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Cottage holiday rentals in Essex

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Quick stats about cottage rentals in Essex

  • Total holiday rentals

    Explore 30 holiday rentals in Essex

  • Nightly prices starting at

    Essex holiday rentals start at $210 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Essex holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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

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.

ValueLocationNearby

4.85 out of 5 average rating, 396 reviews
Top Guest favourite
A spacious deck is featured in front of the cottage, equipped with a seating area and umbrellas for shade. The sandy beach leads to the lakefront, while the cottage's large windows provide views of the outdoors and the surrounding trees contribute to a serene setting.
Cottage in Kingsville

"Willow Soul" newly renovated beach front cottage

Willow Soul sits on a beautiful sandy beach, facing breathtaking views of Lake Erie. This quaint little Island is located with just a 5-minute drive to uptown Kingsville. Bustling with amazing restaurants, specialty shops, salons, winery, marina, golfing, and charter fishing services. The cottage has high-speed fibre optics, cable, air conditioning, antenna and open4 seasons Free 2 car parking diagonally on 5th boulevard. At the end of your day relax in this newly renovated beachfront cottage.

LocationFamilyTV

4.99 out of 5 average rating, 121 reviews
Guest favourite
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

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.

LocationValueWalkability

4.9 out of 5 average rating, 311 reviews
Top Guest favourite
An outdoor fire pit area is surrounded by five red Adirondack chairs, arranged around a circular stone base. Two wooden benches provide additional seating. In the background, the cottage’s exterior is visible with warm lighting, and a cedar sauna can be seen to the left.
Cottage in Kingsville

Sauna, stunning Lake Erie view, lakefront retreat

Welcome to Ironwood Cottages! NEW Starting Nov 5, 2024—experience our cedar sauna with stunning lake views, ideal for sunrise meditations or sunset relaxation. This pet-friendly, renovated 1920s lakefront cottage is perfect for making memories. Minutes from unique dining and the Epic Wine Country route, enjoy cozy beach fires, and unforgettable lake views. Just a short drive from the 401 or the border, come relax and unwind in a truly scenic, welcoming atmosphere. Kingsville License #STR25-013

ValueLocationWalkability

4.93 out of 5 average rating, 122 reviews
Guest favourite
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

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.

ValueLocationQuiet

4.96 out of 5 average rating, 135 reviews
Top Guest favourite
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

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!

LocationValueDecor

4.9 out of 5 average rating, 200 reviews
Top Guest favourite
A wooden deck with soft lighting overlooks Lake Erie, featuring two chairs positioned for relaxation. A cozy fire pit is visible on the ground, surrounded by a stone circle and flickering flames, enhancing the serene lakeside experience.
Cottage in Essex

Lake Erie Escape Cottage - escape and explore

A home away from home. So close, but a world away. Lake Erie Escape Cottage is right on the beach. Bright and airy with lots of windows looking at Lake Erie. Featuring 2 bedrooms with queen size mattresses, plus a double size sleeper-sofa to accommodate 6. 1.5 baths for added convenience. Well supplied (some might say gourmet) kitchen provides everything you need to cook up the bounty of the county. LEE Cottage is here for you to enjoy all four seasons of Essex County and Lake Erie.

LocationFamilyParking

4.94 out of 5 average rating, 122 reviews
Top Guest favourite
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

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!

LocationValueCheckout

5.0 out of 5 average rating, 138 reviews
Guest favourite
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

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

LocationValueNearby

4.79 out of 5 average rating, 201 reviews
Top Guest favourite
A welcoming exterior view of the beach house reveals a spacious deck with comfortable seating options, including colorful chairs. A well-maintained lawn surrounds the home, highlighted by lush greenery and decorative stones. The large glass doors provide a glimpse into the bright interior.
Cottage in Kingsville

★Sunrise Beach House★ Epic Sun, Sand & Sea getaway

Prepare to fall in love with this adorably tropical home, fully winterized for year-round enjoyment. You will never to want to leave because luxury awaits you at the all-season Sunrise Beach House. The property is truly heaven on earth with magnificent private soft sand beach and spectacular water views, guests agree this is the perfect spot to call home, swim in the lake, relax on the beach and take in the remarkable sunrises and moon-rises over the water. #STR-25-064

FamilyValueAmenities

4.96 out of 5 average rating, 131 reviews
Guest favourite
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

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

LocationFamilyBreakfast

4.91 out of 5 average rating, 192 reviews
Superhost
Cottage in Essex

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

LocationValueQuiet

4.8 out of 5 average rating, 153 reviews

Popular amenities for Essex cottage rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Superhost
A welcome mat rests at the entrance, displaying the phrase 'WELCOME TO THE LAKE' in bold, black lettering. The mat is set against a backdrop of light-colored decking, inviting guests into the home.
Cottage in Essex

Lakeside Hydeaway Cottage on Lake Erie w/ Hot Tub

FamilyValueLayout

4.89 out of 5 average rating, 132 reviews
Top Guest favourite
A cottage exterior showcases a welcoming front deck with two comfortable chairs beside a small table. Large windows allow natural light to illuminate the interior. A decorative planter, filled with green plants, adorns the base of the windows, enhancing the cottage's charm.
Cottage in Essex

The Mayaswell - All Year - Hot Tub - Lake Views

LocationValueAir conditioning

4.97 out of 5 average rating, 227 reviews
Top Guest favourite
A scenic outdoor area is depicted with a vibrant lawn and rocky shoreline leading to the lake. Red Adirondack chairs surround a fire pit, while a dining table and chairs offer space for outdoor meals. A large stone feature adds character, and the lake is visible in the background.
Cottage in Wheatley

Book Wine And Sinker Lakeview Pet Friendly, Hottub

ValueFamilyGetting around

4.98 out of 5 average rating, 213 reviews
Guest favourite
Cottage in Leamington

Point Pelee Beach Retreat | Hot Tub | Lake Erie

ValueFamilyNearby

4.94 out of 5 average rating, 208 reviews
Top Guest favourite
A serene outdoor space overlooking the lake features a concrete patio with a fire pit at the center. Wooden chairs are positioned nearby, complemented by large rocks along the water's edge. A staircase leads to a deck, providing access to the stunning lakeside view.
Cottage in Leamington

Sunrise Retreat - Lakefront Cottage w/ Hot Tub

FamilyValueComfort

4.95 out of 5 average rating, 174 reviews
Guest favourite
An aerial view captures the charming cottage situated along a rocky shore, surrounded by vibrant autumn foliage. The cottage features a red roof and a spacious outdoor area, with the serene water of Lake Erie creating a picturesque backdrop.
Cottage in Leamington

Lakefront Retreat + Hot Tub

LocationValueWalkability

4.9 out of 5 average rating, 144 reviews
Guest favourite
A spacious living area is highlighted by a large sectional sofa adorned with navy and white pillows. Two wooden tables are positioned nearby, with large windows framing views of the waterfront. Light wood flooring complements the bright atmosphere of the room.
Cottage in Tilbury

Lake St. Clair Cottage|Hot Tub•Games Room•Sleeps12

LocationFamilyBathroom

4.98 out of 5 average rating, 105 reviews
Guest favourite
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

Callie’s House - Private Hot Tub - SUPER DOME

LocationValueDecor

4.93 out of 5 average rating, 119 reviews

Pet-friendly cottage rentals

Top Guest favourite
Cottage in Essex

Amazing LakeView, walk to Wineries and the beach!

FamilyValueAccuracy

4.93 out of 5 average rating, 111 reviews
Top Guest favourite
A serene outdoor deck with comfortable seating is shown, framed by a large tree. The sun rises over the calm waters of Lake Erie, casting a warm glow. Lush greenery and flowers enhance the tranquil atmosphere, inviting moments of relaxation.
Cottage in Kingsville

Reveries on the Lake- Kingsville cottage

LocationFamilyNearby

4.99 out of 5 average rating, 144 reviews
Top Guest favourite
The exterior of the cozy cottage is illuminated by warm light from the windows, creating a welcoming atmosphere. Sandy ground surrounds the structure, with modest landscaping visible in front. The roofline features a slight overhang, and an outdoor seating area is shown near the entrance.
Cottage in Pelee

Fox Den on the Beach-Sunrise, Surf and Sand

LocationValueSleep quality

4.91 out of 5 average rating, 113 reviews
Top Guest favourite
A cozy stone cabin is set amid lush greenery, showcasing a blend of natural stone and wood siding. The structure features a gently sloping roof and multiple windows, providing a warm and welcoming appearance against the blue sky.
Cottage in Essex

The Coziest Cottage in Essex County's Wine Country

FamilyLocationQuiet

4.93 out of 5 average rating, 145 reviews
Top Guest favourite
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

North Shore Retreat

ValueFamilyHeating

4.93 out of 5 average rating, 159 reviews
Top Guest favourite
Two vibrant yellow Adirondack chairs are positioned on lush green grass, overlooking Lake Erie. The chairs are placed in a serene outdoor setting, accented by a large tree and distant views of the water, creating a tranquil space for relaxation.
Cottage in Essex

The Hideaway

ValueLocationAir conditioning

4.95 out of 5 average rating, 162 reviews
Top Guest favourite
A well-lit living area features a comfortable armchair and a dining table with four chairs. Natural light filters through large windows, offering views of the outdoors. A brick fireplace adds a cozy touch, enhancing the inviting feel of the space.
Cottage in Novi

Walled Lake Bliss Lakefront Novi/Kayaks/King Beds

LocationValueHiking

4.92 out of 5 average rating, 175 reviews
Top Guest favourite
Cottage in Wheatley

100 ft of Private Beach, Sleeps 10 - Pura Vida

FamilyLocationBiking

4.96 out of 5 average rating, 109 reviews

Private cottage rentals

Superhost
Cottage in Tecumseh

Serenity Waterside Retreat!

FamilyValueWalkability

4.85 out of 5 average rating, 251 reviews
Top Guest favourite
A spacious, well-maintained lawn is surrounded by a variety of trees and shrubs. The gray cottage is visible in the background, showcasing a welcoming facade. A concrete driveway leads up to the house, providing convenient access.
Cottage in Leamington

Lake Front Year Round Private Cottage

LocationValueAccess

4.91 out of 5 average rating, 215 reviews
Top Guest favourite
An inviting interior showcases a cozy sleeping area with a spacious bed, complemented by light-colored wood paneling. The kitchen features vibrant blue cabinets and modern appliances, while a clean bathroom is equipped with essential toiletries and stylish fixtures. Natural light enhances the overall ambiance.
Cottage in Kingsville

PELICAN PLACE Cottage ❤ Kingsville WALK EVERYWHERE

LocationFamilyHospitality

5.0 out of 5 average rating, 281 reviews
Top Guest favourite
A sandy beach stretches in the foreground, leading to a well-maintained lawn with vibrant greenery. Several cottages are visible in the background, featuring spacious decks and outdoor seating areas. A small assortment of recreational items, including paddle boards, is arranged along the beach.
Cottage in Essex

Beachfront in Wine Country - Retreat

FamilyValueAmenities

4.97 out of 5 average rating, 92 reviews
Top Guest favourite
Cottage in Essex

Blue Haven at Colchester Harbour

LocationValueNearby

5.0 out of 5 average rating, 91 reviews
Superhost
A view of Lake Erie is captured from the cottage's porch, showcasing vibrant greenery and a serene shoreline. Comfortable outdoor seating faces the water, while the sunset casts warm hues across the sky. A wooden dock extends into the lake, enhancing the tranquil setting.
Cottage in Amherstburg

Lakeside Living

LocationFamilyComfort

4.83 out of 5 average rating, 54 reviews
Top Guest favourite
Stones and gravel line the outdoor area next to the lake, where the sun sets over the water, creating a serene atmosphere. A potted plant adds a touch of greenery to the space, enhancing the natural surroundings.
Cottage in Essex

Cozy 2 Bedroom Lakeview Cottage

FamilyLocationCheck-in

4.99 out of 5 average rating, 92 reviews
Top Guest favourite
A peaceful lakefront area is framed by lush green grass and features four blue Adirondack chairs arranged around a small table. A serene sunset casts warm colors across the sky, enhancing the tranquil atmosphere beside the water.
Cottage in Essex

Erie Breeze Cottage, on Lake Erie, EPIC Wine Route

ValueFamilyQuiet

4.89 out of 5 average rating, 70 reviews

When is the best time to visit Essex?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$252 NZD$252 NZD$256 NZD$247 NZD$280 NZD$301 NZD$319 NZD$317 NZD$266 NZD$249 NZD$247 NZD$261 NZD
Avg. temp-4°C-2°C2°C8°C15°C20°C23°C21°C18°C11°C5°C-1°C

Destinations to explore