Vacation rentals in Tupperville

Private Wilson's Cottage in the Woods

This charming PRIVATE cottage in the woods is all yours with WiFi, propane heat, fridge, cook top, microwave, large toaster oven, BBQ, basic cooking supplies,AC,NO RUNNING WATER inside cabin but tap outside, water cooler, 2 futons sleeps 4 on a beautiful pond. Perfect for romantic retreat, or a group of friends nature getaway.There is NO washroom at the cottage.The washroom facilities are in the tackroom in the barn and the ONLY shared space. It's a lovely camp like setting enjoyable year-round.

*Unique Barndominium Getaway with private sauna*

A personal retreat or a romantic getaway awaits you! The barn/studio open concept is adorably decorated with antique finds and modern amenities. During the day explore the countryside and discover farmers’ markets and unique shops and bakeries just a short drive away. Or just stay in and relax in the private outdoor barrel sauna followed by a spa-like shower with the 16" rainhead. Peaceful evenings will have you relaxing by the campfire with unforgettable sunsets and beautiful star filled skies.

Waterfront River Retreat w/ Dock & Freighter Views

Welcome to your dream getaway! This spacious home sleeps 10 with 7 cozy beds and offers stunning 180° crystal blue waterfront views across from Russell Island. The modern design features a massive kitchen with plenty of dining space, perfect for family meals or celebrations. Many recent updates! Work remotely with a desk provided. Don’t miss the master bedroom balcony with gorgeous panoramic water views of the freighters that will leave you in awe. Relax, recharge, and enjoy your perfect escape!

Mitchell’s Bay Waterfront canal with boat docking!

Escape to this cozy, pet-friendly 3-bedroom cottage in Mitchell’s Bay, Ontario. Enjoy 100 feet of private waterfront with direct canal access to Lake St. Clair—perfect for fishing from the backyard or parking your boat. With a newly renovated interior and all the comforts of home, this peaceful retreat is ideal for anglers, nature lovers, hunters, and families. Relax on the deck and enjoy a tranquil getaway with the whole family. Just a 15 minute walk / 5 minute drive to Mitchell’s bay or beach!

Riverview & Sunsets, Brilliant!

Enjoy true peace watching the sunset over the river right from your private deck. Or, relax & unwind watching the fire from your heat/massage recliner. All the conveniences of home to make your favourite meal or choose from many restaurants. Multiple waterways to launch your boat and enjoy cruising the Sydenham River which flows into the Saint Clair River and connects to the Great Lakes. Ferry to cross border shop on your doorstep. Visit ‘Glasstown Brewing’ in our waterfront district.

The Harbor House - Entire 1st Floor Waterfront

Located along the St. Clair River at the apex of nostalgic Broadway and Marine City’s Nautical Mile sits Harbor House. In the morning, enjoy the sunrise over the river while the ships pass. Later, head out your door and explore the many antique shops on Broadway or visit the various Parks, Shops and Restaurants along the river. Have kids? we are situated conveniently between the City Beach and Harbor Park. When the day is done, sit around the fire pit on the water and recap your great day.

Lake Front home w/ hot tub Kayaks & Fire Pit

Relax in this upscale lakefront home on Bouvier Bay. Perfect for families and groups, the house sleeps up to 14 guests and features: 🌅 Private dock with amazing sunrise views 🔥 Fire pit & propane grill 🛶 2 kayaks 🍽️ Fully upgraded kitchen 🎣 Year-round fishing & outdoor games 💦 Hot tub and spacious yard for bonfires Whether you’re sipping wine by the fire, fishing off the dock, or launching your boat from the private ramp—this is the getaway you’ve been craving.

One bedroom apartment on Sydenham River in Dresden

Take a break and unwind in a private apartment at this peaceful oasis right on the Syndeham River. Private entrance (walk up small flight of stairs) to a private apartment on the side of the main house. Boat launch 100 m away (bring your own boat and dock it overnight right on the property). Walking distance to beautiful parks and trails. 23 min drive to Mitchell's Bay public beach on Lake St Clair (free parking and splash pad). Excellent fishing opportunities.

The Bungalow on Broadway - NEW OWNER, SAME CHARM!

The Bungalow on Broadway - a totally renovated, adorable house just steps up from the sidewalk. Sit on the covered front porch and watch the world go by. Just a few short blocks from the St. Clair River. Watch the freighters, go shopping, see a live performance play at our theatre, eat at a variety of restaurants, explore our five waterfront parks or enjoy a day at the beach! Walk to everything Marine City has to offer!

The Parkway Beach House - Private beach&waterfront

Welcome to this beautiful villa located right on the shores of St. Clair River. This immaculate 6-bedroom home is situated on a large lot, with beautiful balconies, big bay windows, and gorgeous finishings. This house has its own private dock, and beachfront with shallow, sandy water. This villa comfortably sleeps up to 14 people, and is perfect for big groups looking to experience the charm of Courtright, Ontario!

Lucky 8’s Lakehouse Pet, Boat & Trailer Friendly

Cozy 2-bedroom, 1-bath lakefront cottage on Anchor Bay, sleeps 4. Fully renovated with a fully stocked kitchen, new appliances, flooring, cabinets, and TVs. Enjoy stunning sunsets from the deck, dock your boat at the 40' seawall, or use the kayak and fishing gear provided. Perfect for fishing, boating, or relaxing, this charming cottage offers the ideal Lake St. Clair getaway with comfort and waterfront views.

The Crow's Nest

Welcome to The Crow's Nest! Newly renovated 2 bedroom suite in Chatham, the city of crows. A short walk to both downtown and the hospital. This tastefully decorated, spacious home is ready for your next visit. In suite laundry, all new appliances, fresh bathroom, private back yard. New heat pumps and radiant heat ensure year round comfort. Private entrance to this main floor apartment in a duplex.