
Pet-friendly holiday rentals in East Gwillimbury
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Top-rated pet-friendly home rentals in East Gwillimbury
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Stunning Lakefront Cottage Hot Tub & Sauna
.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view. Please bring your own bath towels! 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water

Lakefront getaway for two on Musselman's Lake
An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

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.

Luxury Lakefront Cottage | Hot Tub & Sunset Views
Private lakefront cottage on Lake Simcoe with hot tub, sunset views, and a rare shallow sandy-bottom waterfront — a unique feature that’s hard to find. Ideal for large family and group getaways near Toronto, just a short drive from Hwy 404. Enjoy swimming, kayaking, paddleboarding, BBQ, firepit, private dock, fishing, and lakeside fun. Spacious 6 bedrooms, 4 bathrooms, a chef’s kitchen, and open-concept living make it perfect for relaxing and gathering. Close to town, yet private and peaceful.

3BR on Lake Simcoe | Gorgeous Views 1hr From City
Escape the city and unwind at our peaceful three-bedroom lakefront cottage on Lake Simcoe, just one hour north of Toronto. With 129 feet of private waterfront, expansive lake views, and shallow swimmable shoreline, it’s the perfect year-round getaway for families, couples, or friends looking to relax and reconnect. 🌅 Stunning sunrise lake views 🏖️ 129 ft of private waterfront 🏊 Shallow, swimmable shoreline 🔥 Cozy all-season retreat 🌲 Quiet and peaceful setting 🚗 Just 1 hour from Toronto

Riches Retreat-Tiny Home
Beautiful newly built Tiny Home on a large part of private property with its own driveway & parking. Very secluded with large yard in front, hosting many type of birds, squirrels and rabbits to watch. Perfect setting & space to have a peaceful, relaxing getaway. You'll have a feel of privacy & be comfortable. Great place to unwind, have fun or even catch up on work with no distractions! Well equipped kitchen for cooking & BBQ on deck. Parking for 3 vehicles plus space with a small/med trailer.

Resort-Style Luxury Waterfront Cottage
Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

Oasis Spa w/ Private Sauna!
Welcome to Our Unique Group of Spa Getaway Suites at Friday Harbour Resort - The Oasis Spa Getaway Rejuvenate, Relax & Unwind with your own private in-suite Sauna and Stunning patio Bamboo Oasis with fire table and Weber BBQ overlooking the pool & hot tub Reconnect with your loved one in our most tropical & romantic suite with multiple fire elements and fully stocked chefs kitchen Professionally designed to take your breath away, a luxury experience to make memories that last a lifetime!

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.

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.

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.

Glass Dome - Sleep Under The Stars- Free Sundays
Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 ( 2 bunk beds) $100 flat fee
Popular amenities for East Gwillimbury pet-friendly home rentals
Pet-friendly house rentals

Cozy Leslieville 2-Bedroom Home

4BR Home | Hot Tub & Playground | Near DT

Beautiful lakefront Cottage on Lake Simcoe.

Studio Apartment

Ravine Paradise ! heated pool and hot tub!

The Uxbridge Inn

3BR Spacious Home - KING BED

Snow valley ski (12km)Scandinavian therapy retreat
Pet-friendly home rentals with a pool

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

Cozy 1-Bedroom Romantic Retreat with full Kitchen

The Farmer's Cottage

Cozy 2BR Garden Walkout to Pier All Seasons Resort

Canadiana Downtown Condo w/King Bed + Free Parking

Custom Luxury 2BR | Marble Pool | Games | Fire Pit

2BR Horseshoe Condo · Pool · Pet‑Friendly

King Bed*Pool*Fireplace*BBQ*Smart TV
Private, pet-friendly home rentals

A cozy home

2 Bedroom Private W/O Basement Suite (Sleeps 4)

Newly Renovated Bright Suit with Free Parking

Sunset Harmony on Cook’s Bay

Trendy/Quaint/Clean 2-Bed Lower Unit Guest Suite

Entire Villa with beautiful fenced backyard

Walkout 1 BR-best area -Self check in-2 parking

New Spacious 2BR Home Near Yonge St
When is the best time to visit East Gwillimbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $148 SGD | $111 SGD | $116 SGD | $119 SGD | $119 SGD | $155 SGD | $121 SGD | $179 SGD | $166 SGD | $155 SGD | $149 SGD | $142 SGD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about holiday rentals that are pet-friendly in East Gwillimbury

Total holiday rentals
Explore 50 holiday rentals in East Gwillimbury

Nightly prices starting at
East Gwillimbury holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 2,090 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
50 of East Gwillimbury holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across East Gwillimbury rentals

4.7 Average rating
East Gwillimbury stays receive an average rating of 4.7 out of 5 from guests
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- Family-friendly rentals East Gwillimbury
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- Pet-friendly rentals Ontario
- Pet-friendly rentals Canada
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