
Family-friendly vacation rentals in East Gwillimbury
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in East Gwillimbury

Total vacation rentals
Explore 80 vacation rentals in East Gwillimbury

Nightly prices starting at
East Gwillimbury vacation rentals start at G$8,367 GYD per night before taxes and fees

Verified guest reviews
Over 1,490 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of East Gwillimbury vacation rentals include wi-fi access

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

4.8 Average rating
East Gwillimbury stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in East Gwillimbury
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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...

2 Bed-2Bath-Kitchen | Private | Family-Couple-Work
We have an ideal place for you regardless of work, pleasure, or family time. The recently renovated suite includes: - Separate keyless entry - 2 bedrooms with closets - Living room with 55" TV - Full kitchen with storage & dining - 2 full bathrooms (1 en suite) - 2 on-premises Parking - Laundry - WiFi & more FAST EV Charger-Check for availability ($15/charge) CENTRAL LOCATION! Steps to Upper Canada Mall, Groceries, Restaurants, Trails, Parks, Golf Course, Costco, Walmart, Highway, Go, & more

Bed of Roses Airbnb. Hot tub! 45 mins N of Toronto
*Requests typically replied to within 15 mins during the day.* Private bright 2 bedroom basement (sleeps 4 & no shared areas), 45 minutes N of Toronto. We live in a safe neighbourhood, in a home which backs onto a forest. Walking distance to a train station and a very large mall. You will have two private bedrooms, your OWN bathroom and full kitchen, 3 fireplaces, internet & HOT TUB! Separate entrance. No parties. No instant booking. We screen our guests as we live upstairs with our kids.

Sunset Shores Lakehouse- Hot Tub, Wet Bar & Games
Welcome to Sunset Shores Lakehouse! Nestled in a tranquil bay on the shores of Lake Simcoe, this spacious family lake house is the perfect escape in all 4 seasons with many indoor and outdoor activities to enjoy! This peaceful waterfront retreat boasts 4 bedrooms + Wet Bar + Patio Oasis with lakeside Fire Pit + 6 person Hot Tub overlooking the lake and spectacular daily sunsets and sunrises you wont want to miss! Only 1 hour from Toronto and close to many Georgina attractions and adventures!

5Star Cozy Modern Newmarket 1BR Main Floor Getaway
Welcome to our Cozy 1 bedroom Newmarket Retreat located near the intersection of Davis and Leslie, minutes from the 404, Davis Drive, Southlake Region Health Centre, Holland Marsh Wineries, Madisons Greenhouse, and Magna International. Our charming ground-level 1 bedroom AirBnb offers an abundance of natural light making it the perfect choice for your short or extended stay. My AirBnb is neat, tidy, and ideal for professionals, couples & commuters. 45 mins from Toronto. License #BL2026-00126

Stylish, Modern 2nd Floor Private Apt. Quiet Area
Located in a beautiful and quiet neighborhood, this modern apartment can make for a perfect peaceful getaway no matter the occasion. Close to Lake Simcoe, beautiful beaches for swimming & fishing, and plenty of nature trails. Highlights: Large and cozy bedroom with ample storage and work space. Beautiful open concept dining area and kitchen with everything you need. Keurig coffee, tea and some snacks provided. Comfy sofa in front of a large screen TV with Netflix. High speed internet provided.

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!

Lakefront | Hot Tub, Private Dock & Sandy Beach
Luxury lakefront cottage on Lake Simcoe with a rare shallow sandy-bottom shoreline, private dock, and hot tub—perfect for swimming and family fun. Enjoy breathtaking sunsets, kayaking, paddleboarding, fishing, BBQs, and a fire pit. Ideal for family vacations, holiday getaways, and group retreats near Toronto, minutes from Hwy 404. Features 6 bedrooms, 4 bathrooms, a fully equipped kitchen, and an open-concept living area. Private, peaceful, and perfect for unforgettable memories year-round.

The Hilton BnB Adult Luxury Suite
Experience the elegance of the Hilton BnB nestled in Newmarket’s prestigious Stonehaven Estates, just 30 minutes from downtown Toronto. This beautifully decorated open concept walkout suite in a two-story home offers unparalleled comfort and amenities for 1-2 adult guests. Indulge in dining by the fireplace during winter or unwind with a poolside BBQ in the summer amidst breathtaking grounds. The suite boasts spaciousness and a uniquely designed interior that exudes luxury at every corner.

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

The Bubble Glamping Dome
Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub
THE COVE suite is located at The Taiga Animal Sanctuary with 10 acres of scenic forest trails. Clean & spacious 2200 sq ft 2 bedroom basement unit with 3 queen beds and a pull out couch. Outdoor sauna, hot tub, gated outdoor vegetable garden, fire pits and BBQs our guests can enjoy, along with various trails, seating, dinning tables, lawn games and hammocks to relax in. Enjoy a walk in nature, relax in the hot tub or just hang out with our rescue animals.
Popular amenities for East Gwillimbury family-friendly rentals
Family-friendly home rentals with a hot tub

Lakefront getaway for two on Musselman's Lake

Utopia villa and spa

Waterfront Home, City/Sunset View & Steps to Beach

Glamping Dome Riverview Utopia

Stunning Lakefront Cottage Hot Tub & Sauna

Lakefront Cozy Cottage w Hot Tub!

Crystal Beach Cottage & Spa

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub
Family- and pet-friendly home rentals

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Orchard cottage, experience the farm in the city

Pearl by Lake Simcoe - with sauna and steam room

Lake Side Manor With Games Room

3BR on Lake Simcoe | Gorgeous Views 1hr From City

Greystone cottage in Innisfil

Private cozy stylish fun Chill Basement pool table

The Guesthouse on the North Shore Trail
Family-friendly home rentals with a pool

Toronto Vacation | ➊ The One Toronto Villa

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

The Ridge Roost - Uxbridge Township

Cozy Residence with Walkout to Courtyard

Chalet w/ yard & pool, walk to beach & playground

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Ravine Paradise ! heated pool and hot tub!
When is the best time to visit East Gwillimbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,728 GYD | G$23,427 GYD | G$27,401 GYD | G$25,100 GYD | G$32,003 GYD | G$33,049 GYD | G$32,421 GYD | G$36,186 GYD | G$30,330 GYD | G$29,075 GYD | G$26,983 GYD | G$32,840 GYD |
| 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 |
Destinations to explore
- Pittsburgh Vacation rentals
- Cleveland Vacation rentals
- Niagara Falls Vacation rentals
- Detroit Vacation rentals
- Mississauga Vacation rentals
- Mont-Tremblant Vacation rentals
- Buffalo Vacation rentals
- Niagara Falls Vacation rentals
- Brampton Vacation rentals
- Pocono Mountains Vacation rentals
- London Vacation rentals
- Prince Edward Vacation rentals
- Rentals with lake access East Gwillimbury
- Rentals with pools East Gwillimbury
- House rentals East Gwillimbury
- Rentals with a hot tub East Gwillimbury
- Private suite rentals East Gwillimbury
- Apartment rentals East Gwillimbury
- Rentals with beach access East Gwillimbury
- Waterfront rentals East Gwillimbury
- Pet-friendly rentals East Gwillimbury
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Wasaga Beach Area
- Exhibition Place
- Yorkdale Shopping Centre
- Casa Loma
- Sheppard–Yonge Station
- Trinity Bellwoods Park
- York University
- Mount St. Louis Moonstone
- The International Centre
- Coca Cola Coliseum
- Massey Hall





