Villa holiday rentals in The Great Lakes

Wine Country Villa with Private Pool

"The Shakespeare": 4-bed villa, heated saltwater pool, sleeps 8. Niagara-on-the-Lake wine country. Modern Scandinavian style, private bedrooms, and bright open living. Enjoy a secluded backyard with a heated saltwater pool. A scenic walk to Lake Ontario sunsets, Old Town shops, and top wineries. Niagara Falls is only 20 minutes away. The rate you see includes everything but cleaning and taxes. No hidden costs or surprise fees at checkout. Pool open: Mid-May to September License # 126-2026

Hot Tub All Year Round. Luxury Villa, Chic design.

Merry Villa is the perfect gateway located in a quiet neighborhood few blocks away from downtown Saugatuck. A modern chic villa specially prepared with a lot of design and amenities, with 3 bedrooms, 2.5 bathrooms, private outdoor hot tub gazebo, a gorgeous patio with elegant outdoor seating, outdoor shower, double seat glider swing, 2 parking spaces, Wi-Fi, Smart TV and much more. Every detail has been considered in this beautiful villa which was designed for luxurious comfort and relaxation.

In Pines •Cozy Escape • Screened Porch • Beach

Escape to In Pines — a bright and spacious retreat nestled in Tiny, LaFontaine, just a 3–4 minute walk to the beautiful sandy beaches of Georgian Bay. Wake up to sunlight streaming through large windows, enjoy peaceful mornings surrounded by nature, and unwind by the fire pit or on the cozy screened porch after a day at the beach. Designed for comfort and connection, this home is perfect for families and groups looking to relax, recharge, and create lasting memories in every season.

Private large yard, close to town, hot tub, Lake!

With this 4 bedroom, 3 full bath cottage you are not just renting a vacation rental but an adventure! This cottage has access to Silver lake (approx. 200 yards, house not directly on the lake), a beach a dock, 2 kayaks, paddle board, and a golf cart to get to the lake. Paddle to downtown Saugatuck or down the river to Lake Michigan. If you chose to relax in the cottage you can relax on one of two large decks, play pool, indoor shuffle board table, or sit in the hot tub.

Villa Vino - Outstanding 4bd home w/Hot Tub & Pool

Welcome to Villa Vino. Family fun and adventure await at this outstanding home located in a quiet neighborhood perched atop the hills above Keuka Lake. This beautiful and tastefully decorated sanctuary provides the ideal location for your next vacation. Complete with a year-round Hot Tub & seasonal in-ground pool, billiard table and firepit. The whole group will be comfortable in this spacious and unique space. Conveniently located next door to Esperanza Mansion.

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

4 Bedroom Waterfront Oasis Getaway with Hot Tub

Headline: ♨️ The Ultimate Chill: Hot Tub, Lake Views & Cozy Vibes Embrace the beauty of winter at our waterfront home. Don't let the cold stop you—this is the best time of year to visit! Watch the dramatic winter waves or brave the crisp air for a dip in our bubbling hot tub. We’ve curated the perfect space for you to disconnect and recharge. Bring a good book, a bottle of local wine, and enjoy the absolute silence of winter by the water.

Niagara Falls & Buffalo • 6BR Luxury Mansion

Welcome to our newly built 6-bedroom, 3.5-bathroom haven in the charming town of Port Colborne a 18 minute drive from the Great World Wonder Niagara Falls! This spacious retreat boasts an elegant design with modern amenities, perfect for your vacation getaway. Fitted with a spacious Chefs Kitchen and 2 living rooms, this space is perfect for every occasion. We now have 2 rooms with double queen beds to accommodate a total of 16 guests.

Beautiful Getaway Location - Cuddles Cove

Enjoy a all year round getaway either personal or corporate retreat at this spacious, well equipped Bungalow located short minutes walk from beautiful sand beach access. This newly built cottage is approx 5,000 Sqft with an additional 1,000 Sqft covered balcony offering accommodations of 6 queen beds, 1 Luxury full kitchen, 1 BBQ and lots of entertainment! Enjoy a nice Quiet getaway in the lovely community of Tiny! STRTT-2026-135

Lake Erie Retreat: Hot Tub, Game Room, Long Point

Escape to Lakeview Retreat in Port Rowan on Lake Erie. This 4-bedroom executive lakeview home features a hot tub, large game room, elevator, patio, and stunning sunrise views. Minutes from Long Point Beach, Turkey Point Beach, local wineries, kayaking, hiking, and fishing. Perfect for families, groups, and year-round getaways. This all-season retreat offers comfort, entertainment, and stunning waterfront views.

Spring Creek Sanctuary-2BR-Owners’ Club Access

Welcome to Spring Creek Sanctuary! This 2BR/2BA condo in Galena Territory offers comfort and nature. Relax by the wood-burning fireplace, cook in the modern kitchen, or unwind on the private deck with wooded views. Enjoy Owners’ Club amenities—pools, fitness, game room, tennis—plus nearby golf, trails, and Lake Galena. Just 15 minutes to historic downtown Galena, shopping, dining, and wineries!

Vintner's Cottage, a charming, friendly retreat

Vintner's Cottage, located in Historic Old Town Niagara-on-the-Lake, is a cozy two-story house with a local theme: the surrounding vineyards. With rustic decor and rooms named for wine types, the subtle charm of the house is all-present. Laid out for comfort and relaxation, amenities abound in this cozy, green-shuttered cottage located a short walk away from the Main Street of the Old Town.