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Vacation rentals in Madison

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Top-rated vacation rentals in Madison

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
The image captures a lush, green pasture with several horses grazing peacefully. A wooden fence encloses the pasture, providing a tranquil rural setting, with trees dotting the landscape in the background. The sky is overcast, giving a calm ambiance to the scene.
Farm stay in Chardon
4.87 out of 5 average rating, 372 reviews

Bonnie's Guesthouse @ Peridot Equine Sanctuary

***ALL PROFITS SUPPORT THE HORSES OF PERIDOT EQUINE SANCTUARY*** The rustic decor and well lit space reflects the nature of our horse farm, where you can stay for a peaceful country getaway and bring your horses along! We're rural, but you'll still have easy access to lots of amenities in the wonderful nearby town of Chardon, less than 10 minutes away. Cleveland itself, currently going through a "rustbelt renaissance" is only about 45 minutes minutes West. We welcome guests of all backgrounds!

Top guest favorite
A winterized hot tub is surrounded by lush greenery, with soft blue lighting illuminating the water. A gravel fire pit area nearby features log seating, and warm string lights are draped on an adjacent tree, creating a serene outdoor atmosphere for relaxation.
Cottage in Madison
4.99 out of 5 average rating, 247 reviews

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.

Top guest favorite
Cabin in Madison
4.96 out of 5 average rating, 241 reviews

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

Guest favorite
The living room features comfortable seating, including a gray sofa, an armchair, and a coffee table on a patterned rug. Natural light illuminates the space through large windows, and decorative artwork adorns the walls, creating a cozy atmosphere.
Home in Geneva
4.94 out of 5 average rating, 128 reviews

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!

Top guest favorite
A cozy living room is framed by large windows that allow natural light to fill the space. A sectional couch is adorned with various patterned pillows, while a wooden coffee table holds decorative items. A plush area rug adds warmth to the hardwood floor.
Home in Madison
4.99 out of 5 average rating, 156 reviews

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.

Top guest favorite
The spacious living room presents a large sectional sofa adorned with decorative pillows, alongside a leather sofa. A round coffee table rests on an area rug, complemented by two woven ottomans. Natural light fills the room, highlighting a cozy atmosphere and an open view towards the dining area.
Home in Geneva
5 out of 5 average rating, 119 reviews

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

Top guest favorite
A hot tub is situated under a covered area, reflecting the surrounding greenery. Sunlight filters through the trees, illuminating the tranquil water surface. The yard features lush grass and is enclosed by a fence, enhancing the sense of privacy.
Place to stay in North Perry
4.97 out of 5 average rating, 253 reviews

Melodic Forest- wine country, hot tub, forest

Come CHILL with us this spring! There’s plenty to do inside & activities/restaurants nearby! A relaxing, fun staycation from the norm w/NO cleaning fees:) Melodic Forest was developed to help you unwind & escape reality while providing an all inclusive trip. We have a wide variety of activities and games at our place to keep ya entertained, & and we also help with tips to local activities/places that give you a unique experience during your stay! This is a hidden gem you’ll want to see!

Top guest favorite
A cozy living space features rustic wood paneling and two comfortable wooden rockers positioned beside a small table. A sectional sofa provides ample seating, while a soft rug lies on the polished hardwood floor. Natural light filters through the window adorned with blinds.
Apartment in Madison
4.96 out of 5 average rating, 257 reviews

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

Top guest favorite
A spacious deck furniture arrangement is seen overlooking Lake Erie, with a glass-top table and cushioned seating. The serene water reflects the warm hues of the sunset, while lush greenery frames the view, providing a sense of tranquility and connection with nature.
Cottage in Madison
4.98 out of 5 average rating, 131 reviews

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.

Top guest favorite
The exterior of a ranch-style home features a vintage sandstone façade complemented by a modern grey roof. Surrounded by greenery, the yard includes patches of grass and shrubs, with remnants of snow remaining, presenting a serene atmosphere at dusk.
Home in Madison
5 out of 5 average rating, 200 reviews

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!

Top guest favorite
A bright, open-concept living space is featured, showcasing modern kitchen appliances and a large island with bar seating. A dining area with a dark wooden table and decorative bowl is visible, along with comfortable seating in the living area. Large windows allow natural light to fill the room.
Home in Madison
4.94 out of 5 average rating, 205 reviews

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.

Top guest favorite
The exterior of the Lakehouse features a charming porch with rocking chairs, framed by well-maintained greenery and flower beds. The house is one story with large windows allowing natural light, and a metal roof adds a rustic touch to the modern design.
Home in Madison
4.97 out of 5 average rating, 192 reviews

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

Quick stats about vacation rentals in Madison

  • Nightly prices starting at

    Madison vacation rentals start at ﺩ.ﺇ331 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!

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