Holiday rentals 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, 212 reviews

Guest house 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, 120 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

Flat 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, 108 reviews

Home in Geneva

Pool Open Thru 11/1! - Now Booking Fall Dates!

Enjoy your own backyard oasis with a private pool, large fenced yard and fire pit right accross the street from SPIRE and in the heart of wine country! This 3 bedroom, 2 full bath home with a fully stocked kitchen is the perfect place to stay while enjoying all Geneva has to offer. Whether you're in town for an event at SPIRE (less than a mile away) or a weekend wine getaway with friends this house is centrally located, right off I-90 and minutes from Geneva-on-the-Lake.

5 out of 5 average rating, 163 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, 181 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, 187 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.

4.96 out of 5 average rating, 197 reviews

Guest suite in Geneva

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).

Superhost

Cottage in Geneva

4.88 out of 5 average rating, 154 reviews

Quaint Country Home in Geneva

My quaint home is located in the heart of the Grand River Valley where grapes are grown by the area's wineries. You'll have the entire home to yourself, including the master bedroom with a King Size Bed. There's also a pull-out love seat that sleeps one, which is located in the master bedroom. The living room area can accommodate my queen-size air mattress, depending on the number of guests. (URL HIDDEN)

4.98 out of 5 average rating, 172 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.

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Other great holiday rentals in Madison

5 out of 5 average rating, 92 reviews

Home in Geneva

Modern Home Next to SPIRE, Near Wineries, GOTL

KhloeRating, 5 stars2 weeks ago

Alecia’s Airbnb was so cute! We loved staying there. It was super close to a bunch of wineries. She was very quick to respond to any questions I had. I would stay there again when we come to Geneva!

4.94 out of 5 average rating, 50 reviews

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

ChandraRating, 5 stars1 month 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.

5 out of 5 average rating, 23 reviews

Cabin in Geneva

The Bent Tree Cottage at Vineyard Woods

HeidiRating, 5 stars3 weeks ago

It was hard for me to pick what stood out at the Bent Tree cottage because literally everything was perfect. The location is great…in the vineyard and woods, near the distilleries and wineries, and close to town. The place was exactly like the pictures and was clean and inviting. One of our favorite parts was the bed linens. We’re bedding snobs and this delivered luxury :) We loved the porch and two sided fireplace too! I can honestly say this was one of the best places we have stayed. Geneva is a yearly trip for us for my husband’s birthday and this cottage is now at the top of our list for next year!

Superhost

Flat in Madison

4.84 out of 5 average rating, 25 reviews

Peaceful updated lakefront (1of2) 6615 Swetland

TaylorRating, 5 stars4 weeks ago

We were very happy with our stay! The view of the lake is gorgeous so make sure to take advantage of the porch and deck. The porch is private but the deck is communal but we had it all to ourselves. The bathroom is beautifully remodeled and the shower has great water pressure. The bed was comfy and the space was very clean. There were two of us and it was the perfect amount of space. Location wise, it's not far from Geneva On The Lake and a bunch of local wineries. Be prepared to drive though as there aren't any Ubers around. Overall we had an amazing time and would stay here again!

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, 54 reviews

Flat in Geneva

The Village Cottage close to Spire, GOTL, Wineries

HannahRating, 5 stars1 week ago

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!

5 out of 5 average rating, 12 reviews

Flat in Geneva

Grand River Haven

MeghanRating, 5 stars1 week ago

You will not regret staying here! Diana’s place was amazing and so charming and clean. Great location close to wineries in the area. Beautiful property. We felt very comfortable and at home here. Very friendly hosts!