Holiday houses 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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Top Guest favourite
Cabin in Madison
4.96 out of 5 average rating, 238 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
A light blue two-story home features a welcoming front porch with steps leading to the entrance. Large windows adorn the front, allowing natural light to illuminate the interior. Well-maintained landscaping includes small shrubs and a clean pathway, creating an inviting exterior.
Home in Geneva
4.76 out of 5 average rating, 143 reviews

No Cleaning Fees! Close to Spire/GOTL/Wine Country

You will be close to everything when you stay at this centrally-located home. This dog (sorry no cats) friendly 3-bedroom home is perfectly placed between Geneva-on-the-Lake and Harpersfield wine country. Features 3 bedrooms (2 bedrooms with queen beds and 1 bedroom with a twin & toddler bed), a full bathroom, fully furnished living room and kitchen with a fenced in back yard. Checkout our Guidebook on the App for some of the activities, restaurants, wineries and parks this home is located by.

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, 145 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, 219 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
4.96 out of 5 average rating, 249 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, 126 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, 197 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 favourite
A fire pit surrounded by four white wooden chairs is positioned on a patio overlooking Lake Erie. Gentle waves are visible in the calm water, while a clear blue sky and a few fluffy clouds create a peaceful atmosphere.
Home in Ashtabula
4.91 out of 5 average rating, 129 reviews

Oakwood Beach | Lakefront • Fire Pit + Hot Tub

🛏 5 bedrooms • 6 beds • 3 bathrooms • Sleeps 10 🌅 Direct lakefront access + epic sunsets 🌊 Hot tub open year round! Overlooking Lake Eric 🔥 Fire pit • gas fireplace • grill + Smart TV 🍽 Full kitchen • stocked essentials • outdoor dining 🛋 Huge screened-in porch w/ Lake Erie views 📍 4 miles from Geneva-on-the-Lake Strip Wake to waves, unwind on the water’s edge, and watch unforgettable sunsets — this is your private lakeside escape at Oakwood Beach.

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.

Top Guest favourite
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
4.97 out of 5 average rating, 204 reviews

1br-1bth- Furnished Oasis in Chardon

The apartment is above a detached garage. The spacious floor plan is modern and fresh, 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.

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).

Top Guest favourite
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, 189 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 holiday rentals

Quick stats about holiday rentals in Madison

  • Nightly prices starting at

    Madison holiday rentals start at $127 AUD per night before taxes and fees

  • Verified guest reviews

    Over 200 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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