Holiday rentals in Tupperville

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Top-rated holiday rentals in Tupperville

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Guest favourite
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.
Guest house in Chatham-Kent
4.91 out of 5 average rating, 104 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 favourite
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, 128 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 farmersโ€™ 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.

Top guest favourite
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.
Flat in Chatham
4.96 out of 5 average rating, 126 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 favourite
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.
Flat in Wallaceburg
4.97 out of 5 average rating, 58 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 โ€˜Glasstown Brewingโ€™ in our waterfront district.

Guest favourite
A two-story building is presented, featuring a distinctive orange-red roof and a stone facade. The entrance showcases large windows displaying various products. A bench is positioned nearby, and a balloon in the foreground adds a splash of color to the scene.
Flat in Marine City
4.92 out of 5 average rating, 292 reviews

On Broadway/with Balcony Riverview Apt. B

We have an eclectic decor,with a great balcony view of the St.Clair river. Just relax and watch the freighters and pleasure boats go by. If your looking for lunch or finer dining we are just blocks from Gars (with their famous 1# burgers) and brew; The Fish Company is walking distance with their new addition up stairs with expansive balcony, and oh did I mention they have great food. The Little Bar is just a small drive about 10 + block south of town with amazing dining and drinks. No pets

Top guest favourite
A comfortable white sofa is adorned with an array of patterned throw pillows in black and white tones. A small vase holding fresh flowers centers a rustic coffee table, complemented by stacked books. Natural light filters through partially open blinds, enhancing the cozy atmosphere.
Home in Chatham-Kent
4.93 out of 5 average rating, 194 reviews

HOME WHEN YOU CAN'T BE HOME

Welcome to our charming, cosy, renovated older home in walking distance of downtown shops and restaurants, Capitol Theatre, Municipal office, Hospital. We are an hour's drive from Rondeau Park, Point Pelee, Jack Miner's Bird Sanctuary, Amherstburg and Windsor, London, Detroit airports. Explore historic Dresden and Buxton. Golf courses abound in the area. And of course, Cascades Casino. StoneCottage is an absolute favourite of EVERY guest who has stayed. I invite you to read the reviews.

Guest favourite
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, 296 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.

Guest favourite
Guest house in Chatham
4.84 out of 5 average rating, 57 reviews

Affordable one-bedroom apartment

Discover comfort and convenience in our affordable 1-bedroom unit, perfectly located in the heart of Chatham. Whether you're visiting for business, leisure, or a little of both, we've designed a space that feels just like home. ๐Ÿก What You'll Love: โœ… Self Check-in for a smooth arrival ๐Ÿšช Private Entrance to your own lower level unit, no shared spaces ๐Ÿš— Free Street Parking Relax, recharge, and enjoy your stay in a space thatโ€™s thoughtfully prepared just for you.

Top guest favourite
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
4.95 out of 5 average rating, 64 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 favourite
Cabin in Merlin
4.95 out of 5 average rating, 111 reviews

๐–ฆน Chakra Shack ๐–ฆน 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
Flat in Chatham
4.79 out of 5 average rating, 145 reviews

Old William's Hip Apartment

Quiet, freshly renovated upper unit apartment in a fourplex. -โ€Š 1 bedroom & 1 bathroom, -โ€Š Self-check-in -โ€Š Stairs required The space LIVING ROOM- -โ€Š TV with Netflix and YouTube BEDROOM #1 - Queen bed KITCHEN -โ€Š All the kitchen items required for cooking your favourite meal - Small dining room table - Enjoy a complimentary hot cup of coffee or tea in the morning - Please note there is no dishwasher/it does not work. BATHROOM -โ€Š Marble tiled stand up shower

Top guest favourite
An alpaca is gently approached by a child in a green outdoor space, surrounded by trees. An indoor pool area is visible, featuring large windows that allow natural light to flood the space. An aerial view showcases the property layout, including gardens and a pond. A cozy fire pit area is highlighted, with seating arranged around the flames under glowing lights.
Guest suite in Ridgetown
4.95 out of 5 average rating, 152 reviews

Luxury Suite Private Indoor Pool Alpaca Retreat

Spacious, open concept suite located on the basement level of a 7400sf mansion. Private entrance with pool access and outdoor dining area with picnic table. Enjoy the beautifully manicured grounds with walking paths throughout and come say hello to our alpacas who you are able to interact with. Right next door is 75 acres of crown land with beautiful nature trails, where you can enjoy bird watching and hiking. Only 5 minutes from Ridgetown and Thamesville!

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