
Vacation rentals in Madison
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Nightly prices starting at
Madison vacation rentals start at $125 CAD per night before taxes and fees

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Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Madison rentals

4.9 Average rating
Madison stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated vacation rentals in Madison
Guests agree: these stays are highly rated for location, cleanliness, and more.

Sand V-Ball Ct w/ Vineyard Views SPIRE 5 Min
Enjoy a relaxing stay in this fully renovated 1860's 3BR/3 Full BT home. Featuring a spacious, fully stocked kitchen, outdoor gathering spaces, including fire pit, and sand volleyball court with vineyard views. The Grand Getaway is perfect for romantic getaways, girls weekends, bachelor/bachelorette parties, family vacations and more! Centrally located in the heart of The Grand River Valley within minutes from all local wineries and a short drive to GOTL. The perfect space for creating memories!

Vineyard View | Walk to Wineries & River| Hot Tub
The Vineyard View, a unique gem in the heart of wine country! Immerse yourself in the beauty of this charming home nestled on the Grand River cliffs with stunning Metro Park scenery as your backdrop. • Short stroll to local wineries or drive just minutes to visit many others! • Relax on the patio • Soak in the 6 person winterized hot tub with massaging jets • Sip coffee while admiring the vineyards • Explore the river via the Metro Park trails in the backyard with your fishing pole in hand.

LemonDrop Lake-Front Cottage
LemonDrop Cottage is a Lake-Front property, with direct access stairwell down to a small private beach directly on Lake Erie. Lake is viewable from the Kitchen or Bedroom windows. All New Windows, Hickory hardwood floors, shower, electric flat-top oven, retro-Fridge, retro-Microwave/Toaster, Keurig, "Casper Dream Max" King-size mattress, Twin sofa-bed, BBQ grill (propane provided), and fire pit with wood provided. Cottage built in 1949 as a fishing cottage, Lake-Front Cottage with Lake Erie view

White Sands Lake House
Welcome to a timeless retreat by the water - a century-old home that marries modern comfort with historic allure. The house boasts an abundance of original charm, featuring wood paneling, beams adorning the ceiling, and the original hardwood floor. The light and airy kitchen include quartz countertops, new cabinets, appliances, and luxury vinyl plank flooring. The spacious bedrooms, living area, and dining room are caressed by daylight, creating an ambiance that is both uplifting and soothing.

Lakeview Cottage | Stunning Sunsets | Wine Country
Enjoy a spacious, 3-bedroom cottage in a quiet, scenic neighborhood along the shores of Lake Erie. Take in stunning views with friends and family at this hidden gem, featuring a patio heater (fall/spring) to stay cozy on chilly nights. Less than 20 minutes from Madison and Geneva wineries, and about 20 minutes to Mentor Headlands Beach and Geneva-on-the-Lake. Walk to a scenic park with a playground, picnic area, and beautiful lake views. Visit a public golf course just down the road.

Wine Country Escape | Hot Tub • Sleeps 12
🏡 5 bedrooms 🌊 Hot tub open year round! 🛏 7 beds • 3 bathrooms • Sleeps 12 🌳 Huge backyard w/ fire pit (firewood provided!) 🍳 Fully equipped kitchen • BBQ grill 🍽 Dining table for 12 🎥 Smart TV's • Roku + Spectrum 💻 Desk for remote work 👶 Pack n' Play for little ones 🚗 Driveway parking for 5+ cars 🐾 Pet-friendly 🛋 Minutes to wineries, Lake Erie, and SPIRE Spacious, stylish, and close to everything — this Geneva home is the ideal group retreat in Ohio wine country.

Private Beachfront Escape | Beautiful Lake House
Wake up to stunning sunrises and sunsets over Lake Erie at this updated 2-story retreat, just steps from a private beach and near all the attractions of Geneva-on-the-Lake. Inside, enjoy eclectic décor, a cozy open-plan living area, and a private balcony with breathtaking lake views. Pets are welcome for a small fee. Explore nearby wineries, the marina, and family-friendly activities like go-karts, mini-golf, and a Ferris wheel. Open year-round for a perfect lakeside getaway.

Sandstone Ranch
Welcome to Sandstone Ranch! This peaceful, charming 3 BR, 1.5 Bath ranch style home in the heart of the Grand River Valley is completely remodeled, combining a clean, timeless interior design with modern amenities and vintage charm. This is the BEST location in Lake County, minutes away from ALL the wineries, distilleries, restaurants, Historic Madison village, Geneva-on-the-Lake, Spire institute, I-90, Powderhorn golf course, and Steelhead fishing at the Metroparks!

A great stay close to Spire, GOTL, & Wineries
Renovated duplex minutes from downtown Geneva. This house renovation was intended for guests to feel like this is their home away from home. Your family will be close to everything when you stay at this centrally-located place. The 1st floor offers fully equipped updated kitchen, large eating area and living room with sleeper sofa. Upstairs you will find a full bathroom, one bedroom with a king size bed, and the other bedroom has 2 twin beds. plus arcade!

Renovated 2BR Dog-Friendly Retreat by Lake Erie!
Escape to this fully renovated 2BR/1BA dog-friendly home just steps from Lake Erie! Enjoy a modern retreat with cozy furnishings, fast WiFi, and a fully stocked kitchen. Walk to local restaurants & the brand-new Vincent Williams Winery (7 min walk). Spire Institute (15 min drive), GOTL (5 mi), and top wineries (7 mi) are all nearby. Beach access is just an 8-min walk! Perfect for families, couples, or work trips. Book now & unwind in style!

Yellow Dog Retreat: Wine Country | Spire | GOTL
Yellow Dog Retreat is located in the heart of winery country in Madison, Ohio. We're located within walking distance to Baci Winery and are within about 1-mile of Cask 307, Stonegait, Hundley Cellars, Harpersfield and Benny Vinos! The Spire Institute is about 5-minutes away and Geneva-on-the-Lake and Geneva State Park, Marina and beach are located within about 15 minutes, which makes it perfect for a family vacation.

The Lakehouse
Located a short drive from I-90 in Northeast Ohio, this newly fully remodeled Lakehouse is now accepting bookings! The Park Avenue Lakehouse is a whole house rental property with a great view of the Lake. With 3 bedrooms, 3 bathrooms, laundry area, full functioning kitchen, large island, cozy living room, and inviting front porch this Lakehouse is the perfect location for your next getaway.
Popular amenities for Madison vacation rentals
Other great vacation rentals in Madison

Sunset Hideaway

4 Bedroom l Grand River Wineries I Spire I GOTL

Water into Wine Cottage

Coastal Vines - Walk to Winery & beach

Cozy 1814 Farmhouse near wineries

Lakeside Chalet | Private Lake | Hot Tub | Views

Updated home SPIRE/GOTL/wineries

Lake Erie Cottage w/ Yard Near Wineries & GOTL
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- Cleveland Museum of Art
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- Edgewater Park Beach
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