
Family-friendly holiday rentals in Whitchurch-Stouffville
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Whitchurch-Stouffville
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...

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!

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.

Home in the Heart of Stouffville
Whatever the purpose of your visit, you can call this lovely place home during your stay. This newly renovated unit is situated walking distance to Main St. Stouffville. Walking distance to public transit, coffee shops/Shops & Restaurants. Go Station: 5 min Downtown Toronto: 40 min Lake ridge ski resort: 25 min Pearson Airport: 45 min Stouffville Hospital: 11 min 404/407: 13 min (Metro/Walmart/Longos/Nofrills): 7 min This home also includes high speed internet & cable w/sports channels.

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.

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.

Orchard cottage, experience the farm in the city
Beautiful country home nestled in an apple orchard surrounded by nature with private access to walking forest trails and set back off the road with beautiful idyllic views. Close to highway 404 and to all amenities-Walmart, Best Buy, etc. 45 min to downtown Toronto. Property has friendly dogs. **discount for 5 guests or more on a long-term stay. Response time up to 3 hours. Town of Stouffville appoved short-term rental permit # is PRSTR20250480

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 Whitchurch-Stouffville family-friendly rentals
Family-friendly home rentals with a hot tub

Glamping Dome Riverview Utopia

Downtown Markham Unionville

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

The Penty: Luxurious Penthouse with Pool, Hot Tub

Family Friendly | HOT TUB | Near Toronto & UOIT

South Geodome - Birchwood Luxury Camping

Serene Comfort. Hot Tub, Full Suite with Kitchen

Upscale Spa Getaway w/ Private Sauna
Family- and pet-friendly home rentals

Private Lower 1 BR + Sofabed Self Checkin with PKG

Retreat 82

Modern, Private and Luxurious!

*BRAND NEW*Perfect 4 BR Townhouse Markham *Sleep 8

Romantic King Suite | Countryside | Pet Friendly

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

Glass Dome - Sleep Under The Stars- Free Sundays

BRANDNEW BASEMENT 2BEDROOM 2BATHROOM FULLY LOADED
Family-friendly home rentals with a pool

The Hilton BnB Adult Luxury Suite

Treehouse on private, isolated forest (300 acres)

The Fort York Flat

Condo in Heart of Mississauga

Hidden gem in Humber bay shores Toronto w/ parking

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

Modern Condo at Friday harbour/Pet Friendly

Modern Designer Home w/ Pool Open Game Rm/Fire Pit
Quick stats about holiday rentals that are family-friendly in Whitchurch-Stouffville
Total rentals
50 properties
Nightly prices starting at
£37 before taxes and fees
Total number of reviews
1.5K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
Destinations to explore
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Mount Pocono Holiday rentals
- Niagara Falls Holiday rentals
- Capital District, New York Holiday rentals
- Pittsburgh Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Detroit Holiday rentals
- Northeast Ohio Holiday rentals
- House rentals Whitchurch-Stouffville
- Rentals with a fireplace Whitchurch-Stouffville
- Rentals with lake access Whitchurch-Stouffville
- Rentals with a washing machine and dryer Whitchurch-Stouffville
- Rentals with outdoor seating Whitchurch-Stouffville
- Pet-friendly rentals Whitchurch-Stouffville
- Rentals with a patio Whitchurch-Stouffville
- Rentals with a firepit Whitchurch-Stouffville
- 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