
House holiday rentals in Essex
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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!

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.

CJ's is lakefront, pet friendly
You'll fall in love with this cozy 2 bedroom, 1 bath lakefront cottage. Situated directly on Lake Erie, CJ’s Lake House offers all the comforts of home with the charm & serenity of lakefront living. Located less than 1km from Point Pelee National Park, fun & adventure are steps away. If it's calm and relaxation you're looking for, we have a huge backyard with a large upper and smaller lower beach and a great firepit. CJ’s is all about loving the lake life, your furry family members Included!

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!

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!

Anne's Retreat Beach House - Lake Erie
Anne's Retreat Beach House includes a spacious yard with a fire pit in the back, and a balcony along the front, perfect for enjoying a coffee in the morning or a glass of wine in the evening. Our home is only a two minute walk from a sandy beach, pirate ship playground, park, splash pad, basketball court, marina and restaurant overlooking the harbour. Also, several beautiful wineries are minutes away along the breathtaking shores of Lake Erie.
Popular amenities for house rentals in Essex
House rentals with a pool

The STAY Modern l Cozy l Oasis 3 Bd l 2 Ba l 4 TV

The Grand River Retreat. Pool/ hot tub avail Sep

4 Bedroom Water's Edge Oasis with Salt Water Pool

Staycation Windsor

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
Weekly house rentals

Piece by Peace Place

Luxury South Windsor Home- Gym & Sauna / Arcades

Erie View Lakehouse - Serene and Spacious

Serene Green 2BR Haven in Little Italy

14th Homestead Farmhouse

Modern & Cozy Home Retreat

The Stone Cottage

BarnOwl Inn
Private house rentals

Lakeshore Park lakeside getaway.

Beachfront/SplashPad/Park/Hottub/familyfun

Erie’s Edge Four bedrooms Two bathrooms

Key West Cottage

4-Bed 3-Bath North Corktown| Modern & Cozy Retreat

Full House - 5 Bed, 2 Bath - East

Lakeview Cottage

"Chances By The Beach"
When is the best time to visit Essex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £113 | £114 | £111 | £117 | £127 | £132 | £136 | £135 | £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 1,510 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
- Rentals with lake access Essex
- Rentals with beach access Essex
- Pet-friendly rentals Essex
- Cottage rentals Essex
- Rentals with a hot tub Essex
- Rentals with a patio Essex
- Beachfront rentals Essex
- Waterfront rentals Essex
- Flat rentals Essex
- Family-friendly rentals Essex
- Rentals with a washing machine and dryer Essex
- Rentals with a firepit Essex
- Rentals with a fireplace Essex
- Rentals with outdoor seating 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
- Motown Museum
- Alpine Valley Ski Resort
- Maumee Bay State Park
- Oakland Hills Country Club
- Forest Lake Country Club
- University of Windsor
- University of Michigan Historical Marker
- Fox Theatre
- Kensington Metropark
- Huntington Place
- Great Lakes Crossing Outlets
- Hollywood Casino at Greektown
- The Heidelberg Project
- Pine Knob Music Theatre
- Masonic Temple
- Renaissance Center




