
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.

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!

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

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.

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.

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!

Modern Walkerville Gem | HotTub & Cozy Backyard
This beautifully renovated townhome combines luxury 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. Rest easy on two plush queen beds in this stunning retreat.

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!

The Lakeside House | Lakefront Cabin + Hot Tub
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.

The Little Hamster - Near Ferndale & RO w/ 2TVs
LOCATION, LOCATION, LOCATION! Heart of all major hubs in metro Detroit, quick access to DT Detroit, Royal Oak and Ferndale! Explore vibrant Metro-Detroit from our stylish, central home in up-and-coming Hazel Park! Sleep soundly on double & queen memory foam beds. Whip up delicious meals in the open kitchen with large island (think Eastern Market finds!). Perfect for leisure or business stays :)
Popular amenities for house rentals in Essex
House rentals with a pool

Warm&Bright Upper Unit | Pool+Coffee+Big Driveway

♥️ of 👑 🌳 Entire 2BR House!

The Ambassador Estate Inn

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

Architectural Gem | Direct-Entry Pool

Sunny Days Estate ✦ Large Saltwater Pool ✦ Hot Tub

Northshore Beach Estate Salt water pool & Hot Tub

ultimate getaway
Weekly house rentals

Piece by Peace Place

“Greenscend” Kingsville | Leamington | Getaway

Luxury South Windsor Home- Gym & Sauna / Arcades

Two bedrooms full house

3 bdr upper, prime location

Mill CREEK Cottage ~ Luxurious *Kingsville* gem!

Stylish Apt Near Downtown- Ideal for Long Stays!

TEC-East BSMT APT 55inchTVSports CBL Office Space
Private house rentals

Paradise Home - Home Away From Home

Trendy Home Spacious Backyard Historic Walkerville

Erie View Lakehouse - Serene and Spacious

The Stone Cottage

Dog Friendly Erie Waterfront Cottage Nature Trails

Charming urban retreat

Cozy corner home in Windsor

Shore To Please-Tranquil Getaway
When is the best time to visit Essex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $192 SGD | $193 SGD | $188 SGD | $198 SGD | $215 SGD | $223 SGD | $230 SGD | $229 SGD | $222 SGD | $211 SGD | $213 SGD | $216 SGD |
| 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 $76 SGD 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!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Chicago Holiday rentals
- Mississauga Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Indianapolis Holiday rentals
- Pittsburgh Holiday rentals
- Downtown Chicago Holiday rentals
- Detroit Holiday rentals
- Beachfront rentals Essex
- Rentals with a hot tub Essex
- Pet-friendly rentals Essex
- Rentals with a firepit Essex
- Rentals with lake access Essex
- Waterfront rentals Essex
- Cottage rentals Essex
- Rentals with outdoor seating Essex
- Rentals with beach access Essex
- Rentals with a patio Essex
- Rentals with a washing machine and dryer Essex
- Rentals with a fireplace Essex
- Family-friendly rentals Essex
- Flat rentals Essex
- House rentals Essex County
- House rentals Ontario
- House rentals Canada
- Cedar Point
- Ford Field
- Little Caesars Arena
- Michigan Stadium
- Point Pelee National Park
- Comerica Park
- Detroit Zoo
- University of Michigan Museum of Art
- The Ark
- Motown Museum
- Alpine Valley Ski Resort
- Maumee Bay State Park
- Oakland Hills Country Club
- Eastern Market
- Forest Lake Country Club
- University of Michigan Historical Marker
- University of Windsor
- The Heidelberg Project
- Masonic Temple
- Huntington Place
- Fox Theatre
- Henry Ford Museum of American Innovation
- Kensington Metropark
- Dequindre Cut




