Holiday houses in Madison

4.99 out of 5 average rating, 212 reviews

Cottage in Madison

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.

4.96 out of 5 average rating, 210 reviews

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.

4.97 out of 5 average rating, 118 reviews

Chic Cottage • Hot Tub • Wine Tours • SPIRE

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!

4.95 out of 5 average rating, 188 reviews

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

5 out of 5 average rating, 348 reviews

Apartment in Geneva

“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

5 out of 5 average rating, 162 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!

4.97 out of 5 average rating, 346 reviews

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.

4.93 out of 5 average rating, 180 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.

5 out of 5 average rating, 186 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.

4.98 out of 5 average rating, 171 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.

4.92 out of 5 average rating, 102 reviews

Cottage in Madison

Cottage w/fenced yard by beach, wineries, & Spire

Enjoy this beautiful cottage near everything that matters! Walk to a Lake Erie beach, lakefront park, winery or several restaurants and bars. Better yet, travel just minutes east or south to WINE COUNTRY! Situated on a spacious lot on a quiet street, the cottage is pet friendly with a fenced in back yard. It also features a fire pit and outdoor seating area.

4.95 out of 5 average rating, 336 reviews

Cabin in Geneva

Hemlock Hideaway-Rustic Cabin on the Grand River

This primitive cabin nestled in the woods overlooking the Grand River is a nature-lover's paradise! Come canoe, fish, experience wine country, or unplug and just get away from it all. Please note: There is no running water or electricity at the site, but the cabin is generator-ready and there is an outhouse. See below for more details.

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Popular amenities for Madison holiday rentals

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Other great holiday rentals in Madison

4.9 out of 5 average rating, 42 reviews

Home in Geneva

Thomas Getaway

LisaRating, 5 stars3 weeks ago

Beautiful place, very clean and close to our destination. Tina was helpful and very responsive. Smelled great inside. Highly recommend!

5 out of 5 average rating, 90 reviews

Home in Geneva

Modern Home Next to SPIRE, Near Wineries, GOTL

DonRating, 5 stars2 weeks ago

Our family had a phenomenal experience. The location was perfect, right down the road from the SPIRE Academy. Very clean, very comfortable home. We will absolutely look to stay here for all future SPIRE events.

4.94 out of 5 average rating, 50 reviews

Madison on the Lake Home w/ pool in wine country!

ChandraRating, 5 stars4 weeks ago

The host was great. We are so glad we were able to rent this house. It was a gem and great for a bachelorette party. It had an inground pool, privacy fence, outdoor seating and conveniently located. We would rent again.

4.99 out of 5 average rating, 68 reviews

Train in Madison

The Caboose

WendyRating, 5 stars3 weeks ago

Our stay was lovely! Daniel was friendly and accommodating.The caboose was a unique experience, and the location was private and beautiful! We enjoyed visiting the ducks and the goats , they were very personable! We would highly recommend this property!

4.96 out of 5 average rating, 28 reviews

Tiny home in Geneva

Cozy Creekside Corner Cottage near Spire/Wineries

LisaRating, 5 stars2 months ago

The cottage did not disappoint! This home is super clean and just perfect for a stay in Geneva. We definitely want to stay again and enjoy the outside amenities. Don't hesitate to book this place. A+

4.98 out of 5 average rating, 53 reviews

Apartment in Geneva

The Village Cottage close to Spire, GOTL, Wineries

HannahRating, 5 starstoday

I've been a Vrbo user for about 10 years, I didn't like the options in the area, so I tried airbnb. This was my first rental and WOW! I am VERY pleased! What a beautiful space. Bob was super friendly, and the cleanliness was top notch! He really poured his heart into his rentals. The area was private yet close to everything we wanted to do. We got rain, so we stayed in more than expected, but it was so cozy with the fireplace, furniture, movies. The use of the garage was great amenity. I would give Bob and his rental 1000 stars!

Superhost

4.65 out of 5 average rating, 49 reviews

Rosko Ranch close to Lake Erie, Wineries and GOTL!

JanelleRating, 5 stars3 months ago

The place was cute, clean and nice. Provided all that we needed. Host was super quick to respond to all questions and concerns.