Tiny house holiday rentals in Essex County

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.

Back Unit 96 North Shore Cottage House

96 North Shore Cottage House - Back Unit Tucked quietly in the trees on Pelee Island’s North End, the Back Cottage at 96 North Shore is a peaceful and private retreat. Enjoy a screened-in porch, cozy bonfire area, and nature all around. One of two cottages on the property—perfect on its own or rent both for a great setup for friends or families traveling together. Centrally located on the North End of Pelee Island near the marina, beach, and local dining. Available for weekend or weekly stays.

2 Bdr Saffron Shores Lakefront Beach cotage

Located on a privately shared sandy beach near Colchester, Essex, this property will allow you to drift away while the waves lap on the beach. You can sit out on the deck during the day and enjoy a cold drink, or relax inside and watch a netflix movie at night. Our sister property "Toes in the Sand", can also be rented if you want to share a vacation with friends or family. You will love the proximity to the water and hearing the waves. You can also enjoy a fire on the beach or kayak trip.

The Mayaswell - All Year - Hot Tub - Lake Views

This cottage is nestled in a small cottage community. It is now being offered year round, and features a 2-4 person hot tub. The Mayaswell sits atop a bluff with stunning Lake Erie views. Colchester beach is a 10 min walk away with swimming & relaxation on a clean sandy beach. Award winning wineries are within walking distance or a short bike ride away. Fresh produce stands, hiking trails, restaurants and nature at its finest complete the perfect picture of The Mayaswell and its surroundings.

The Hideaway

This cosy lakeside cabin is nestled in the heart of wine country, along the Shores of beautiful Lake Erie in a very friendly cottage community. The cottage is tastefully decorated with all the amenities of home, perfect for 1 or 2 people, and an amazing view of the lake no matter where you choose to sit. Just minutes away from local wineries. Walk, bike, explore all the region has to offer. Centrally located between Leamington home of Point Pelee national park and Historical Amherstburg.

Woodland Retreat with Pool, Sauna & Event Space

Set on a peaceful woodland property just minutes from Kingsville wine country, Kings Woods Lodge and Hall offers a relaxed, immersive escape designed for both getaways and gatherings. Enjoy light-filled interiors, outdoor living spaces, a seasonal heated pool (open late April–October), and barrel sauna — all in a setting that feels calm and quietly special. An on-site event space is available as an optional add-on for those looking to host a meaningful celebration while staying together.

On The Water's Edge

This upper unit with a bird`s eye view is located on the EPIC wine tour this Peaceful relaxing setting on the water's edge of Lake Erie. With dark skies at night (no light pollution) it's perfect for star gazing. A quiet neighborhood, surrounded by wildlife. A birder's paradise. In the area we have the historic town of Amherstburg with Fort Malden, some twenty wineries to visit. A local brewery, just five minutes away, and a distillery. Try our many golf courses.

Red Jelly Bean Cabin- On the Beach & Off the Grid

Escape to an almost off-grid experience at our cozy lakeside cabin, nestled close to the natural beauty of Point Pelee National Park. This is the perfect spot for those seeking tranquility, with 150 feet of private shoreline offering the ideal backdrop for dreamy sunsets and misty, magical sunrises. The cabin is small, featuring two small bedrooms and an open kitchenette and dining area, and a 2 piece half bath that makes up the entirety of the indoor space.

Singor Shores, Canada

Singor Shores is located along the Essex Pelee Island Coast wine route near charming downtown Kingsville. Point Pelee National Park is located in neighbouring Leamington, popular for bird watching and hiking. This space is ideal for couples, solo adventurers, and business travellers. However, it is NOT a Cottage. Think of it more as a quality Hotel Room when it comes to planning your stay.

Lakefront Tiny Home Cabin on the Beach

This lakeside cabin sits on 150 feet with dreamy sunset views across the lake and misty, magical sunrise views in the morning. To beat the heat, go for a swim right off our shore for a clean, refreshing dip. Guests looking for an adventure can rent kayaks or canoes up the road at Pelee Wings Nature Store to explore the lake or hit the wetlands at Point Pelee National Park.

Adorable Guest House near EPIC Wineries

This charming cottage will have you feeling at home the moment you walk into the door. Perfect for a couples getaway, or even room to bring one extra guest for the couch. You will wish you could stay longer. And for those still working remotely we offer high speed fiber connected internet WHC (Work from Cottage)!

MK Getaway

Escape from reality to MK Getaway, a modern one bedroom farmhouse located in Amherstburg. Amherstburg is a historic town with a beautiful waterfront and the most beautiful sunsets. We are located at the beginning of epic wine country. Our cottage offers one bedroom, one bath, a kitchenette and wifi.