
Pet-friendly holiday rentals in Greater Toronto and Hamilton Area
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Top-rated pet-friendly home rentals in Greater Toronto and Hamilton Area
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Rustic Ridge
Rustic Ridge Tiny Cabin - Cozy Escape on Private Pond **Cabin will have to be winterized when temperature drops meaning no running water and outdoor shower, jugs of water will be supplied to rinse after sauna, bottled water in dispenser also provided.*** Welcome to Rustic Ridge Tiny Cabin, a unique shipping container retreat on the back of our property. Nestled by a private pond with a fountain, this serene cabin is the perfect escape for nature lovers and those looking to unwind in comfort.

Ganaraska Forest Getaway
Reconnect with nature at this unforgettable escape. Come and explore the Ganaraska Forest, Farm Life and Relaxation. Go mountain biking, hiking or head to Rice Lake and go fishing and boating. Enjoy living on a horse farm in the rolling hills of Northumberland County. Tour Prince Edward County for a Wine Tour. Enjoy Historic Port Hope. Go to the Cobourg Beach. Minutes from Canadian Tire Motorsport. Room to park your trailers. In the Winter ski Brimacombe or Snow Shoe on our private trails.

Aframe cabin by babbling brook with sauna & hottub
Cabin partially OFF GRID in winter months (Nov 1-May 7) No running water/shower/indoor bathroom at this time. Water is provided with water dispenser/maintained outhouse *Wood hot tub replaced in 2025 with nordic spa *Cabin situated on heavily treed 1 acre property with a creek directly in front of a quiet municipal road *Wood stove remains off-limits during the summer season (June-September). Wood & kindling provided for fall/winter use *No firewood provided for firepit/guests to pick up

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 your own 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.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS JUNE 21-26 (5 nights/6 days) JUNE 27-JULY 6 JULY 8-18 JULY 26-31 Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include orchards and the Lake

Cabin stay and play! 10 mins to Canadian Open!
Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

1890 COACH-HOUSE - Beach-Shop-DIne - LUX Retreat
GRAB summer! 1890 luxe COACH-HOUSE - lofty private retreat space on a treed lane, lush garden+terraces+hot tub. Airy, south-facing, vaulted, French doors, gourmet kitchen, sumptuous linens, roaring fire, edgy art, bespoke furniture, firepit, AC. Guidebook shares all - WALK to secret beaches, fab food/drink, funky vintage, river trails, theatre, hiking, biking, golf, butter tarts...work or romantic break EXACTLY what's needed - Big skies & soft breezes STAY A while...

Deerleap Glamping Dome
Located close to the city, our four-season glamping dome offers a peaceful and unique escape. In winter, the snow-covered landscape creates a magical scene, while inside, the wood pellet stove keeps the dome exceptionally warm and cozy. Nestled on 10 acres of picturesque land and a stunning pond view, Enjoy everything you need—from upscale sanitary facilities to fast Wi-Fi. Whether you’re celebrating a birthday, an anniversary, or simply seeking quiet time in nature.

Lakeside Cottage Getaway South Shore Lake Scugog
WELCOME TO YOUR LAKESIDE GETWAY! This ALL SEASONS rustic, private lakefront cottage (south shore of Lake Scugog) has 2 bedrooms, 2 queen sized beds, large bright living/dining room, pullout couch, newly renovated kitchen and bathroom, private dock, indoor fireplace/outdoor fire pit and a loft space. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for families and friends to escape the hustle and bustle, relax and unwind.

St. Jacobs Triangle House - Countryside Escape
Welcome to Triangle House, a unique double A-frame situated on a private 1.7 acre lot, fronting on the Conestogo river Only 6 minutes drive from St.Jacobs center, 1.5 hours drive from Toronto, 15 minutes drive from the University of Waterloo and 25 minutes to Elora. Bring the whole family. This 3 bed, 3 bath home comfortably sleeps 6. Soak in the countryside from the sprawling deck and grounds, while enjoying all the comforts of a modern home.

Oliver's Tiny Home In The Forest | Sauna & Hot Tub
Escape to the heart of a Carolinian forest in Simcoe, Norfolk County — a private tree farm sanctuary designed for those who crave stillness. Sink into the hot tub, warm your soul in the wood-burning sauna, or brave the cold plunge bucket on warm days. Surrounded by towering trees and birdsong, this cozy retreat welcomes couples, friends, and solo adventurers year-round. Unplug. Breathe. Belong to the forest.

Somerset Cottage at West Avenue Cider House
Welcome to West Avenue Cider! During Summer 2018 we renovated an existing outbuilding on the property into a 3 bedroom cottage for guests who are visiting the Cider House and who are visiting the Hamilton area. It’s light filled and spacious and we hope you will get to spend some time with us. The cidery can be a busy spot on weekends during the summer and fall, less busy for our winter guests.
Popular amenities for Greater Toronto and Hamilton Area pet-friendly home rentals
Pet-friendly house rentals

Lux Lake Ont Beachfront - Fire Pit & Sunset Views

Modern Farmhouse in Niagara’s Wine Country

Elegant NOTL Retreat • Swiming Pool •Spacious Deck

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

3BR Spacious Home - KING BED

🥂Breathtaking Views of the Niagara River

Paris Oasis-The Maples on Brock

California Chic +Breathe +Unwind +Restore
Pet-friendly home rentals with a pool

Treehouse on private, isolated forest (300 acres)

Ravine Paradise ! heated pool and hot tub!

Oasis Spa w/ Private Sauna!

Carols Country Inn ☆☆☆☆☆

Utopia villa and spa

House on the Hill

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Casa Meya – Toronto Poolhouse Villa
Private, pet-friendly home rentals

Private 40 Acre Cottage with Hot Tub

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

Whispering Pines Cabin in Woodland Acres

Horse Ranch with Hot tub

Contemporary Vineyard Barn on the Water + Hot tub

Waterfront Hillside Villa

The Colette Rose – Parisian 1850s Pied-A-Terre

Glass Dome - Sleep Under The Stars- Free Sundays
Destinations to explore
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Detroit Holiday rentals
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- Mississauga Holiday rentals
- Mont-Tremblant Holiday rentals
- Buffalo Holiday rentals
- Brampton Holiday rentals
- London Holiday rentals
- Niagara Falls Holiday rentals
- Rochester Holiday rentals
- Prince Edward Holiday rentals
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- Pet-friendly rentals Ontario
- Pet-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Union Station
- BMO Field
- The Danforth Music Hall
- Downsview Park
- Harbourfront Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Exhibition Place
- Toronto Zoo
- Scarborough Town Center
- Nike Square One Shopping Centre
- Trinity Bellwoods Park
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- Massey Hall
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- Casa Loma
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