House holiday rentals in Leamington

Rock House Detroit w 2 Kings Office Designer HGTV

A “magical getaway”, eye candy”, “a respite”, "the best Airbnb ever". Best porch in Ferndale. Ideal location in gorgeous historic Northwest Ferndale with unique homes and tree-lined sidewalks. Great art and rock n roll/eclectic decor. A few blocks to shop, pick up food, dine at one of our many foodie destinations (1/2 mile/8 min walk). Pilot episode HGTV’s “What You Get For The Money”, SEEN Magazine’s “5 Cool Detroit Airbnb’s”, interior design cover story “Detroit News Homestyle” magazine 3x!

Value · Family · Amenities

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 · Cleanliness

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 · Family · Biking

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!

Family · Location · Indoor spaces

2 bedroom Getaway/Lake St. Claire, Canada/kayak

Escape to tranquility at our fully-equipped and cozy home, nestled in a scenic location. Dive into adventure with complimentary kayaks and paddle boards, allowing you to explore the breathtaking natural landscape and even reach Lake St. Claire by kayak. Our kitchen is stocked with all the essentials for culinary delights. The marina and beach are just a 5-minute drive away, while the hockey arena is only 6 minutes away. Perfect for fishing enthusiasts, we even offer daily boat slip rentals.

Family · Value · Sleep quality

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.

Location · Family · Wi-Fi

Modern Walkerville Gem | HotTub & Cozy Backyard

This beautifully renovated townhome combines upscale and comfort. Cook in the spacious kitchen with new stainless steel appliances and granite countertops, dine at the custom live-edge wood table, and enjoy your favorite shows on a 65" Roku TV with Sonos soundbar. Relax in the deep bathtub or retreat to the backyard oasis featuring a large deck, hot tub, natural gas BBQ, patio furniture, and beautiful lighting. At night, rest easy on two plush queen size beds and comfy queen pillows.

Value · Location · Checkout

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 · Value · Outdoor spaces

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 · Outdoor spaces

Quiet home by the lake, Point Pelee, Hillman Marsh

Great 3-bedroom home near the lake with beach rights located ~80 meters from the water. The home is about 1000 sqft and completely renovated top to bottom. We provide firewood on request now! Just tell us prior to your stay roughly how much you’d like. This is free of charge! We compiled some menus from local restaurants into a nice book available at checkin. ** Admission to Point Pelee National Park is free from Dec 12, 2025 to Jan 15, 2026 **

Family · Location · Air conditioning

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 · Location · Indoor spaces

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!

Family · Value · Layout