House holiday rentals in Kingsville

Wine Down by the Lake -Hottub, Wineries,Lake Views

Hot tub, Lake views, wineries and golf? Sound perfect? It is and you have picked the perfect spot! A beautiful piece of heaven steps from Lake Erie. Whether you choose to relax in this amazing home, or enjoy the many wineries in walking distance, you have picked a real gem!! You can enjoy lake views from the rear deck or hot tub while sipping your wine. This home is perfect for a small bridal party, girls weekend or for couples looking to get away and explore what the area has to offer!

Value · Location · Decor

Sage On Main - Downtown Wine Country Cottage

We would love to share our Kingsville home We are located in the Heart of town on Main Street. It’s bright and cozy with a charming vintage feel. There are 3 Bdrms with Queen beds & 2 sitting areas. Each with a day bed and trundle bed under. Our kitchen is fully stocked . Enjoy mornings with a coffee on our closed In front porch,evenings around the gas fire pit in the court yard. Bike rides around town on one of our 2 cruiser bikes. Come Relax, unwind, explore, sip some local wines and enjoy

Location · Value · Walkability

Perfect hideaway with a hot tub and a fireplace

Find your sanctuary at Little River Retreat. Bordering parks, with luxe vibes, a crackling fireplace, and a dreamy hot tub. Enjoy a walk or bike ride through beautiful parks and beaches, including the 10 km+ Ganatchio Trail and Sandpoint Beach (both 5 minutes away). In under 45 min, find yourself in wine country, or for nature lovers, Point Pelee National Park. WFCU Centre 3 min away. Caesars Windsor, tunnel & bridge to USA 10-15 min away. Detroit airport approx 45 min, new battery plant 9 min

Location · Value · Decor

CJ's is lakefront, pet friendly

You'll fall in love with this cozy 2 bedroom, 1 bath lakefront cottage. Situated directly on Lake Erie, CJ’s Lake House offers all the comforts of home with the charm & serenity of lakefront living. Located less than 1km from Point Pelee National Park, fun & adventure are steps away. If it's calm and relaxation you're looking for, we have a huge backyard with a large upper and smaller lower beach and a great firepit. CJ’s is all about loving the lake life, your furry family members Included!

Location · Family · Backyard

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.

Value · Family · Condition

Lakeview Cottage

Welcome to this cozy Lakeview Cottage where you will be able to enjoy a calm and comfortable retreat. There is something for everyone around the area from boardwalks, kayaking, picnics to sandy beaches. The cottage is conveniently located: A short walk to the Marina and 2 Km to the beach. 5 minutes to Walmart and 8 minutes to Point Pelee National Park by car. Enjoy the vast and beautiful lakeview from the deck. Watch the stunning lake sunset with a drink from the deck. C’est la vie!

Location · Value · Decor

The Lake House Ontario

Escape to The Lake House ON, a stunning lakefront retreat that sleeps 6, located at the start of the EPIC Wine Trail. Enjoy your coffee in the morning or favourite beverage in the evening with a view of breathtaking sunsets from the hot tub, cozy up by the gas fireplace, and cook in the fully stocked kitchen. With plush beds, a spa-inspired bathroom plus a second 1/2 bath, this peaceful getaway blends comfort, style, and serenity. Because truly, it’s always better at the lake.

Location · Family · Barbecue

Elm St. Gardens! Birdwatchers & Brides!

Welcome to Elm St. Gardens, this historic retreat built-in 1900 is the perfect getaway in Downtown Kingsville. Walking distance to town, the beach, and the Pelee Island Ferry dock and a short drive to the many Wineries. We host 4 bedrooms, 2 full bathrooms and a pullout couch, along with a spacious entertaining space, very large yard and all the amenities to host your girls weekend, bachelorette party, shower, wedding or family reunion... plenty of room for all.

Location · Family · Quiet

Walk Downtown | Fire-pit, Yard Games, Mini-put

Walk to downtown Kingsville, local restaurants, wineries, and the ferry—perfect for midweek escapes, work-from-anywhere stays, or a relaxing getaway. This fully renovated home blends modern comfort with a clean, stylish design, offering plenty of space to unwind, connect, or get ready for a day exploring wine country. Whether you’re here for a couple’s retreat, a small group stay, or a longer visit, this space is designed to feel easy, comfortable, and elevated.

Family · Location · Amenities

The Manor on Main

Welcome to the historic Manor on Main located in the downtown core of Kingsville, Ontario. This home built in 1913 holds all its original Victorian charm with the addition of modern comfort. The space is perfect for gathering family or a large group of friends. Located on Main Street and walking distance from the town center, you will have all the best Kingsville has to offer right at your doorstep. Relax, unwind, explore, sip some local wines and enjoy!

Location · Family · Sleep quality

Lakeside escape: Hot tub, fireplace&local wineries

Private lakefront retreat with a year-round hot tub overlooking Lake Erie. Enjoy direct lake access, golden-hour sunsets from the deck, or cozy evenings by the fireplace. Inside, the home blends cozy cabin-style charm with modern comforts, offering multiple sitting areas designed for relaxation and connection. Please review our House Rules before booking, including important details regarding pet allowances.

Value · Family · Comfort

The Fitz-Albert Manor

Welcome to The Fitz-Albert Manor! This beautifully restored Victorian home is located right in the heart of uptown Leamington! With 3 large bedrooms & 2 full bathrooms, 2 large wraparound porches, parking for two vehicles, and a gorgeous backyard, there is plenty of room for the perfect family getaway or romantic retreat! Enjoy the whole house to yourself—no cleaning fees, and we cover the HST!

Location · Value · Walkability