Madison Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Madison

Fridge, microwave, oven, stovetop
Dog-Friendly Retreat Near Wineries/Spire/GOTL

Vacation Home in Madison-on-the-Lake

9.4 out of 10, Exceptional, (29)
"Great stay will be back again "
United States
andrea c.
The price is ￥15,238
￥31,835 total
includes taxes & fees
Dec 8 - Dec 9
Dog-Friendly Retreat Near Wineries/Spire/GOTL
Outdoor spa tub
Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat

Cabin in Madison

9.4 out of 10, Exceptional, (3)
"This was an incredible stay for my wife and I. The cleanliness, quietness, and coziness was amazing. We will definitely be back for another anniversary stay. The multiple wineries around also help enhance the stay even more. You’re missing out if you don’t book this cabin. "
United States
Matthew
The price is ￥22,670
￥25,932 total
includes taxes & fees
Dec 7 - Dec 8
Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat
Outdoor spa tub
Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far

Cabin in Madison

10.0 out of 10, Exceptional, (1)
"The property is amazing, as is the cabin. Love the decor. We appreciated the privacy, the hot tub worked great. We also appreciated the fire ring with everything needed to build a fire! We had a lovely visit with a great friend, daughter, and her grandson that live in the area. Thanks for everything!"
United States
Jeannie
The price is ￥22,670
￥25,777 total
includes taxes & fees
Dec 10 - Dec 11
Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
Property grounds
SeaSide Lake-Front Cottage

Apartment in Madison-on-the-Lake

10.0 out of 10, Exceptional, (12)
"Had a wonderful & relaxing time at the Seaside Lake Front Cottage. The views were beautiful and wineries near by made dinners extra special."
United States
Zana P.
The price is ￥24,355
￥41,109 total
includes taxes & fees
Dec 18 - Dec 19
SeaSide Lake-Front Cottage
Property grounds
Tree-Top Lake-Front Cottage

Apartment in Madison-on-the-Lake

9.8 out of 10, Exceptional, (16)
"Excellent cottage,location,& Host"
United States
Kelly Lee F.
The price is ￥24,387
￥40,697 total
includes taxes & fees
Dec 7 - Dec 8
Tree-Top Lake-Front Cottage
Exterior
3-bedroom pet friendly home in Madison walking distance to beach & winery

Vacation Home in Madison-on-the-Lake

10.0 out of 10, Exceptional, (1)
"The host was responsive and kind. The house was very well equipped, clean and comfortable! 5 stars!"
United States
Stacy S.
The price is ￥24,666
￥41,575 total
includes taxes & fees
Dec 18 - Dec 19
3-bedroom pet friendly home in Madison walking distance to beach & winery
Smart TV
Modern Lake Erie Cottage w/ Hot Tub Near Wineries

Vacation Home in Madison-on-the-Lake

9.6 out of 10, Exceptional, (28)
"Absolutely beautiful home! Would definitely recommend staying here during your stay in Madison/Geneva on the lake. Close to everything! Owners of the house were so nice and helpful! Would love to stay here again!"
United States
Brooke H.
The price is ￥26,406
￥57,705 total
includes taxes & fees
Dec 8 - Dec 9
Modern Lake Erie Cottage w/ Hot Tub Near Wineries
Terrace/patio
Gorgeous Tent Rental Great for Glamping in Ohio

Camping in Madison

1.0 star property
The price is ￥19,283
￥23,351 total
includes taxes & fees
Dec 10 - Dec 11
Gorgeous Tent Rental Great for Glamping in Ohio
Fridge, microwave, oven, stovetop
Best location in Ohio's wine country! Minutes to all wineries, Spire, & GOTL!

Vacation Home in Madison

10.0 out of 10, Exceptional, (45)
"Lovely property Well appointed and comfortable. Would stay again for sure "
United States
Sue H.
The price is ￥27,959
￥45,356 total
includes taxes & fees
Dec 9 - Dec 10
Best location in Ohio's wine country! Minutes to all wineries, Spire, & GOTL!
Terrace/patio
Vineyard View | Walk to Wineries & River| Hot Tub

Cottage in Madison

10.0 out of 10, Exceptional, (65)
"Loved this property! Had everything you needed. Beautiful and so clean. We had the best time! The host was very helpful and replied very fast. "
United States
Payton S.
The price is ￥44,231
￥71,616 total
includes taxes & fees
Dec 7 - Dec 8
Vineyard View | Walk to Wineries & River| Hot Tub
Outdoor dining
Charming 2-bedroom house in delightful Madison with AC

Vacation Home in Madison-on-the-Lake

The price is ￥26,806
￥31,925 total
includes taxes & fees
Dec 18 - Dec 19
Charming 2-bedroom house in delightful Madison with AC
Outdoor dining
Lakeside Chalet w/ Private Deck, Wood Stove & Scenic Trails in Ohio Wine Country

Chalet in Madison

The price is ￥43,816
￥50,176 total
includes taxes & fees
Dec 7 - Dec 8
Lakeside Chalet w/ Private Deck, Wood Stove & Scenic Trails in Ohio Wine Country
4 bedrooms, desk, iron/ironing board, free WiFi
Charming renovated historical farmhouse in the heart of wine country!

Vacation Home in Madison

9.8 out of 10, Exceptional, (14)
"Wonderful historic house, updated with plenty of room for 8 of us, great location, and super helpful owner! Our family enjoyed our stay immensely! Will come again for sure! "
United States
Megan H.
The price is ￥40,386
￥84,469 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming renovated historical farmhouse in the heart of wine country!
Interior
Vintage-Inspired Luxury Retreat w/ Hot Tub, Sauna & 1970s Garage Hangout

Vacation Home in Madison

The price is ￥42,242
￥48,300 total
includes taxes & fees
Dec 7 - Dec 8
Vintage-Inspired Luxury Retreat w/ Hot Tub, Sauna & 1970s Garage Hangout
Exterior
Woodside Cabins w/ Hot Tub, Deck & Trails on Picturesque Wine Country Estate

Cabin in Madison

The price is ￥22,670
￥25,777 total
includes taxes & fees
Dec 9 - Dec 10
Woodside Cabins w/ Hot Tub, Deck & Trails on Picturesque Wine Country Estate
Exterior
The Ford: Madison Wine Country Retreat 17 Acres + Waterfall + Riverfront

Vacation Home in Madison

2.0 star property
The Ford: Madison Wine Country Retreat 17 Acres + Waterfall + Riverfront
Interior
Cozy Woodside Cabins w/ Hot Tub, Private Deck & Scenic Trails in Wine Country

Cabin in Madison

The price is ￥22,670
￥25,932 total
includes taxes & fees
Dec 7 - Dec 8
Cozy Woodside Cabins w/ Hot Tub, Private Deck & Scenic Trails in Wine Country
Terrace/patio
Cozy Rustic Cabin w/ Hot Tub & Scenic Trails in Ohio’s Wine Country

Cabin in Madison

The price is ￥25,932
￥29,660 total
includes taxes & fees
Dec 7 - Dec 8
Cozy Rustic Cabin w/ Hot Tub & Scenic Trails in Ohio’s Wine Country
2 bedrooms, free WiFi, bed sheets
Woodside Ranch House w/ Hot Tub, Private Deck & Scenic Trails in Wine Country

Cabin in Madison

The price is ￥30,825
￥35,330 total
includes taxes & fees
Dec 16 - Dec 17
Woodside Ranch House w/ Hot Tub, Private Deck & Scenic Trails in Wine Country
Smart TV, fireplace
Luxury Lodge w/ Hot Tub, Fire Pit & Scenic Trails on 450-Acre Ohio Wine Country

Cabin in Madison

Luxury Lodge w/ Hot Tub, Fire Pit & Scenic Trails on 450-Acre Ohio Wine Country
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madison Hotel Reviews

Super 8 by Wyndham Mentor/Cleveland Area

Super 8 by Wyndham Mentor/Cleveland Area

10/10 Excellent
"Clean conveniently located fair pricing."
Aubra 1-night trip
Posted 3 days ago
Super 8 by Wyndham Mentor/Cleveland Area

Find out more about Madison

Search for holiday rentals in Madison on Expedia! You can easily find your home rentals, villas, holiday apartments in Madison using one of the methods below:

  • View our selection of featured holiday rentals in Madison
  • Use the map to find apartments and other holiday homes in the Madison neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Madison while they last

Look no further and take a look at our great range of rental properties in Madison!

Frequently asked questions

Can I find a vacation rental in Madison?

Yes, you can find vacation rentals close to well known sights in Madison, or you can choose a secluded option if you want a relaxing place to stay. Madison is known for its wineries and theaters. Make sure you have time to check out the restaurants while you're in the area.

What's the top vacation rental in Madison?

East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly: This vacation home rental outside of Madison is located on a lake and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family.

How many vacation rentals will I find in Madison?

With 30 Expedia vacation rentals, you're sure to find just the right place for your Madison stay.

What can I see and do in Madison?

Lake Erie and Hogback Ridge are a couple of scenic spots to enjoy the outdoors, whereas Rabbit Run Community Arts Association is one of the cultural attractions. While here, Laurentia Vineyard & Winery and Chalet Debonne Vineyards are other places worth a visit.

What are vacation rentals like in Madison?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Madison. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.