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Cottage vacation rentals in Essex

Find and book unique cottages on Airbnb

Quick stats about cottage rentals in Essex

  • Total vacation rentals

    Explore 30 vacation rentals in Essex

  • Nightly prices starting at

    Essex vacation rentals start at G$20,905 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,270 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Essex vacation rentals include wi-fi 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!

Top-rated cottage rentals in Essex

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Superhost
A serene outdoor space features several Adirondack chairs arranged in a circle, facing a calm lake. A fire pit is centered among the seating, with a hot tub visible in the background. Sunlight reflects on the water, creating a peaceful ambiance.
Cottage in Essex
4.86 out of 5 average rating, 375 reviews

Year Round Hot Tub & Beautiful Views Cottage

Welcome to the Cozy Lakeside Cottage! Located within the village of Colchester, right on Lake Erie, nestled in the middle of Essex Wine Country. This cottage features 4 beds (A queen bed in the primary bedroom, one bunk bed with a queen base and a full upper bunk in the 2nd bedroom, plus an additional murphy bed on the main floor) Full kitchen, indoor dining, outdoor dining, 4 person hot tub & stunning views! Colchester Beach, Restaurants, Park & Marina just steps away! A truly relaxing escape.

Guest favorite
A spacious wooden deck extends towards Lake Erie, featuring a grill and two outdoor chairs. The gentle waves can be seen lapping against the rocky shoreline. Lush greenery frames the scene, adding a natural touch to the outdoor space.
Cottage in Kingsville
4.9 out of 5 average rating, 295 reviews

Lakeview Inn

The Lakeview Inn sits on the North Shore of beautiful Lake Erie. This modern lakehouse is an 8 minute drive to the centre of kingsville where there is multiple breweries and restaurants, a public beach is a 1 minute drive down the road and is right in the centre of Southern Ontario's Wine Country. If you're coming down for a weekend to relax, taste wine or to enjoy the exceptional birding the area has to offer. At the end of your day relax to the sound of the waves brushing up against the shore.

Top guest favorite
Cottage in Erie
4.92 out of 5 average rating, 526 reviews

Modern cottage on the lake w/ 2 kayaks & game room

***No Cleaning Fee*** Complimentary coffee, creamer, tea & Pancakes with syrup. Bald eagle nests nearby The house sits on Hidden Creek & connects to Lake Erie. A perfect get a way for a couple or a small group of friends. 2 bedrooms, 1 bathroom, game room(pool table, ping pong, shuffleboard, foosball, dart board, giant Jenga and ring toss) full kitchen, and laundry. Grill on the back deck. The 5 guest sleeping arrangement is 2 in the queen bed, 2 in the full bed & 1 guest on the large couch

Guest favorite
A shaded outdoor area features a hot tub under a canopy, surrounded by wooden bar stools. Light beige curtains frame the space, creating a comfortable atmosphere. A wooden table and steps lead to the hot tub, with ample room for relaxation.
Cottage in Essex
4.95 out of 5 average rating, 133 reviews

Chardonnay Bay- Pet Friendly, beach, hot tub!

Beautiful rustic cottage located in Colchester, Ontario! Chardonnay Bay offers 2 bedrooms and a loft, the master bed includes one queen bed, the 2nd bedroom has single bunk beds and the loft has a queen. We offer a full kitchen as well as laundry facilities. Outdoor patio area with hot tub, picnic table and bbq. We are located within a one minute walk to the beautiful Colchester beach, splashpad, park and marina, located on Essex County’s EPIC wine route consisting of over eighteen wineries.

Top guest favorite
A bright living space is presented with large windows offering stunning lake views. Comfortable seating is arranged around a central coffee table. A dining table for four is positioned nearby, with decorative accents complementing the airy atmosphere. Light floods the room, enhancing its open feel.
Cottage in Essex
5 out of 5 average rating, 278 reviews

The Kiss nTell - Year round - Hot tub - Lake Views

If you “glamp” when you camp, then you’ll appreciate the finer amenities of this boutique style cottage on Lake Erie. Arguably the best views in this tiny cottage community, The Kiss n Tell graces a bluff overlooking the lake - stunning views from every room. Wake to the sound of waves crashing the shore, sunbathe in loungers, dine while the sun glistens on the water, star gaze from the hot tub or sit by a lakeside fire (firewood provided). Endless options w/out leaving this beautiful space.

Top guest favorite
A cozy outdoor space is presented, featuring a large deck with seating and an umbrella for shade. Two lounge chairs in white are positioned in the sandy area, next to two kayaks resting on the beach. The blue cottage is visible in the background.
Cottage in Essex
4.89 out of 5 average rating, 198 reviews

3 Bdr Toes In The Sand Beach Cottage on Lake Erie

Located in the heart of wine country, on a Lake Erie sandy beach with great views, family-friendly activities, restaurants and dining. You will love the high ceilings, panoramic views, comfy beds, hearing the waves on the beach, the feeling of your toes in the sand with a cool drink in your hand. This retreat is great for couples, solo adventurers, business travellers, and families (with kids). There is a cozy gas fireplace with 4K TV, Netflix, wifi, & full kitchen. Your Haven awaits you!

Guest favorite
An outdoor space is featured, showcasing a covered area with a hot tub beside a clear dome structure. Within the dome, a seating arrangement with chairs surrounds a central table. The deck is surrounded by a landscaped yard and wooden fencing for privacy.
Cottage in Monroe
4.94 out of 5 average rating, 112 reviews

Callie’s House - Private Hot Tub - SUPER DOME

Welcome to our friendly retreat, a safe and relaxing haven with a cozy, stylish atmosphere in the super dome. Pet friendly for an extra cost. Conveniently located near local scenic spots, and family friendly attractions. Guests love the clean, inviting spaces, thoughtful laid-back vibe that make every visit special. The new private Hot Tub and Super Dome room with Roku TV and full internet and gas fireplace looks out at the complete privacy fenced-in backyard. Smoking outside is fine.

Top guest favorite
The house is situated on a spacious lawn, featuring a wooden deck that extends across the back. Large glass doors provide a view into the living area, framed by an array of colorful chairs. Mature trees surround the property, offering privacy.
Cottage in Essex
4.93 out of 5 average rating, 149 reviews

North Shore Retreat

Welcome to North Shore Retreat! Our house sits atop an elevated bluff overlooking Lake Erie and is adjacent to a beautiful ravine surrounded by mature trees. It is a warm, modern, rustic home with a view you will never forget. Our home is walking distance to three of the most established wineries along Lake Erie (Viewpoint Estate Winery, North 42 Degrees and CREW). This space has everything you need to unwind, cook, disconnect, relax, enjoy wildlife and take care of yourself.

Top guest favorite
Adirondack chairs are arranged on a spacious deck overlooking Lake Erie, with a fire pit nearby. Lush greenery frames the scene, enhancing the connection to nature, while the calm water reflects the sky, creating a serene view.
Cottage in Essex
5 out of 5 average rating, 129 reviews

Waterside Lakehouse - Lake Erie & EPIC Wineries

Welcome to Waterside Lakehouse on the shores of Lake Erie and nestled among the EPIC Wineries of Essex County. Take in the magnificent views of Lake Erie from the 'infinity deck' or take a short walk (5 min.) to the public beach, harbour and marina in the Village of Colchester. The harbour features a park with a splash pad for the kids, pirate ship climbers and a pier that can be the perfect spot for fishing. You are minutes away from a number of the best Ontario wineries. Enjoy!

Guest favorite
A charming cottage is presented with a welcoming front porch and a neatly paved pathway leading to the entrance. Lush greenery and carefully arranged landscaping surround the home, while a tall chimney adds character. Bright blue skies peek through the trees, creating a serene setting.
Cottage in Essex
4.79 out of 5 average rating, 184 reviews

Lakeside getaway

Welcome to Lake Erie and the village of Colchester. Enjoy this premier location with views of the lake and easy access to many local amenities. Families will enjoy the splash pad, play center, public beach, harbour and public changerooms/toilets so close you can see from the window. Friends and couples are well situated to explore local wineries and breweries, 3 of which are less than 10 minutes away by bicycle, and many more accessible via bike lanes along the HWY 50 wine route

Guest favorite
A charming exterior view of the cottage features a stone and wood facade. A pathway leads to a welcoming front porch, decorated with potted flowers. Adjacent seating areas provide cozy spots for relaxation, framed by a canopy of greenery from a nearby tree.
Cottage in Amherstburg
4.91 out of 5 average rating, 184 reviews

Sawiak Waterfront Haven

Relax with family and friends at the private Lake Erie Country Club, where you can enjoy a variety of outdoor amenities in a peaceful, scenic setting. This location offers easy access to the many renowned wineries throughout Windsor-Essex County—perfect for tastings, tours, and unforgettable day trips. Just minutes from great restaurants, local activities, beautiful golf courses, and serene beaches, making it an ideal destination for both relaxation and adventure

Guest favorite
A dining table is set with a navy table runner, centered between two jars filled with decorative stones. Light, sheer curtains frame a large window that offers a view of the water and beach, enhancing the inviting atmosphere of the space.
Cottage in Essex
4.81 out of 5 average rating, 140 reviews

Cute BeachHouse with a Personal Beach/Fire Pit/BBQ

This Cute BeachHouse on Lake Erie is Super Adorable with Lots of Character. It has gorgeous panoramic water views and a private beach on the premise! We are located on Lypps Beach Road, a private lakeside community minutes away from award winning wineries, golf, beaches, hiking, biking, fishing and restaurants. This Cute BeachHouse is PERFECT for a romantic getaway, family & friends, wine lovers, nature lovers and those looking to relax

Popular amenities for Essex cottage rentals

When is the best time to visit Essex?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,103 GYDG$30,103 GYDG$30,521 GYDG$30,103 GYDG$30,103 GYDG$33,866 GYDG$38,047 GYDG$37,838 GYDG$31,776 GYDG$29,685 GYDG$29,476 GYDG$31,149 GYD
Avg. temp-4°C-2°C2°C8°C15°C20°C23°C21°C18°C11°C5°C-1°C
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