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Holiday houses in Dealtown

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Top-rated holiday rentals in Dealtown

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Top Guest favourite
The exterior features a rustic wooden facade with archways framing the entrance. A stone pathway leads to the front door, surrounded by grassy areas and decorative landscaping elements. Two windows, with trimmed edges, are positioned symmetrically beside the door.
Barn in Tilbury
4.95 out of 5 average rating, 103 reviews

Cowbarn Cabin

We have converted this cow barn into a charming open concept country cabin, 5 mins from the 401. Relax with your morning coffee on the patio or on the raised pool deck watching the sun rise overlooking the countryside. Enjoy the warm glow of the gas fireplace while watching TV and sitting on the leather reclining loveseat. For the fishermen, you are 5 mins to 2 boat launches that enter the Thames River into Lake St. Clair, ample parking for vehicles, boats, trailers and outside hydro outlets.

Top 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.
Guesthouse in Chatham-Kent
4.92 out of 5 average rating, 111 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
Four red Adirondack chairs surround a stone fire pit on a grassy lawn, offering views of the lake and distant sailboat. Large rocks line the shore, with greenery framing the scene beneath a clear blue sky.
Cottage in Wheatley
4.98 out of 5 average rating, 182 reviews

Book Wine And Sinker Lakeview Pet Friendly, Hottub

FREE! Book 2 week nights in April, get a third FREE**Send me a message, I’ll send you a special offer. Shake off winter and welcome spring at our serene lakeside getaway, where fresh air, quiet mornings and nature waking up around you create the perfect reset. Sit by the fire or enjoy the view from the hot tub, this is the perfect spot for anyone craving quiet comfort . Close to Wineries and restaurants. PET FRIENDLY! Point Pelee and Hillman Marsh passes included**weekdays and new bookings only

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, 132 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.

Top Guest favourite
A lake house is situated on the shoreline of Lake Erie, featuring a sloped path with steps leading down to it. Soft lights illuminate the exterior during twilight, creating a warm ambiance. The tranquil water extends to the horizon, inviting a peaceful retreat.
Guesthouse in Kingsville
4.98 out of 5 average rating, 746 reviews

Small lake house on Lake Erie shore

Private Bachelor apartment sized house directly on Lake Erie. ULTRA FAST WI-FI, Private deck, Kayaks. The Cottage is always toasty warm all winter long. Queen bed, bathroom with shower, kitchenette. Great swimming in shallow, sandy waters. Cottage is only a few minutes from many area wineries, breweries, distilleries and fantastic restaurants serving local food. Walking distance to Pelee Island ferry. Want something completely different? This is the place. It's almost like staying on a boat.

Top Guest favourite
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
4.98 out of 5 average rating, 118 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 favourite
A bright living space is presented with large windows offering stunning lake views. Comfortable seating is arranged around a central coffee table. A dining table for four is positioned nearby, with decorative accents complementing the airy atmosphere. Light floods the room, enhancing its open feel.
Cottage in Essex
5 out of 5 average rating, 267 reviews

The Kiss nTell - Year round - Hot tub - Lake Views

If you “glamp” when you camp, then you’ll appreciate the finer amenities of this boutique style cottage on Lake Erie. Arguably the best views in this tiny cottage community, The Kiss n Tell graces a bluff overlooking the lake - stunning views from every room. Wake to the sound of waves crashing the shore, sunbathe in loungers, dine while the sun glistens on the water, star gaze from the hot tub or sit by a lakeside fire (firewood provided). Endless options w/out leaving this beautiful space.

Top Guest favourite
A wooden deck surrounds the darkly stained exterior of the apartment, featuring two bright red adirondack chairs positioned beside a small table. Large windows allow natural light into the living space, while greenery from surrounding trees provides a sense of privacy.
Apartment in Duart
4.95 out of 5 average rating, 317 reviews

Troll Hill

Beautiful country apartment located in a woodlot between Chatham and London. Apartment is detached from main house and has a spacious deck surrounding it overlooking the forest. It also has a small cabin for the second bedroom that is accessible from March to October. There is a large inground shared pool, outdoor sauna, yard and walking trails nearby for nature lovers. Apartment and cabin are fully furnished and both have Wi-Fi. It’s located about 15 minutes from Rondeau provincial park.

Top Guest favourite
Cabin in Merlin
4.96 out of 5 average rating, 112 reviews

Chakra Shack ǐ 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 favourite
The exterior of a renovated heritage church is depicted, characterized by its distinctive red brick façade and striking architectural details. Large arched windows and intricate stonework are highlighted, while a manicured lawn and surrounding trees contribute to the tranquil setting.
Apartment in Morpeth
4.97 out of 5 average rating, 262 reviews

The Churchhill

This unique space is located in the renovated hall of a beautiful heritage church project. Two bedrooms, a great space for relaxing and eating as well as a fun, full kitchen for food prep., a large bathroom with new shower, and a "thinking/meditating/work study" will provide a comforting getaway half way between London and Windsor and 10 min. from Rondeau Provincial Park. Totally original! two night stays or reserve for a week. Pure and Simple.

Guest favourite
A yellow sectional sofa is prominently placed in the living area, accompanied by an armchair featuring a floral pattern. A decorative pillow with the word 'LIVE' rests on the sofa. In the background, the kitchen is partially visible through an open space.
Guesthouse in Erie Beach
4.93 out of 5 average rating, 102 reviews

Quaint Erie Breeze Guesthouse #2 steps to lake

Welcome to newly renovated Erie Breeze Guesthouse #2. Take a break and unwind at this peaceful oasis with views and direct access to public beach on Lake Erie. This tranquil apartment easily accommodates 4 guests with room to spare. The property backs onto the Chatham-Kent PUC which offers perfect Lake Erie access. NOTE: If you're travelling with friends/family this property offers two additional apartments. Check for availability

Top Guest favourite
A modern kitchen features quartz countertops and stainless steel appliances, including a spacious refrigerator and gas stove. An island with seating is situated in the center, while an open design connects to the cozy living area, creating a welcoming and functional space.
Farm stay in Essex
5 out of 5 average rating, 203 reviews

Relax at Bridgewood Farms I Hot Tub & Wine Country

-Breathe in the presence of nature- You will quickly fall in love with the quiet pace, beautiful nature, and fabulous food and wine on County Road 50. This luxurious cottage hideaway is surrounded by wildlife and farmland. Private access to idyllic grounds that span over 225 acres of farmland, creeks, and frontage onto majestic Lake Erie. Bathe in the healing power of our farm and forests. Town of Essex License #STR-2025-20

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