?
Experience the best of Port Perry with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Port Perry?
Yes! Work meets play with ease at over 10 vacation rentals in Port Perry featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Port Perry have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Port Perry. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Port Perry have wifi?
Absolutely! We offer over 10 house rentals with wifi in Port Perry. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Port Perry have free parking?
Absolutely! We offer over 10 house rentals with free parking in Port Perry. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Port Perry

Total holiday rentals
Explore 20 holiday rentals in Port Perry

Nightly prices starting at
Port Perry holiday rentals start at $120 NZD per night before taxes and fees

Verified guest reviews
Over 1,420 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Port Perry holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Port Perry rentals

5 Average rating
Port Perry stays are highly rated by guests—averaging 5 out of 5!
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- Rogers Centre
- CN Tower
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