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

Total holiday rentals
Explore 80 holiday rentals in East Gwillimbury

Nightly prices starting at
East Gwillimbury holiday rentals start at $57 AUD per night before taxes and fees

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of East Gwillimbury holiday 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...
FamilyIndoor spacesSolo travel

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
Indoor spacesKitchenDecor

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.
KitchenIndoor spacesSleep quality

Cabin in nature Close to trails and Thermea Spa
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.
KitchenIndoor spacesCondition

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
Indoor spacesFamilyBathroom

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.
KitchenFamilyAmenities

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.
Indoor spacesFamilyParks

Hockley Riverside Cottage • Loft and Bunkie
Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.
KitchenIndoor spacesAmenities

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.
Indoor spacesKitchenOutdoor spaces

Stunning 1BR w Pool ~ Free Parking & Self Check-In
Embark on a journey of unparalleled luxury as you discover our exquisite suite, crafted to offer an escape that transcends the ordinary and leaves you refreshed. Experience opulent design, a full bedroom, a spacious living area with TV, high-speed WiFi, fully stocked kitchen, and a stunning balcony . Enjoy the breeze by the sun, and BBQ on our new electric grill. Access our outdoor pool and hot tub, no fees or reservations required. Additional fees may apply for 30 nights and more.
Indoor spacesFamilyHospitality

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
FamilyIndoor spacesWi-Fi

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.
FamilyKitchenHospitality
Popular amenities for East Gwillimbury family-friendly rentals
Family-friendly home rentals with a hot tub

Lakefront | Hot Tub, Private Dock & Sandy Bottom
Indoor spacesFamilyBackyard

Lakefront getaway for two on Musselman's Lake
FamilyKitchenBeach

Glamping Dome Riverview Utopia
KitchenFamilyQuiet

Crystal Beach Cottage & Spa
Indoor spacesFamilyParking

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB
FamilyKitchenBeach

North Geodome - Birchwood Luxury Camping
Indoor spacesKitchenCondition

Utopia villa and spa
Indoor spacesKitchenWalkability

Waterfront Home, City/Sunset View & Steps to Beach
KitchenFamilyValue
Family- and pet-friendly home rentals

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

3BR Spacious Home - KING BED
Indoor spacesFamilyLayout

Beautiful 2BR Apt | Playground + Fire Pit + BBQ
KitchenIndoor spacesLocation

SNAKE CABIN(rustic, 'off-the-grid')
KitchenFamilyOutdoor spaces

Private cozy stylish fun Chill Basement pool table
Indoor spacesFamilyComfort

Givi’s Cozy Camper: Warm & Welcoming
FamilyKitchenParking

Resort-Style Luxury Waterfront Cottage
Indoor spacesFamilyHospitality

Farmview Sunrise Cabin located at Molinaro Farm
KitchenIndoor spacesCondition
Family-friendly home rentals with a pool

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

The Hilton BnB Adult Luxury Suite
FamilyIndoor spacesSleep quality

Home away from home with a hot tub and pool
Indoor spacesKitchenPets

Separate apartment with pool, on golf course.
KitchenIndoor spacesSolo travel

Toronto Vacation | ➊ The One Toronto Villa
KitchenIndoor spacesComfort

Ravine Paradise ! heated pool and hot tub!
KitchenFamilyWalkability

Toronto Pool Retreat
Indoor spacesFamilyShared spaces

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub
KitchenIndoor spacesView
When is the best time to visit East Gwillimbury?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 AUD | $158 AUD | $185 AUD | $170 AUD | $216 AUD | $223 AUD | $219 AUD | $244 AUD | $205 AUD | $196 AUD | $182 AUD | $222 AUD |
| 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 |
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- Rentals with beach access East Gwillimbury
- Rentals with a hot tub East Gwillimbury
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- 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
- Trinity Bellwoods Park
- York University
- Snow Valley Ski Resort
- Sheppard–Yonge Station
- Massey Hall
- Mount St. Louis Moonstone
- Coca Cola Coliseum





