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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Top guest favourite
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, 117 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 favourite
A bright and open living area features a charcoal-colored sofa facing a decorative fireplace with a gold trim. A light fixture stands next to the couch, while a wooden dining table with a light-colored chair is situated in the foreground. Subtle wall art and a small plant add touches of decor.
Home in Markham
4.93 out of 5 average rating, 15 reviews

Cozy Full Basement in a nice area, separate entry

Have fun at this stylish place. A cozy, artsy newly renovated one bedroom full unit (Basement unit of a nice house) in a quiet area. Separate entrance and full separate laundry. You can have your perfect privacy living in your own space. Free parking space and Wi-Fi. Check in is easy and flexible after 4pm no need to worry about what time you arrive. You can peacefully stay at this clean apartment of yours, private bathroom, kitchen with a huge fridge, all cookware, dining and sitting area.

Top guest favourite
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, 244 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 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.

Guest favourite
A spacious living area is shown, featuring a comfortable sectional sofa and a wooden coffee table. A television is mounted on the wall, accompanied by a modern console. Natural light enters through large windows, complemented by a stylish floor lamp and a small desk with a lamp.
Townhouse in Stouffville
4.91 out of 5 average rating, 104 reviews

BRAND NEW and gorgeous 3br Townhome at Main St

Bask in the distinct charm of small-town living in a gorgeous neighborhood. Right along the bustling Stouffville Main Street lined with independent shops, bakeries, services, banks, and cafes. Tim Hortons, Metro, McDonald's, Popeyes, Swiss Chalet, Maki Sushi, Stakeout Dining, Wild Wings, Domino's Pizza, etc are all within walking distance. Minutes to GO Train Stouffville. Surrounding schools, libraries, daycares, golf courses, sports fields, and parkettes/trails are all within easy reach.

Top guest favourite
A modern dining area is shown with a round table surrounded by four upholstered chairs. A statement light fixture hangs above the table. Large windows adorned with sleek blinds provide natural light, while a dark accent wall and stylish clock add a contemporary touch.
Home in Stouffville
5 out of 5 average rating, 17 reviews

Centrally Located/TWO Bedrooms Luxurious Home-WiFi

Welcome to our brand-new, smoke & pet free, charming and luxurious two bed room house in a very quiet neighborhood of Stouffville. It’s a great place to relax after business meetings, traveling, or whatever brings you to the Markham/ Stouffville area. The entire space (NOT shared) comes with king and queen bedrooms, full bathrooms, desk, walk-in closet. Well-furnished living room, and kitchen. Quick getaway or long stay close to everything when you stay at this centrally-located place

Top 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
4.91 out of 5 average rating, 121 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.

Top guest favourite
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
4.94 out of 5 average rating, 31 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 favourite
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.
Flat in Whitchurch-Stouffville
4.87 out of 5 average rating, 143 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.

Guest favourite
A relaxing outdoor space features a circular fire pit surrounded by four red Adirondack chairs. A stack of firewood sits nearby. Behind the seating area, a glimmering glass geodesic dome is surrounded by lush greenery and open sky.
Dome in Zephyr
4.95 out of 5 average rating, 133 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 $100/NIGHT ( 2 bunk beds)

Guest favourite
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
4.83 out of 5 average rating, 258 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

Guest favourite
A comfortable living area is highlighted by a dark brown sectional sofa with decorative pillows. A black coffee table sits on a patterned area rug, while a simple shelving unit stands against the wall, adorned with decorative items. Natural light enters through a small window.
Guest suite in Stouffville
4.95 out of 5 average rating, 111 reviews

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

Guest favourite
A spacious living area features a large sectional sofa arranged around a soft area rug. Light wood flooring is complemented by pale walls and columns. A mounted television and shelves are visible. A dining area is to the right, with a table and chairs.
Flat in Oak Ridges
4.87 out of 5 average rating, 159 reviews

Large Walk-out private apartment w/ parking

A walk-out basement apartment in Richmond Hill. This sunlit apartment has abundance of natural lighting streaming through the many large windows. It has a full kitchen, a full laundry room with a washer and dryer, a designated parking space for one car, and free Wi-Fi access. Perfect for couples or small families, this apartment comfortably accommodates two adults and up to two children.

Popular amenities for Whitchurch-Stouffville holiday rentals

When is the best time to visit Whitchurch-Stouffville?

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Avg. price$113 SGD$117 SGD$108 SGD$116 SGD$136 SGD$142 SGD$142 SGD$155 SGD$131 SGD$122 SGD$120 SGD$118 SGD
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Frequently Asked Questions

  • How much does it cost to stay in apartment rentals in Whitchurch-Stouffville?

    Experience the best of Whitchurch-Stouffville with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Four-legged friends are welcome in Whitchurch-Stouffville. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Whitchurch-Stouffville?

    Yes! Work meets play with ease at over 80 vacation rentals in Whitchurch-Stouffville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do private suite rentals in Whitchurch-Stouffville have a kitchen?

    Absolutely! We offer over 10 private suite rentals with a kitchen in Whitchurch-Stouffville. Enjoy a tailored experience with all the comforts you desire.

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

    Whitchurch-Stouffville has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Whitchurch-Stouffville have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Whitchurch-Stouffville. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Whitchurch-Stouffville?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with free parking, over 40 homes with air conditioning, over 50 homes with a kitchen, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Where should I stay in Whitchurch-Stouffville?

    Make yourself at home in Whitchurch-Stouffville by choosing from our most frequently booked neighborhoods. We have over 10 vacation rentals in Ballantrae, and over 130 vacation rentals in Stouffville.

  • Do townhouse rentals in Whitchurch-Stouffville have wifi?

    Absolutely! We offer over 10 townhouse rentals with wifi in Whitchurch-Stouffville. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Whitchurch-Stouffville have air conditioning?

    Absolutely! We offer over 10 townhouse rentals with air conditioning in Whitchurch-Stouffville. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Whitchurch-Stouffville

  • Total holiday rentals

    Explore 110 holiday rentals in Whitchurch-Stouffville

  • Nightly prices starting at

    Whitchurch-Stouffville holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,660 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

    80 properties have a dedicated workspace

  • Wifi availability

    100 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