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
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
4.87 out of 5 average rating, 132 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, 141 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 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, 66 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
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
4.99 out of 5 average rating, 142 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.

Top 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, 310 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
A tranquil scene captures a small wooden structure alongside a body of water, with the sun setting in the background. Warm hues of orange and yellow fill the sky, while mist gently rises from the water's surface, creating a serene atmosphere.
Cabin in Courtright
5 out of 5 average rating, 22 reviews

Cozy Cabin Retreat

Escape to our cozy Bunkie — a peaceful retreat for two. Enjoy crisp cotton sheets, and a fluffy Canadian down duvet. Unplug, slow down, and soak in the charm of simple rural living. The bunkie comes equipped with a toaster and fridge, kettle and French press coffee maker. There are no showering facilities. There is a composting toilet available in our bathroom bunkie that is situated right beside the main bunkie. Breakfast can be served for an additional $20 per person.

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, 75 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
4.95 out of 5 average rating, 133 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.

Top guest favorite
A serene garden pathway is lined with vibrant orange lilies and lush greenery. A stone obelisk stands at the forefront, guiding toward a modern structure partially hidden among trees. Sunlight filters through the foliage, creating a peaceful atmosphere.
Home in Blenheim
5 out of 5 average rating, 17 reviews

Meadowcroft Estate - Loft House

Welcome to Meadowcroft Estate. Escape to the country and enjoy the tranquility of the Loft House. Immerse yourself in nature and enjoy walking on private bridges through our Carolinian Forest. Stop and enjoy a meal or drink in our outdoor dinning room. Steps away from Willow Ridge Golf Course, minutes to Blenheim, Shrewsbury, Rondeau and Erieau. Sleeps 4, two double beds in an open loft style sleeping area. Fully equipped kitchen, washer, dryer and WiFi.

Top guest favorite
A charming outdoor seating area is featured, complete with a round table and four black chairs under a bright blue umbrella. Lush greenery and colorful flowering plants surround the space, while a gas grill is positioned nearby on a small paved section.
Home in Plympton-Wyoming
4.98 out of 5 average rating, 52 reviews

Charming quiet country retreat.

Freshly painted, this spacious and serene guesthouse is the perfect countryside retreat. Conveniently located just off Hwy 402, it's a short drive to local wineries, breweries, markets, restaurants, and beautiful Lake Huron. Just 10 minutes from Crescent Hill Acres, it's ideal for wedding guests and special events. Explore nearby attractions or simply relax and enjoy the peace and quiet in your home away from home.

Guest favorite
Home in Corunna
5 out of 5 average rating, 9 reviews

Ferry Dock Hideaway I Riverfront w Dock!

The Ferry Dock Hideaway is a bright and welcoming riverfront home with beautiful views of the St. Clair River. This three bedroom getaway features cozy living spaces, large windows that fill the home with natural light, and two spacious decks overlooking the water. Enjoy relaxing indoors, sipping your morning coffee outside, watching ships drift by, and jump in the water to cool off before the sunsets!

Guest favorite
A serene outdoor seating area is situated among lush greenery, featuring two red Adirondack chairs and a round table. Sunlight filters through the trees, illuminating the surrounding foliage, while a glimpse of blue lake water can be seen in the distance.
Dome in Rodney
4.94 out of 5 average rating, 66 reviews

Stargazers Dream Private Dome Overlooking LakeErie

Escape to a private getaway where the rare Carolinian forest meets the horizon of Lake Erie. This unique geodesic dome offers the perfect blend of a hint of luxury comfort and raw nature. Whether you’re sipping coffee while spotting local Bald Eagles or watching the moon rise over the lake, this is the ultimate "unplugged" experience—just 3 minutes from the Port Glasgow,ontario Beach & marina .

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