Pet-friendly holiday rentals in Essex County

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Top-rated pet-friendly home rentals in Essex County

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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
4.85 out of 5 average rating, 394 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.

Top guest favourite
A bright and airy kitchen is equipped with modern appliances and a large island, featuring bar seating. A billiards table occupies a central area, surrounded by expansive windows. A cozy living space includes plush seating and a gentle color palette. A private hot tub is visible, offering relaxation.
Home in Lakeshore
4.96 out of 5 average rating, 101 reviews

Modern Lakefront Escape

Welcome to this charming lakefront property offering a unique blend of modern amenities and cozy comforts ensuring an unforgettable stay. This lakeside retreat is perfect for families, couples, or friends seeking a relaxing escape. Explore the great outdoors, indulge in water activities, or relax in the hot tub taking in the view. Conveniently located just 10 minutes off the 401 and only 30 minutes from Leamington, Windsor and Chatham. You're never too far from local attractions and amenities.

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
4.93 out of 5 average rating, 122 reviews

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

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
4.97 out of 5 average rating, 222 reviews

The Mayaswell - All Year - Hot Tub - Lake Views

This cottage is nestled in a small cottage community. It is now being offered year round, and features a 2-4 person hot tub. The Mayaswell sits atop a bluff with stunning Lake Erie views. Colchester beach is a 10 min walk away with swimming & relaxation on a clean sandy beach. Award winning wineries are within walking distance or a short bike ride away. Fresh produce stands, hiking trails, restaurants and nature at its finest complete the perfect picture of The Mayaswell and its surroundings.

Top guest favourite
A serene view of the lake is framed by lush greenery. Soft pastel colors in the sky reflect the sunset over calm waters, creating a tranquil setting for relaxation. A wooden staircase leads down to the inviting water's edge, surrounded by natural foliage.
Guest house in Essex
4.99 out of 5 average rating, 125 reviews

Premiere Cottage-Heart of Wine County/ Lake Access

Our stunning guest house sits high on the Oxley bluff, nestled in the middle of wine county. This spectacular space is truly the premiere of what Oxley has to offer. Shared access to massive over-size deck for large gatherings provides pristine lake views. Staircase leads to secluded deck with private beach. This modern & stylish property features 1 bedroom, 1 bathroom and a wood burning stove fireplace, making it a comfortable stay for any time of year. You simply won't find better in Oxley!

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
4.96 out of 5 average rating, 135 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 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
4.94 out of 5 average rating, 121 reviews

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.

Top guest favourite
Cottage in Essex
4.93 out of 5 average rating, 109 reviews

Amazing LakeView, walk to Wineries and the beach!

Serenity awaits you in this newly renovated, 2 bedroom lakefront cottage with over 1000 sq feet in the heart of Essex County's wine country. Enjoy the amazing views of Lake Erie and the lake breeze while sitting on the bluff or venture into the large treed yard for a fire, to play yard games or just to sit and enjoy the peaceful sounds of nature. This place is perfect for a girl's getaway or for couples wanting to visit the many wineries and festivals within walking distance.

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
5.0 out of 5 average rating, 137 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!

Top guest favourite
The two-story green house features a generous front porch with seating and is surrounded by a grassy lawn. A detached garage is visible to the right, framed by landscaping. The overall setting is tranquil, with trees lining the background under an overcast sky.
Home in Essex
4.96 out of 5 average rating, 208 reviews

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!

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
4.79 out of 5 average rating, 197 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

Top guest favourite
Barn in Kingsville
4.99 out of 5 average rating, 145 reviews

Woodland Retreat | Heated Pool, Sauna, Event Space

Set on a peaceful woodland property just minutes from Kingsville wine country, Kings Woods Lodge offers a relaxed escape for getaways and gatherings. This fall, enjoy the private heated pool through the end of October, unwind in the barrel sauna, and gather around the fire under the trees. Light-filled interiors and inviting outdoor spaces make it special in every season. An on-site event space is available as an optional add-on for intimate weddings & milestone celebrations.

Popular amenities for Essex County pet-friendly home rentals