
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!

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.

Charming Plymouth retreat • hot tub • fire pit
Welcome to our 1913 modern yet charming 3 bed (2 ensuite), 2-full bathroom home nestled just a short stroll away from the heart of downtown Plymouth. With a walk score of 75, this is an unbeatable location with an array of amenities. Enjoy this perfect retreat for your next getaway. 3 mins → DT Plymouth 19 mins → Detroit Metropolitan Wayne County Airport ✈ 20 mins → Ann Arbor Retreat w/ hot tub, hammocks, game & entertainment rooms, fire pit, washer/dryer, gated yard, cozy family home!

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!

Mary's "Fly Away Home" 4 bedrooms
(Cleaning fee has increased due to Covid-19) We will also start requiring a 24 hour separation between guests in order to make a safe thorough cleaning. (Maximum 8guests)Plentiful fruits and vegetables at nearby roadside stands when in season. My place is in a great convenient location - 2 minute drive to Seacliff Park and beach and ferry to Pelee Island , 5 minutes to hospital ,stores ,banks ,restaurants .20 minutes to Point Pelee National Park . Conservation areas and Provincial parks .

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.

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.

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
House rentals with a pool

Lakefront Cottage with Game Room & Pool

The Staycation

Little heaven

♥️ of 👑 🌳 Entire 2BR House!

Staycation Windsor

The Ambassador Estate Inn

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

Architectural Gem | Direct-Entry Pool
Weekly house rentals

Hideaway in Harrow with 2 person Air-jet Tub

Stunning Views of Lake Erie | Cozy 2BR Cottage

Erie View Lakehouse - Serene and Spacious

Key West Cottage

14th Homestead Farmhouse

"Chances By The Beach"

Luxurious Retreat in Port Alma

Island View Escape in Historic Amherstburg !!
Private house rentals

Lakeshore Park lakeside getaway.

5-Star Hotel Inspired Home - Gym & Sauna + Arcades

Erie’s Edge Four bedrooms Two bathrooms

Large luxury home, beach access, backyard, quiet

Lakehouse Getaway. Point Pelee

Lakeview Cottage

Lakeside Retreat | Spacious 4 Bed

Erie Waterfront Cottage Escape for Dogs (+Humans)
When is the best time to visit Essex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $194 SGD | $195 SGD | $190 SGD | $200 SGD | $216 SGD | $225 SGD | $232 SGD | $231 SGD | $224 SGD | $213 SGD | $215 SGD | $218 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 1,560 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
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Detroit Holiday rentals
- Rentals with lake access Essex
- Rentals with beach access Essex
- Flat rentals Essex
- Pet-friendly rentals Essex
- Waterfront rentals Essex
- Rentals with a firepit Essex
- Beachfront rentals Essex
- Rentals with outdoor seating Essex
- Rentals with a fireplace Essex
- Family-friendly rentals Essex
- Cottage rentals Essex
- Rentals with a patio Essex
- Rentals with a washing machine and dryer Essex
- Rentals with a hot tub Essex
- House rentals Essex County
- House rentals Ontario
- House rentals Canada
- Cedar Point
- Little Caesars Arena
- Ford Field
- 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
- Kensington Metropark
- Hollywood Casino at Greektown
- Great Lakes Crossing Outlets
- Huntington Place
- The Heidelberg Project
- Lake St. Clair Metropark
- Pine Knob Music Theatre
- Masonic Temple




