House holiday rentals in Essex

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Top-rated house rentals in Essex

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Top guest favourite
A spacious living area is furnished with a modern gray sofa and a sleek coffee table, situated near large windows that offer views of Lake Erie. A stone fireplace serves as a focal point, while a dining area is visible in the background.
Home in Amherstburg
4.91 out of 5 average rating, 111 reviews

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.

Guest favourite
A spacious rear deck features a dining area with a table and chairs, accompanied by two umbrellas. Surrounding greenery enhances the outdoor setting, while a hot tub is positioned to one side. A hammock is also visible, inviting relaxation in the serene backyard.
Home in Essex
4.94 out of 5 average rating, 118 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!

Guest favourite
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
4.93 out of 5 average rating, 349 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 favourite
A private outdoor patio features a hot tub surrounded by wooden fencing and a pergola. Comfortable seating is provided by two chairs, with a BBQ grill situated nearby. Natural light filters in through the overhead structure, enhancing the relaxing atmosphere.
Home in Riverside
4.97 out of 5 average rating, 155 reviews

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

Top guest favourite
A cozy bedroom features a spacious bed adorned with light-coloured linens. Adjacent, a dining area showcases a table set with glasses and fresh flowers. The kitchen is visible with modern appliances and ample storage. A welcoming atmosphere is portrayed throughout the cottage.
Home in Leamington
4.95 out of 5 average rating, 105 reviews

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!

Top guest favourite
A living area is highlighted by large windows offering a panoramic view of the water. Comfortable seating is arranged with two sofas and a bar area featuring three stools. Nautical décor and wooden beams enhance the cozy ambiance of the space.
Home in Amherstburg
4.96 out of 5 average rating, 100 reviews

The Boat House with a water view

This unique place boasts a 170 degree water view, including part of the St. Lawrence Seaway. Welcome to the Boat House. This nautical themed home features a loft bedroom with a spiral staircase, full kitchen and bathroom. A quick walk into the historic town, you will have lots to explore. Also, a short drive to so many wineries. Come sail away in our home, featuring over 15 different ships on display, you will have lots to view in spacious comfort, relaxing after a busy day exploring.

Guest favourite
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
4.92 out of 5 average rating, 261 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 favourite
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, 182 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 favourite
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, 102 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!

Top guest favourite
Home in Essex
5 out of 5 average rating, 117 reviews

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.

Top guest favourite
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, 198 reviews

Lakeside escape: Hot tub, fireplace&local wineries

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 favourite
An open-concept living and dining area features a modern kitchen with stainless steel appliances and a brick backsplash. Comfortable seating is provided by a teal couch, while a dining table with wooden chairs accommodates gatherings. A large TV is mounted on the wall above an entertainment unit.
Home in Kingsville
5 out of 5 average rating, 131 reviews

Birding Retreat | 19km to Pt Pelee + Walk Downtown

Stay in style at Queen & Mill — your ideal Kingsville home base. Just 19km to Point Pelee National Park and minutes to the Pelee Island ferry, it’s perfect for spring birding or a relaxing getaway. Walk to restaurants, cafés, shops, and Lake Erie views at Lakeside Park. Enjoy fast Wi-Fi, workspace, easy check-in, and a private yard with BBQ, fire pit, screened gazebo, and games.

Popular amenities for house rentals in Essex

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Quick stats about house rentals in Essex

  • Total holiday rentals

    Explore 30 holiday rentals in Essex

  • Nightly prices starting at

    Essex holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 1,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Essex holiday rentals include wifi 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!

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