Vacation rentals in Essex County

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Top-rated vacation 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, 389 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 favorite
Farm stay in Essex County
5.0 out of 5 average rating, 197 reviews

The Fir&Feather Tree Farm 1Bedroom Suite & Hot tub

A unique & tranquil wooded getaway nestled on a 16 Acre working Christmas tree farm, 15 mins. from Windsor and surrounding towns. This private lower suite, part of the main house has it's own entrance & space for 4 guests with open concept Kitchen/Living room with electric fireplace,2 futons/double beds with memory foam mattresses, Queen Juno mattress in bedroom and 3 piece bath. Enjoy a covered private furnished patio w/firepit or relax in a private hot tub (netted) at a second enclosed patio

Top guest favorite
A cozy home is showcased with a large rear deck featuring outdoor seating and vibrant flower pots. Two bicycles are positioned on the grass, ready for exploration. The setting is surrounded by greenery, contributing to a serene, inviting outdoor space.
Home in Essex
4.94 out of 5 average rating, 129 reviews

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!

Top guest favorite
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.
Guesthouse in Essex
4.99 out of 5 average rating, 121 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!

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
5.0 out of 5 average rating, 285 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.

Guest favorite
Cottage in Leamington
4.92 out of 5 average rating, 110 reviews

Sunset Beach Escape Lake House

Escape to our newly renovated beach house with large deck, hot tub & panoramic lake views. Modern open concept design, high-end appliances, equipped kitchen. A king bed on the main floor. King bed and full sofa bed on the 2nd flr. Comfortably accommodates small groups or families. Witness magical sunsets from the balcony, the large beachfront deck or the hot tub. Access your private beach for a swim. Explore nearby attractions like Point Pelee Nat. Park, Leamington Marina, & Seacliff Park.

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, 199 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
A spacious living area features a comfortable sectional sofa and an ottoman. Large glass doors provide a view of Lake Erie. A natural wood TV stand and wall art accents are present, along with a patterned area rug and a touch of greenery from a nearby plant.
Home in Kingsville
4.93 out of 5 average rating, 288 reviews

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.

Top guest favorite
A charming brick guest house is surrounded by lush green lawns and mature trees. The property features a rustic wagon as a decorative element, with warm lights illuminating the exterior. A spacious driveway provides easy access to the home, enhancing its inviting appeal.
Guesthouse in Essex
4.99 out of 5 average rating, 389 reviews

Wine Country Retreat w/ Hot Tub & Fire Pit

Welcome to The Vineyard Retreat, your peaceful, private escape along Essex County’s wine route between Kingsville and Colchester. This thoughtfully designed guest house feels like a private retreat, with its own entrance, outdoor living space featuring a hot tub, fire pit, and barbecue, overlooking a serene farmers’ field. Just steps from Lake Erie, you’ll be close to wineries, breweries, beaches, parks, orchards, and markets. It’s the perfect place to relax, restore, and reconnect.

Top guest favorite
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, 117 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 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
5.0 out of 5 average rating, 134 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
Cottage in Essex
4.81 out of 5 average rating, 148 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 County vacation rentals