Vacation rentals with outdoor seating in Essex County

5 out of 5 average rating, 212 reviews

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

WALK EVERYWHERE! Kingsville's famous eateries, bakeries, coffee houses, trendy shops, breweries, Estate of health spa, Lakeside park, Pelee Ferry(Aug - Dec) accessible from the greenway. GATEWAY to all Wineries, Golf courses, Point Pelee park pass inc'd, surrounding communities. Enjoy our cozy 2 Queen bd cottage inside & out. BBQ, covered patio dining area. Ample parking, quiet street. Special Coupons & discounts incl'd for our guests inc'd in stay. We look forward to hosting you STR25-022 STR

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.

4.88 out of 5 average rating, 302 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, 690 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 cozy interior space features floor-to-ceiling windows overlooking the lake, offering stunning views at sunset. A soft, inviting mat is placed on the floor, surrounded by various plants and decorative pillows. Warm light emanates from a lamp, creating a serene ambiance.

4.94 out of 5 average rating, 388 reviews

Your Soulstice Studio

Become one with nature in this cozy cottage with an expansive view of the lake. Let yourself be absorbed by the sound of waves, birds and silence in the early morning hours. Sudden urge to do some yoga? No problem you have mats, blocks and bolsters to fulfill you ever stretching need! Your Soulstice is an up and coming yoga and massage studio that has been 2 years in the making. Now that it’s ready to open it’s doors, it needs a wee income to repay the “bank of mom” to show my appreciation! ♥️

4.99 out of 5 average rating, 345 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

Private Wine Route Getaway with Hot Tub

The heart behind The Vineyard Retreat is to help our guests relax, restore, and reconnect. Located on County Road 50 we're conveniently placed on the wine route between Kingsville, Colchester, and Harrow. Our guest house is steps away from Lake Erie and close by to wineries, breweries, restaurants, tours, fruit stands, national parks, conservation areas, beaches, orchards, golf courses, bike paths, and more. Read more about what our guest house has to offer in the detailed description below.

4.97 out of 5 average rating, 175 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.

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.

4.93 out of 5 average rating, 223 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.

4.93 out of 5 average rating, 156 reviews

Bright, Peaceful Lakefront ~Sunporch, BBQ, firepit

Welcome to A Day at the Lake! Relaxation, a cozy space and comfortable beds located here. Enjoy the light and airy feel of this lakefront cottage with plenty of natural light and cool breezes off Lake Erie. Located on Clark Beach in Harrow; near wineries, beaches, conservation areas, cycling and paddling routes. Welcome birders, beach goers, winery/brewing enthusiasts, cyclists and runners. Spring and summer dates book fast so be sure to reserve early to avoid disappointment.

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, 106 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 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.

4.78 out of 5 average rating, 154 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

A charming outdoor space is illuminated by soft lighting from the house. A circular patio with wicker seating surrounds a fire pit, providing a welcoming area for relaxation. The house features large windows that reveal a cozy interior, with a balcony above offering additional seating.

4.99 out of 5 average rating, 248 reviews

La Perla - Lakefront Retreat in Wine Country!

Indulge in the stunning views of Lake Erie while relaxing at a one-of-a-kind vacation property. Experience the perfect harmony of contemporary comfort and vintage allure in every corner of our space. Nestled in Canada's most southern wine region, we're minutes from craft breweries, golf, dining, and Point Pelee National Park. Enjoy zero-contact check-in, pristine cleaning, luxurious linens and a chefs kitchen! Contact us today to begin planning your unforgettable getaway!

4.99 out of 5 average rating, 175 reviews

A modern kitchen features quartz countertops and stainless steel appliances, including a spacious refrigerator and gas stove. An island with seating is situated in the center, while an open design connects to the cozy living area, creating a welcoming and functional space.

Farm stay in Essex

Luxury Farm Stay - Hot tub - Allow pets - Firepits

-Breathe in the presence of nature- You will quickly fall in love with the quiet pace, beautiful nature, and fabulous food and wine on County Road 50. This luxurious cottage hideaway is surrounded by wildlife and farmland. Private access to idyllic grounds that span over 225 acres of farmland, creeks, and with frontage onto majestic Lake Erie. Bathe in our farm and forests' healing power. Town of Essex License #STR-2022-28

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Essex County outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.97 out of 5 average rating, 70 reviews

Four black Adirondack chairs are arranged on a wooden deck overlooking a tranquil lake. A small table is positioned between the chairs, and a large umbrella provides shade. The calm water stretches into the distance under a clear blue sky.

Home in Belle River

Lakeshore Park lakeside getaway.

CatherineRating, 5 stars3 weeks ago

It is so calming to be near water and that is just what we wanted - a place to unwind. The view is exactly like the pictures. We appreciated that Henry and April responded quickly and were very attentive.

4.98 out of 5 average rating, 48 reviews

A charming exterior view of a two-story house, framed by lush greenery and colorful flower beds. The front porch features wooden railings and steps, providing access to the entrance. A Canadian flag is displayed prominently in the well-maintained yard, enhancing the landscape.

Home in Essex

Hideaway in Harrow with 2 person Air-jet Tub

JessicaRating, 5 starstoday

A terrific home we will be happy to visit again. A very clean space, a large bathroom and the best stocked AirBnb kitchen for all of my cooking needs. We loved the patio, BBQ grill and backyard. A truly pet- friendly home. The bed was so comfy and the bedroom in the back was peaceful. Everything in the house worked. We also loved the plants because we have house plants and it makes the space feel like home. Loved the fresh smell in the home, no artificial fragrances; just a clean home! The area is also beautiful with lots of easy access to grocery stores and wineries. LCBO, Shoppers Drug Mart and Tim Horton’s within walking distance if you are in a pinch for something. Superhost status well deserved!

4.93 out of 5 average rating, 124 reviews

A tranquil outdoor space is seen with a view of Lake Erie, featuring a wooden deck lined with seating areas. A colorful rug adds interest, while an umbrella offers shade. The Canadian flag stands prominently against the serene backdrop of the water and sky.

Home in Wheatley

Erie's Edge lakefront, Point Pelee, Hillman Marsh

CatherineRating, 5 stars1 week ago

Beautiful lakeside cottage with many lovely touches! Very conveniently located. Highly recommend.

The exterior of a spacious home is displayed, featuring a combination of stone and stucco. A well-kept lawn surrounds the property, with a concrete driveway leading to a dual garage. Tall trees provide a backdrop under a clear blue sky.

5 out of 5 average rating, 14 reviews

Large luxury home, beach access, backyard, quiet

SharaeRating, 5 stars1 week ago

Christina is indeed a super host! She gave very clear instructions and house rules so we had a smooth check in/check out and stay. We appreciated how responsive and accommodating she was in anticipating the variety of ages we’d have in our family, ensuring activities we all could enjoy. We used her local recommendations when we went around town. The beach access was also perfect for us to enjoy some relaxing time together. Definitely would recommend Christina’s lovely home for your stay in Kingsville!

4.89 out of 5 average rating, 132 reviews

A charming house is positioned on a spacious corner lot, surrounded by lush green trees and colorful flower beds. A curved driveway leads to the entrance, while a quiet road runs alongside the property, highlighting the tranquil setting near Lake Erie.

Home in Leamington

Pelee Way Cottage

Mari LynnRating, 5 stars2 weeks ago

Beautiful spot. Wonderful with lots of seating. Great location with a great restaurant across the street.

The collage showcases various areas of Mill Creek Cottage. A spa-like bathroom features modern amenities, while a cozy bedroom displays a neatly made bed. The living room highlights a stylish seating arrangement with a fireplace and a large TV, complemented by warm decor.

5 out of 5 average rating, 57 reviews

Mill CREEK Cottage ~ Luxurious *Kingsville* gem!

EvelynRating, 5 stars1 week ago

We enjoyed a wonderful long weekend to celebrate our 45th Anniversary at the Mill Creek Cottage and it was everything and more than what we expected. Both Sheri & Fay were very responsive if we had any questions, and reached out to make sure everything was to our satisfaction while we were there. Sheri has thought of everything, and provided us with lots of information about the area, discounts at various businesses and recommendations of what she likes about each business. Although we were busy and checking out wineries during the day, after dinner it was so nice to come back to such a relaxing and comfortable home. Everything was spotless and beautiful finishes, an abundance of everything you could need. We will definitely be looking to return sometime and want to stay a day or two longer so that we can enjoy more of the area and the amazing cottage! Thanks Sheri & Fay

4.9 out of 5 average rating, 105 reviews

A spacious patio is seen, featuring a set of comfortable chairs and a wooden deck leading to a grassy area. Large windows allow for ample natural light, with views of the surrounding landscape and the lake beyond.

Home in Amherstburg

That place by the Lake

Ricky ZRating, 5 stars1 month ago

It's a great place to stay. Very clean, exactly as described. The only "complaint" we might have is there's only one roll of paper kitchen towel provided, so we needed to get some from Walmart. Other than that, we loved the place.

4.98 out of 5 average rating, 53 reviews

A wooden deck extends over calm waters, featuring a simple table and seating. The sun sets on the horizon, casting a warm glow across the sky, while reflections shimmer on the water's surface. Trees provide gentle shade along the edge.

Home in Belle River

Lake Louise With hot tub

AliRating, 5 starstoday

Perfect place to spend great quality time with friends and family

Show all

Apartment rentals with outdoor seating

4.96 out of 5 average rating, 47 reviews

A functional kitchen area is presented with white cabinetry and a black refrigerator. A dining table is set for four, complemented by black chairs. Light enters through a window above the sink, while a staircase leads to an upper level and a front door is visible.

Apartment in Leamington

Cozy One Bedroom Apartment

KelseyRating, 5 stars3 weeks ago

Mark was extremely friendly and welcoming. My mom and I stayed the night as we were in Pointe Peele park all day. Great location right beside the park. Mark offered us full use of the backyard, bbq, music, everything. An excellent host and a great stay! Thanks Mark!

4.85 out of 5 average rating, 130 reviews

A well-lit bedroom features a spacious bed with dark wooden frame, complemented by a light-colored bedspread. A single bed is positioned nearby, and both beds are flanked by windows. A mirror hangs on the wall, reflecting the calming grey tones of the room.

Apartment in Leamington

The CoZy Place · Ultimate Relaxation!

MelaniRating, 5 stars10 months ago

Paul was such a sweetheart for me and my fiancé’s anniversary- he congratulated us, helped me out with any misunderstandings I had about the place and he made it a comfortable experience for both of us. I absolutely will staying with Paul once I go back up to Canada in a few weeks.

4.67 out of 5 average rating, 3 reviews

A spacious back patio features comfortable outdoor seating and a barbecue grill. The sun shines brightly, creating a lens flare effect. The patio offers a view of the surrounding area, with a nearby building visible.

Apartment in Amherstburg

Modern Apartment - Historic Amherstburg Downtown

RobertRating, 5 stars2 weeks ago

Beautiful apartment. Very clean .close to downtown. would stay here again

The shared living area features a modern design with a comfortable seating arrangement and a large entertainment unit. A contemporary electric fireplace adds warmth to the space, while artwork adorns the walls, contributing to an inviting ambiance.

4.96 out of 5 average rating, 54 reviews

Eastcourt Escape Presidential Suite w Soaker Tub

BrianRating, 5 stars2 weeks ago

This was a fantastic place. It was better than the pictures. The space was very clean and had many personal touches to make you feel at home. Michael was very responsive. This is a space I would recommend to anyone visiting the area.

A classic brick house showcases a two-story design with a gabled roof. Notable features include bay windows and a porch with decorative columns. The surrounding yard is lined with trees, and fallen leaves blanket the ground, indicating the season.

4.78 out of 5 average rating, 50 reviews

Private 2 bedroom apartment in Prime Location

ChristinaRating, 5 stars1 month ago

Very safe feeling in downtown Windsor. Parking included and separate entrance. I’ve stayed here a few times now and will continue to try and book it when I’m in town.

A modern living area features a plush orange sofa facing a wall-mounted television. Natural light enters through large windows, which are framed by light grey curtains. A neutral-toned area rug lies beneath a coffee table, enhancing the spacious feel of the room.

4.89 out of 5 average rating, 46 reviews

Rare find by the Riverside

ElizabethRating, 5 stars4 days ago

Clean, comfortable, and cozy! I would happily return for another stay.

4.96 out of 5 average rating, 134 reviews

A welcoming front yard features a manicured green lawn, bordered by decorative rocks. A wooden bench and two Adirondack chairs offer seating, complemented by a red umbrella providing shade. The home's entrance is visible, set amidst lush trees and well-kept landscaping.

Apartment in Leamington

48 on the Ave.

KristenRating, 5 stars1 week ago

Steve & Lisa were great! Nice clean cozy peaceful space to relax and unwind. The beach across street is amazing and great for beach glass I went home with 50lbs!!!! I will definitely be back if I ever need somewhere to stay in Leamington

The entrance of The Parkside is characterized by a charming awning featuring the building's name. Flanking the entrance are well-maintained shrubs and ornamental plants. The brick façade showcases a classic 1930's architectural style, complemented by the decorative railings and spacious steps leading to the door.