Family-friendly vacation rentals in Bradford West Gwillimbury

Dome in Bradford West Gwillimbury

Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.

4.97 out of 5 average rating, 492 reviews

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...

Guest suite in East Gwillimbury

A comfortable living area features a cozy sofa with decorative pillows, positioned near a large window allowing natural light. A flat-screen TV is mounted on the wall, and a small coffee table rests on a patterned rug. A lamp and electric fireplace add to the inviting ambiance.

4.91 out of 5 average rating, 517 reviews

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.

4.95 out of 5 average rating, 277 reviews

A spacious glamping dome is nestled among lush green trees, showcasing large windows and a triangular design. The entrance is framed by rustic outdoor seating, and soft lighting emanates from inside, creating an inviting atmosphere amidst the surrounding foliage.

Dome in Utopia

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

4.95 out of 5 average rating, 346 reviews

A charming two-story cabin is nestled among lush greenery, with a pathway leading to the entrance. Tall trees and well-maintained hedges surround the home, creating a sense of privacy. Soft sunlight illuminates the cabin, enhancing its rustic appeal.

Cabin in Mono

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

4.98 out of 5 average rating, 339 reviews

A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.

Farm stay in Uxbridge

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.

4.95 out of 5 average rating, 244 reviews

A modern guest suite is displayed, featuring a cozy sleeping area with a spacious bed. Two elegant chairs are positioned beside a small table, providing a welcoming space. A well-equipped kitchenette is visible, complete with a microwave and countertop appliances, enhancing the functionality of the suite.

Guest suite in Aurora

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, and counter height fridge w/ freezer. Netflix, smart TV channels, free WiFi are provided. Walking distance to parks, restaurants, bakeries and more. License #: STR-26-0003

4.99 out of 5 average rating, 125 reviews

The kitchen area features modern appliances including a stainless steel refrigerator and oven. A marble island is complemented by two metal bar stools. A woven wall hanging adds texture, and various kitchen items are neatly arranged, providing a functional and inviting space.

Apartment in Innisfil

Spacious Apartment 5 Minute Walk to Innisfil Beach

Book this bright, comfortable, second floor guest apartment just a short walk to Lake Simcoe & Innisfil Beach Park! Enjoy all the comforts of home in a beautiful space with high ceilings and lots of natural light. It's perfect for all seasons! We are an hour from Toronto, 20 minutes from Barrie, 15 minutes from Friday Harbour Resort, 25 minutes from Snow Valley, 30 minutes from Vetta Nordic Spa, and 15 minutes from Three Feathers Terrace Event Venue. NO CLEANING FEES!

4.9 out of 5 average rating, 258 reviews

A glamping dome is set amidst a lush green landscape, reflected in a serene pond featuring lily pads and blooming flowers. Towering trees provide a natural backdrop, while a wooden deck extends from the dome, enhancing the outdoor experience.

Dome in East Gwillimbury

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.

4.93 out of 5 average rating, 188 reviews

Dome in Zephyr

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

4.86 out of 5 average rating, 128 reviews

The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.

Dome in Uxbridge

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.

4.94 out of 5 average rating, 170 reviews

Guest suite in Innisfil

Beautiful 2BR Apt | Playground + Fire Pit + BBQ

Stay in a modern, newly renovated 2-bedroom, 1-bath lower-level basement apartment with a private entrance in the heart of Alcona. Just 5 minutes from Innisfil Beach Park and close to Friday Harbour, Gateway Casino, and Tanger Outlets, this cozy retreat is perfect for families, friends, or business travelers. Outside, enjoy a custom-built playground designed for both little ones and big kids, plus a fire pit for evenings under the stars.

4.96 out of 5 average rating, 191 reviews

Dome in Utopia

Glamping Dome Riverview Utopia

Come retreat into nature at the Riverview Glamping Dome… a 4 season getaway located on Rustic Roots Farm and Eco-retreat 1 hour north of Toronto. Whether you're looking for a romantic getaway or to come disconnect from the hustle and bustle of everyday life this geodesic dome is for you! Located on 64 sprawling acres come explore hiking trails, go fishing, relax in the hot tub, and stargaze fireside.

Popular amenities for Bradford West Gwillimbury family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.89 out of 5 average rating, 453 reviews

A cozy cottage is nestled among vibrant autumn foliage. The front features large windows and a welcoming deck, with outdoor seating visible. Surrounding trees display various shades of yellow and orange, contributing to a serene nature setting.

Cabin in Innisfil

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

4.83 out of 5 average rating, 134 reviews

A lakeside cottage is displayed from the dock, featuring a modern design with large windows and a spacious deck. The outdoor area includes a Jacuzzi surrounded by a stone border. Lush greenery frames the scene, enhancing the serene lakeside setting.

Cottage in Gilford

Lakeview Oasis 4-bedroom Cottage with Jacuzzi

4.98 out of 5 average rating, 113 reviews

Condo in Innisfil

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

4.91 out of 5 average rating, 275 reviews

Cottage in Innisfil

Utopia villa and spa

4.88 out of 5 average rating, 162 reviews

A spacious lake house exterior is set against a cloudy sky, featuring large windows that allow natural light to enter. The surrounding yard is adorned with fallen leaves, while a deck with outdoor furniture and a hot tub enhances the outdoor space.

Cottage in Innisfil

Spacious family cottage 45 mins from GTA!

4.89 out of 5 average rating, 212 reviews

Large glass patio doors frame a scenic view of the waterfront, revealing a private deck with seating and a hot tub surrounded by trees. Sunlight casts a warm glow over the area, enhancing the sense of tranquility.

Cottage in Innisfil

Stunning Lakefront Cottage Hot Tub & Sauna

4.91 out of 5 average rating, 296 reviews

A circular patio area features a fire pit at the center, surrounded by eight colorful Muskoka chairs in red and blue. The setting overlooks a serene lake and wooden dock, with a guitar resting nearby on the lawn, framed by a clear blue sky and scattered clouds.

Cottage in Georgina

Lakefront Cottage | Sandy Shore, Hot Tub & Dock

4.88 out of 5 average rating, 169 reviews

A rustic cabin, partially visible through snow-covered trees, features a warm wooden exterior. Snow blankets the roof and surrounding ground, while sunlight filters through the branches, creating a serene winter atmosphere. A wrap-around deck is seen at the front of the cabin.

Cabin in Georgina

Romantic Cabin N the Woods just 80km from CN Tower

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 164 reviews

A winding path is framed by tall trees, leading to a rustic cabin nestled among the forest. Lush greenery flanks the path, creating a serene and secluded ambiance, inviting exploration into the natural surroundings.

Tiny home in MONO

Whispering Pines Cabin in Woodland Acres

4.89 out of 5 average rating, 242 reviews

The room contains two spacious beds with soft linens arranged neatly. A wall-mounted smart TV is positioned near a cozy electric fireplace. Natural light enters through two windows dressed with light curtains, and a small table with dining essentials is visible in the corner.

Apartment in Gilford

Lakeside Simcoe Fisher's apartment

4.85 out of 5 average rating, 158 reviews

A charming wooden Bunkie is nestled among lush greenery. The front porch features a small wooden deck with two red chairs and a round table. Large windows allow natural light to illuminate the interior while the door is framed by a welcoming entry.

Cabin in Caledon East

Bunkie in the Forest

4.74 out of 5 average rating, 474 reviews

The exterior of the studio apartment is shown, featuring a combination of white and gray siding. A modern garage door and a front door are visible, framed by a small patio area. Trees provide a natural backdrop, with Lake Simcoe glimpsed in the distance.

Cottage in Barrie

The Guesthouse on the North Shore Trail

4.98 out of 5 average rating, 46 reviews

A modern family room is fitted with a large wall-mounted television and a stylish white shelf. Two vibrant green palm leaf artworks adorn the walls. A coffee table, set with a decorative tray and fresh flowers, complements the cozy seating area with a plush sofa.

Guest suite in Bradford

Escape to the tropics in Bradford at Villa Tina

Guesthouse in Orangeville

An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.

4.95 out of 5 average rating, 394 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Home in Bradford West Gwillimbury

5 out of 5 average rating, 9 reviews

Cottage Retreat, Sauna, campfire, full disconnect

4.98 out of 5 average rating, 336 reviews

The exterior of the cabin features a rustic wooden facade with two windows and a central door. A dog stands on the steps, flanked by two cozy chairs. Decorative elements include a pumpkin and potted flowers adding charm to the welcoming outdoor space.

Tiny home in Acton

Farmview Sunset Cabin

Family-friendly home rentals with a pool

5 out of 5 average rating, 202 reviews

The exterior of a modern two-story home is displayed, featuring a brick and stone facade. A well-maintained driveway leads to a double garage with decorative doors. Bright flower pots are positioned near the entrance, while lush green landscaping surrounds the property.

Apartment in Newmarket

The Hilton BnB Adult Luxury Suite

4.91 out of 5 average rating, 134 reviews

The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.

Home in Barrie

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

4.99 out of 5 average rating, 183 reviews

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

4.91 out of 5 average rating, 115 reviews

A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.

Home in Scarborough

Ravine Paradise ! heated pool and hot tub!

Guest suite in Orangeville

A serene winter scene captures a snowy landscape framed by tall evergreen trees. A clear blue sky contrasts with the bright white snow covering the ground and adjacent areas. The pathway leads towards a structure partly obscured by the snow-laden trees, suggesting a peaceful retreat.

4.96 out of 5 average rating, 183 reviews

Your Peaceful Santuary in Nature

4.96 out of 5 average rating, 152 reviews

A cozy sitting area is presented with a blue checkered sofa and a striped armchair, adorned with nautical-themed cushions. Light is provided by two lamps on either side, illuminating the artwork and rustic wooden beams above.

Guesthouse in Erin

The Captain's Cottage at Willow Pond

4.86 out of 5 average rating, 106 reviews

A private outdoor space features a hot tub positioned beside a blue swimming pool. Surrounding amenities include a charcoal grill, dining table, and lounge chairs set on a wooden deck, with trees providing natural shade and decorative lighting enhancing the evening atmosphere.

Home in Toronto

Toronto Pool Retreat