Vacation rentals in Whitchurch-Stouffville

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.

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.

Relax and recharge: a modern city retreat

Welcome to your stylish urban retreat! This contemporary basement apartment is designed for comfort and convenience. Relax in the open-plan living space, featuring cozy seating and a smart TV. Enjoy a modern kitchen with stainless steel appliances, including a fridge, stove, microwave, and coffee maker. The private bedroom has a king-sized bed with premium linens and ample storage space. Situated in a vibrant neighborhood, you’ll find trendy cafes, shops, and parks just a short walk away.

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.

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.

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

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.

Newly Reno Suite on 1Acre Near Musselman’s Lake

Welcome to your new renovated, cozy retreat in Stouffville — a peaceful 2BR stay just minutes from Musselman’s Lake, downtown Stouffville, and local parks. Whether you're visiting for a quiet weekend escape or longer stay, this comfortable space is perfect for solo travelers, couples, or small family looking for a convenient home base. Spacious drive way, can park car/trailor/boat trailor. 15min to hwy404 and shopping centres. York Regional Forest trails nearby.

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

Luxury 2BR |Chef's Kitchen|86" TV Netflix |Parking

✨Modern 2 Bed | 2 Spa Bath | Netflix + 86" TV, Gourmet Kitchen | Free Parking✨ Experience a 5-star rated suite. Your retreat features a massive 86" 4K TV with Netflix for a true home theatre experience, a gourmet kitchen, and two spa-like bathrooms. Rest in hotel-quality beds with premium linens. Enjoy a prime Richmond Hill location with easy highway access, free parking, and fast WiFi. Book your memorable, comfort-focused stay with a trusted host!

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