
Holiday houses in Madison
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Nightly prices starting at
Madison holiday rentals start at $127 AUD 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 holiday rentals in Madison
Guests agree: these stays are highly rated for location, cleanliness and more.

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.
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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
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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!
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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.
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4 Bedroom l Grand River Wineries I Spire I GOTL
Enjoy a stylish experience at this centrally-located home in the heart of Ohio's wine country. You can sip, savor, and explore charming vineyards all day—then return to your private getaway to unwind in style. Enjoy friendly competition in the game room with pool and shuffleboard. Take in vineyard views on our second story deck. During the golden hour, toast to a fun filled trip as the sky transforms into a canvas of stunning colors, offering the perfect backdrop for unforgettable moments.
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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.
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Cozy winery getaway with hot tub!
Relax in this cozy country garage apt. in Grand River Valley. The first stop on your winery tour is just 4 minutes away with over 30 more to explore. Visit nearby Lake Erie, Thompson Ledges, Geauga Park District Observatory, or a covered bridge. Kitchenette w/ mini fridge, microwave, Keurig & sink. Quaint bath w/ stand up shower Private keycode entry Electric fireplace King size bed Rustic wood rockers & table Pet friendly Shared access to hot tub, back yard fire pit & patio
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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.
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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!
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Sunset Hideaway
Nestled in a serene and peaceful neighborhood on the shores of Lake Erie, our property is a charming two-bedroom cottage completely remodeled, offering a tranquil escape from the hustle and bustle of daily life. Enjoy beautiful Lake Erie and it’s stunning sunsets. You’ll likely see bald eagles that reside along the Lake. Despite its peaceful surroundings, it is conveniently located to wineries, beaches, parks, Geneva on the Lake and the Spire Academy.
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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!
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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.
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Popular amenities for Madison holiday rentals
Other great holiday rentals in Madison

Your own Oasis on Lake Erie in Madison OH
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Water into Wine Cottage
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Lakefront Cabin #4 | Near Wineries + Dog Friendly
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The Caboose
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Cozy 1814 Farmhouse near wineries
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Wine Country Loft + Heated Swim Spa
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New! Private and Remodeled Home in Wine Country!
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Tiny Lake Erie Home Near Geneva Wineries & Park
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Destinations to explore
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- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Rock & Roll Hall of Fame
- Cleveland Browns Stadium
- Headlands Beach State Park
- Case Western Reserve University
- Cleveland Metroparks Zoo
- Punderson State Park
- Mosquito Lake State Park
- Boston Mills
- Agora Theatre & Ballroom
- Laurentia Vineyard & Winery
- The Arcade Cleveland
- Cleveland Museum of Art
- Huntington Convention Center of Cleveland
- Edgewater Park Beach
- Cleveland Botanical Garden
- Debonné Vineyards
- Cleveland Museum of Natural History
- JACK Cleveland Casino
- Rocky River Reservation
- Greater Cleveland Aquarium
- Edgewater Pier





