Family-friendly vacation 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.

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Guest favorite

A cozy living area features a light-colored sofa adorned with pillows, paired with a simple coffee table. A dining table is positioned in the background. Natural light flows through the elegant window treatments, contributing to a bright and inviting space.

Guest suite in Pickering

4.94 out of 5 average rating, 146 reviews

Separate 2 Bedroom & 2 Washroom up to 4 people.

Hotel-style apartment in a home annex. Not a basement. The apartment has 2 bedrooms with attached washrooms, Living area, kitchen, dining. Our property accommodates up to 4 people. Children are welcome to stay. Conveniently located just off Highway 401. Close to downtown Pickering, Go Station, mall, restaurants. We are a good stopover point if you are traveling to downtown Toronto which is only a 40 min drive. Note: Show us your ID when "Checking In" and it has to match with your booking name.

Guest favorite

A cozy living space features a mix of seating options, including two patterned chairs and a simple sofa. Light from a window brightens the area, which is complemented by a writing desk with stationery. Textured wall art adds visual interest to the neutral tones.

Apartment in Richmond Hill

4.86 out of 5 average rating, 340 reviews

Spacious private apartment includes coffee/tea bar

Cozy-Contemporary Spacious Private Apt. in the Historical Downtown Core of Richmond Hill. 15 MINUTES FROM YYZ. Fully functional complete kitchen, NEWLY RENOVATED bathroom, heated floor, spacious shower, private entrance, parking COVID-Super-CLEAN Very quite, beautiful Mature trees and gardens. The Old Mill Pond area is known for it's canopy of trees, ponds and walking trails. Close to Yonge Street, GO transit, and 15 MINUTES FROM AIRPORT Walking distance to Major Mackenzie Health Hospital.

Guest favorite

An open-concept living space features a cozy seating area with black leather sofas, a dining table, and a fully equipped kitchen. A spacious bed is positioned against the wall, with large windows providing natural light and views of the peaceful surroundings.

Guesthouse in Schomberg

4.92 out of 5 average rating, 437 reviews

Country Cabin Escape | King Bed | Pet Friendly

Tucked away on our peaceful family farm, this private retreat offers tranquility and comfort—while not secluded in the woods, it provides a true countryside experience. ✨ Full kitchen 🔥 Wood fire pit & propane BBQ 📶 WiFi + 40” Smart TV 🚿 Cozy 3-piece bathroom 🧺 Laundry access 🌲 Scenic walking trails Located near our farmhouse, Country Suite, and Event Barn, the cabin remains fully private with blinds for added comfort. We look forward to welcoming you for a restful and memorable stay!

Top guest favorite

A fire pit with flames is situated near the water's edge, surrounded by smooth stones. An Adirondack chair is positioned to face the lake, offering a view of the serene water and a colorful sunset in the background.

Guest suite in Port Perry

4.88 out of 5 average rating, 207 reviews

Sunset Haven

Cozy suite, this location provides the very best of the outdoors for cottaging enthusiasts 45 minutes from the GTA. Found on the outskirts of Port Perry near the Blue Heron Casino and on the shores of Lake Scugog, you will find great fishing, swimming, and boating at your doorstep. Also great lounging on the deck/dock! The casino is 5 min drive and the town of Port Perry with its good restaurants and shopping is 10 min car ride or take your boat! Unfortunately, no pets are allowed by guests.

Guest favorite

A two-story house with light yellow siding and a brown roof features a welcoming front porch, adorned with potted plants and furniture. Well-kept landscaping surrounds the house, offering a bright and inviting outdoor space under a clear blue sky.

Apartment in Whitby

4.95 out of 5 average rating, 234 reviews

Serenity Suite w/Sauna-Your Entire Apt Awaits You

LONG-TERM stays welcome. A short drive to Thermea Spa Village. This is a beautiful, newly renovated, spacious basement apartment, perfect for two. Located in Whitby Shores (w/ hot tub) just a few minutes’ walk to Lake Ontario, a park, & trails, the house is situated in a quiet and friendly neighbourhood. It is close to all amenities - shopping, movie theatre, and other entertainment options, restaurants, GO Train station, Hwy 401, and easy access to Hwy 407. We look forward to meeting you!

Guest favorite

A modern kitchen features dark wooden cabinetry alongside stainless steel appliances, including an oven and microwave. A spacious island with seating is highlighted, complemented by a sleek countertop. Natural light floods the area through large windows adorned with sheer curtains, creating a bright and inviting cooking space.

Home in Maple

4.88 out of 5 average rating, 104 reviews

Lavish. Spotless. One's Own, 4 BR 4 BA Home!

Welcome to Maple Downtown! Live Large in a Luxury Brand New Concept Home surrounded by mature 30 ft high trees. My place has 2 stories (main & second level), 4 bedrooms, 3.5 bathrooms. Sleeps 8 in Beds (Max 8 people, confirm with the host ). Basement Apartment is not included in this listing and not occupied during your stay. MUST BE 25 or OLDER in order to BOOK. Do not book my home if you are planning on parting or gathering. Please ,note a 4% City Tax will be added to each booking.

Top guest favorite

A well-maintained exterior of a single-story brick residence is highlighted, featuring a manicured lawn and vibrant flowerpots along the entrance. A vehicle is parked in the driveway, and decorative accents add a welcoming touch to the home.

Apartment in Oshawa

4.93 out of 5 average rating, 791 reviews

Just like home

This is an fully furnished basement apartment Quiet neighborhood close to bus stop, shopping and restaurants. Ten minute drive to Oshawa Center and downtown Oshawa. Reserve parking in driveway on left side. Breakfast ingredients are included; Eggs, Bacon, Cereal ,Toast, Coffee , Tea and etc. Our guests can rest assured that the bedding is washed and changed with each and every new guest, and for those who stay for a week or more , bedding is changed every five days or upon request.

Guest favorite

A well-equipped kitchen area features light-colored cabinetry and a spacious granite countertop with two bar stools. Modern pendant lights hang above, illuminating the space. A refrigerator stands prominently, while a subtle decorative touch is added by flowers positioned near the entrance.

Guest suite in Bowmanville

4.87 out of 5 average rating, 187 reviews

Cozy one bedroom Bowmanville apt great area

Home away from home near Hydro, Mosport/Canadian Tire Racetrack, Hwy 401 & Toronto as well as the airport with public transport nearby. You’ll love my place because it’s a nice neighbourhood and great location. Lots of light in this lower inlaw suite. Comfy bed plus full sized futon and blowup mattress to fit extra guests comfortably. Full kitchen, private bath with tub, great shower & electric fireplace... great for local workers, couples, solo & business travelers, and families.

Guest favorite

The open-space living area features a large leather sofa facing a flat-screen TV, with a dining table and chairs nearby. A modern kitchen with high-end appliances is visible in the background, complemented by bright, recessed lighting throughout the space.

Apartment in Davisville Village

4.94 out of 5 average rating, 139 reviews

Midtown modern 1 bedroom suite

Located in the heart of Midtown, Davisville Village. Very close to public transit, grocery stores and trendy restaurants. New property, modern look, high-end new appliances (incl. washer & dryer), modern comfortable furniture. Highest standards of cleaning, including proper disinfection of all high-touch areas. All kitchen, bathroom and bedroom supplies for comfortable stay provided. On-site parking is available for a separate fee. High-speed Wi-Fi access, Netflix, cable TV.

Guest favorite

A cozy living room area features a spacious sofa adorned with decorative pillows. A 55-inch TV is mounted on the wall opposite. An electric fireplace is located on the left, providing warmth. Soft lighting from recessed fixtures enhances the inviting environment.

Guest suite in Markham

4.88 out of 5 average rating, 257 reviews

Spacious,Cozy,Private 2+1BR/1.5BA Seprate Entrance

- separate private entrance / self check-in - ground floor rooms & partial basement with 2 queen beds and 1 sofa bed (living room as 3rd BR with curtains ENCLOSED/OPENED for privacy) - 55"TV & high-speed WiFi - Full size kitchen - 2 parking - 5 mins walking to Yonge st. next to VIVA bus stop (1 bus to Subway Yonge/Finch station & Go Bus to all Toronto & Downtown) - walk to Food Basics, Shoppers Drug Mart, clinic and different restaurants -3 mins drive to 407, shopping malls

Guest favorite

A grassy area is bordered by tall trees, offering a view of the lake. A picnic table sits on the lawn, alongside a lounge chair, with the shimmering water in the background under a clear sky.

Cottage in Innisfil

4.83 out of 5 average rating, 225 reviews

3BR on Lake Simcoe | Gorgeous Views 1hr From City

Escape the city and unwind at our charming three-bedroom bungalow on Lake Simcoe, just one hour north of Toronto. With 129 feet of private lakefront, you’ll wake up to breathtaking sunrises and stunning water views, making it the perfect all-season getaway. 🌅 Unmatched Lakefront Views 🏖️ Private & Peaceful 🏊 Shallow, Swimmable Waters 🏞️ Spacious Outdoor Area 🎣 Cozy Year-Round Escape 🚗 Easy Access – Just a one-hour drive from Toronto

Guest favorite

A well-appointed bedroom features a spacious bed adorned with neatly arranged white towels. A decorative throw enhances the bedding, while bedside lamps provide soft illumination. An exercise bike is positioned near the bed, and a tree-like light fixture adds a unique touch to the ambiance.

Home in Roncesvalles

4.92 out of 5 average rating, 159 reviews

Cozy one bedroom apartment in Roncesvales village

Clean, convenient, cozy and spacious one bedroom apartment located right in the heart of unique and lovely Roncesvales village and High park area. The apartment is minutes away from award-winning restaurants, bars, pubs, coffee shops, grocery store, bakeries, delis, retail shop, 24 hours gyms and movie theatre. Great for all kinds of travelers. We hope to make your stay comfortable, enjoyable and unforgettable.