Villa holiday rentals in The Great Lakes

Luxury Villa for Accommodation

★★★ SUPERHOST for 6+ years ★★★ Escape to this stunning, secluded villa for exquisite accommodation or hosting memorable events. ✔ Secluded villa on 8.8-acre lot ✔ Private 17 ft deep natural spring-fed pond + hot tub ✔ 4000 sqft living space ✔ Full access ✔ 4 bedrooms, 7 beds ✔ High-end finishes: Offers comfort & elegance. ✔ BBQ ✔ Next to Whistle Bear Golf Club & Langdon Hall (Relais & Châteaux, 5 Diamond dining), Cambridge Mill, walking trails, scenic Blair Creek. ✔ 401 easy access

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

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. Deck replaced in Fall 2025.

Vineyard Villa | A | Wine Trail & Views

Create unforgettable memories in the heart of the Finger Lakes. Perfectly located on the Seneca Lake Wine Trail, this retreat offers sweeping vineyard views and stunning lake scenery. Sip, explore, and unwind — then return to comfort designed for relaxation. Bring your favorite person and enjoy wine country at its best. ✔ 2 Private Balconies w/ Views ✔ On the Wine Trail ✔ Full Kitchen & Living Room ✔ Large Yard w/ Fire Pits, Grill & Seating ✔ Smart TV, Wi-Fi & Parking ✔ Onsite Restaurant

In Pines •Family-Friendly • 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.

Luxury Lakehouse Getaway | Swim, Relax, Unwind

Wake up to breathtaking lakefront views and end your day with sunsets by the cozy dockside firepit. This spacious retreat offers the perfect balance of relaxation and togetherness, whether you’re sipping coffee on the deck, gathering with friends around the fire, or enjoying a glass of wine while the sun dips over the water. With plenty of room for family or group getaways, all the comforts of home, it’s more than a stay. It’s your lakeside escape the ideal year-round getaway.

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

Waterfront property with a private hot tub, pool, and tennis court, making it an ideal destination for those seeking both relaxation and recreation. Visit beautiful Southwest Michigan and stay at the St. Joe Overlook. Take a swim in the pool, unwind in the hot tub, take the kayaks out for a river cruise, or sit by the fire. Enjoy this stunning location and top-notch amenities. A trip to the St Joe Overlook is the perfect place to gather & reconnect. Maximum Guest Count 16.

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.

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.

4 Bedroom Waterfront Oasis Getaway with Hot Tub

Headline: ♨️ The Ultimate Chill: Hot Tub, Lake Views & Cozy Vibes Embrace the beauty of Windsor at our waterfront home. This is the best time of year to visit! Watch the sun glisten across the waves or unwind after a perfect day with a relaxing 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 blissful peace of air by the water.

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.