
Family-friendly holiday 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.

RELAX @ our HOT TUB and SAUNA in the woods
PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

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...

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.

Lakefront Cozy Cottage w Hot Tub!
On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks 5 star rating a must & ALL guests to be added to booking. Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it.

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 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.

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 $100/NIGHT ( 2 bunk beds)

Private Basement Suite in a family neighborhood
Its a clean & spacious private Basement suite in a family neighborhood with all amenities that you may require for your stay. Features a queen bed, bathroom and kitchen. Free Parking is included. Highway 400, Park Place, Walmart, Costco, Canadian Tire are within 5-7 minutes driving distance. We offer our guests complete privacy from check-in to check-out, but always available if needed. Perfect for savvy budget travelers who deserve quality stay.

The Quiet Retreat
Welcome to our cozy suite, your perfect private retreat. Soft beige walls and warm lighting create a comforting atmosphere in our open-concept space. Unwind in the sleeping area or kick back in the living and dining areas with a good book or work. Our separate entrance ensures complete privacy, allowing you to come and go as you please. Make yourself at home in our warm and inviting place, your home away from home. License #BL2023-00257

City-Approved Cozy 1BR in a Welcoming Family Home
City Licensed for Your Peace of Mind: Our suite is officially licensed by the city of Stouffville, meaning it has undergone rigorous inspections to ensure the highest standards of safety and comfort. Thoughtfully Designed for Comfort: Beyond meeting regulations, we’ve carefully curated the space to create a warm, inviting environment with all the amenities you need for a relaxing stay. Licence Number: PRSTR20241142
Popular amenities for East Gwillimbury family-friendly rentals
Family-friendly home rentals with a hot tub

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike

Family Friendly | HOT TUB | Near Toronto & UOIT

Spacious family cottage 45 mins from GTA!

Serene Comfort. Hot Tub, Full Suite with Kitchen

Charming Main Floor w Hot Tub

Cozy Deluxe Studio at Horseshoe Valley
Family- and pet-friendly home rentals

Lakeside Simcoe Fisher's apartment

Studio Apartment

The Guesthouse on the North Shore Trail

Luxury Guest House with Private Hot Tub and Trails

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking

Stunning Lakefront Cottage Hot Tub & Sauna

Orchard cottage, experience the farm in the city

Your Own Suite-Moderncharm Hideaways Near TorAirp
Family-friendly home rentals with a pool

The Hilton BnB Adult Luxury Suite

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

Treehouse on private, isolated forest (300 acres)

4BR-Year-Round Heated Pool & Hot Tub Family Oasis

Utopia villa and spa

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Beautiful Basement apartment with swimming pool

Friday Harbour Luxury Condo Escape, Sleeps 4
When is the best time to visit East Gwillimbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $229 NZD | $212 NZD | $200 NZD | $225 NZD | $266 NZD | $247 NZD | $261 NZD | $291 NZD | $244 NZD | $271 NZD | $241 NZD | $259 NZD |
| 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 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 $34 NZD per night before taxes and fees

Verified guest reviews
Over 1,610 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, Wi-Fi and Pool across East Gwillimbury rentals

4.8 Average rating
East Gwillimbury stays are highly rated by guests—averaging 4.8 out of 5!
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- Private suite rentals East Gwillimbury
- Rentals with a washing machine and dryer East Gwillimbury
- Rentals with outdoor seating East Gwillimbury
- Rentals with lake access East Gwillimbury
- Rentals with pools East Gwillimbury
- Rentals with a patio East Gwillimbury
- Pet-friendly rentals East Gwillimbury
- Fitness-friendly rentals East Gwillimbury
- House rentals East Gwillimbury
- Rentals with a fire pit East Gwillimbury
- Rentals with beach access East Gwillimbury
- Apartment rentals East Gwillimbury
- Rentals with a hot tub East Gwillimbury
- Rentals with a fireplace East Gwillimbury
- Waterfront rentals East Gwillimbury
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Snow Valley Ski Resort
- Casa Loma
- Dufferin Grove Park
- Wasaga Beach Area
- Mount St. Louis Moonstone
- Lakeridge Ski Resort




