
Holiday rentals in Madison
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Top-rated holiday rentals in Madison
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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.

Cozy + Bright Lakeshore Cottage
Relax in this sunny cottage steps away from the Lake Erie shore. Comfy living room opens to the dining room (or home office - you choose!) Kitchen is well stocked and ready for the chef. Main bedroom and full bath are loft-style on the second level. Additional smaller bedroom and half bath on the first floor. Washer/dryer in the basement. Private driveway. Friendly and authentic Cleveland neighborhood. Terrific natural sunlight will brighten your stay and make THIS your Cleveland *happy place!*

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.

Chardon Loft
Large private 2nd floor studio style living area with queen size bed, couch, table/chairs, TV, refrigerator, microwave, hot plate, NO OVEN OR STOVE TOP, sink, large shower, A/C, heat, washer and dryer, and deck. Wifi internet is provided. The television has Netflix. No cable channels. The furnace is nontraditional. It is not located in a closet. The noise when running and starting will be louder than normal during winter months. Ear plugs are available for those that are noise sensitive.

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

Lakeview Cottage | Stunning Sunsets & Lake Views!
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!

THE KELBY: Private Spacious Suite Near Grand River
Artfully decorated and resort-like, The Kelby ABNB is an absolute gem! It is a 1000 sqft loft on 3 acre wooded ravine: scenic vista with many windows. Half mile from outdoor YMCA trails. Owner provides list of favorite local haunts. Exceptionally clean&fresh.Visit wineries, hike, kayaking, antique stores. Kitchenette/breakfast area with amenities: juice, cereal, breakfast foods. Bedding, towels, and toiletries provided. Private. Quiet. Comfortable.

Vincent William Wine: Lakefront winery guest house
This beautiful guest house is located on the property of Vincent William Wine Restaurant, Inn, and Wine Bar in Grand River Valley Wine Region. With a beach, close proximity to many area Wineries, Geneva on the lake, and other tourist attractions, the Guest House is the most ideal place for all your getaway fun. kayaks are also available upon request. Take a 5 min walk and enjoy an ice cream shop, or the several restaurants and bars.

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.

Lorentus' Century Home
Enjoy the charm of our century home built in 1884. Close to antique shops and downtown Geneva and ten minutes to Geneva-on-the-Lake and many local wineries. Enjoy your morning coffee on the front deck. The space offers a stocked kitchenette for light meals, full bathroom with a shower and a large bedroom/living area with an adjustable queen sized bed, internet, smart TV with HDMI cable. (No cable television).

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 holiday rentals
Other great holiday rentals in Madison

Peaceful Rustic Entire A-Frame Cabin in the Woods

Near Lake Erie, SPIRE, Vincent William Wine, GOTL

Cozy Shed-Teau in Geneva

Water into Wine Cottage

The Bent Tree Cottage at Vineyard Woods

Lake Erie Cottage w/ Yard & Views Near Wineries

Sunset Sips I Grand River Wineries I Spire I GOTL

The Knotty Nook at Wheeler Creek
Quick stats about holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 190 verified reviews to help you choose

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Madison rentals

4.9 Average rating
Madison stays are highly rated by guests – averaging 4.9 out of 5!
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- Progressive Field
- Rock and Roll Hall of Fame
- Nelson-Kennedy Ledges State Park
- Headlands Beach State Park
- Little Italy
- Mosquito Lake State Park
- Cleveland Metroparks Zoo
- Punderson State Park
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