Vacation rentals in Tupperville

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Top-rated vacation rentals in Tupperville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
Home in Dresden
4.8 out of 5 average rating, 5 reviews

House on The Sydenham River

Located on the Sydenham River. Perfect spot to enjoy kayaking, fishing, and boating. Boat launch and conservation area located across the river. 23 min drive to Mitchells Bay. Backyard includes firepit, large lawn for yard games, patio, and BBQ. On site parking, driveway can fit 4 vehicles. 9' ceilings on the first floor, including kitchen, living room w/(pullout couch), and 3 piece bathroom. Upstairs has 2 bedrooms with 2 queen beds, 4 piece bath, and laundry room. Enjoy free wifi and smart TV.

Guest favorite
An outdoor seating area features two red cushioned chairs, accompanied by a small red table and decorative plants. Warm string lights are suspended overhead, casting a soft glow. In the background, a pool is visible, surrounded by greenery.
Guesthouse in Chatham-Kent
4.9 out of 5 average rating, 123 reviews

Little Country Charmer

Enjoy some relaxation while soaking up the country side in this one bedroom apartment located in the midst of a hobby farm. Watch the ducks and chickens roam free while you enjoy a unique outdoor space. The peaceful country view from the balcony upstairs is unique and very beautiful. The downstairs outdoor sitting room by the pool has a charm all its own. Firetable for use. You can also have a campfire in The Pavillion! There's firepit and pizza oven in the pavilion, very relaxing experience!

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
5 out of 5 average rating, 135 reviews

*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.

Guest favorite
A comfortable living area features large windows with wooden frames, allowing natural light to fill the space. A modern blue sofa is accompanied by a patterned throw pillow and a cozy gray armchair. A sleek coffee table sits atop a decorative rug, contributing to the inviting ambiance.
Apartment in Chatham
4.95 out of 5 average rating, 133 reviews

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.

Guest favorite
A vibrant sunset casts deep hues of orange and pink across the sky, reflecting on the water's surface. Silhouetted trees and houses line the riverbank, while the calm water mirrors the colorful sky, creating a serene atmosphere.
Apartment in Wallaceburg
4.97 out of 5 average rating, 63 reviews

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.

Guest favorite
Cabin in Grosse Pointe Park
4.98 out of 5 average rating, 128 reviews

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.

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
4.94 out of 5 average rating, 305 reviews

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 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.

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
4.96 out of 5 average rating, 70 reviews

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.

Top guest favorite
Cabin in Merlin
4.96 out of 5 average rating, 128 reviews

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.

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
4.83 out of 5 average rating, 112 reviews

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!

Top guest favorite
Home in Chatham
4.98 out of 5 average rating, 164 reviews

Charming Craftsman! All the comforts of Home.

Welcome to this unique, historic Chatham home! It has been fully renovated with a modern and industrial design, while the beautiful original wood mouldings and floors have all been restored. This home is just a short walk to downtown, so whether you're vacationing with family, here for business, or just passing through, you will be close to everything at this centrally located gem.

Top guest favorite
A charming cabin stands illuminated at dusk, surrounded by trees. Two red Adirondack chairs are positioned nearby a fire pit that radiates warmth, with logs crackling inside. The ambient lighting highlights the cabin's inviting facade, creating a serene outdoor gathering space.
Cabin in Rodney
4.99 out of 5 average rating, 134 reviews

Maple Lane Luxury Cabin

Come, disconnect, and rejuvenate in our secluded Lux Log Cabin nestled deep in the heart of a lush forest. Immerse yourself in towering trees cozy up beside the fireplace or unwind in the hot tub set on the banks of a babbling brook. Every detail has been carefully chosen to create an atmosphere of luxury , comfort and elegance while you let the melody of nature soothe your soul.

Popular amenities for Tupperville vacation rentals

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