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. Whether 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.
🏡 A Premium Vacation Rental in Kingsville, Ontario Designed for both relaxation and entertaining, this spacious Kingsville vacation home features: 4 beautifully appointed bedrooms with premium furnishings A luxurious primary suite with king bed, spa-style ensuite, soaking tub, and walk-in shower Open-concept living and dining spaces ideal for groups and families A fully equipped kitchen with high-end appliances and gas stove A cozy living room with gas fireplace for year-round comfort Dining space for gathering, entertaining, and shared meals This is not just a place to stay—it’s a destination home designed for memorable group experiences.
🌿 Private Backyard Oasis with Pool Step outside and experience your own private retreat: Pool with loungers and umbrellas Fire pit area perfect for evenings under the stars BBQ and outdoor dining space for al fresco meals Beautifully designed outdoor space for relaxing and socializing For guests searching for a Kingsville rental with pool or a private vacation home near wineries, this property stands out.
📍 Prime Location — Walk Downtown + Explore the Wine Route The Orchard House is ideally located for guests looking to experience Kingsville without compromise: Walk to downtown Kingsville restaurants, cafés, and nightlife Located directly on the Kingsville wine route 🍇 Across from Pelee Island Winery Short drive to multiple wineries and craft breweries 10 minutes to Lake Erie beaches 25–30 minutes to Point Pelee National Park This location makes it one of the best options for travelers searching for: Places to stay near Point Pelee National Park Wine route accommodations in Kingsville Walkable vacation rentals in Kingsville Ontario
🍇 Explore Kingsville & Lake Erie North Shore Kingsville is one of Ontario’s fastest-growing tourism destinations, known for its: Award-winning wineries and wine tours Craft breweries and local food scene Boutique shopping and vibrant downtown Access to Lake Erie beaches and waterfront Proximity to Point Pelee National Park (Canada’s southernmost point) Guests also love visiting nearby attractions like Colasanti’s Tropical Gardens, local markets, and seasonal events throughout Essex County.
👥 Ideal For Wine weekends and vineyard tours 🍷 Girls’ getaways and couples trips Family vacations Group retreats and special occasions Guests visiting Point Pelee National Park
🌟 Why Guests Choose The Orchard House Prime Kingsville location (walk downtown + on wine route) Private pool and outdoor entertaining space Spacious layout for groups Close to wineries, beaches, and Point Pelee One of the most well-positioned vacation rentals in Kingsville
🛎️ Book Your Kingsville Getaway If 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.
Our prices include all fees. No hidden fees.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Guest must fill out Contact Form and upload Gov. ID, Sign Rental Agreement, No smoking of any kind indoors, No unregistered Guests after 10 pm.
Please clean up after yourselves, leave used towel on the floor in the bathroom and beds unmade, no loud music after 9 pm.
A security deposit hold is required 24 hours prior to arrival of $350 and automatically released 8 days after checkout.
Important information
You need to know
Property Registration Number STR-25-045
Property # 3352604
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events are allowed on site
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Kingsville
Kingsville is home to this vacation home. The area's natural beauty can be seen at Lake Erie and Point Pelee National Park. Leamington Arts Centre and Garrison Memorial Gardens and the Leamington Labyrinth Trailhead are also worth visiting. Discover the area's water adventures with kayaking, fishing, and swimming nearby, or enjoy the great outdoors with ecotours.
Point Pelee National Park - 20 min drive - 21.3 km
Ambassador Bridge - 44 min drive - 58.5 km
Detroit Windsor Tunnel - 50 min drive - 61.4 km
Caesars Casino - 51 min drive - 59.5 km
Getting around
Windsor, ON (YQG) - 36 min drive
Restaurants
Tim Hortons - 5 min walk
Jack's Gastropub & Inn 31 - 2 min drive
Beach House Grill - 4 min drive
Domino's Pizza - 19 min walk
Starbucks - 6 min walk
Frequently asked questions
Does Walk to Downtown Wine Route Retreat w/ Pool have a pool?
Yes, this property has a pool.
How much does it cost to stay at Walk to Downtown Wine Route Retreat w/ Pool?
As of Jun 30, 2026, prices found for a 1-night stay for 2 adults at Walk to Downtown Wine Route Retreat w/ Pool on Oct 5, 2026 start from $401, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Walk to Downtown Wine Route Retreat w/ Pool pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Walk to Downtown Wine Route Retreat w/ Pool?
Check-in begins at 4:00 PM.
What time is check-out at Walk to Downtown Wine Route Retreat w/ Pool?
Check-out is at 10:00 AM.
Where is Walk to Downtown Wine Route Retreat w/ Pool located?
Situated in Kingsville, this vacation home is within a 10-minute walk of Pelee Island Winery and Lake Erie. Lakeside Park Walking Paths Trailhead and Chrysler Greenway are also within 2 mi (3 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Close to town but most everything was a short drive. Pool was great. Not a lot of lounge furniture in house but great space. Whole town was friendly and awesome.
The location is perfect, within walking distance to the town and a few shopping complexes. A short drive to the beach and pickle ball. The house layout is convenient with the master bedroom tucked from the other rooms. The pool was clean and lovely. Would stay here again if I came back to the area!
I came to the area to help move a family member into an apartment. I had a wonderful Vrbo home to go back to. The home was well kept and the property is beautiful! I will definitely come back!
A private Oasis awaits you. A tranquil spa retreat with a hint of Country charm, topped off by a mesmerizing firefly light display in the fields at sunset! What a fantastic place to kick back and relax with the family!
The place was perfect; very clean and modern. Lots of room for everyone. Lunches outside in the covered patio dining area were great and bug free. Games were played in the four seasons room in the evenings. And the pool was used every day. Then there's the location; close to wineries, breweries, and walking trails.
What a wonderful vacation we had at the Orchard House. The house was clean and spacious. The backyard with the saltwater pool, fire pit, outdoor games room and grassy area made for enjoyable and relaxing days. At night we gathered in the many areas inside the house to play games. All the bedrooms were spacious and the main bathroom was spa like. We would definitely recommend this house!
Across from Pelee Island WineryOur group of eight had a lovely stay here. The downstairs was spacious with a large dining area and welcoming areas for people to gather before and after dinner. The kitchen was equipped with a large refrigerator/freezer and plenty of cutlery and plates etc., though definitely shy on space for our large group. All the beds were very comfortable, and the numerous wall plugs for charging our devices were much appreciated. The grounds are well maintained (fruit trees in bloom too) with a wonderful heated outdoor pool that we used, even in early May. Though the house is situated on a major highway, we were unaware of traffic noise. 4 stars out of 5
Wilma L.
Stayed 3 nights in May 2025
About the host
Hosted by The Dream Team
Languages:
English, Spanish, Portuguese
Premier Host
They consistently provide great experiences for their guests