
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!

MOD Mid Century 1964 A-frame with game room
1964 Mid Century A-Frame - romantic getaway. Short walk to lake, large wooded lot, outdoor fire pit, dining, BBQ grill, hot tub & bikes. Large bathroom w/ jacuzzi tub, open floor plan w/ large kitchen & living area w/ electric fireplace. Two upstairs bedrooms. Master has queen sized bed, work space & balcony. Front bedroom w/2 futons & overlooks the living room. Basement game room w/ sauna, pool table, foosball, shuffleboard, Jenga & laundry. Close to shopping, golf, ski resort, cider mill.

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!

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!
Popular amenities for house rentals in Essex
House rentals with a pool

The Grand River Retreat. Pool/ hot tub avail Sep

Lakefront Cottage with Game Room & Pool

The Staycation

Little heaven

♥️ of 👑 🌳 Entire 2BR House!

The Ambassador Estate Inn

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

Architectural Gem | Direct-Entry Pool
Weekly house rentals

Piece by Peace Place

Cute & Cozy 2 BR Cottage with view of Lake Erie

5 Star Hotel Inspired Home | Gym • Sauna • Arcades

Large luxury home, beach access, backyard, quiet

Mill CREEK Cottage ~ Luxurious *Kingsville* gem!

"Chances By The Beach"

Erie Waterfront Cottage Escape for Dogs (+Humans)

Luxurious Retreat in Port Alma
Private house rentals

3 bd-room 5 beds 1.5 bath 3 min university Windsor

Serene Green 2BR Haven in Little Italy

Erie’s Edge Four bedrooms Two bathrooms

14th Homestead Farmhouse

Lakehouse Getaway. Point Pelee

Shipping container home!

Lakeside Retreat | Spacious 4 Bed

Lake Louise With hot tub
When is the best time to visit Essex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £113 | £113 | £110 | £116 | £126 | £131 | £135 | £134 | £130 | £124 | £125 | £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 £44 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
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Pittsburgh Holiday rentals
- Niagara Falls Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Detroit Holiday rentals
- Flat rentals Essex
- Cottage rentals Essex
- Rentals with lake access Essex
- Rentals with a fireplace Essex
- Waterfront rentals Essex
- Rentals with a washing machine and dryer Essex
- Rentals with outdoor seating Essex
- Family-friendly rentals Essex
- Rentals with a patio Essex
- Rentals with beach access Essex
- Rentals with a firepit Essex
- Pet-friendly rentals Essex
- Rentals with a hot tub Essex
- Beachfront 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 Historical Marker
- University of Michigan Museum of Art
- Motown Museum
- Alpine Valley Ski Resort
- Maumee Bay State Park
- University of Windsor
- Oakland Hills Country Club
- Forest Lake Country Club
- Fox Theatre
- Huntington Place
- Great Lakes Crossing Outlets
- Hollywood Casino at Greektown
- Kensington Metropark
- Pine Knob Music Theatre
- Renaissance Center
- The Heidelberg Project
- Masonic Temple




