Villa holiday rentals in The Great Lakes

Westside Warehouse-Over 4500 sqft of Luxury living

This home is a converted warehouse that features over 4500 square feet of living space. Fun for the whole family with arcade games, life size chess and a pool table. The house also has 5 spacious bedrooms 3 full bathrooms and 2 half baths. The house was recently renovated and has heated floors as well as beautiful skylights. The Decks and gardens make it an absolute dream for entertaining outside. Its also located 7 min away from down town and surrounded by many local bars and restaurants.

Steps from the beach. Entire beach villa renovated

Private, ~800 sq ft, ground-level renovated beach villa with close trail access to the beach. Includes 1 BR with queen bed, 1 BR with futon & extra folding guest bed, kitchen, bathroom, & living room with small couch that converts to sleeping space if needed. Amenities: washer/dryer, free wi-fi/streaming services, 2 free parking spaces, AC/heating, self check-in, laptop friendly workspace, games, complimentary coffee/tea, beach chairs, towels, umbrella & toys, & cleaning/laundry supplies.

Vineyard Villa D, Lake Views and Wineries

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

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.

Executive Lakeview Villa: Hot Tub, Games Room

Escape to Lakeview Retreat, a serene oasis off Lake Erie. Wake up to breathtaking morning sunrises that fill the space with warmth and tranquility. Explore this all-season lakeview cottage nestled near beautiful beaches surrounded by vibrant offerings in the heart of the region. Enjoy access to local wineries, and savour exquisite wines. Partake in outdoor adventures like zip lining, axe throwing, kayaking, paddle boarding, hiking and biking trails all found moments away!

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.

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.

Niagara's Ice wine festival villa with hot tub

This beautiful home is located in the heart of Niagara on the lakes wine country. Beautiful picturesque sunset views. Lake access. Beautiful cathedral ceilings in great room with fireplace. Located directly on the wine route. Summer, winter or fall... this home has views for all ! We very much look forward to making this your home for your next vacation ! License number 22102172STR

Vineyard Villa of Alvento Winery

Escape to the heart of Niagara's wine country and indulge in a one-of-a-kind experience at the Vineyard Villa. Our luxurious accommodation provides the perfect base to explore nearby local activities and attractions, including wineries, biking, canoeing, and hiking. At the end of the day, unwind in one of our beautifully designed suites that offer privacy and relaxation.