House vacation rentals in Essex

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.

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!

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.

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

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.

4.96 out of 5 average rating, 182 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.

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.

4.93 out of 5 average rating, 291 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.

4.94 out of 5 average rating, 225 reviews

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 Walkerville

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.

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.

4.96 out of 5 average rating, 206 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!

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.

4.96 out of 5 average rating, 107 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.

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.

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.

4.93 out of 5 average rating, 193 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.

4.99 out of 5 average rating, 147 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.

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.

4.98 out of 5 average rating, 116 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!

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.

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.

Popular amenities for Essex house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting outdoor area showcases a glistening in-ground oval pool framed by a spacious deck. Comfortable lounge chairs are situated nearby, and the house features large windows that allow for ample natural light. A dining set is visible under the covered patio, ideal for outdoor meals.

4.81 out of 5 average rating, 242 reviews

Gorgeous Poolhouse! Spacious Family Home w/Sunroom

4.92 out of 5 average rating, 126 reviews

The exterior of a two-story brick home features large windows framed by wooden shutters. A stone pathway leads to the entrance steps, which are flanked by neatly landscaped flower beds and ornamental plants in decorative pots. The entrance is inviting, with a warm color palette.

Home in LaSalle

The Ambassador Estate Inn

4.95 out of 5 average rating, 274 reviews

A well-maintained outdoor space features an above-ground pool surrounded by a stone pathway. Lush green grass and neatly trimmed shrubs enhance the scenery. A covered patio area is visible in the background, offering a shaded spot for relaxation and gatherings.

Home in Erie

4) Charming Lakefront 1BR Cottage| Hot Tub| Pool

4.96 out of 5 average rating, 106 reviews

A spacious outdoor pool is highlighted under clear blue skies. Several lounge chairs are positioned poolside, providing ample seating for relaxation. The surrounding area features well-maintained greenery and a fence that encloses the space.

Home in Belle River

Belanger Air BnB

4.9 out of 5 average rating, 63 reviews

Northshore Beach Estate Salt water pool & Hot Tub

4.88 out of 5 average rating, 25 reviews

Home in Leamington

Lake_House_OASIS

An indoor heated pool is framed by light-colored walls and features a gentle slide. Basketball equipment is positioned near the edge, alongside potted plants that add a touch of greenery. Natural light fills the space through large windows.

4.78 out of 5 average rating, 100 reviews

Cheerful 5 bedroom home | Heated Indoor Pool!

A spacious home is illuminated by exterior lighting, featuring a covered patio and large windows that showcase the interior. Lush green grass surrounds a swimming pool in the backyard, reflecting the evening sky, contributing to a serene setting.

4.85 out of 5 average rating, 73 reviews

Little heaven

Weekly house rentals

4.94 out of 5 average rating, 163 reviews

Home in Leamington

The Fitz-Albert Manor

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.

4.98 out of 5 average rating, 150 reviews

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

4.96 out of 5 average rating, 117 reviews

A wooden deck extends over calm waters, featuring a simple table and seating. The sun sets on the horizon, casting a warm glow across the sky, while reflections shimmer on the water's surface. Trees provide gentle shade along the edge.

Home in Belle River

Lake Louise With hot tub

4.97 out of 5 average rating, 156 reviews

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 Walkerville

Modern Walkerville Gem | HotTub & Cozy Backyard

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.

4.98 out of 5 average rating, 179 reviews

Perfect hideaway with a hot tub and a fireplace

4.86 out of 5 average rating, 226 reviews

The living area features a light gray sectional sofa and a dark coffee table. A dining area is visible with a round table and teal chairs, complemented by a modern chandelier. A large television is positioned on a media console, with natural light streaming through windows.

Home in LaSalle

Year Round Hot Tub at The Gem!

4.93 out of 5 average rating, 237 reviews

A modern bathroom features a spacious deep soaking tub and a walk-in shower with clear glass doors. Sleek gray tiles cover the floor and walls, while a large vanity with storage provides ample space. Soft lighting creates a calming ambiance.

Home in Ecorse

David's Dwelling: Spa-like bathrooms, Full Wetbar!

4.96 out of 5 average rating, 119 reviews

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

CJ's is lakefront, pet friendly

Private house rentals

The exterior of a grand 1920's red brick home is surrounded by lush greenery and colorful flower beds. A neatly maintained lawn features neatly striped grass, while a wooden deck with a pergola adds character to the upper level. A vibrant red umbrella provides a touch of color.

5.0 out of 5 average rating, 71 reviews

THE ESSEX HOUSE

A hot tub is positioned on a wooden deck, surrounded by railing. Beyond the fence, open fields and trees are visible, creating a serene outdoor view. The bubbling water reflects the overcast sky, enhancing the property's tranquil setting.

4.78 out of 5 average rating, 282 reviews

14th Homestead Farmhouse

4.93 out of 5 average rating, 68 reviews

3BR Wine Route Home w/ Lake Views & Hot Tub

A single-story, light-colored house is surrounded by lush greenery and features a curved pathway leading to the entrance. Large windows allow natural light to enter, and the porch is framed by decorative stone landscaping.

4.99 out of 5 average rating, 96 reviews

Lakeside Beach House

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.

4.96 out of 5 average rating, 81 reviews

Hideaway in Harrow with 2 person Air-jet Tub

5.0 out of 5 average rating, 23 reviews

The Farm House Cottage

5.0 out of 5 average rating, 13 reviews

"HighTide" Adults Only Lake Front Home/Lake Access

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.