Vacation rentals in Whitchurch-Stouffville

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Centrally Located/TWO Bedrooms Luxurious Home-WiFi

Welcome to our brand-new, smoke&pet free, charming and luxurious two bed room house with a dedicated office 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 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

Guesthouse w/Woodstove in Nature Near 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 resident ducks! If you are feeling more adventurous, enjoy a hike on our private onsite trail or on one of the many local trails within walking distance in the Trail Capital of Canada! Later we'll get the Woodstove lit for you (Dec - Feb). Catch up on your fav programs with Roku TV. Enjoy the therapeutic rainfall shower guests rave about!

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.

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.

Modern Main Floor Bachelor Suite w/Patio & Parking

Stylish, modern, self-contained guest suite on main floor of a house with separate entrance. Free driveway parking for 2 cars. Private guest patio in a safe, beautiful neighborhood in Aurora. Well appointed bachelor suite with modern bathroom and kitchenette: microwave, electric kettle, coffee machine, toaster, portable electric stove, and counterheight fridge w/ freezer. Netflix, smart TV channels, free WiFi are provided. Walking distance to parks, restaurants, bakeries and more.

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

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