Holiday rentals in Whitchurch-Stouffville

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Top-rated holiday rentals in Whitchurch-Stouffville

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Top guest favourite

Cabin in Whitchurch-Stouffville

4.99 out of 5 average rating, 114 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

Guest suite in Markham

4.94 out of 5 average rating, 52 reviews

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.

Top guest favourite

Farm stay in Uxbridge

4.97 out of 5 average rating, 225 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

Townhouse in Stouffville

4.91 out of 5 average rating, 96 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

Flat in Stouffville

4.9 out of 5 average rating, 112 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

Guest suite in Whitchurch-Stouffville

4.92 out of 5 average rating, 26 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

Flat in Stouffville

4.87 out of 5 average rating, 142 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

Guest house in Whitchurch-Stouffville

5 out of 5 average rating, 5 reviews

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.

Top guest favourite

Farm stay in Whitchurch-Stouffville

4.83 out of 5 average rating, 256 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

Superhost

Guest suite in Markham

4.61 out of 5 average rating, 28 reviews

Large & Spacious 1Bed/Bath

The whole group will enjoy easy access to everything from this centrally located place. Minutes away from Yonge St which connects you to downtown, airport, grocery stores and a mall. There is a trail beside the house to enjoy a good walk and relax. This unit is completely private with its own designated kitchen, washroom and 1 bedroom with a queen bed. Laundry is shared. One parking spot on driveway can be provided. Look forward to hosting you!

Guest favourite

Flat in Newmarket

4.95 out of 5 average rating, 60 reviews

Beautiful 1 Bedroom Apartment

Bussines License #: BL2025-00135 Beautiful walk out basement located near Yonge and Mulock. 5 min walk to a big plaza with super market, dollarama, shoppers, banks & restaurants. 5 minute walk to Yonge St & bus station. 5 minute walk to multiple nature trails. 5-10 minute drive to lakes, conservation areas and upper Canada mall. Heating Insulated walls. Separate laundry. 1 Parking spot. Shed storage outside for storage space

Guest favourite

Guest suite in Stouffville

4.94 out of 5 average rating, 107 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