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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 favourite
An aerial view of a lush, green landscape reveals a tiny home nestled among dense trees, with a serene lake visible in the distance. The surrounding area showcases a mixture of forested land and open fields, underscoring the property’s secluded and natural setting.
Tiny homes in Andover
4.9 out of 5 average rating, 125 reviews

Exclusively Pymatuning Tiny Home w hot tub

This 110 acre lake side tiny home Estate will reconnect you to nature while you relax in the hot tub. The neighboring state park has over 14,000 acres with a lake and trails. This tiny home is where nature meets luxury!! The electric fireplace will welcome you while resting and watching your favorite show. There is a fire pitt and charcoal grill as well as full size kitchen appliances. Owner lives on the property, but no shared facilities. This house has star link internet but not guaranteed.

Top guest favourite
A loft-style bedroom features a spacious bed with light bedding, set against blue and white walls. Natural light enters through a window, and a small lamp illuminates a bedside table. A textured area rug adds comfort to the hardwood floor.
Home in Cleveland
4.98 out of 5 average rating, 578 reviews

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!*

Top 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
4.99 out of 5 average rating, 141 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.

Guest favourite
Apartment in Geneva
4.85 out of 5 average rating, 215 reviews

“Casa Chardonnay” / 2 BR Boutique Apt, sleeps 3

Renovated Century home apartment, within short walking distance to Old Mill Winery. Less than half a mile to downtown Geneva. Short drive and centrally located to all the local wineries. Within 5 miles to GOTL. This unit is MCM decor with retro touches. It is a 700sf space 2nd floor unit. *Note: this is 1 of the 3 private units available at this location. The outdoor amenities are shared space with the other 2 units. (Firepit, patio, parking lot) Pets welcome for additional fee

Top guest favourite
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
4.95 out of 5 average rating, 241 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 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
4.98 out of 5 average rating, 122 reviews

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.

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
4.99 out of 5 average rating, 193 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
A spacious bedroom features a wooden ceiling and large windows allowing natural light to filter in. A full-size bed is dressed with a patterned coverlet, complemented by a seating area consisting of a chair and a small table. Decorative elements include artwork and a patterned rug.
Guest suite in Perry
4.98 out of 5 average rating, 362 reviews

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.

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
4.83 out of 5 average rating, 101 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!

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, 201 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 favourite
A circular arrangement of wooden chairs surrounds a fire pit, set on a gravel area. Lush greenery and a distant wooded backdrop are visible under a partly cloudy sky.
Home in Madison
5 out of 5 average rating, 201 reviews

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.

Guest favourite
A historic two-story house features a covered front porch with white railings, adorned with seasonal decorations. Two blooming trees add color to the front yard, while manicured grass and a paved pathway lead to the entrance. The exterior showcases classic architectural elements.
Guest suite in Geneva
4.96 out of 5 average rating, 226 reviews

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).

Popular amenities for Madison vacation rentals

Quick stats about vacation rentals in Madison

  • Nightly prices starting at

    Madison vacation rentals start at $123 CAD 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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