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House vacation rentals in Essex

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Top-rated house rentals in Essex

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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, 331 reviews

Sage On Main - Downtown Wine Country Cottage

We would love to sharing 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

Home in Amherstburg

4.96 out of 5 average rating, 114 reviews

The Lake House Ontario

Wake up to the sound of waves & end your day with stunning sunsets over Lake Erie. Soak in the hot tub under the stars, curl up by the fireplace or socialize at the gas fire table. Steps to beach. Perfect escape for couples, friends, families. 🛏 Sleeps 6 w 2 bedrooms w super-comfy beds, 1 double pull-out sofa. 1.5 baths incl. large shower & a jacuzzi style tub w fireplace. Located at the start of the award-winning EPIC Wine Trail, Gourmet Kitchen, Gas BBQ, high speed internet, modern, cozy vibe

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, 110 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.

Top guest favorite

Home in Wyandotte

4.96 out of 5 average rating, 168 reviews

2BR Ranch | Family Retreat | Near DT Detroit DTW

*Rental certified by City of Wyandotte 📋✅ 🪴The 18th Dotte will provide you a great experience with a cozy design located in a quiet neighborhood. We have a specious back patio and firepit for you to relax while visiting friends & family, business trip, or traveling! ✅ 5 mins: supermarkets and downtown Wyandotte for restaurants and bars ✅ 30 mins: DT Detroit and DTW (Detroit Metro Airport) ✅ 50 mins: main cities such as Ann Arbor, and Toledo, OH 🛻⛓️‍💥🚤 🎣Driveway is about 92 ft length

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.

4.94 out of 5 average rating, 111 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!

Top guest favorite

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, 182 reviews

The Lake Erie House: unwind&explore local wineries

Escape to a serene retreat at The Lakeside House, where relaxation and charm meet the magic of the season. Soak in the year-round hot tub while gazing out at the tranquil, icy expanse of Lake Erie or cozy up by the fireplace with a glass of local wine. The house has a contemporary design streaming into the lake views, from the living room and the gourmet kitchen to the loft office and bedrooms. PLEASE READ our house rules before you book! They include information in regard with pet allowance!

A cozy living area features a modern stone fireplace, with a large flat-screen television mounted above. Natural light floods the space through a window, illuminating the warm tones of furniture and decor, including a comfortable brown armchair and a stylish shelving unit.

Home in Riverside

4.97 out of 5 average rating, 119 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

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, 238 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.

A modern living area is featured, furnished with a soft gray sofa and a stylish coffee table. A wooden sideboard is placed against the wall, complemented by decorative items. Light walls enhance the spacious feel, while a chandelier adds subtle brightness to the room.

Home in The Core

4.94 out of 5 average rating, 176 reviews

Charming Old Walkerville 2-Bedroom Luxury Suite

Located in the heart of Old Walkerville. Steps from restaurants, bars, shops, parks and the waterfront. A bright and comfortable main level suite that's part of a large duplex home. Perfect for relaxing visitors or working professionals. There are two spacious bedrooms with queen beds, closet and drawer storage. The grand room and kitchen are fully equipped just like home. The deck and yard space are available for fresh air fun and entertainment. There are 2 parking spots on site.

Top guest favorite

A modern kitchen features sleek white cabinetry and stainless steel appliances. A quartz island is complemented by a decorative tray with coffee essentials. A wall clock adds a touch of functionality, while a bowl of green apples offers a fresh accent.

Home in Windsor

4.99 out of 5 average rating, 104 reviews

Luxurious 3BR, King Bed, Ensuite. Perfect Stay!

Welcome to our 2 year old, modern and bright 3-bedroom, 3-bathroom townhome in East Windsor! Our home features a spacious layout with a clean and contemporary design, making it the perfect spot for your next getaway. The king-sized bed in the master bedroom comes with an ensuite bathroom for added privacy and convenience. Great location, close to WFCU Centre. Perfect for family vacations, weekend getaways, or business trips. Experience the best of East Windsor from our cozy home!

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.

4.95 out of 5 average rating, 165 reviews

*KID & FAMILY FRIENDLY* 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!

A spacious living area with modern furnishings is visible. A dark sectional sofa and a matching ottoman are arranged near a large window, with natural light illuminating the space. A mounted television is positioned on the wall opposite a dining table set with plates and glasses.

Home in The Core

4.9 out of 5 average rating, 204 reviews

Downtown 2 Bed 1 Bath Unit w/ Free Parking

Welcome to our updated 2 bed 1 bath upper unit in downtown Windsor! With a fully equipped kitchen including stainless steel appliances & quartz countertops and a 65in TV with Netflix in the living room, this apartment has everything you need for a comfortable stay. Located near transit, shopping, and restaurants. This location is on a quiet block just minutes walk to the heart of downtown. Book now for a cozy and convenient home-away-from-home experience!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations with great services and amenities

Popular amenities for Essex house rentals

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of a single-story home is shown, featuring a spacious driveway lined with paving stones. Lush greenery, including a large evergreen tree and manicured shrubs, frames the entrance, which includes a blue door and large front windows under a lightly clouded sky.

Home in Windsor

4.55 out of 5 average rating, 29 reviews

Luxury at its finest (Windsor) Swimming Pool

A modern kitchen area is highlighted with a central island, pendant lighting, and a small dining space. The room features large windows providing natural light, with a view of the outdoors. Stylish blue chairs add a pop of color against light wood flooring.

Home in Kingsville

4.9 out of 5 average rating, 29 reviews

Modern lake-town cottage

The inviting outdoor space features a hot tub in the foreground, surrounded by a wooden deck. Comfortable seating areas are present, including a sofa and chairs adorned with colorful cushions. Potted flowers and sunflowers add vibrant touches to the peaceful garden setting.

Home in Royal Oak

4.81 out of 5 average rating, 231 reviews

♥️ of 👑 🌳 Entire 2BR House!

A spacious living room features a large sectional couch and a coffee table, with a television displaying a beach scene. Bright natural light enters through the window, which is complemented by light curtains. The polished wooden floor adds warmth to the space.

Home in Riverside

4.95 out of 5 average rating, 21 reviews

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs

A vibrant pool area is framed by a wooden deck with lounge chairs in bright colors. The crystal-clear pool reflects the sky, surrounded by potted plants. A shaded seating area is visible, inviting relaxation. The backdrop features a charming wooden structure and neighboring homes.

Home in The Core

4.86 out of 5 average rating, 71 reviews

Staycation Windsor

An aerial view of a backyard oasis reveals a long, rectangular heated pool surrounded by a concrete patio. Lush green grass and landscaping provide a natural border, while lounge furniture and a gazebo enhance the outdoor space. The surrounding homes are visible, showcasing the neighborhood.

Home in South Windsor

4.8 out of 5 average rating, 5 reviews

4BR 3WR Lux Oasis w/heatedPool&BBQ in SouthWindsor

An aerial view captures a spacious outdoor area featuring a blue swimming pool surrounded by landscaped gardens. Several shaded seating areas are visible, along with a gazebo and a patio. Trees provide a lush backdrop, creating a serene environment for relaxation.

Home in LaSalle

4.91 out of 5 average rating, 115 reviews

The Ambassador Estate Inn

A spacious outdoor terrace is showcased, with a wooden seating area arranged around a coffee table. Lush green plants line the railing, while a staircase leads to the upper level of the modern black structure. Abundant greenery surrounds the area, enhancing the tranquil environment.

Home in Windsor

4.79 out of 5 average rating, 14 reviews

Architectural Gem | Direct-Entry Pool

Weekly house rentals

Top guest favorite

A charming exterior view of a two-story house, framed by lush greenery and colorful flower beds. The front porch features wooden railings and steps, providing access to the entrance. A Canadian flag is displayed prominently in the well-maintained yard, enhancing the landscape.

4.97 out of 5 average rating, 61 reviews

Hideaway in Harrow with 2 person Air-jet Tub

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

4.97 out of 5 average rating, 91 reviews

Erie View Lakehouse - Serene and Spacious

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 South Windsor

4.94 out of 5 average rating, 97 reviews

Luxury 2BR home with high ceilings and BBQ w/patio

Top guest favorite

Two wooden chairs face a serene lake, framed by vibrant potted plants on either side. Beneath the clear blue sky, two umbrellas provide shade, with the calm waters stretching towards the horizon.

Home in Kingsville

4.97 out of 5 average rating, 60 reviews

Blue Beach House

Top guest favorite

The exterior of a spacious home is displayed, featuring a combination of stone and stucco. A well-kept lawn surrounds the property, with a concrete driveway leading to a dual garage. Tall trees provide a backdrop under a clear blue sky.

Home in Kingsville

5 out of 5 average rating, 30 reviews

Large luxury home, beach access, backyard, quiet

A spacious wooden deck features several lounge chairs arranged towards a vibrant sunset over Lake Erie. The calm waters reflect warm hues, while overhanging trees provide gentle shade. The scene evokes a serene atmosphere perfect for relaxation and watching the sunset.

Home in Leamington

4.92 out of 5 average rating, 75 reviews

Lakefront sunrise home near Point Pelee.

Top guest favorite

5 out of 5 average rating, 91 reviews

BarnOwl Inn

A spacious backyard is presented, showcasing a hot tub situated on a concrete pad. Green grass lines the space, complemented by wooden fencing and ambient lighting. A small tree is visible in the corner, and utility lines are present in the sky against a colorful sunset backdrop.

Home in The Core

4.95 out of 5 average rating, 87 reviews

Modern Walkerville Gem | HotTub & Cozy Backyard

Private house rentals

Top guest favorite

A quaint cottage is displayed, featuring light pink siding and white shutters. The front door is centered, flanked by two windows. Flower beds with various greenery are visible in the yard, while a gray vehicle is parked nearby on a grassy area.

Home in Kingsville

5 out of 5 average rating, 34 reviews

Piece by Peace Place

Top guest favorite

Four black Adirondack chairs are arranged on a wooden deck overlooking a tranquil lake. A small table is positioned between the chairs, and a large umbrella provides shade. The calm water stretches into the distance under a clear blue sky.

Home in Belle River

4.97 out of 5 average rating, 79 reviews

Lakeshore Park lakeside getaway.

A modern dining area is highlighted by a glass tabletop, showcasing a sleek vase filled with fresh herbs. Exposed brick walls provide a warm contrast to the contemporary kitchen visible in the background, featuring white cabinetry and a stylish clock on the wall.

Home in The Core

4.87 out of 5 average rating, 45 reviews

Trendy Home Spacious Backyard Historic Walkerville

A cozy living area is presented with a modern sofa and a bright orange chair. A wall-mounted flat-screen TV is situated across from the seating. Art pieces adorn the adjacent wall, while a round coffee table sits atop a soft rug, enhancing the room's comfort.

Home in Belle River

5 out of 5 average rating, 16 reviews

little Belle River home

A cozy living area features two striped armchairs and a comfortable sofa, inviting relaxation. A flat-screen TV is mounted above a modern console, with an abstract art piece enhancing the wall. Large windows provide a glimpse of Lake Erie, creating an open, airy atmosphere.

Home in Leamington

5 out of 5 average rating, 17 reviews

Erie’s Edge Four bedrooms Two bathrooms

A living room is shown with light-colored walls and hardwood flooring. A beige sofa is positioned in the center, with two patterned yellow chairs flanking a simple wooden coffee table. A framed artwork with a floral design hangs above the sofa, and greenery is visible from a nearby window.

Home in Windsor

5 out of 5 average rating, 16 reviews

Spacious 3-Bed Home in S windsor

Top guest favorite

A modern two-story home displays a light grey façade with a distinct peaked roof. A large central entrance is framed by elegant stone accents. A vehicle is parked in the driveway, while the surrounding area features unlandscaped grounds and nearby homes, enhancing the neighborhood feel.

Home in Riverside

5 out of 5 average rating, 34 reviews

Happy Trails Inn

Top guest favorite

The waterfront property is set against a calm lake, with a neatly landscaped lawn and a stone shoreline. Trees and shrubs add greenery to the surroundings, while the expansive water view stretches towards the horizon under a clear sky.

Home in Amherstburg

4.98 out of 5 average rating, 65 reviews

Waterfront Wine-Route Retreat "Luckystone Sound"

Quick stats about house rentals in Essex

Total rentals
30 properties
Nightly prices starting at
R1,057 ZAR before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore