
House holiday rentals in Essex County
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Top-rated house rentals in Essex County
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That place by the Lake
Nestled between Lake Erie and a natural marsh, this tranquil setting will allow you relaxation, yet offers many activities just minutes away. On the edge of Holiday beach provincial park, there is truly something for everyone. Located in the Southwestern Ontario Essex Pelee Island Coast (Epic) wine country. Perfect for a weekend get away or extended stay with family and friends. Make your wedding day special with family and friends with charming accommodations. Minutes to Sprucewood winery.

Wine Down by the Lake -Hottub, Wineries,Lake Views
Hot tub, Lake views, wineries and golf? Sound perfect? It is and you have picked the perfect spot! A beautiful piece of heaven steps from Lake Erie. Whether you choose to relax in this amazing home, or enjoy the many wineries in walking distance, you have picked a real gem!! You can enjoy lake views from the rear deck or hot tub while sipping your wine. This home is perfect for a small bridal party, girls weekend or for couples looking to get away and explore what the area has to offer!

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

Luxury 2BR home with high ceilings and BBQ w/patio
Labelle Lodge invites you to this bright home with 2 spacious bedrooms and a living area with high ceilings and tons of natural light. Nestled amongst majestic trees, the serene getaway is just 7 minutes away from the US border. Conveniently located near EC Row, you’re minutes away from the Riverside and the entertainment district. Enjoy high speed internet and two smart TVs with all your streaming apps. Indulge in the outdoor dining area and experience the tranquility of South Windsor.

Breathtaking Waterfront Home
*PERFECT SUMMER SWIMMING & LAKE LIFE* *SHALLOW SANDED WATERFRONT* *BOAT & JETSKI RENTAL 3 min away* Relax with the whole family in a Peaceful Oasis! Amazing 3 bed 3 bath home features water views from all rooms! Wake up to the most scenic views overlooking Lake. St Clair & enjoy watching the wildlife & nature. Fully finished & equipped, ready for a quick get away or longer stays. Perfect for couples or families. Located close to various amenities and restaurants. Free parking for many cars.

CJ's is lakefront, pet friendly
You'll fall in love with this cozy 2 bedroom, 1 bath lakefront cottage. Situated directly on Lake Erie, CJ’s Lake House offers all the comforts of home with the charm & serenity of lakefront living. Located less than 1km from Point Pelee National Park, fun & adventure are steps away. If it's calm and relaxation you're looking for, we have a huge backyard with a large upper and smaller lower beach and a great firepit. CJ’s is all about loving the lake life, your furry family members Included!

little cozy house 2 bedroom
Cozy 2-Bedrooms dwelling unit with Spacious Living Area – Perfect for Relaxing Welcome to our charming two-bedrooms dwelling unit , thoughtfully designed to offer you a warm and inviting stay. Ideal for couples, small families, or business travelers, our home provides a comfortable retreat with all the amenities you need. Our home is fully equipped with all the essentials our guests may need. We use white towels, bedding, and pillows to reflect our high standards of cleanliness and care.

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.

Shores of Erie Guest House
Welcome to our family-friendly vacation home in the charming village of Colchester, Ontario! Nestled in the heart of wine country, our spacious two-story house is perfect for families. Our property is renowned for its welcoming atmosphere, complete with a sandbox, an extensive collection of board games, books, BBQ, firepit, ping pong, fooseball, and even a crib for your littlest ones. We're excited to provide a memorable stay for your family, where adventure and relaxation await!

Walk to Downtown + Wineries | Backyard | Fast WiFi
Walk to downtown Kingsville, local restaurants, wineries, and the ferry—perfect for midweek escapes, work-from-anywhere stays, or a relaxing getaway. This fully renovated home blends modern comfort with a clean, stylish design, offering plenty of space to unwind, connect, or get ready for a day exploring wine country. Whether you’re here for a couple’s retreat, a small group stay, or a longer visit, this space is designed to feel easy, comfortable, and elevated.

The Manor on Main
Welcome to the historic Manor on Main located in the downtown core of Kingsville, Ontario. This home built in 1913 holds all its original Victorian charm with the addition of modern comfort. The space is perfect for gathering family or a large group of friends. Located on Main Street and walking distance from the town center, you will have all the best Kingsville has to offer right at your doorstep. Relax, unwind, explore, sip some local wines and enjoy!

Anne's Retreat Beach House - Lake Erie
Anne's Retreat Beach House includes a spacious yard with a fire pit in the back, and a balcony along the front, perfect for enjoying a coffee in the morning or a glass of wine in the evening. Our home is only a two minute walk from a sandy beach, pirate ship playground, park, splash pad, basketball court, marina and restaurant overlooking the harbour. Also, several beautiful wineries are minutes away along the breathtaking shores of Lake Erie.
Popular amenities for house rentals in Essex County
House rentals with a pool

The Grand River Retreat. Pool/ hot tub avail Sep

Magical, Oasis Heated inground pool, hottub &fun

Little heaven

Staycation Windsor

The Ambassador Estate Inn

Belanger Air BnB

Architectural Gem | Direct-Entry Pool

Sunny Days Estate ✦ Large Saltwater Pool ✦ Hot Tub
Weekly house rentals

Piece by Peace Place

Cute & Cozy 2 BR Cottage with view of Lake Erie

Erie View Lakehouse - Serene and Spacious

Key West Cottage

The Stone Cottage

Lakehouse Getaway. Point Pelee

Lakeview Cottage

Waterfront Cottage in Lakeshore | Perfect Getaway
Private house rentals

Hideaway in Harrow with 2 person Air-jet Tub

Ruscom River Retreat Co.

5-Star Hotel Inspired Home - Gym & Sauna + Arcades

Erie’s Edge Four bedrooms Two bathrooms

Large luxury home, beach access, backyard, quiet

"Chances By The Beach"

Erie Waterfront Cottage Escape for Dogs (+Humans)

Southpoint Retreat - King Size Bed
Destinations to explore
- Waterfront rentals Essex County
- Townhouse rentals Essex County
- Bed and breakfasts Essex County
- Rentals with beach access Essex County
- Fitness-friendly rentals Essex County
- Beachfront rentals Essex County
- Rentals with lake access Essex County
- Loft rentals Essex County
- Guest house rentals Essex County
- Rentals with pools Essex County
- Rentals with outdoor seating Essex County
- Apartment rentals Essex County
- Rentals with a firepit Essex County
- Hotel rooms Essex County
- Tiny house rentals Essex County
- Boutique hotels Essex County
- Rentals with breakfast Essex County
- Private suite rentals Essex County
- Rentals with a fireplace Essex County
- Rentals with a washing machine and dryer Essex County
- Rentals with a hot tub Essex County
- Rentals with a patio Essex County
- Pet-friendly rentals Essex County
- Flat rentals Essex County
- Rentals with an EV charger Essex County
- Rentals with a kayak Essex County
- Cottage rentals Essex County
- Family-friendly rentals Essex County
- House rentals Ontario
- House rentals Canada
- Cedar Point
- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Comerica Park
- Detroit Zoo
- Motown Museum
- Maumee Bay State Park
- University of Windsor
- Oakland Hills Country Club
- Forest Lake Country Club
- Fox Theatre
- Hollywood Casino at Greektown
- Huntington Place
- Great Lakes Crossing Outlets
- The Heidelberg Project
- Lake St. Clair Metropark
- Masonic Temple
- Renaissance Center
- Wayne State University
- Hart Plaza
- Detroit Historical Museum
- Henry Ford Museum of American Innovation
- Dequindre Cut




