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 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, 126 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
Cottage in Geneva
5 out of 5 average rating, 107 reviews

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. ;-)

Top guest favorite
The family room features a cozy electric fireplace surrounded by built-in shelves filled with books and decorative items. A large mirror above the fireplace reflects natural light. Light-colored seating is arranged on a blue area rug, enhancing a relaxing atmosphere.
Home in Willowick
4.96 out of 5 average rating, 271 reviews

Lake Erie Getaway

Enjoy the wondrous beauty and sunsets of Lake Erie, the 11th largest freshwater lake in the world. From the back yard you can swim or fish. 2 bedroom/2 bathroom house with cozy electric fireplace in family room . 1300 square feet of first floor living on Lake Erie.Lake views from nearly every room. Private fenced backyard with over 400 plants. Twenty minutes from downtown Cleveland and University Circle area, 10 minutes to downtown Willoughby and a 5 minute walk to the grocery stores and deli

Top guest favorite
A spacious deck offers a panoramic view of Lake Erie, with sunlight reflecting on the water. Two chairs surround a simple table, inviting relaxation. The deck is bordered by vibrant greenery, and a warm glow is cast over the scene by the setting sun.
Cottage in Willowick
4.97 out of 5 average rating, 326 reviews

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.

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, 149 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
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, 253 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
Loft in Geneva
5 out of 5 average rating, 233 reviews

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.

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, 128 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
4.99 out of 5 average rating, 198 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!

Guest favorite
A rustic wooden cabin is showcased with a vibrant blue roof. The front porch features a railing and is adorned with potted plants. A small shed is visible to the right, while the surrounding area includes picnic tables and is lined with trees.
Cabin in Ashtabula
4.95 out of 5 average rating, 106 reviews

Charming Lakeview Cabin Near Geneva-On-The-Lake!

Welcome to the Blue Heron House at Lake Erie! Our charming lakeside cabin sits right on Lake Erie and offers stunning views for guests to enjoy. The cabin offers 2 bedrooms and 1 bathroom, a full kitchen and a cozy reading loft with stunning lake views. Enjoy sitting on the porch while taking in lake views or sit around the fire pit and roast s'mores. Blue Heron House is located minutes from Geneva-On-The-Lake/Ashtabula Harbor/Public Beaches/Wineries and more!

Top guest favorite
The entrance features a bright yellow door adorned with a seasonal wreath. A pair of yellow boots rests on the stone steps, complemented by surrounding greenery. A star decoration is mounted on the wall, enhancing the welcoming entrance.
Guesthouse in Chardon
5 out of 5 average rating, 157 reviews

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.

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, 203 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.

Popular amenities for Madison vacation rentals

Quick stats about vacation rentals in Madison

  • Nightly prices starting at

    Madison vacation rentals start at G$18,830 GYD 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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