Vacation rentals in Schomberg

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...

6BR 2.5BA Rustic Modern Farmhouse Pool Family Farm

*Please contact for 16+ guests. *You have the full house to yourself. Please note a young couple lives in the guest apartment next door and manages the lawn & farm / barn. Relax with the family at this spacious farmhouse retreat in Schomberg, Ontario. Set in a peaceful country setting, this home offers 6 bedrooms and 3 bathrooms—perfect for large groups. Enjoy the pool, fire pit, open living spaces, and parking for up to 6 cars. A rare blend of comfort, charm, and space for unforgettable stays

Lakefront | Hot Tub, Private Dock & Sandy Beach

Luxury lakefront cottage on Lake Simcoe with a rare shallow sandy-bottom shoreline, private dock, and hot tub—perfect for swimming and family fun. Enjoy breathtaking sunsets, kayaking, paddleboarding, fishing, BBQs, and a fire pit. Ideal for family vacations, holiday getaways, and group retreats near Toronto, minutes from Hwy 404. Features 6 bedrooms, 4 bathrooms, a fully equipped kitchen, and an open-concept living area. Private, peaceful, and perfect for unforgettable memories year-round.

Hockley Riverside Cottage • Loft and Bunkie

Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

Quiet Vaughan Retreat near Wonderland & Hwy 400

Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

5-BR Home Near Toronto - Large Backyard & Fire Pit

Gorgeous 5-Bedroom Countryside Cottage - located in a quiet family neighborhood at a beautiful 3-acre lot with a huge lawn and woodlot, Lots of Parking, a minute's drive to The Manor Event Center, Hwy 400 & 427, groceries, restaurants, Golf Club, beautiful trails, Green Belts, farmers markets, Apple and strawberry picking. 20 min. to Lake Simcoe boating and fishing, many nearby shopping malls, TTC Subway, Go Station, and Canada's Wonderland. Please Note: Strictly no drug and booze parties.

Separate apartment with pool, on golf course.

Enjoy a newly renovated studio apartment with a private entrance and exclusive access to a serene inground pool. This cozy space is furnished with Restoration Hardware pieces and features a fully equipped kitchen, high-speed WiFi, and a patio with an outdoor barbecue—perfect for remote workers or a peaceful getaway. Situated behind Caledon Woods Golf Course, it’s just 7 minutes from the Caledon Equestrian Park, 30 minutes from Pearson Airport, and close to highways leading to Toronto.

Harvest Haven Cabin - Working Farm & Gardens

A cozy 100 sq ft off-grid cabin on a working farm in Schomberg. Sleep in the loft under the stars, cook with herbs/vegetables you'll harvest from 60+ plant varieties, and gather around the fire pit watching fireflies dance. Includes personalized farm tour of our gardens, sheep, bees, and chickens. Wake to spectacular sunrises and sunsets from the ridge. Full kitchen, BBQ, and fire pit for memorable meals. No WiFi means genuine connection to nature, your food source, and each other.

Entire Villa with beautiful fenced backyard

This cozy and elegant villa is situated on 0.5 acre with spacious first-floor master bedroom suite, lovely sunroom, beautiful fenced backyard, fire pit and long driveway. Awesome location with lots of greenery, fall colours and fairy tale snow scenes! Everything is close by but you are in the peaceful countryside. 3 mins from HWY 400 and 30 mins from airport. No any kind of party is allowed here and no any street parking. Thanks for your great understanding!

Enchanting Chalet with Pool and Sauna on 1 Acre

Our home features a modern chalet-inspired design that blends rustic charm with contemporary comfort. Guests can enjoy three comfortable bedrooms, three fully renovated bathrooms, a well-appointed kitchen, a heated outdoor pool, and a wood-burning outdoor sauna. Whether you're gathering with family, reconnecting with friends, or simply looking to unwind, the property offers a relaxing retreat with amenities designed for year-round enjoyment.

Country Cabin Retreat | King Bed | Pet Friendly

Escape to our cozy red cabin on a 100-acre family farm, surrounded by peaceful countryside views. This separate cabin retreat features a king bed, full kitchen, laundry, indoor bathroom, air conditioning, and outdoor space with a propane BBQ and fire pit. Located just 10 minutes from Hwy 400, it’s a comfortable getaway for couples, small families, and pet-friendly stays. Enjoy rural charm while staying close to nearby attractions.

Mill Dam Inn

Take a break and unwind for a cozy night. Guests enjoy the entire, ground floor apartment with private entrance. King size bed in bedroom. Queen size sofa bed in living room. Walking trail close by. Short walk to Main Street for coffee shops, restaurants, pub, nail salon and stores. A short drive (2 mins) to Foodland, McDonalds, Tim Horton’s, LCBO and restaurants. Pet friendly. (Security camera in driveway)