Vacation rentals in Whitchurch-Stouffville

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Quick stats about vacation rentals in Whitchurch-Stouffville

  • Total vacation rentals

    Explore 100 vacation rentals in Whitchurch-Stouffville

  • Nightly prices starting at

    Whitchurch-Stouffville vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

  • Verified guest reviews

    Over 2,550 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Whitchurch-Stouffville vacation rentals include wi-fi 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

Top-rated vacation rentals in Whitchurch-Stouffville

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

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Top guest favorite
A serene pool area is illuminated by soft lighting, highlighting the clear water and inviting atmosphere. Surrounding the pool, comfortable lounge chairs and seating areas are arranged for relaxation. The natural surroundings create a peaceful backdrop, enhanced by the warm glow of lights.
Villa in Whitchurch-Stouffville
4.97 out of 5 average rating, 38 reviews

Cedar Escape • Sauna • 10-Acre Private Forest

License: PRSTR2026-0229 Welcome to your private 10-acre forest estate, an exclusive sanctuary where refined luxury meets pristine nature. Wander serene woodland trails, refresh beneath the open-air forest shower, and gather fireside under a canopy of stars. Indulge in the soothing sauna, unwind poolside in complete privacy, and embrace the rare stillness surrounding you. Just minutes from the city, yet utterly secluded—offering elevated comfort, tranquility, and seamless high-speed connectivity.

Guest favorite
Home in Stouffville
4.97 out of 5 average rating, 29 reviews

Brand New Home! Introducing - The White Lotus.

Welcome to the White Lotus! A serene corner retreat in Stouffville’s sought-after Bakerhill community, inspired by the allure of White Lotus Thailand. This refined 2-bedroom, 3-bathroom townhome blends tropical serenity with understated luxury. Think warm golden light, natural textures, and a calm that lingers long after you leave. Sip wine on the balcony as the city hums below, unwind in a space designed for slow mornings and golden-hour reflections, and let every detail invite you to exhale.

Top guest favorite
A charming cabin is nestled among tall evergreen trees, surrounded by well-maintained landscaping. Stone steps lead to the entrance, illuminated softly by exterior lights. The lush green lawn flows gently, creating a serene outdoor setting.
Cabin in Whitchurch-Stouffville
4.99 out of 5 average rating, 131 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.

Guest favorite
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
4.95 out of 5 average rating, 272 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 favorite
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
4.98 out of 5 average rating, 332 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 favorite
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.
Apartment in Stouffville
4.88 out of 5 average rating, 146 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 favorite
A well-maintained entrance features a white door with multiple glass panels, framed by a brick exterior. Stone steps lead up to the door, with a neatly paved pathway extending to the side. Surrounding greenery adds a natural touch to the welcoming facade.
Guest suite in Whitchurch-Stouffville
4.86 out of 5 average rating, 42 reviews

Cozy Appartement 4 Urban Seekers

Welcome to our home, which is well-known, for its rural charm and natural beauty and a peaceful getaway destination. It is back to the Ballantrae Golf Club, close to Goodwood and Royal Stouffville Golf Courses, Bruce’s Mill Conservation. It is Surrounded by Forests and trails. Almost a 10-minute drive from Stouffville, shopping plaza, Restaurants and Go Station. Walking distance to Ballantrae Market and Plaza with Tim Horton’s, Pharmacy, Gas Station with 24/7 store and LCBO etc.

Guest favorite
An open living area is visible, featuring a dining table set with plates and utensils. The kitchen area displays modern appliances against a patterned backsplash. Natural light brightens the space, highlighting the wood-like flooring and neutral walls.
Apartment in Stouffville
4.91 out of 5 average rating, 98 reviews

New Stylish/Cozy Getaway with Home Office Retreat

Welcome to this cozy basement apartment, combining the comfort of a 1-bedroom layout with the added convenience of a separate office space. As you step inside, you'll find a well-designed living area that seamlessly integrates with the kitchen creating an open and inviting atmosphere. Located in the heart of Stouffville, Ontario, close to all amenities such as Highway 404/407, Stouffville GO, Musselman's Lake, golf courses, hiking trails, grocery stores, bars, and restaurants.

Guest favorite
A wooden dining table is set with plates, bowls, and glasses arranged neatly along a light-colored table runner. A framed artwork depicting kitchen elements decorates the wall above. Two chairs are positioned at the table, creating a comfortable dining area.
Apartment in Whitchurch-Stouffville
4.88 out of 5 average rating, 146 reviews

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.

Superhost
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
4.9 out of 5 average rating, 253 reviews

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.

Guest favorite
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
4.86 out of 5 average rating, 121 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 favorite
A cozy living area features two brown sofas adorned with colorful cushions. Soft lighting is provided by two lamps flanking the seating. A vibrant artwork hangs on the wall, and light-colored curtains frame the window, contributing to the welcoming atmosphere.
Farm stay in Whitchurch-Stouffville
4.84 out of 5 average rating, 287 reviews

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

Popular amenities for Whitchurch-Stouffville vacation rentals

When is the best time to visit Whitchurch-Stouffville?

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Avg. priceﺩ.ﺇ 345ﺩ.ﺇ 323ﺩ.ﺇ 349ﺩ.ﺇ 327ﺩ.ﺇ 386ﺩ.ﺇ 400ﺩ.ﺇ 400ﺩ.ﺇ 437ﺩ.ﺇ 371ﺩ.ﺇ 367ﺩ.ﺇ 353ﺩ.ﺇ 356
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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.