Vacation rentals in Essex

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.

4.93 out of 5 average rating, 115 reviews

Lakeside Hydeaway Cottage on Lake Erie w/ Hot Tub

Welcome to Lakeside Hydeaway...truly your home away from home. We are located along Erie Shoreline and tucked away on a quiet street within Essex County Wine Country. Our unique and cozy home is the perfect place to venture out and make memories. Enjoy afternoons playing games on the lawn, soaking your feet in the sand and watching the sunset from your balcony or waterside deck, our home is sure to leave you feeling relaxed. Enjoy late night bonfires or soaks in the hot tub amidst the stars.

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.

4.87 out of 5 average rating, 341 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.

4.98 out of 5 average rating, 727 reviews

A lake house is situated on the shoreline of Lake Erie, featuring a sloped path with steps leading down to it. Soft lights illuminate the exterior during twilight, creating a warm ambiance. The tranquil water extends to the horizon, inviting a peaceful retreat.

Guesthouse in Kingsville

Small lake house on Lake Erie shore

Private Bachelor apartment sized house directly on Lake Erie. ULTRA FAST WI-FI, Private deck, Kayaks. The Cottage is always toasty warm all winter long. Queen bed, bathroom with shower, kitchenette. Great swimming in shallow, sandy waters. Cottage is only a few minutes from many area wineries, breweries, distilleries and fantastic restaurants serving local food. Walking distance to Pelee Island ferry. Want something completely different? This is the place. It's almost like staying on a boat.

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.

5 out of 5 average rating, 242 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.

4.98 out of 5 average rating, 202 reviews

An open space showcases a queen-size bed with a patterned quilt and decorative pillows. A ceiling fan hangs above, while a television is mounted on the wall. A kitchenette is visible in the background, alongside a cozy sitting area featuring a decorative fireplace.

Guest suite in Essex

The Loft Suite

Guests will enjoy our quaint private getaway. Our suite is set above our detached garage. Open concept. Supplied with linens, towels etc for your short getaway. Enjoy all the local wineries, golf courses, breweries, shopping, restaurants. Essex Counties best kept secret. Colchester harbour, with Colchester beach is only a minute away. A separate private sitting area for you to enjoy your stay. We supply bottled water, coffee, coffee cream. Assorted tea, sugar, freshly made banana bread.

4.92 out of 5 average rating, 253 reviews

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

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.

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.

4.93 out of 5 average rating, 145 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.

4.99 out of 5 average rating, 369 reviews

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

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.

4.95 out of 5 average rating, 174 reviews

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

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!

4.99 out of 5 average rating, 116 reviews

Barn in Kingsville

Cozy Forest Retreat • Sauna • Hiking • Event Space

Escape to Kings Woods Lodge for a cozy winter getaway! Enjoy hiking in the woods, bird watching, crackling fires, heated blankets, rejuvenating sauna sessions, and nights filled with board games and shuffleboard. Surrounded by peaceful forest views, it’s the perfect spot to relax and reconnect. Hosting an event? Kings Woods Hall, our boutique on-site venue, is just steps away and can host up to 80 guests. Great for Christmas parties, bridal or baby showers or intimate weddings.

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.

5 out of 5 average rating, 122 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!

A welcoming entryway is presented, featuring a sign reading 'THE BEACH' mounted on a wooden panel. The dining area is visible in the background, showcasing a long table with seating for six and large windows offering a glimpse of natural light.

4.81 out of 5 average rating, 127 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 vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Essex

A wooden deck overlooks Lake Erie, featuring a mix of colorful Adirondack chairs arranged around a central fire pit. The space is surrounded by trees and offers a scenic view of the water, enhancing relaxation and togetherness.

4.97 out of 5 average rating, 35 reviews

Lakefront cottage in heart of wine country

4.97 out of 5 average rating, 98 reviews

Anchor down on your private Beachfront Cottage

4.98 out of 5 average rating, 46 reviews

A spacious bedroom features a king bed with a plush white comforter, accented by decorative pillows. Framed floral artwork adorns the walls above the bed. Soft lighting is provided by two bedside lamps, and a window dressed with light curtains allows natural light to enter.

Apartment in Kingsville

Hello Gorgeous

The exterior of the cottage features a welcoming entrance with a subtle decorative wheel design beside the door. Soft lighting illuminates the walkways and surrounding garden areas, highlighted by plants in decorative pots. Windows frame the entrance, offering glimpses of the interior.

4.94 out of 5 average rating, 99 reviews

Lake Erie Escape Cottage - escape and explore

4.94 out of 5 average rating, 80 reviews

A well-lit bedroom features a spacious bed dressed with a floral-patterned comforter. A sleek desk with a television is positioned nearby, and a decorative plant adds a touch of greenery. Double doors provide additional storage options, enhancing the room's functionality.

Guesthouse in Windsor

Private Guesthouse in South Windsor

5 out of 5 average rating, 27 reviews

The exterior of a cottage is shown, featuring a light grey facade and a bright yellow front door. A welcoming sign is positioned by the entrance, with flourishing flower beds on either side. A well-maintained lawn is bordered by wooden fencing and trees provide a natural backdrop.

Home in Essex

Waterfront Lake House Oasis in EPIC Wine Country

A two-story lakefront cottage is depicted, featuring a grey exterior and a welcoming front porch. A paved pathway leads to the entrance, with grassy areas surrounding the home. Outdoor grilling equipment is positioned near the entrance, and other cottages are visible in the background.

4.96 out of 5 average rating, 72 reviews

Beachfront in Wine Country!