
Holiday rentals in Essex County
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Top-rated holiday rentals in Essex County
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Year Round Hot Tub & Beautiful Views Cottage
Welcome to the Cozy Lakeside Cottage! Located within the village of Colchester, right on Lake Erie, nestled in the middle of Essex Wine Country. This cottage features 4 beds (A queen bed in the primary bedroom, one bunk bed with a queen base and a full upper bunk in the 2nd bedroom, plus an additional murphy bed on the main floor) Full kitchen, indoor dining, outdoor dining, 4 person hot tub & stunning views! Colchester Beach, Restaurants, Park & Marina just steps away! A truly relaxing escape.
FamilyValueHospitality

The Fir&Feather Tree Farm 1Bedroom Suite & Hot tub
A unique & tranquil wooded getaway nestled on a 16 Acre working Christmas tree farm, 15 mins. from Windsor and surrounding towns. This private lower suite, part of the main house has it's own entrance & space for 4 guests with open concept Kitchen/Living room with electric fireplace,2 futons/double beds with memory foam mattresses, Queen Juno mattress in bedroom and 3 piece bath. Enjoy a covered private furnished patio w/firepit or relax in a private hot tub (netted) at a second enclosed patio
ValueFamilyGetting around

Perfect hideaway with a hot tub and a fireplace
Find your sanctuary at Little River Retreat. Bordering parks, with luxe vibes, a crackling fireplace, and a dreamy hot tub. Enjoy a walk or bike ride through beautiful parks and beaches, including the 10 km+ Ganatchio Trail and Sandpoint Beach (both 5 minutes away). In under 45 min, find yourself in wine country, or for nature lovers, Point Pelee National Park. WFCU Centre 3 min away. Caesars Windsor, tunnel & bridge to USA 10-15 min away. Detroit airport approx 45 min, new battery plant 9 min
LocationValueGrill

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.
LocationFamilyOutdoor spaces

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!
FamilyLocationAir conditioning

Sunset Beach Escape Lake House
Escape to our newly renovated beach house with large deck, hot tub & panoramic lake views. Modern open concept design, high-end appliances, equipped kitchen. A king bed on the main floor. King bed and full sofa bed on the 2nd flr. Comfortably accommodates small groups or families. Witness magical sunsets from the balcony, the large beachfront deck or the hot tub. Access your private beach for a swim. Explore nearby attractions like Point Pelee Nat. Park, Leamington Marina, & Seacliff Park.
FamilyValueLong stay

The Loft Suite
Guests will enjoy our quaint private getaway. Our suite is set above our detached garage. Open concept. Supplied with linens, towels etc for your short getaway. Enjoy all the local wineries, golf courses, breweries, shopping, restaurants. Essex Counties best kept secret. Colchester harbour, with Colchester beach is only a minute away. A separate private sitting area for you to enjoy your stay. We supply bottled water, coffee, coffee cream. Assorted tea, sugar, freshly made banana bread.
LocationValueLayout

Heritage Lakehouse
Unwind at this modern lake house situated right on Lake Erie. The house was built with high ceilings and exposed raw steel accents throughout. Enjoy a stunning view of lake Erie from both bedrooms or through the 14 ft glass wall in the living room. The kitchen boasts all new appliances, quartz countertops and all of the cooking supplies needed. The house is located in between two public beaches and offers its own access into the lake. Wineries, Pelee Island, restaurants and golf courses.
FamilyLocationSleep quality

Lake Erie Escape Cottage - escape and explore
A home away from home. So close, but a world away. Lake Erie Escape Cottage is right on the beach. Bright and airy with lots of windows looking at Lake Erie. Featuring 2 bedrooms with queen size mattresses, plus a double size sleeper-sofa to accommodate 6. 1.5 baths for added convenience. Well supplied (some might say gourmet) kitchen provides everything you need to cook up the bounty of the county. LEE Cottage is here for you to enjoy all four seasons of Essex County and Lake Erie.
FamilyValueParking

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.
LocationValueAir conditioning

Waterside Lakehouse - Lake Erie & EPIC Wineries
Welcome to Waterside Lakehouse on the shores of Lake Erie and nestled among the EPIC Wineries of Essex County. Take in the magnificent views of Lake Erie from the 'infinity deck' or take a short walk (5 min.) to the public beach, harbour and marina in the Village of Colchester. The harbour features a park with a splash pad for the kids, pirate ship climbers and a pier that can be the perfect spot for fishing. You are minutes away from a number of the best Ontario wineries. Enjoy!
FamilyValueAir conditioning

Cute BeachHouse with a Personal Beach/Fire Pit/BBQ
This Cute BeachHouse on Lake Erie is Super Adorable with Lots of Character. It has gorgeous panoramic water views and a private beach on the premise! We are located on Lypps Beach Road, a private lakeside community minutes away from award winning wineries, golf, beaches, hiking, biking, fishing and restaurants. This Cute BeachHouse is PERFECT for a romantic getaway, family & friends, wine lovers, nature lovers and those looking to relax
ValueFamilyKitchen
Popular amenities for Essex County holiday rentals
Other great holiday rentals in Essex County

MK Getaway
LocationFamilyWalkability

Wine Down by the Lake -Hottub, Wineries,Lake Views
FamilyLocationBack garden

Lakeside getaway
LocationValueHospitality

Anchor down on your private Beachfront Cottage
FamilyLocationBack garden

Moe’s on the Lake: 2 bedroom waterfront cottage
FamilyValueCheck-in

Lake Erie Guesthouse w/ king size bed
LocationValueAccuracy

Waterfront Lake House Oasis in EPIC Wine Country
FamilyLocationAccuracy

Chardonnay Bay- Pet Friendly, beach, hot tub!
ValueFamilyHot tub
Destinations to explore
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- Loft rentals Essex County
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- Rentals with a hot tub Essex County
- Private suite rentals Essex County
- Hotel rooms Essex County
- Cottage rentals Essex County
- Rentals with beach access Essex County
- Family-friendly rentals Essex County
- Point Pelee National Park
- Cedar Point
- Ford Field
- Little Caesars Arena
- Comerica Park
- Detroit Zoo
- University of Windsor
- Maumee Bay State Park
- Huntington Place
- Motown Museum
- Fox Theatre
- Hollywood Casino at Greektown
- Wayne State University
- Renaissance Center
- Detroit Historical Museum
- Hart Plaza
- Masonic Temple
- Great Lakes Crossing Outlets
- Dequindre Cut
- Motor City Casino
- Matthaei Botanical Garden
- Detroit Riverwalk Park
- Guardian Building
- East Harbor State Park





