Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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Guest favorite

Cottage in Madison

4.98 out of 5 average rating, 158 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.

Guest favorite

Guesthouse in Madison

4.95 out of 5 average rating, 167 reviews

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.

Guest favorite

Guesthouse in Chardon

4.94 out of 5 average rating, 161 reviews

Chardon Loft

Large private studio style living area with queen size bed, couch, table/chairs, TV, refrigerator, microwave, hot plate, NO OVEN OR STOVE TOP, sink, large shower, A/C, heat, washer and dryer, and deck. Wifi internet is provided. The television has Netflix. No cable channels are provided. The furnace is nontraditional. It is open and not in a closet. The noise when running and starting will be louder than normal during winter months. Ear plugs are available for those that are noise sensitive.

Guest favorite

Home in Geneva

4.96 out of 5 average rating, 307 reviews

Buck & Betsy’s Country Inn

Welcome to your Cozy Country Get Away! Buck & Betsy’s is a clean, fully furnished, 3 bedroom 1 bathroom home. The living room and each bedroom is fully equipped w/ flat screen TVs, Wi-Fi, washer & dryer. Enjoy your evening on a fully enclosed deck, covered back patio or in the yard around the fire pit. Just minutes (4 miles) from the Famous Geneva on the Lake strip and several area beaches for cooling off or fishing. Ashtabula Co is home to many winery’s for a perfect wine country Adventure.

Guest favorite

Home in Madison

5.0 out of 5 average rating, 155 reviews

Yellow Dog Retreat: Wine Country/Spire/GOTL!

Please inquire for potential discounted rates for groups of 4 or less!! 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 favorite

Guest suite in Geneva

4.97 out of 5 average rating, 144 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, do some grilling and sit in the pergola or enjoy an evening around the fire pit. 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).

Guest favorite

Cottage in Madison

4.99 out of 5 average rating, 123 reviews

Stone Pillar Cottage Historic Madison-on-the-Lake

For your safety we follow all Airbnb cleaning protocols and require a minimum one day vacancy between reservations. We pride ourselves on cleanliness, reviews have all said the cottage is spotless.. This charming quiet cottage is two blocks from the public beach, boat landing, five restaurants, and four pubs. You can also enjoy a glass of wine at our newest winery located one block from the cottage. This beautiful winery, Vincent William, can be viewed at Vincent William Wine.

Guest favorite

Apartment in Madison

4.94 out of 5 average rating, 113 reviews

Cozy winery get away with year round 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

Guest favorite

Guest suite in Perry

4.97 out of 5 average rating, 316 reviews

THE KELBY: Private Spacious Suite Near Grand River

Artfully decorated and resort-like, 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 bars, etc. Warm comforters and down pillows, towels, and toiletries provided. Private. Quiet. Comfortable.

Guest favorite

Apartment in Geneva

5.0 out of 5 average rating, 314 reviews

“The treehouse”

Cozy nest in Ohio’s wine country, featured in the November 2021 issue of The Cleveland Magazine, this is a comfortable one bedroom upstairs unit located conveniently 3 miles off Rt 90,in the heart of Geneva’s wine country. Spend your days exploring historic downtown Geneva, walk to local wineries and restaurants or take a selfie in front of Ashtabula County’s smallest covered bridge. This home away from home is conveniently located in the middle of all Geneva has to offer

Guest favorite

Home in Madison

4.98 out of 5 average rating, 129 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.

Guest favorite

Cabin in Madison

4.97 out of 5 average rating, 170 reviews

Buckeye Bill's Summer/Winter Wonderland wine tours

Buckeye Bill's Summer/Winter Wonderland log cabin experience. Wine Tours available extra. Absolutely the finest log cabin experience imaginable. just a get away weekend. Livery service to any and all amenities including wine tours, and local attractions available. Absolutely beautiful breath taking two story log cabin nestled in north east Ohio’s stunning wine country. escape the stress.