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.

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Guest favourite
Cabin in Madison
4.96 out of 5 average rating, 249 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 favourite
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, 132 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!

Guest favourite
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
4.97 out of 5 average rating, 166 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 favourite
Home in Geneva
5 out of 5 average rating, 32 reviews

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.

Guest favourite
Home in Geneva
4.87 out of 5 average rating, 141 reviews

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.

Top guest favourite
Loft in Geneva
5 out of 5 average rating, 245 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 favourite
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
4.99 out of 5 average rating, 138 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 favourite
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, 209 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 favourite
Home in Madison
5 out of 5 average rating, 23 reviews

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.

Superhost
A modern kitchen features stainless steel appliances, including a refrigerator and gas stove. Blue cabinetry contrasts with white upper cabinets and open shelving. Decorative items are arranged on the shelves, while a clean, white backsplash enhances the airy feel of the space.
Home in Madison
4.84 out of 5 average rating, 113 reviews

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!

Superhost
Home in Madison
4.86 out of 5 average rating, 65 reviews

Hot Tub Escape Near Wineries+ Lake

Escape to your relaxing Ohio retreat near Lake Erie and local wineries, perfect for families and groups. This spacious home sleeps 8 with 3 bedrooms, 5 beds, and 2 baths. Enjoy a hot tub, outdoor fire table, and a large yard with a play set. The fully equipped kitchen features drip and Keurig coffee makers. Stay connected with fast WiFi (473 Mbps) and unwind with a TV and game console. With shared beach access and nearby attractions, this pet

Top guest favourite
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, 214 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 holiday rentals

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!

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  5. Madison