Holiday houses in Madison

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Top-rated holiday rentals in Madison

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Top Guest favourite
A winterized hot tub is surrounded by lush greenery, with soft blue lighting illuminating the water. A gravel fire pit area nearby features log seating, and warm string lights are draped on an adjacent tree, creating a serene outdoor atmosphere for relaxation.
Cottage in Madison
4.99 out of 5 average rating, 243 reviews

Vineyard View | Walk to Wineries & River| Hot Tub

The Vineyard View, a unique gem in the heart of wine country! Immerse yourself in the beauty of this charming home nestled on the Grand River cliffs with stunning Metro Park scenery as your backdrop. • Short stroll to local wineries or drive just minutes to visit many others! • Relax on the patio • Soak in the 6 person winterized hot tub with massaging jets • Sip coffee while admiring the vineyards • Explore the river via the Metro Park trails in the backyard with your fishing pole in hand.

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
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 favourite
A serene view of the sunset over the water, with a gradient of warm tones blending into the horizon. The calm lake reflects the soft light, while the distant silhouette of land can be faintly seen along the horizon.
Cottage in Conneaut
4.99 out of 5 average rating, 115 reviews

Eagles’ Wings Lake House Getaway

Completely remodeled cottage right on the water’s edge. Sightings of eagles and other birds often seen from the comfort of your living room or outdoor patio. Lakefront cottage minutes away from golfing and Lake Shore Park offering fishing, beach access for swimming, playground, picnic areas. Close to wineries, breweries, Geneva-on-the-Lake, shopping, restaurants, covered bridges, public parks.Entire cottage has been completely updated and beautifully decorated. Make this your tranquil getaway!

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, 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 favourite
The spacious living room presents a large sectional sofa adorned with decorative pillows, alongside a leather sofa. A round coffee table rests on an area rug, complemented by two woven ottomans. Natural light fills the room, highlighting a cozy atmosphere and an open view towards the dining area.
Home in Geneva
5 out of 5 average rating, 116 reviews

Modern Home Next to SPIRE, Near Wineries, GOTL

Welcome to this 4 BR, 2 full bath home that comfortably sleeps 10 guests. It’s been completely remodeled with a unique, charming and stylish vibe and attention to detail that’s second to none. The perfect space for families, couples, bachelor/bachelorette groups, sports spectators, wine enthusiasts, Lake Erie visitors, etc! Just a few doors down and seconds from SPIRE Institute/Academy, conveniently located near I90 and just minutes from the Grand River Valley wineries and Geneva-On-The-Lake

Top Guest favourite
The spacious living room features a light-colored sectional sofa alongside two armchairs, providing ample seating. A coffee table is centered on a soft rug, while a television is mounted on a wooden accent wall. Natural light fills the space from windows dressed with soft shades.
Home in Madison
4.94 out of 5 average rating, 153 reviews

Modern Lake Erie Cottage w/ Hot Tub Near Wineries

NEW HOT TUB! Relax, unwind, and experience all that Lake Erie has to offer. Enjoy this modern, family-friendly cottage less than a mile from the shoreline. Close to SPIRE Institute, Geneva-on-the-Lake, Perry, wineries, golf courses, and parks, Mae's Haven is the perfect escape from daily life with all the conveniences of home. Nestled in a quaint neighborhood near the Lake Erie shore, it’s ideal for time with loved ones. Ask about our add-on wine tours to explore local vineyards in style!

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, 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 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, 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 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, 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!

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, 108 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, 204 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 $155 NZD 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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