
House holiday rentals in Essex
Find and book unique houses on Airbnb
Top-rated house rentals in Essex
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

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!

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

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.

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.

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!

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!

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 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!

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.

4) Charming Lakefront 1BR Cottage| Hot Tub| Pool
Welcome to our cozy one-bedroom lakefront cottage, a guest favorite and one of our most popular stays. Perfect for couples or solo getaways, this charming retreat offers a full kitchen, comfortable living space and a relaxing bedroom. Enjoy morning coffee by the lake, unwind on the patio or pool deck, and soak in the private hot tub under the stars. A peaceful, adorable escape guests love returning to.

Cozy 2 bedroom home
You just found the perfect place to book for your trip to Leamington. Enjoy a cozy peaceful stay at this centrally located place. Very clean. Modern. Peaceful. Quick host response. Free parking in driveway. We take absolute pleasure in welcoming you to our inviting 2Bedroom 1Bathroom home. This modern gem offers all you need for a perfect care-free stay.
Popular amenities for house rentals in Essex
House rentals with a pool

Cottage Escape by the Water

Luxury at its finest (Windsor) Swimming Pool

Little heaven

♥️ of 👑 🌳 Entire 2BR House!

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

Staycation Windsor

The Ambassador Estate Inn

Architectural Gem | Direct-Entry Pool
Weekly house rentals

Piece by Peace Place

Hideaway in Harrow with 2 person Air-jet Tub

Welcome to Pelee Pathway

5 Star Hotel Inspired Home | Gym • Sauna • Arcades

Erie View Lakehouse - Serene and Spacious

Key West Cottage

Large luxury home, beach access, backyard, quiet

The Stone Cottage
Private house rentals

Serene Green 2BR Haven in Little Italy w/ Parking

Beachy home with Lake Erie views, family friendly

Beachfront/SplashPad/Park/Hottub/familyfun

Bright & Luxurious Home with Office Space

Erie’s Edge Four bedrooms Two bathrooms

Lakefront sunrise home near Point Pelee.

Lakeview Cottage

2 Bdrm Waterfront House in Quiet Neighborhood
When is the best time to visit Essex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £131 | £132 | £126 | £117 | £126 | £132 | £135 | £134 | £131 | £124 | £126 | £127 |
| Avg. temp | -4°C | -2°C | 2°C | 8°C | 15°C | 20°C | 23°C | 21°C | 18°C | 11°C | 5°C | -1°C |
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 1,560 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!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Chicago Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
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- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
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- Downtown Chicago Holiday rentals
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- Flat rentals Essex
- Rentals with a washing machine and dryer Essex
- Rentals with a fireplace Essex
- Pet-friendly rentals Essex
- Rentals with beach access Essex
- Rentals with a patio Essex
- Rentals with lake access Essex
- Rentals with a firepit Essex
- Beachfront rentals Essex
- Cottage rentals Essex
- Rentals with a hot tub Essex
- Rentals with outdoor seating Essex
- Family-friendly rentals Essex
- Waterfront rentals Essex
- House rentals Essex County
- House rentals Ontario
- House rentals Canada
- Cedar Point
- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- University of Michigan Museum of Art
- University of Michigan Historical Marker
- Motown Museum
- University of Windsor
- Maumee Bay State Park
- Hollywood Casino at Greektown
- The Heidelberg Project
- Lake St. Clair Metropark
- Kensington Metropark
- Fox Theatre
- Pine Knob Music Theatre
- East Harbor State Park
- The Ark
- Renaissance Center
- Huntington Place
- Dequindre Cut
- Great Lakes Crossing Outlets





