Vacation rentals in Tupperville

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Top-rated vacation rentals in Tupperville

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Guest favorite

A cozy cottage is nestled among vibrant autumn trees, with colors of orange and red visible in the leaves. A wooden deck extends from the cabin, and a fire pit surrounded by logs sits nearby, offering a tranquil outdoor space near the pond.

Farm stay 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.

4.93 out of 5 average rating, 318 reviews

Top guest favorite

A charming red barn-like structure is highlighted against a twilight sky, featuring a welcoming entrance. A cozy firepit is surrounded by seating, while a gazebo with outdoor furniture invites relaxation. Lush green grass and decorative stone borders enhance the serene outdoor space.

Barn in Thamesville

*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.

5.0 out of 5 average rating, 146 reviews

Top guest favorite

Home in Algonac

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!

5.0 out of 5 average rating, 32 reviews

Guest favorite

The exterior of the cottage is shown, featuring a welcoming front porch with white railings. Lush greenery frames the entrance, while the gravel driveway leads up to the home. The roof is low-pitched, and windows are positioned to allow natural light into the interior.

Cabin in Dover Centre

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!

4.96 out of 5 average rating, 27 reviews

Top guest favorite

A wooden deck is set alongside a peaceful canal, featuring two rocking chairs positioned on a patterned area rug. Lush greenery lines the waterway, and a gentle sky fills the backdrop, creating a serene outdoor seating area.

Cabin in Grosse Pointe Park

Detroit Canal Retreat

Secluded hideaway in the “Venice of Detroit”! Perched right on the historic Detroit canal system, this urban tiny house is a cozy retreat for couples or solo adventurers. Whether you’re here to kayak, cast a line, or just kick back with a book and a breeze, you’ll find plenty to love. Located in one of Detroit’s most unique—and real—neighborhoods. This is a revitalization zone with character: some blight, sure, but also a strong sense of community, and a refreshingly diverse, welcoming vibe.

4.99 out of 5 average rating, 163 reviews

Top guest favorite

A vibrant sunset paints the sky, viewed from a wrap-around deck with seating, overlooking a serene canal and nature preserve. Inside, a living room features large glass windows, a cozy sofa, and a TV. The modern kitchen offers ample cabinetry and sleek appliances.

Cottage in Clay Township

Canal Cottage with boat dockage, kayaks & views

Discover our exceptional 3-bed, 2-bath vacation home, offering cozy comfort and convenience. Less than a 10-minute boat ride from some of the best fishing spots on Lake St. Clair, it boasts great views overlooking a flowing canal and nature preserve where birds, swans and muskrats live. With proximity to Harsens Island, Muscamoot Bay, local bars and restaurants, it’s a lake lover’s paradise. Perfect for fishing trips and family gatherings while creating cherished memories.

4.96 out of 5 average rating, 116 reviews

Top guest favorite

The exterior deck is illuminated by soft outdoor lighting, providing a warm ambiance during the evening. A covered structure with overhead beams accentuates the space, complemented by a railing that surrounds the area. A quiet setting is enhanced by the surrounding natural landscape.

Guest suite in Dresden

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.

4.96 out of 5 average rating, 80 reviews

Superhost

A cozy living area features a gray sofa adorned with two decorative pillows. Two upholstered ottomans provide additional seating. A small side table holds a lamp and decorative items. A sliding door and a mirror add depth to the room, which is anchored by a soft gray rug.

Bungalow in Marine City

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!

4.84 out of 5 average rating, 122 reviews

Superhost

Home in Courtright

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!

4.87 out of 5 average rating, 146 reviews

Top guest favorite

A deck area features white patio furniture, including a sofa and two armchairs, facing a tranquil sunset over the water. The warm colors of the sky reflect on the calm surface, with marsh grass visible in the foreground.

Home in Clay Township

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.

4.91 out of 5 average rating, 117 reviews

Guest favorite

A cozy living area features a brown coffee table positioned in front of a comfortable yellow sofa. A flat-screen television is mounted on the wall, with light filtering through sheer window coverings. A mix of greenery and decorative elements adds a touch of life to the space.

Apartment in Chatham

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.

4.97 out of 5 average rating, 90 reviews

Guest favorite

Home in Dresden

Crossing Manor

Welcome to our one-of-a-kind Victorian manor where history, mystery, and modern luxury collide. Once the town’s funeral home, this sprawling mansion has been reimagined into a dramatic 38-room retreat that promises an experience you’ll never forget. This is not just a stay — it’s an experience of history and imagination, where past and present merge to create something unforgettable.

4.82 out of 5 average rating, 38 reviews