Holiday rentals in Whitchurch-Stouffville

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Top-rated holiday rentals in Whitchurch-Stouffville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Guest house in Uxbridge
4.93 out of 5 average rating, 184 reviews

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.

Top guest favourite
Apartment in Innisfil
5 out of 5 average rating, 214 reviews

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

Top guest favourite
Cabin in Whitchurch-Stouffville
4.99 out of 5 average rating, 129 reviews

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.

Top guest favourite
A modern two-story cottage features a sleek exterior with a combination of wood and green siding. Symmetrical windows offer natural light, while a covered entryway with a wooden deck leads to two separate entrances. Lush greenery surrounds the home, enhancing its private setting.
Guest suite in Toronto
4.95 out of 5 average rating, 221 reviews

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Guest favourite
A camping area is illuminated by warm string lights, with two wooden chairs positioned near a fire pit. The glamping dome, partially visible in the background, is nestled among tall trees, creating a serene atmosphere in the woods at night.
Dome in Utopia
4.95 out of 5 average rating, 270 reviews

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.

Top guest favourite
Home in Downtown Toronto
4.99 out of 5 average rating, 250 reviews

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

Top guest favourite
Home in Vaughan
4.99 out of 5 average rating, 427 reviews

Quiet Vaughan Retreat near Wonderland & Hwy 400

Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

Top guest favourite
Farm stay in Uxbridge
4.98 out of 5 average rating, 323 reviews

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.

Guest favourite
A modern kitchen space is showcased, featuring white cabinetry and a sleek red refrigerator. Essential appliances, including an oven and microwave, are easily accessible. The area includes a dining table, and the light tile flooring reflects the bright ceiling lights, creating an open and inviting atmosphere.
Flat in Stouffville
4.88 out of 5 average rating, 145 reviews

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.

Guest favourite
Dome in Zephyr
4.95 out of 5 average rating, 177 reviews

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

Guest favourite
Dome in Uxbridge
4.85 out of 5 average rating, 112 reviews

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.

Top guest favourite
A small wooden cabin is shown with a sleek, minimalist design, featuring large windows and a well-lit entrance. A wooden deck extends in front, furnished with a table and two chairs, situated amidst the surrounding greenery.
Tiny home in Reaboro
4.94 out of 5 average rating, 157 reviews

The Pond House - A Cozy Getaway

Sitting on a beautiful spring fed pond, The Pond House is the perfect peaceful getaway in nature during all seasons! Experience the private wood fired sauna, beautiful sunsets, sit beneath the glistening stars, have a bonfire as the water trickles by, cuddle up and watch awesome movies, swing in the outdoor hammock, make a memorable meal, enjoy the private screened in log cabin pavilion, and much more! Book now and make some memories with a loved one or friend!

Popular amenities for Whitchurch-Stouffville holiday rentals

When is the best time to visit Whitchurch-Stouffville?

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Frequently Asked Questions

  • What are the best places to stay in Whitchurch-Stouffville?

    Stays around the historic downtown put you near local shops, eateries, and community events, while countryside lodgings provide a quiet retreat close to nature. Neighborhoods surrounded by parks are often recommended for easy outdoor access.

  • What are the best things to do in Whitchurch-Stouffville with kids?

    Children can enjoy hands-on experiences at local farms, play in large parks, or visit indoor play centers on rainy days. Storytimes and interactive programs at libraries are often recommended by families.

  • What are some of the best things to do in Whitchurch-Stouffville?

    Explore heritage sites, stroll through public art installations, or enjoy the flavors at local cafés and bakeries. Nature trails, seasonal markets, and hands-on farm experiences are frequently suggested for all visitors.

  • How is the weather in Whitchurch-Stouffville?

    Whitchurch-Stouffville has cold winters around 20–33°F (-7–1°C), with snowfall and crisp air, while summers are warm, reaching 65–81°F (18–27°C) and occasionally humid. Spring and fall bring milder days, often recommended for outdoor activities.

  • When is the best time to visit Whitchurch-Stouffville?

    Late spring through early fall is often recommended for comfortable temperatures and a variety of outdoor activities. This time also brings farmers’ markets, festivals, and vibrant green spaces.

  • What are the best places to visit in Whitchurch-Stouffville?

    Heritage buildings, expansive parks, and family-operated farms are often highlighted as local favorites. Art galleries and seasonal craft fairs contribute to the town’s creative scene.

  • What are some hiking trails in Whitchurch-Stouffville?

    The area has well-marked nature trails through forests, wetlands, and meadows, suited for both beginners and seasoned hikers. Many trails are part of regional conservation lands, known for seasonal birdlife and wildflowers.

  • What are some family activities we can do in Whitchurch-Stouffville?

    Explore local farms with seasonal pick-your-own experiences, discover playgrounds and picnic spots, or visit community recreation centers for indoor activities. Outdoor trails and nature reserves nearby are frequently suggested for family-friendly adventures.

  • What are some of the best day trip ideas from Whitchurch-Stouffville?

    Nearby, you can explore conservation areas, small historic towns, or regional art trails. Wineries, heritage museums, and botanical gardens around the area are often recommended for day-long adventures.

  • Are there any pet friendly accommodations available in Whitchurch-Stouffville?

    Pet-friendly accommodations can be found in several neighborhoods, especially near parks and green spaces. Many local stays welcome pets and provide access to walking trails or outdoor play areas.

  • What are some local tips for visiting Whitchurch-Stouffville?

    Locals suggest visiting the weekly farmers’ market for regional produce and handmade goods, and carrying cash for smaller vendors. Early mornings are great for quieter park walks, especially during peak seasons.

  • What is Whitchurch-Stouffville known for?

    Whitchurch-Stouffville is known for its blend of rural landscapes, historic sites, and vibrant community events rooted in agriculture and the arts. The area has public green spaces and connections to regional conservation lands.

  • What are the best hidden gems to explore in Whitchurch-Stouffville?

    Local nature reserves, independent art galleries, and tucked-away farm-to-table spots are often highlighted as hidden gems. Look for small family farms or conservation areas that showcase the quieter side of the region.

  • What are the best foods to try in Whitchurch-Stouffville?

    Savor treats from local bakeries, seasonal produce from farmers’ markets, and regionally inspired dishes at family-run restaurants. Apple-based desserts and house-made preserves are frequently suggested by area food lovers.

  • What should I bring for a trip to Whitchurch-Stouffville?

    Pack layered clothing for shifting temperatures, comfortable walking shoes for parks and trails, and a light rain jacket. In winter, gloves, a hat, and a warm coat are helpful, while summers may call for sun protection and breathable fabrics.

  • What is the nightlife in Whitchurch-Stouffville like?

    Nightlife in Whitchurch-Stouffville centers around casual pubs, cozy cafés, and occasional live music events at community venues. Evenings tend to be relaxed, drawing both locals and visitors for social gatherings.

  • What are the most popular events or festivals in Whitchurch-Stouffville?

    Whitchurch-Stouffville hosts frequently suggested events such as community fairs, seasonal farmers’ markets, and cultural celebrations. Summer often features outdoor concerts and family festivals, especially around national holidays.

  • Are there family friendly vacation rentals in Whitchurch-Stouffville?

    Whitchurch-Stouffville has a variety of family friendly vacation rentals, many conveniently located near playgrounds, parks, and community centers. Spacious layouts and outdoor amenities are often available to suit travelers with children.

Quick stats about holiday rentals in Whitchurch-Stouffville

  • Total holiday rentals

    Explore 100 holiday rentals in Whitchurch-Stouffville

  • Nightly prices starting at

    Whitchurch-Stouffville holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 2,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    90 of Whitchurch-Stouffville holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Whitchurch-Stouffville rentals

  • 4.7 Average rating

    Whitchurch-Stouffville stays receive an average rating of 4.7 out of 5 from guests