Vacation rentals in Madison

4.96 out of 5 average rating, 237 reviews

A charming cottage features bright yellow exterior walls with aqua accents. A welcoming front door is framed by a small window. Lush green landscaping surrounds the entrance, which is paved with brick, leading to the inviting front porch.

Guesthouse in Madison

LemonDrop Lake-Front Cottage

Fully remodeled in 2023 LemonDrop Cottage is a Lake-Front property, with direct access to Lake Erie. Lake viewable from Kitchen or Bedroom windows. Mar-2023 all New Windows, Bathroom doubled (2x) in size, new 12K AC. 2021-Hickory hardwood floors,, shower, hot water heater, oven, kitchen table/chairs, king size mattress, sofa-bed, BBQ grill (propane provided), and fire pit with wood provided. Built in 1949 as a fishing cottage, adorable Lake-Front Cabin with private stairwell down to the water.

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.

4.99 out of 5 average rating, 135 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.

4.96 out of 5 average rating, 236 reviews

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

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

4.98 out of 5 average rating, 121 reviews

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

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.

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.

4.99 out of 5 average rating, 187 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!

4.95 out of 5 average rating, 98 reviews

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

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!

4.99 out of 5 average rating, 109 reviews

A custom-built cabin is nestled among tall trees, featuring a welcoming front deck with a wooden railing. The natural surroundings are complemented by fallen leaves, and the cabin showcases a rustic log exterior, providing a sense of tranquility in the woods.

Cabin in Ashtabula

Riverview Country Cabin

Take it easy at this unique, tranquil getaway nestled atop a scenic ridge of the Ashtabula River. Get away from it all and enjoy your morning coffee inside the cozy cabin with views that stretch up and down and across the river. Or bask in the beauty of nature outside on the custom-made porch swing. Keep an eye out for the local bald eagles as they soar above the river daily, right outside your door! This custom built cabin is the perfect quiet getaway!

4.98 out of 5 average rating, 361 reviews

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

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.

4.97 out of 5 average rating, 190 reviews

A modern two-story garage structure with two large, closed garage doors is presented. The exterior features a white facade, a steep roof, and a large window on the upper level. Snow is lightly settled on the roof, and a picket fence encircles the property.

Apartment in Chardon

1br-1bth- Furnished Oasis in Chardon

The apartment is above a detached garage. The spacious floor plan is modern and fresh, with your own garage spot, on-site laundry, a full kitchen, walk-in closet and large private bathroom, this apartment feels just like home. Long term lease is available for a discounted rate. The apartment is located on a busy street (“busy” for a small town) you will hear cars and motorcycles drive by. Please take this into consideration when booking.

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.

4.94 out of 5 average rating, 200 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.

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.

5 out of 5 average rating, 199 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.

4.84 out of 5 average rating, 110 reviews

A cozy living area features a black futon and two red armchairs, providing comfortable seating. Natural light enters through the window draped with light curtains. A television is mounted on the wall, and a lamp adds subtle illumination, enhancing the space's inviting feel.

Cottage in Geneva

Chardonnay Cottage | Walk to Strip + Pet-Friendly

🛏 2 queen beds • Sleeps 4 comfortably 🍽 Full kitchen + cozy living space 🌿 Front porch with lounge seating 📺 Smart TV • Wi-Fi • A/C + heat 🐾 Pet-friendly for your furry friends 📍 Walk to Geneva-on-the-Lake Strip + winery shuttle across the street The Chardonnay Cottage is your peaceful base to enjoy wine country, beach days, and lakeside memories—just far enough from the action for restful nights.

Popular amenities for Madison vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Madison

4.92 out of 5 average rating, 52 reviews

A dedicated coffee station is displayed, featuring a coffee maker, sugar, and coffee canisters. A small plant adds a touch of greenery. Four coffee mugs hang from a rack above a clean, white shelf, complemented by a rustic sign that reads 'coffee bar'.

Home in Geneva

Thomas Getaway

A deck with red wooden planks features a small outdoor table and chairs. A white door leads to the adjacent building, with a light-colored facade. Lush green shrubbery and grasses border the area, providing a natural touch to the outdoor space.

4.92 out of 5 average rating, 48 reviews

Near Lake Erie, SPIRE, Vincent William Wine, GOTL

4.95 out of 5 average rating, 37 reviews

Tiny home in Geneva

Cozy Shed-Teau in Geneva

Guesthouse in Grand River

The exterior of the historic carriage house is shown, featuring a brick facade and white trim. A covered gazebo with an American flag fluttering nearby is positioned in a landscaped area with blooming flowers and decorative stones, adding charm to the surroundings.

5 out of 5 average rating, 47 reviews

GrandVue - 1880 Carriage House

A modern kitchen is presented, featuring white cabinetry and stainless steel appliances. A gas stove and wine cooler are visible, along with a large refrigerator. A patterned backsplash adds visual interest, while a small plant sits on a wooden table by the window, providing a touch of nature.

5 out of 5 average rating, 79 reviews

Water into Wine Cottage

5 out of 5 average rating, 26 reviews

A charming cottage nestled among tall trees is viewed from a path illuminated by garden lights. A wooden bridge connects the path to the cottage's expansive porch, which is framed by large windows, allowing for an inviting glow in the evening light.

Cabin in Geneva

The Bent Tree Cottage at Vineyard Woods

5 out of 5 average rating, 91 reviews

The blue exterior of the Cheerful Blue House is set against lush greenery, showcasing a well-maintained lawn. A garden area featuring potted plants enhances the inviting entry. The home features a covered porch with seating and a garage, all under a clear sky.

Home in Geneva

Cheerful Blue House on Geneva On The Lake