
Family-friendly vacation rentals in East Gwillimbury
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in East Gwillimbury
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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

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...

Bed of Roses Airbnb. 45 mins N of Toronto. Hot tub
*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.

Guesthouse w/Woodstove in Nature Near Trails & 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 resident ducks! If you are feeling more adventurous, enjoy a hike on our private onsite trail or on one of the many local trails within walking distance in the Trail Capital of Canada! Later we'll get the Woodstove lit for you (Dec - Feb). Catch up on your fav programs with Roku TV. Enjoy the therapeutic rainfall shower guests rave about!

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.

Adorable Entire Suite,Sep. Entry,1 Parking
Enjoy easy access to stores, restaurants and entertainment from this perfect location. Only 5 min. drive to GO Train & Bus Terminal with quick, convenient transport to Downtown Toronto, Canada’s Wonderland, etc. This lower level guest suite is fully equipped with own laundry, kitchenette with mini fridge, Induction 2 burner Cook Top Stove, microwave, toaster and coffee maker. Cozy Fireplace, 60” screen HD TV and Luxurious King Size Bed Safe Neighbourhood with walking trails and parks.

1 Bdrm Hotel Style Short/Long term Available
Covid19 Clean with Sanitation station set up in main entrance - Come stay at this brand new all-season, private & modern guest suite close to all Innisfil has to offer! 1.2 km away from Lake Simcoe, Big Cedar Golf Course & minutes away from all major Ski hills in Barrie! Enjoy summer activities such as multiple beaches, boating/marinas, golfing & fishing- all within walking range. Enjoy winter activities such as skiing, snowboarding and very special ice fishing spot at the end of the road.

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.

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 in 2021, 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.

Modern Main Floor Bachelor Suite w/Patio & Parking
Stylish, modern, self-contained guest suite on main floor of a house with separate entrance. Free driveway parking for 2 cars. Private guest patio in a safe, beautiful neighborhood in Aurora. Well appointed bachelor suite with modern bathroom and kitchenette: microwave, electric kettle, coffee machine, toaster, portable electric stove, and counterheight fridge w/ freezer. Netflix, smart TV channels, free WiFi are provided. Walking distance to parks, restaurants, bakeries and more.

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 $35/GUEST MINIMUM $120/NIGHT
Popular amenities for East Gwillimbury family-friendly rentals
Family-friendly home rentals with a hot tub

RELAX @ our HOT TUB and SAUNA in the woods

Spacious 1-br w jacuzzi at Horseshoe Valley

Lakefront Cozy Cottage w Hot Tub!

South Geodome - Birchwood Luxury Camping

Waterfront Retreat | 6BR • Hot Tub • Private Beach

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub

Serene Comfort. Hot Tub, Full Suite with Kitchen

Romantic Cabin N the Woods just 80km from CN Tower
Family- and pet-friendly home rentals

Lakeside Simcoe Fisher's apartment

Spacious 2BD 3-6 ppl homestyle BSMT mansion with window basement 130sqm

Modern, Private and Luxurious!

Studio Apartment

Country Cabin Escape | King Bed | Pet Friendly

The Guesthouse on the North Shore Trail

Orchard cottage, experience the farm in the city

The Chieftain Suite
Family-friendly home rentals with a pool

Treehouse on private, isolated forest (300 acres)

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

Downtown Markham Unionville

The Penty: Luxurious Penthouse with Pool, Hot Tub

Ask re: FALL Specials-Heated Pool-tub Open 365 Day

Utopia villa and spa

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

Modern Condo at Friday harbour/Pet Friendly
Quick stats about vacation rentals that are family-friendly in East Gwillimbury
Total rentals
80 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
1.6K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
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- Rentals with outdoor seating East Gwillimbury
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- Rentals with a hot tub East Gwillimbury
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- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Horseshoe Resort
- Royal Ontario Museum
- Toronto City Hall
- Snow Valley Ski Resort