
Guest house holiday rentals in Essex County
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Top-rated guest house rentals in Essex County
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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.

Premiere Cottage-Heart of Wine County/ Lake Access
Our stunning guest house sits high on the Oxley bluff, nestled in the middle of wine county. This spectacular space is truly the premiere of what Oxley has to offer. Shared access to massive over-size deck for large gatherings provides pristine lake views. Staircase leads to secluded deck with private beach. This modern & stylish property features 1 bedroom, 1 bathroom and a wood burning stove fireplace, making it a comfortable stay for any time of year. You simply won't find better in Oxley!

Lake Erie Retreat:Waterfront Apt
Stunning Views from Sunrise to Sunset. Unwind in peaceful relaxation with breathtaking views that stir the soul from the first morning light to glowing Lake Erie sunsets. Nestled just less than 10min from the historic town of Amherstburg, our cozy apartment fully equipped, offers the perfect blend of comfort, nature, and convenience with a private beach, and an expansive backyard. Step out onto your private deck to enjoy breakfast while watching swans glide by and birds singing in the trees.

Cozy & nature cityscape Guesthouse
Safe neighbourhood, nature and trees around backyard, great for bird watching. Property is a 3 storey with basement (4th floor) where laundry is located. Guesthouse is the 1st floor which is completely separate from the rest of the house. Host lives on the 3rd floor. 2nd floor vacant. 10 minutes to Ambassador bridge to Detroit. Close to downtown Caesars Casino, outlet mall, shopping plazas, gym, grocery stores, waterfront, police and fire station. 5 minutes to seven lakes golf course.

Waterfront Cabin So....Romantic!!
A perfect couples get away newly built cabin near calm waters of Lake St Clair right on the channel @ Thames river, ideal for couple who enjoy their own paddleboards and kayaks even better bring your small boat and dock 10 feet from cabin! Cabin is equipped with all creature comforts ideal for 2 adults given proximity to water no children ,attached kitchenette full spacious bathroom, double comfy bed, outdoor kitchen, gazebo all included.. Bring your sandals and bottle of wine

Wine Country Retreat w/ Hot Tub & Fire Pit
Welcome to The Vineyard Retreat, your peaceful, private escape along Essex County’s wine route between Kingsville and Colchester. This thoughtfully designed guest house feels like a private retreat, with its own entrance, outdoor living space featuring a hot tub, fire pit, and barbecue, overlooking a serene farmers’ field. Just steps from Lake Erie, you’ll be close to wineries, breweries, beaches, parks, orchards, and markets. It’s the perfect place to relax, restore, and reconnect.

Welcome to the urban retreat !
Step into this brand-new, where modern luxury meets comfort and style. Unwind in your private backyard sanctuary, complete with BBQ area, perfect for warm weather gatherings.The spacious living area features a cozy fireplace, while the bathroom offer sleek sophistication.With three spacious bedrooms and in-suite laundry, this unit is perfect for relaxing and recharging. Plus, its unbeatable location puts you just steps from parks and minutes from the city's top attractions.

Suite 15 · A Simply 'Suite' Escape!
This welcoming bachelor-style guest house is the perfect stay for your next escape! Ideal for nature lovers, this property is located within the tranquility of the outdoors. Surrounded by trees, large yard space and a quaint outdoor gathering area. Numerous people can be sat outside to enjoy the weather in this rural location. The unit itself is suited for a couple or single executive travelling to the area, due to the sleep set-up of 1 Queen bed in an open-concept style.

Lake front Guesthouse w/ king sz bed.
Kick back and relax in this renovated, cozy waterfront guesthouse with an outdoor fire table and barbecue, located on the Lake Erie North Shore EPIC Wine Route. Conveniently located minutes outside of the Town of Kingsville, guests can enjoy some of the best restaurants the area has to offer. Birding guests will enjoy the short drive to Point Pelee National Park or take the ferry to Pelee Island, Canada’s most southern point. Cedar Beach is within walking distance.

GuestSuiteGloriousGlidden/2bd1bath WalkoutBasement
Welcome to the cozy and modern basement unit of the Glorious Glidden Stunner! This well-designed space offers comfort, privacy, and everything you need for a relaxed stay. With its own private entrance, the unit features 2 spacious bedrooms, a full bathroom, a fully equipped kitchen, and a stylish living area with smart TV and Wi-Fi.

Cozy 1 Bed Basement Studio Apt
Enjoy your stay in this beautiful cozy, newly remodeled studio! Conveniently located in the peaceful neighborhood of Forest Glade. Close to all amenities. 4 minutes from E.C. Row and 20 minutes drive to Ambassador Bridge. Open concept basement studio guest house with a small kitchenette and 3 piece private bathroom.

Gem on Prospect
This gem is a new build, open concept kitchen/living room with vaulted ceilings and skylights. The bedroom has a queen size bed. Located 2 blocks from Lakeside park, Kingsville docks and Greenway nature trail. Walk to town and enjoy gourmet restaurants, bars, bakeries, wineries, breweries and boutique shopping.
Popular amenities for guest house rentals in Essex County
Family-friendly guest house rentals

Cozy Guest Suite on the Main Fl

GuestSuiteGloriousGlidden/2bd1bath WalkoutBasement

Adorable Guest House near EPIC Wineries

Welcome to the urban retreat !

Lake Erie Retreat:Waterfront Apt

Suite 15 · A Simply 'Suite' Escape!

Lake front Guesthouse w/ king sz bed.

Private Guesthouse in South Windsor
Guest house rentals with a patio

Welcome to the urban retreat !

Lake Erie Retreat:Waterfront Apt

Lake front Guesthouse w/ king sz bed.

Cozy & nature cityscape Guesthouse

Waterfront Cabin So....Romantic!!

Private Guesthouse in South Windsor

South Windsor 3BR / 2BA

Belle Loft | Private Waterfront
Guest house rentals with a washing machine and dryer

Private Guesthouse in South Windsor

GuestSuiteGloriousGlidden/2bd1bath WalkoutBasement

South Windsor 3BR / 2BA

Welcome to the urban retreat !

Gem on Prospect

Lake front Guesthouse w/ king sz bed.

Belle Loft | Private Waterfront
Destinations to explore
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- Cedar Point
- Ford Field
- Point Pelee National Park
- Little Caesars Arena
- Comerica Park
- East Harbor State Park
- Detroit Zoo
- Detroit Golf Club
- The Watering Hole Safari and Waterpark (Monsoon Lagoon)
- Castaway Bay
- Motown Museum
- Warren Community Center
- Catawba Island State Park
- Rolling Hills Water Park
- Oakland Hills Country Club
- Maumee Bay State Park
- Seven Lakes Championship Golf & Estates
- Bloomfield Hills Country Club
- Grosse Ile Golf & Country Club
- Ambassador Golf Club
- Country Club of Detroit
- South Bass Island State Park
- Wesburn Golf & Country Club
- Eastern Market