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!

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.

Trendy 1-Bedroom Apartment Downtown Chatham!

Freshly renovated and beautifully furnished Downtown Chatham Apartment. The apartment is located in a unique 100-Year-Old Victorian with 10' ceilings. The apartment is walking distance to downtown. A perfect retreat for those visiting Chatham for Business or Pleasure. Fully Stocked Kitchen and Bathroom has everything you need. Linens, Soap, and Coffee provided! Free parking spot for guests. High-Speed Wifi Included. Electronic keyless entry for convenience. Queen bed with HAVEN Mattress.

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.

Modern Lakefront Escape

Welcome to this charming lakefront property offering a unique blend of modern amenities and cozy comforts ensuring an unforgettable stay. This lakeside retreat is perfect for families, couples, or friends seeking a relaxing escape. Explore the great outdoors, indulge in water activities, or relax in the hot tub taking in the view. Conveniently located just 10 minutes off the 401 and only 30 minutes from Leamington, Windsor and Chatham. You're never too far from local attractions and amenities.

Executive Distintive Marigold Suites-Suite 1

We extend a warm invitation to our exquisite Airbnb situated in the enchanting town of Dresden, Ontario! Positioned within a community renowned for its cordiality and amicability, our Airbnb provides a snug sanctuary for wanderers seeking to immerse themselves in the finest offerings of small-town Ontario. Dresden boasts an inviting ambiance, where both locals and tourists can revel in the splendor of the surroundings and relish the graciousness of its inhabitants. 20 min drive to chatham.

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.

𖦹 Chakra Shack 𖦹 Bunkie on Lake Erie

Welcome to the Chakra Shack. A quaint and simple camping getaway off highway 3 (15 minutes from Blenheim, Ontario) intended to allow you a moment to realign with nature, and disconnect from the rest. A small 100sq ft cabin & outhouse, situated on 4 acres of wooded property. You are steps away from a raised overview of lake erie. The sounds of the waves accompany you in immersing yourself in the present moment, and create a wholesome and charming camping experience.

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!