
Holiday rentals in Madison
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Top-rated holiday rentals in Madison
Guests agree: these stays are highly rated for location, cleanliness and more.

LemonDrop Lake-Front Cottage
Fully remodeled in 2024, LemonDrop Cottage is a Lake-Front property, with direct access by 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, King-size mattress, Twin sofa-bed, BBQ grill (propane provided), and fire pit with wood provided. Cottage built in 1949 as a fishing cottage, adorable Lake-Front Cabin wit

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!

Sweet Lake Cottage in GOTL/walk to Strip & sunsets
106 5-star reviews say it all: 40 on walkability to the action yet with privacy; 49 raves of cleanliness, comfort and a kitchen with everything "and more." A true charmer that’s cozy without being campy; eco-cleaned and eclectic with comfy beds, fluffy towels, and an extra large shower made of gleaming glass & tile. From fine wines to foot-longs; brick-oven gourmet pizza to housemade chocolate; parks, beaches, a spa, and antiquing nearby—you’ll leave refreshed but you won’t want to leave. ;-)

Lake House with Amazing Views
Amazing location right on Lake Erie. This cozy lake house has a large kitchen, full bathroom and a living room/bedroom with king-size bed. The cottage is off by itself so you can enjoy your seclusion, but we live about 200 feet away so we can assist you if you need us. Enjoy a morning coffee on the deck while watching nature, spectacular sunsets on the private patio, and falling asleep to the sounds of the lake. You will be blown away by the beauty and peacefulness of this amazing cottage.

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.

Modern Home Next to SPIRE, Near Wineries, GOTL
Welcome to this 4 BR, 2 full bath home that comfortably sleeps 10 guests. It’s been completely remodeled with a unique, charming and stylish vibe and attention to detail that’s second to none. The perfect space for families, couples, bachelor/bachelorette groups, sports spectators, wine enthusiasts, Lake Erie visitors, etc! Just a few doors down and seconds from SPIRE Institute/Academy, conveniently located near I90 and just minutes from the Grand River Valley wineries and Geneva-On-The-Lake

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

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.

Geneva Loft |Spire/Winery-Mins Away|Hot Tub/Arcade
Welcome to the Geneva Loft! Mins from Spire and Wineries Relax in the luxurious hot tub after a long day at the Spire or winery hopping. The beautiful shores of Lake Erie are just a 10-minute drive north You'll be just 3 minutes from the Spire and under 10 minutes from all the wineries Geneva/Madison has to offer. Enjoy the spacious loft with self-check-in and have some fun in the game room with ping pong and arcade games or unwind with a glass of wine on the rooftop.

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. 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.

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!

Private, Quiet 1 BR 1 Bath Chardon Guesthouse
Enjoy a respite at this peaceful and centrally-located, renovated guesthouse. Large 1BR w full bath. Sleep with the windows open - it's that quiet. Living room and full, eat-in kitchen. Private patio for outdoor dining. Walk to historic Chardon Square and enjoy its many festivals & activities. Easy drive to Amish country, wineries, Lake Erie and its coastal towns and beaches, The Great Geauga County Fair, 40 minutes to downtown Cleveland.
Popular amenities for Madison holiday rentals
Other great holiday rentals in Madison

Spacious | SPIRE | GOTL |Wine Country | Beach

Madison on the Lake Home w/ pool in wine country!

Lakeview | 5 Min to GOTL | Fireplace| Deck | King

Grand River Haven

Relaxing Ohio escape with hot tub & spacious yard

Cozy Getaway in Madison • Near Lake & Wineries

Lakefront House by Wineries & Parks in Madison

Sun Retreats Geneva-On-The-Lake Rental House
Quick stats about holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at £68 per night before taxes and fees

Verified guest reviews
Over 200 verified reviews to help you choose

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!
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
- Little Italy
- Mosquito Lake State Park
- Cleveland Metroparks Zoo
- Punderson State Park
- Boston Mills
- Cleveland Museum of Natural History
- Cleveland Botanical Garden
- Agora Theatre & Ballroom
- Laurentia Vineyard & Winery
- Case Western Reserve University
- Huntington Convention Center of Cleveland
- Cleveland Museum of Art
- The Arcade Cleveland
- Debonné Vineyards
- Rocky River Reservation
- Geneva State Park
- Playhouse Square
- A Christmas Story House




