
Family-friendly holiday rentals in Whitchurch-Stouffville
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Top-rated family-friendly rentals in Whitchurch-Stouffville
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...

Cabin in the forest minutes away from 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 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.

Lakefront getaway for two on Musselman's Lake
An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

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.

Stylish 1870s Home near Distillery District & Old Toronto
Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

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.

New Contemporary Comfort: Your Stylish Retreat
Welcome to brand new 1 Bedroom, 1 Bathroom and Sofa Bed located in quiet neighbourhood. This private unit is equipped with queen size bed, kitchen, full bathroom and access is available through separate entrance. It is fully inclusive of everything you might need, such as a hot water kettle, microwave, oven, stove, dishes and silverware, and coffee maker. Access to downtown Toronto is only 40 min drive. Located near 407 ETR. 10 min to downtown Stouffville with all amenities nearby.

Lucy's Place: Country living near the city
License #PRSTR20241573 Private apartment, self check-in. A cozy and comfortable space with Kitchenette, Ensuite/3 piece bathroom, Queen size bed, Pull out couch and enclosed laundry room. Free parking, 3 Minutes to Hwy 404 or Bloomington Train/Bus station. Spacious backyard and relaxing walks around the quiet and picturesque neighborhood . Immerse yourself in Canadian nature. Minutes to Golf Courses, Hiking Trails, Lakes, Wineries, Skiing (Lakeridge) is 1/2 hr. away.

Port Perry Island Krazee Acres Hobby Farm
Krazee Acres! Private 8-acre hobby farm a short walk to Lake Scugog, with Farm Fresh smells! Rustic Boho accents, Relaxing Soaker tub, walk-in shower, fully equipped kitchen, pellet stove, and air conditioning. Enjoy outdoor wood fires, sunsets and stars year-round. Free Parking for cars, trailers, boats etc. Large patio. BBQ provided. 3KM to the Great Blue Heron Casino, minutes to Historic Downtown Port Perry. Close to trails and Marina/Restaurant, (Seasonal). Relax

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.

Muskoka on the City
Located in Rouge National Urban Park, steps from a beautiful lake and beach(Note:beach was temporarily closed by government now).Enjoy hiking, kayaking, biking, and fishing nearby. Close to Toronto Zoo, Seaton Trail, highways, restaurants, shopping malls, and Rouge Hill GO Station. Bright ground-level suite with a private entrance, kitchen, dining area, TV, bathroom, and queen bedroom. Includes Wi-Fi and laundry. Perfect for a peaceful and convenient stay!

Private Sauna Suite Retreat
1 Bedroom • 1.5 Bathrooms • Private Entire Unit Newly renovated and quiet, just minutes from Hwy 401 and local restaurants. Highlights • Private self check-in • Driveway parking for 1 car • Private sauna • 65 Inch TV with Netflix Amenities Fresh towels, linens, tooth brushes & pastes, hairdryer, home essentials, shower essentials, and extra pillows/towels on request. Spotless home, quick replies, and your comfort guaranteed - book with confidence.
Popular amenities for Whitchurch-Stouffville family-friendly rentals
Family-friendly home rentals with a hot tub

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

Glamping Dome Riverview Utopia

The Penty: Luxurious Penthouse with Pool, Hot Tub

Ravine Paradise ! heated pool and hot tub!

Lakefront Cozy Cottage w Hot Tub!

Utopia villa and spa

Family Friendly | HOT TUB | Near Toronto & UOIT

Luxury Waterfront Cottage Hot Tub & Amazing Sunset
Family- and pet-friendly home rentals

Rustic Ridge

Treehouse on private, isolated forest (300 acres)

Newly Renovated Bright Suit with Free Parking

Toronto Island Wonderland View

The Guesthouse on the North Shore Trail

Entire Villa with beautiful fenced backyard

One bedroom vacation rental at The Beaches

Chic 2BR Spacious Home Near Yonge St
Family-friendly home rentals with a pool

The Hilton BnB Adult Luxury Suite

Stunning Skyline View Condo, Steps to CN Tower

Home away from home with a hot tub and pool

Downtown Markham Unionville

The Snug Oasis - Woodstock (Near Airport)

Charming and Luxurious 2BR+1Bath Guest Suite

Bright and Airy Guest Suite with Pool

Stylish 1BR on Toronto’s Harbourfront
When is the best time to visit Whitchurch-Stouffville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £97 | £78 | £87 | £101 | £105 | £98 | £118 | £110 | £96 | £96 | £96 | £97 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals that are family-friendly in Whitchurch-Stouffville

Total holiday rentals
Explore 50 holiday rentals in Whitchurch-Stouffville

Nightly prices starting at
Whitchurch-Stouffville holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 1,300 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
50 of Whitchurch-Stouffville holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Whitchurch-Stouffville rentals

4.8 Average rating
Whitchurch-Stouffville stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with lake access Whitchurch-Stouffville
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- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Casa Loma
- Massey Hall
- Scarborough Town Center
- York University
- Dufferin Grove Park
- Yorkdale Shopping Centre
- Sheppard–Yonge Station





