House holiday rentals in Essex

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.

4.91 out of 5 average rating, 113 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.

4.94 out of 5 average rating, 119 reviews

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

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 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, 162 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

4.92 out of 5 average rating, 114 reviews

The living area features a relaxing arrangement of comfortable seating, including a pair of armchairs and a spacious sofa. Natural light fills the space through sliding glass doors, which provide a view of the outdoor seating area. A television is mounted on the wall for entertainment.

Home in Flat Rock

Steve’s country home, Det River/Erie Fishing

Steve’s country home in a quiet peaceful location. The home is at the end of a dead end dirt road, bordering a 1700 acre park (private entrance). Ideal for out of town Detroit River/Lake Erie fisherman. Very safe parking for your boats/vehicles. 10 miles from Lake Erie Metro Park boat launch to fish the river or the lake. Quick 16 mile drive to Sterling State Park. 12 minutes from Detroit Metro Airport. Close to restaurants. 30 minute drive to Detroit or Ann Arbor for sports or activities.

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, 272 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, 210 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.

4.97 out of 5 average rating, 132 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

This beautifully renovated townhome combines upscale and comfort. Cook in the spacious kitchen with new stainless steel appliances and granite countertops, dine at the custom live-edge wood table, and enjoy your favorite shows on a 65" Roku TV with Sonos soundbar. Relax in the deep bathtub or retreat to the backyard oasis featuring a large deck, hot tub, natural gas BBQ, patio furniture, and beautiful lighting. At night, rest easy on two plush queen size beds and comfy queen pillows.

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.

4.99 out of 5 average rating, 134 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!

4.96 out of 5 average rating, 190 reviews

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

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!

4.99 out of 5 average rating, 137 reviews

Walk to Downtown | Fire-pit, TVs, 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, 105 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, 211 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.

Popular amenities for house rentals in Essex

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 24 reviews

A private pool is surrounded by vibrant green grass and lounge chairs, inviting relaxation. Brightly colored pool floats are scattered across the clear water. Tall trees provide a backdrop, while a fenced area ensures privacy for guests enjoying the outdoor space.

Home in Taylor

Cozy & Relaxing Home Near DTW

A heated sports pool, surrounded by a spacious patio area, is complemented by comfortable seating options including loungers and umbrellas. A contemporary pool house with large windows is visible in the background, featuring a clean design that enhances the outdoor space.

4.91 out of 5 average rating, 34 reviews

The Grand River Retreat. Pool/ hot tub avail Sep

A two-story cottage with a light grey exterior is showcased, featuring a welcoming front porch with white railings. A spacious yard surrounds the home, with a gravel driveway leading up to it. Lush green grass complements the serene environment.

4.84 out of 5 average rating, 100 reviews

Cottage Escape by the Water

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.

4.84 out of 5 average rating, 58 reviews

Little heaven

4.83 out of 5 average rating, 263 reviews

Home in Royal Oak

♥️ of 👑 🌳 Entire 2BR House!

4.92 out of 5 average rating, 119 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

A modern retreat is highlighted by a sleek, heated pool reflecting the evening sky. Floor-to-ceiling windows provide glimpses of illuminated indoor spaces, while a rooftop terrace is accessible. A landscaped patio is bordered by a wooden fence, offering privacy.

4.76 out of 5 average rating, 37 reviews

Architectural Gem | Direct-Entry Pool

The exterior of the home features a brick facade complemented by vibrant green landscaping. Lush trees and shrubs create a welcoming entrance, while a well-maintained lawn adds to the overall appeal. The front door, framed by natural stone accents, invites guests into the property.

4.94 out of 5 average rating, 88 reviews

Sunny Days Estate ✦ Large Saltwater Pool ✦ Hot Tub

Weekly house rentals

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.

5 out of 5 average rating, 58 reviews

Piece by Peace Place

4.97 out of 5 average rating, 66 reviews

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.

Home in Essex

Hideaway in Harrow with 2 person Air-jet Tub

A spacious dining area features a modern wooden table surrounded by six light grey upholstered chairs. Green plants adorn the table, and large windows allow natural light to fill the room, providing a view of the outdoor space. The open-concept design connects to a well-appointed kitchen.

5 out of 5 average rating, 71 reviews

5 Star Hotel Inspired Home | Gym • Sauna • Arcades

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, 98 reviews

Erie View Lakehouse - Serene and Spacious

5 out of 5 average rating, 28 reviews

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

Erie’s Edge Four bedrooms Two bathrooms

The exterior of a modern two-story home is illuminated at dusk, showcasing a welcoming terrace area with stairs leading to the entrance. The building features a mix of wood and metal elements, surrounded by landscaped areas and a spacious driveway.

5 out of 5 average rating, 27 reviews

Key West Cottage

4.83 out of 5 average rating, 78 reviews

Your Downtown Oasis - Kingsville

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.

5 out of 5 average rating, 52 reviews

Large luxury home, beach access, backyard, quiet

Private house rentals

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.

4.98 out of 5 average rating, 95 reviews

Lakeshore Park lakeside getaway.

4.9 out of 5 average rating, 71 reviews

little Belle River home

4.81 out of 5 average rating, 47 reviews

A stylish living area features a green velvet sofa complemented by a wooden coffee table with intricate detailing. Large windows are draped with green curtains, allowing natural light to enhance the space. A decorative mirror and a floor lamp add character to the room.

Home in Walkerville

Serene Green 2BR Haven in Little Italy w/ Parking

The collage showcases various areas of Mill Creek Cottage. A spa-like bathroom features modern amenities, while a cozy bedroom displays a neatly made bed. The living room highlights a stylish seating arrangement with a fireplace and a large TV, complemented by warm decor.

5 out of 5 average rating, 87 reviews

Mill CREEK Cottage ~ Luxurious *Kingsville* gem!

4.79 out of 5 average rating, 66 reviews

A hot tub is visible with bubbling water under clear skies. The lake glimmers in the background, reflecting sunlight. Nearby, benches offer seating, surrounded by a landscaped area. The peaceful atmosphere is enhanced by the expansive view of the water.

Home in Leamington

Lakehouse Getaway. Point Pelee

4.97 out of 5 average rating, 90 reviews

Two white Adirondack chairs are positioned on a wooden deck, facing a grassy area leading to a sandy space by the lake. A small metal table sits between the chairs. The serene lake and clear blue sky serve as a backdrop.

Home in Leamington

Lakeview Cottage

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.

4.97 out of 5 average rating, 79 reviews

Erie Waterfront Cottage Escape for Dogs (+Humans)

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.