1 / 50

Walk to Downtown Wine Route Retreat w/ Pool

House in Kingsville, ON

8 guests·4 bedrooms·2.5 bathrooms
5.0 · 43 reviews

Why you'll love this stay

Outdoor Living

Outdoor Living

Private pool, outdoor fire pit, and al fresco dining for memorable evenings.

Location & Accessibility

Location & Accessibility

Walk to downtown Kingsville and the wine route.

Group & Family Friendly

Group & Family Friendly

Luxurious interiors and a spacious layout ideal for groups.

Property details

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. 🏡 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

Sleeping arrangements

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed

Bedroom 4

1 Double Bed

What’s included

  • Self check-in

    Self check-in

  • Parking

    Parking

  • Pool

    Pool

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Fireplace

    Fireplace

Guest reviews

Star icon 5.0 | 43 reviews
5
4
3
2
1
J

Jason

Great location, great location, great location!

Star Icon 0 0Star Icon 0 1Star Icon 0 2Star Icon 0 3Star Icon 0 4

October 2025

Place was very spacious and clean. Location was perfect!

P

Patti

Great room, great location, great view

Star Icon 1 0Star Icon 1 1Star Icon 1 2Star Icon 1 3Star Icon 1 4

October 2025

Fantastic place for our family! The great room was perfect for us to come together

R

Riley

Great location, great pool, great location

Star Icon 2 0Star Icon 2 1Star Icon 2 2Star Icon 2 3Star Icon 2 4

September 2025

Beautiful place, massive house, pool was lovely, great location almost downtown. Would recommend to anyone

S

Shan

Good Place

Star Icon 3 0Star Icon 3 1Star Icon 3 2Star Icon 3 3Star Icon 3 4

August 2025

Good Place.

Know before you go

Self check-in

House rules

Check-in: 4:00pm

Checkout: 10:00am

No pets allowed

No smoking

Party allowed

Security deposit

This property's host requires a security deposit after booking.

Have a question about this property?

Site Footer

Get deals directly in your inbox:

© 2026 Whimstay, Inc. All Rights Reserved. “SEIZE THE STAY” and “WHIMSTAY” are registered trademarks of Whimstay, Inc. and the W Logo is a trademark of Whimstay, Inc.