House vacation rentals in Essex

Find and book unique houses on Airbnb

Quick stats about house rentals in Essex

  • Total vacation rentals

    Explore 30 vacation rentals in Essex

  • Nightly prices starting at

    Essex vacation rentals start at G$12,550 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,660 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Essex vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Essex rentals

  • 4.9 Average rating

    Essex stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated house rentals in Essex

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite
A cozy home is showcased with a large rear deck featuring outdoor seating and vibrant flower pots. Two bicycles are positioned on the grass, ready for exploration. The setting is surrounded by greenery, contributing to a serene, inviting outdoor space.
Home in Essex
4.94 out of 5 average rating, 130 reviews

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!

Superhost
A bright sunroom features large windows allowing natural light to fill the space. A hanging macramé chair is presented alongside a cozy white sofa with accent pillows. A vintage trunk is visible, while a potted plant adds a touch of greenery.
Home in Kingsville
4.92 out of 5 average rating, 369 reviews

Sage On Main - Downtown Wine Country Cottage

We would love to share our Kingsville home We are located in the Heart of town on Main Street. It’s bright and cozy with a charming vintage feel. There are 3 Bdrms with Queen beds & 2 sitting areas. Each with a day bed and trundle bed under. Our kitchen is fully stocked . Enjoy mornings with a coffee on our closed In front porch,evenings around the gas fire pit in the court yard. Bike rides around town on one of our 2 cruiser bikes. Come Relax, unwind, explore, sip some local wines and enjoy

Top guest favorite
An outdoor dining area is set with a red table and chairs under a retractable awning. The grey exterior of the lodge is framed by a manicured lawn and wooden fencing, creating a secluded and private atmosphere. Natural light enhances the inviting space.
Home in Windsor
4.96 out of 5 average rating, 180 reviews

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.

Top guest favorite
A spacious living area features a comfortable sectional sofa and an ottoman. Large glass doors provide a view of Lake Erie. A natural wood TV stand and wall art accents are present, along with a patterned area rug and a touch of greenery from a nearby plant.
Home in Kingsville
4.93 out of 5 average rating, 290 reviews

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.

Top guest favorite
The two-story green house features a generous front porch with seating and is surrounded by a grassy lawn. A detached garage is visible to the right, framed by landscaping. The overall setting is tranquil, with trees lining the background under an overcast sky.
Home in Essex
4.96 out of 5 average rating, 204 reviews

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!

Top guest favorite
The exterior view features a lakefront property with a wooden dock leading to the water. The large deck showcases umbrellas over outdoor seating, while the home displays a combination of dark and light siding, surrounded by lush greenery.
Home in Amherstburg
4.96 out of 5 average rating, 105 reviews

Erie View Lakehouse - Serene and Spacious

Whether it is after a day of touring Essex County's Epic Wine Route, spending the day at the private beach just steps away, or exploring the abundance of nature as you hike or bike the nearby conservation areas, Erie View Lakehouse is just the place to come back to to unwind. Choose between sitting in front of the fireplace in the great room, outside on the large deck, around the firepit, or inside the . Regardless, the view is spectacular! Come, decompress, reset, and enjoy.

Top guest favorite
Home in Amherstburg
4.97 out of 5 average rating, 125 reviews

The Lake House Ontario

Escape to The Lake House ON, a stunning lakefront retreat that sleeps 6, located at the start of the EPIC Wine Trail. Enjoy your coffee in the morning or favourite beverage in the evening with a view of breathtaking sunsets from the hot tub, cozy up by the gas fireplace, and cook in the fully stocked kitchen. With plush beds, a spa-inspired bathroom plus a second 1/2 bath, this peaceful getaway blends comfort, style, and serenity. Because truly, it’s always better at the lake.

Top guest favorite
The historic brick exterior of the house is highlighted by white trim and a welcoming porch. Lush greenery surrounds the property, with large trees providing shade. Large windows allow natural light to illuminate the facade, contributing to the home's charming character.
Home in Kingsville
4.93 out of 5 average rating, 191 reviews

Elm St. Gardens! Birdwatchers & Brides!

Welcome to Elm St. Gardens, this historic retreat built-in 1900 is the perfect getaway in Downtown Kingsville. Walking distance to town, the beach, and the Pelee Island Ferry dock and a short drive to the many Wineries. We host 4 bedrooms, 2 full bathrooms and a pullout couch, along with a spacious entertaining space, very large yard and all the amenities to host your girls weekend, bachelorette party, shower, wedding or family reunion... plenty of room for all.

Top guest favorite
Home in Kingsville
4.99 out of 5 average rating, 146 reviews

Walk Downtown | Fire-pit, Yard Games, Mini-put

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.

Top guest favorite
The historic Manor on Main is displayed, showcasing a classic red brick facade. A neat pathway leads to the black front door, flanked by elegant lanterns. Stately windows and a blooming tree enhance the welcoming entrance, suggesting a blend of charm and modernity.
Home in Kingsville
4.98 out of 5 average rating, 114 reviews

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!

Superhost
A year-round hot tub is positioned under a wooden pergola, with views of a sunset reflecting on the calm waters of Lake Erie. Adirondack chairs are visible nearby, providing a relaxing spot to enjoy the surrounding natural beauty.
Home in Amherstburg
4.98 out of 5 average rating, 223 reviews

The Lakeside house Hot tub, lake view&wine trail

Private lakefront retreat with a year-round hot tub overlooking Lake Erie. Enjoy direct lake access, golden-hour sunsets from the deck, or cozy evenings by the fireplace. Inside, the home blends cozy cabin-style charm with modern comforts, offering multiple sitting areas designed for relaxation and connection. Please review our House Rules before booking, including important details regarding pet allowances.

Top guest favorite
Home in Leamington
4.94 out of 5 average rating, 162 reviews

The Fitz-Albert Manor

Welcome to The Fitz-Albert Manor located right in the heart of uptown Leamington! This beautifully restored Victorian home built in 1890 comes with 3 large bedrooms & 2 full bathrooms, 2 large wraparound porches, parking for two vehicles, and a gorgeous backyard. There is plenty of room for the perfect family getaway or romantic retreat! Enjoy the whole house to yourself—no cleaning fees, and we cover the HST!

Popular amenities for Essex house rentals

When is the best time to visit Essex?

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Avg. priceG$36,813 GYDG$37,023 GYDG$35,558 GYDG$36,395 GYDG$37,441 GYDG$36,813 GYDG$38,068 GYDG$37,859 GYDG$36,813 GYDG$34,931 GYDG$35,349 GYDG$35,768 GYD
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