Vacation Rentals By Owner In Kingsville, ON

pWelcome to our Creekside Cottage, where adventure meets relaxation! Our cozy retreat offers direct access to Cedar Creek for kayaking, SUPing, or fishing and is just a 5 minute stroll to Kingsville's beloved Cedar Beach. Inside, discover an inviting open-concept layout, 2+1 cozy bedrooms and an ultimate game room in the detached garage! Enjoy sunset views, yard games, outdoor dining in nature, campfires under the stars, or fun filled nights with board games, poker, pool or darts! Your waterfront escape awaits!br/pbrbrp-Direct access to the tranquil Cedar Creek for fishing, kayaking or SUPing/pbrbrp-5 minute walk to Cedar Beachbr/pbrbrp-Newly renovated, bright open-concept layout with panoramic views of Cedar Creek/pbrbrp-Fully stocked kitchen with large island and all the essentials you need to cook & serve a full course meal/pbrbrp-Cozy living room featuring 65 smart TV pre-loaded with Netflix, Prime & retro gaming systembr/pbrbrp-Dining area over looking the creek with gas fire-place (this room can be fully draped off to create a third sleeping area with two premium twin air mattresses - linens & pillows provided)/pbrbrp-2 waterfront themed bedrooms with cozy queen beds, views of the creek and desks/pbrbrp-Ultimate games room in garage with pool table, poker table & set, darts, 55 Smart TV (antenna + Prime + Neflix) and bar fridge/pbrbrp-Outdoor dining, corn hole, gas Napolean BBQ & firepit with complimentary firewood/p

Creekside Cottage - Waterfront Retreat with Kayaks, Fishing & Game Room

Kingsville, Ontario, Canada

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$134.72

Newly designed with modern decor, we offer a private country like setting close to everything!brbrOur one bedroom, one bath guest house boasts a full kitchen, large living area, private outdoor space and a fenced in area for your pets!brbrThe guest house is located at the end of our property about 100' from our house. Secure guest parking is in our driveway and pathway lights line the way down to the guest house.brbrThe guest house is bright and has a huge patio door affording views of the outdoor space. There are no neighbours behind the property just open tree lined fields.brbrBlackout, light filtering curtains and pull down shades allow for privacy and sleeping in.brbrThe guest house is completely set up with all you will need to enjoy your stay.brbrWe also offer pet sitting / dog walking for an extra fee. This allows our guests to tour our beautiful town worry free! Please note: Even though we are pet lovers and we look forward to seeing you fur babies, due to our insurance and provincial law we cannot accept any type of dog that is restricted or banned in Ontario. brWe have endeavored to provide a safe environment for your pet(s), however we will not be held responsible for any injuries that may occur to your pet(s) or any person(s) coming into contact with your pet(s), however caused.brbrFor the bird enthusiasts, we are walking distance to Jack Miner Migratory Bird Sanctuary, and The Kennedy Woods and for the cyclists and hikers we have The Chrysler Canada Greenway close by which is a 48km multiuse trail as well as other local trails. Bike rentals are available.brbrWe are registered as a Short Term Rental with the Town of Kingsville, # STR-25-028.

Guest House

Private Guest House!

Kingsville, Ontario, Canada

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Bath

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Exceptional(6)

$239.32

Tranquil and secluded beachside retreat near Kingsville’s charming wine country—ideal for couples and honeymooners. This stylish one-bedroom loft sits on a spacious lakefront property, creating the perfect setting to kick off a memorable evening.

Cozy, trendy, beachfront loft

Kingsville, Ontario, Canada

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Bath

Sleeps

Exceptional(24)

$235.22

### Lakeview cottage in Kingsville: Reveries on the Lake ###** Welcome to your home away from home! Perfectly nestled in a peaceful, quiet, family-friendly neighbourhood in Kingsville, atop a bluff overlooking Lake Erie. Ideal for couples, families or anyone looking to unwind in serene settings after exploring all that Essex county has to offer.**Key Features.**- Stunning views**-relax on the deck and watch the ferry cross to Pelee island, enjoying picturesque sunrises and sunsets over the water**Comfortable Accommodations.**- our cottage boasts 3 cute bedrooms with comfy furnishings, ensuring restful night and leisurely mornings. **Inviting Living Space.**- relax in the open-plan living area, complete with comfortable seating and smart TV. A telescope for star-gazing at night and large windows that flood the space with warmth and natural light during the day. Binoculars and field manuals for identifying local birds, butterflies and plants, of which you will see many. A fully equipped kitchen with pots, pans and all the cooking essentials you need to make a gourmet meal after visiting some of the many farmily-owned farm stands offering the freshest seasonal produce. A coffee bar stocked with Nespresso maker, drip press or French press and the best local coffee grinds, ensures the perfect brew to go with your view. For best experience, we recommend quietly stepping outside and enjoying a tranquil morning listening to the waves lap and the seagulls calling. Occasionally a blue Heron can be seen perched on the shallow rocks right in front of us hunting for fish. The high-speed wifi and air conditioning and full laundry room ensure you have everything you need for a comfortable stay. There is a garbage/recycling area and the wooden shed in the courtyard. There is a garbage pail, a recycling box and an ashtray located inside. Smoking is permitted outside only. Outdoor living and dining area cushions are found in the storage bin under the Reveries on the Lake sign. We appreciate you trying to put them away if weather is inclement, but we understand there are times they are going to get rained on. **Nature Lovers Paradise.**- sit and immerse yourself in the gardens filled with native pollinator-friendly plants and wildlife. Watch for majestic bald eagles, migrating geese and colourful monarch butterflies. The outdoor spaces are perfect for family gatherings or quiet moments. Enjoy a local bottle of wine, read a book on the deck or take a stroll through the neighbourhood.**Ideal location- Reveries is located in the heart of Windsor Essex county. Pelee island Winery is located a short drive, bike ride or walk away. They offer a truly local taste of where you are staying. We really are right in the heart of it all.We offer a seamless check-in and check-out process to help you make the most of your stay. You will have full access to the entire cottage, driveway, fenced in front courtyard, both upper lake view decks and the small yard that is in between them. There is no lake access from our our cottage, however, we are a quick drive away from many beautiful beaches for you to enjoy. The gardens below the look-out deck are for viewing only and are off-limits.The exterior areas are lit up by solar lighting, if it hasn’t been sunny, they don’t always make it through the night. If you’re going to be arriving after dark for check-in, let us know and we can leave the front foyer and porch lights on. The china cabinet in the dining room has stemware and cocktail making accessories. As well as a non-breakable set for taking outside. There are also extra sets of plates and bowls and serving ware and baking ware. As well as binoculars and field guides to identify the local birds, butterflies and plants you might see during your stay. There is a pantry in the front foyer by the staircase that has many bonus travel essentials that you might find yourself needing like, Tupperware and children’s serving ware, an oil diffuser and some essential oil blends, disposable champagne glasses and extra kitchen ware. There are pet accessories located in the laundry room. Please clean up after your pets during your stay. The front courtyard is totally fenced in but the lakefront is not, so please keep pets supervised at all times. Please no digging or chewing anything in the house or yards (other than sticks) Our dog, Baylor, loves sticks. So he’s left a little collection in case a pet guest needs something to chew on :)Feel free to text Crystal if there is anything you need while planning your visit. I live right next door if there is anything you need during your stay, just ask!**Safe, family and pet friendly neighbourhood- located just outside of downtown kingsville. Tucked away on a quiet street, far from any traffic and or hustle and bustle. Just the sounds of birds, the breeze and the lapping Lake Erie waves. There is a small utility section in the bathroom closet. We ask that you are careful around this area. *kitchen faucet-push handle towards the wall for hot water. It takes a second to warm up. Please drive carefully down our road, especially on weekends, you will see many children out playing and many residents out walking their pets. Please make sure to keep noise to a comfortable level at all times out of respect for our lovely neighbours.**Local Attractions.**- Point Pelee National Park. Just 15 minutes away. This natural wonder is perfect for hiking, bird watching, and exploring diverse ecosystems. -5 minutes from prestigious Kingsville golf course**Idyllic weather- Being the Southernmost town in all of Canada, we boast some of the warmest summer days and mildest winters. Making Reveries on the lake the perfect destination for travellers all year long! **Beaches, shops, wineries, breweries and restaurants.**- discover many local shops and delicious drinking and dining options in kingsville, Essex county, all within a short drive. Many seasonal farm stands selling fresh, local produce.**Located along Essex County Epic Wine Route.Short drive to the 401 or the border to the United States.

Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville

Kingsville, Ontario, Canada

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Bath

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Exceptional(14)

$359.09

You will enjoy our centrally located home in the quaint town of Kingsville Ontario. Just a 10 min walk S to Lake Erie and a 10 Min N to town.brOur home offers thoughtfully decorated 5 bedrooms, 2 bathrooms, 2 kitchens, 2 living rooms, dining areas a coffee bar, laundry room with makeup and hair lounge, front porch for relaxing. brThe outdoors offers a large yard, BBQ, covered patio, outdoor game room with TV, Pool table,darts and fridge. Basement grand entrance, back entrance with wheelchair ramp. Come Enjoy our Casa! There is NO hot tub/spa available at this time.

Our Casa is located in the quaint town of Kingsville. Come enjoy the scenery!

Kingsville, Ontario, Canada

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Bath

Sleeps

Exceptional(18)

$687.72

Tucked away in the serene countryside just outside Kingsville, Ontario, and moments from the whimsical charm of Colasanti’s Tropical Gardens, The Log House at Trillium Woods is more than a vacation rental—it’s a storybook setting brought to life. This Log Home estate is where rustic charm meets elevated comfort, creating a warm, welcoming atmosphere that feels like home—but better.brbrThe master suite, with its king-size bed and private ensuite, invites moments of serenity. Two charming queen bedrooms and a bunkroom built for memory-making provide the perfect setup for families, couples, or friends. Whether you're sipping wine in the glow of the dining room chandelier, gathered on leather sofas for a movie night, or preparing a home-cooked meal in the fully equipped kitchen, the home exudes warmth, ease, and connection.brbrBut the real magic begins outside.brbrCue the slow-motion laughter of children running barefoot across a sun-drenched lawn. Picture a casual cornhole game under the wide Ontario sky. A cozy porch wraps around the home, calling for morning coffee and evening chats. Follow the camera deeper into the trees, where private trails wind past birdsong and wildlife—an untouched haven for hikers, dreamers, and photographers alike.brbrAs the sun sets, flames crackle in the fire pit while marshmallows roast and stories unfold under a blanket of stars. Here, life slows down. Moments linger. And celebrations come to life.brbrWhether you’re hosting a candlelit harvest dinner under twinkle lights, gathering with girlfriends for a wine-country weekend, or saying “I do” in our optional Studio/Party Hall, the Log House is a blank canvas for unforgettable events. With the Dream Team at your service, every detail is seamlessly handled—so all you have to do is show up and make memories.brbrFrom Kingsville’s quaint shops and vibrant food scene to the nearby wineries, beaches, and natural wonders, The Log House at Trillium Woods is the perfect gateway to Southern Ontario’s most charming experiences.brbrWelcome to your wooded wonderland. Where comfort meets nature. Where luxury feels like home. And where your next unforgettable story begins.

Beautiful Log House with Fire Pit and Access to Private Trails

Kingsville, Ontario, Canada

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Sleeps

Exceptional(1)

$498.06

Enjoy the holiday season at our house in Kingsville town ! Landscaped garden owing a creek, large private deck, large kitchen with skylights, living room, dinning room furnished with antic furniture, This house has everything to make you feel at home away from home !

Kingsville , ON house/ cottage/ villa property short vacation / weekend stay

Kingsville, Ontario, Canada

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Bath

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Exceptional(9)

$597.37

Welcome to The Orchard House, a luxury 4-bedroom vacation rental in Kingsville, Ontario—perfectly located on the region’s scenic wine route and within walking distance to downtown Kingsville’s best restaurants, cafés, and shops. Situated directly across from Pelee Island Winery, this upscale home offers one of the most desirable locations for travelers looking to experience the best of Ontario’s wine country and Lake Erie North Shore.brWhether you're searching for a Kingsville Airbnb, a wine country getaway, or a group-friendly vacation rental near Point Pelee National Park, The Orchard House delivers the perfect balance of location, comfort, and experience.brbr A Premium Vacation Rental in Kingsville, OntariobrDesigned for both relaxation and entertaining, this spacious Kingsville vacation home features:br4 beautifully appointed bedrooms with premium furnishingsbrA luxurious primary suite with king bed, spa-style ensuite, soaking tub, and walk-in showerbrOpen-concept living and dining spaces ideal for groups and familiesbrA fully equipped kitchen with high-end appliances and gas stovebrA cozy living room with gas fireplace for year-round comfortbrDining space for gathering, entertaining, and shared mealsbrThis is not just a place to stay—it’s a destination home designed for memorable group experiences.brbr Private Backyard Oasis with PoolbrStep outside and experience your own private retreat:brPool with loungers and umbrellasbrFire pit area perfect for evenings under the starsbrBBQ and outdoor dining space for al fresco mealsbrBeautifully designed outdoor space for relaxing and socializingbrFor guests searching for a Kingsville rental with pool or a private vacation home near wineries, this property stands out.brbr Prime Location — Walk Downtown + Explore the Wine RoutebrThe Orchard House is ideally located for guests looking to experience Kingsville without compromise:brWalk to downtown Kingsville restaurants, cafés, and nightlifebrLocated directly on the Kingsville wine route brAcross from Pelee Island WinerybrShort drive to multiple wineries and craft breweriesbr10 minutes to Lake Erie beachesbr25–30 minutes to Point Pelee National ParkbrThis location makes it one of the best options for travelers searching for:brPlaces to stay near Point Pelee National ParkbrWine route accommodations in KingsvillebrWalkable vacation rentals in Kingsville Ontariobrbr Explore Kingsville & Lake Erie North ShorebrKingsville is one of Ontario’s fastest-growing tourism destinations, known for its:brAward-winning wineries and wine toursbrCraft breweries and local food scenebrBoutique shopping and vibrant downtownbrAccess to Lake Erie beaches and waterfrontbrProximity to Point Pelee National Park (Canada’s southernmost point)brGuests also love visiting nearby attractions like Colasanti’s Tropical Gardens, local markets, and seasonal events throughout Essex County.brbr Ideal ForbrWine weekends and vineyard tours brGirls’ getaways and couples tripsbrFamily vacationsbrGroup retreats and special occasionsbrGuests visiting Point Pelee National Parkbrbr Why Guests Choose The Orchard HousebrPrime Kingsville location (walk downtown + on wine route)brPrivate pool and outdoor entertaining spacebrSpacious layout for groupsbrClose to wineries, beaches, and Point PeleebrOne of the most well-positioned vacation rentals in Kingsvillebrbr ️ Book Your Kingsville GetawaybrIf you’re searching for a luxury vacation rental in Kingsville, a wine route Airbnb, or a place to stay near Point Pelee National Park, The Orchard House offers an unmatched combination of location, comfort, and experience.

Walk to Downtown Wine Route Retreat w/ Pool

Kingsville, Ontario, Canada

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$125.93

The perfect place to enjoy all that this little town on the lake has to offer! Two blocks from the best restaurants in the area, a local coffee roaster, and a wellness spa. Seven blocks from Lake Erie, on the wine route close to 14 wineries & breweries, and a prime spot for bird enthusiasts. Welcome to this newly renovated 2-bed, 2-bath home in Kingsville, the southern most town in Canada! Enjoy your morning coffee poolside from the walk-out deck. Hike or bike the Greenway, or keep your workouts indoors with the at-home Peloton. Bedrooms equipped with luxury mattresses and linens, bathrooms equipped with high end amenities. Two smart TVs, high speed reliable internet - ideal for working from home, bluetooth speaker, and electric fireplace to stay cozy all year round. Built-in convection oven/microwave combo, toaster oven, and for coffee lovers - French press and drip coffee options - with coffee included. Your home away from home!

Modern, fully renovated lake-town cottage in Canada's southernmost town

Kingsville, Ontario, Canada

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Exceptional(19)

$195.95

Centrally located in beautiful downtown Kingsville this century old bungalow has been newly renovated for our guests' comfort. brbrJust 2 blocks from the downtown center you are just steps from the many restaurants, brew pubs and shops Kingsville offers. Lakeside Park is a short 15 minute walk where you can enjoy beautiful views of Lake Erie as well as many of the numerous festivals and events offered throughout the year.brbrThe house has 3 bedrooms and one bathroom all tastefully decorated. The primary and secondary bedroom both feature a queen size bed while the 3rd bedroom has a twin day bed. brbrOutside our large backyard is waiting for you to unwind, BBQ and enjoy the gardens. Your furry friends will be safe in the fully fenced yard with lots of room to run around.brbrThe front door is equipped with a self entry electronic deadbolt with a private code. The side and back doors are equipped with deadbolts for access from the inside only during your stay. License #STR25-002

Pearl on Pearl in Downtown Kingsville!

Kingsville, Ontario, Canada

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Bath

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$337.47

This modern home on a spacious country lot offers privacy and quiet , while being less than 1 km from all the amenities that Kingsville has to offer. Soccer, baseball and hockey facilities are right across the road. Visit one of the many nearby parks, walking trails or golf courses. Local Provincial and Federal parks offer a birder's paradise. Visit one of Kingsville's award winning wineries or restaurants !

Spacious country lot, minutes from downtown Kingsville !

Kingsville, Ontario, Canada

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Most popular vacation rentals in Kingsville

$195.95

Pearl on Pearl in Downtown Kingsville!

Kingsville, Ontario, Canada

Bed

Bath

Sleeps

$297.74

Relaxing lakefront cottage near wineries and beach

Kingsville, Ontario, Canada

Bed

Bath

Sleeps

$292.18

Spacious family home in the heart of idyllic town. *Discount for extended stays

Kingsville, Ontario, Canada

Bed

Bath

Sleeps

$259.20

Creekside Cottage - Waterfront Retreat with Kayaks, Fishing & Game Room

Kingsville, Ontario, Canada

Bed

Bath

Sleeps

$246.99

Bella Vista - Cedar Island , Kingsville Lakefront and private beach !

Kingsville, Ontario, Canada

Bed

Bath

Sleeps

$239.32

Cozy, trendy, beachfront loft

Kingsville, Ontario, Canada

Bed

Bath

Sleeps

$235.22

Reveries on the Lake-lakefront Kingsville Cottage, Your home away from home in Kingsville

Kingsville, Ontario, Canada

Bed

Bath

Sleeps

$171.81

Pelican Place ❤️ WALK EVERYWHERE! Your home away from home...

Kingsville, Ontario, Canada

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Bath

Sleeps

$138.80

Apartment

Business Travellers, Couples STAY DOWNTOWN KINGSVILLE Cozy Private SUITE - 1 bed

Kingsville, Ontario, Canada

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Bath

Sleeps

$144.33