A cityscape at dusk with a prominent dome-shaped building, a waterfront, and a circular structure with multiple towers.

Madison Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Madison vacation rentals

Outdoor spa tub

Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far

Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
Madison
9.6 out of 10, Exceptional, (9 reviews)
"Super clean and cozy cabin! I can’t wait to stay again! "
United States
Alyssa T.
$190 nightly
The price is $190
Jul 13 - Jul 14
Total with taxes and fees
Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
On the beach

LemonDrop Lake-Front Cottage

LemonDrop Lake-Front Cottage
Madison-on-the-Lake
10.0 out of 10, Exceptional, (17 reviews)
"Wife and I had a memorable stay at this charming cottage right on Lake Erie. The owners were extremely gracious and accommodating. Highly recommend for a relaxing get away!"
United Kingdom
Daniel C.
$289 nightly
The price is $289
Jul 23 - Jul 24
Total with taxes and fees
LemonDrop Lake-Front Cottage
Free WiFi, bed sheets

Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat

Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat
Madison
9.6 out of 10, Exceptional, (5 reviews)
"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
$239 nightly
The price is $239
Jul 19 - Jul 20
Total with taxes and fees
Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat
Dining

Updated Cottage - Great Location Near Lake, Wineries, and SPIRE Institute!

Updated Cottage - Great Location Near Lake, Wineries, and SPIRE Institute!
Madison-on-the-Lake
10.0 out of 10, Exceptional, (4 reviews)
"Good location and a cute space. "
United States
Veronica K.
$343 nightly
The price is $358
Jul 20 - Jul 21
Total with taxes and fees
Updated Cottage - Great Location Near Lake, Wineries, and SPIRE Institute!
TV, fireplace, stereo

SeaSide Lake-Front Cottage

SeaSide Lake-Front Cottage
Madison-on-the-Lake
10.0 out of 10, Exceptional, (12 reviews)
"The cottage is beautifully cared for and filled with little thoughtful details. The view is great and the location is perfect. We absolutely loved our stay and can't wait to go back!"
United States
Jocelyn S.
$346 nightly
The price is $346
Jul 21 - Jul 22
Total with taxes and fees
SeaSide Lake-Front Cottage
Property grounds

Gorgeous Tent Rental Great for Glamping in Ohio

Gorgeous Tent Rental Great for Glamping in Ohio
Madison
$143 nightly
The price is $149
Jul 13 - Jul 14
Total with taxes and fees
Gorgeous Tent Rental Great for Glamping in Ohio
Outdoor dining

Charming 2-bedroom house in delightful Madison with AC

Charming 2-bedroom house in delightful Madison with AC
Madison-on-the-Lake
8.0 out of 10, Very Good, (1 review)
"Homey with a short drive to beach acess and a nice winery. Owner helpful"
United States
jill h.
$320 nightly
The price is $320
Jul 13 - Jul 14
Total with taxes and fees
Charming 2-bedroom house in delightful Madison with AC
Interior

Woodside Cabins w/ Hot Tub, Deck & Trails on Picturesque Wine Country Estate

Woodside Cabins w/ Hot Tub, Deck & Trails on Picturesque Wine Country Estate
Madison
10.0 out of 10, Exceptional, (1 review)
"The cabin was great, situated along the woods, lots of privacy, nice hot tub, cozy, very comfy king sized bed, an excellent getaway for a few days. Good places to walk, nice farm animals to pet, etc. "
United States
Rick
$190 nightly
The price is $190
Jul 13 - Jul 14
Total with taxes and fees
Woodside Cabins w/ Hot Tub, Deck & Trails on Picturesque Wine Country Estate
Free WiFi, bed sheets

Cozy Woodside Cabins w/ Hot Tub, Private Deck & Scenic Trails in Wine Country

Cozy Woodside Cabins w/ Hot Tub, Private Deck & Scenic Trails in Wine Country
Madison
10.0 out of 10, Exceptional, (1 review)
"Everything about this places was great,from the online booking to the check-in process.The nature environment is so beautiful and the interiors decoration too.I love the whole experience,..im booking my next stay in a few days!"
United States
Dave B.
$239 nightly
The price is $239
Jul 19 - Jul 20
Total with taxes and fees
Cozy Woodside Cabins w/ Hot Tub, Private Deck & Scenic Trails in Wine Country
Exterior

Woodside Ranch House w/ Hot Tub, Private Deck & Scenic Trails in Wine Country

Woodside Ranch House w/ Hot Tub, Private Deck & Scenic Trails in Wine Country
Madison
10.0 out of 10, Exceptional, (1 review)
"Would definitely stay again! Excellent value!"
United States
Alexandria N.
$473 nightly
The price is $473
Jul 19 - Jul 20
Total with taxes and fees
Woodside Ranch House w/ Hot Tub, Private Deck & Scenic Trails in Wine Country
Exterior

Cozy Rustic Cabin w/ Hot Tub & Scenic Trails in Ohio’s Wine Country

Cozy Rustic Cabin w/ Hot Tub & Scenic Trails in Ohio’s Wine Country
Madison
$310 nightly
The price is $310
Jul 23 - Jul 24
Total with taxes and fees
Cozy Rustic Cabin w/ Hot Tub & Scenic Trails in Ohio’s Wine Country
Smart TV, fireplace

Luxury Lodge w/ Hot Tub, Fire Pit & Scenic Trails on 450-Acre Ohio Wine Country

Luxury Lodge w/ Hot Tub, Fire Pit & Scenic Trails on 450-Acre Ohio Wine Country
Madison
$413 nightly
The price is $413
Jul 15 - Jul 16
Total with taxes and fees
Luxury Lodge w/ Hot Tub, Fire Pit & Scenic Trails on 450-Acre Ohio Wine Country
Outdoor spa tub

Modern Farmhouse w/ Hot Tub, Lake Views & Scenic Trails in Ohio Wine Country

Modern Farmhouse w/ Hot Tub, Lake Views & Scenic Trails in Ohio Wine Country
Madison
10.0 out of 10, Exceptional, (1 review)
"Awesome place very clean and beautifully done. Will stay tgeee again "
United States
Henry T.
$476 nightly
The price is $476
Jul 26 - Jul 27
Total with taxes and fees
Modern Farmhouse w/ Hot Tub, Lake Views & Scenic Trails in Ohio Wine Country
Fridge, microwave, oven, stovetop

Quaint recently renovated house walking distance to Lake Shore Park.

Quaint recently renovated house walking distance to Lake Shore Park.
Ashtabula
10.0 out of 10, Exceptional, (24 reviews)
"Clean neat great location would stay again on my next trip to Ashtabula."
United States
DOUGLAS R.
$271 nightly
The price is $271
Jul 13 - Jul 14
Total with taxes and fees
Quaint recently renovated house walking distance to Lake Shore Park.
Fridge, microwave, oven, stovetop

Come visit The Sunflower House! 4 bedrooms 2 baths in Ashtabula Harbor with WIFI

Come visit The Sunflower House! 4 bedrooms 2 baths in Ashtabula Harbor with WIFI
Ashtabula
9.8 out of 10, Exceptional, (28 reviews)
"Great host!"
United States
Donnie L.
$254 nightly
The price is $259
Jul 21 - Jul 22
Total with taxes and fees
Come visit The Sunflower House! 4 bedrooms 2 baths in Ashtabula Harbor with WIFI
Interior

Charming 2-bedroom apartment with AC, WiFi, in The Historic Ashtabula Harbor

Charming 2-bedroom apartment with AC, WiFi, in The Historic Ashtabula Harbor
Ashtabula
9.8 out of 10, Exceptional, (18 reviews)
"It was a great set up. Full kitchen and laundry which we didn’t need but if in the area again I would def rebook."
United States
Belinda
$216 nightly
The price is $224
Jul 13 - Jul 14
Total with taxes and fees
Charming 2-bedroom apartment with AC, WiFi, in The Historic Ashtabula Harbor
Interior

Spacious 3BR "The Haven in the Harbor" – Minutes to Harbor & Wine Country

Spacious 3BR "The Haven in the Harbor" – Minutes to Harbor & Wine Country
Ashtabula
9.8 out of 10, Exceptional, (11 reviews)
"Place was very nice. Would love to stay there again next year. "
United States
Jason M.
$257 nightly
The price is $257
Jul 29 - Jul 30
Total with taxes and fees
Spacious 3BR "The Haven in the Harbor" – Minutes to Harbor & Wine Country
Property grounds

The Red Door Getaway- 4 Bedrooms Private Beach

The Red Door Getaway- 4 Bedrooms Private Beach
Ashtabula
9.8 out of 10, Exceptional, (10 reviews)
"It is a cute house with a beach "
United States
lance d.
$334 nightly
The price is $346
Aug 11 - Aug 12
Total with taxes and fees
The Red Door Getaway- 4 Bedrooms Private Beach
Interior

Lake Cottage

Lake Cottage
Ashtabula
9.8 out of 10, Exceptional, (121 reviews)
"The cottage was so cute, clean and comfortable. The owner had everything we needed to enjoy our stay."
United States
Cecilia L.
$187 nightly
The price is $200
Jul 31 - Aug 1
Total with taxes and fees
Lake Cottage
Dining

Cozy cottage with Lake Erie access

Cozy cottage with Lake Erie access
Ashtabula
9.8 out of 10, Exceptional, (19 reviews)
"There are a couple of things that need updated but overall this is a very cute little house and it worked really well for my family!"
United States
Veronica O.
$347 nightly
The price is $371
Aug 11 - Aug 12
Total with taxes and fees
Cozy cottage with Lake Erie access
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.
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Top Madison Hotel Reviews

Wingate by Wyndham Geneva at SPIRE Academy

Wingate by Wyndham Geneva at SPIRE Academy

10/10 Excellent
"Staff were very helpful. Breakfast was delicious and the area was clean and maintained."
Michelle 2-night trip
Posted 2 hours ago
Wingate by Wyndham Geneva at SPIRE Academy

Find out more about Madison

Everything you need to know about Madison vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madison vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madison vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Madison in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $127 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Madison?

Yes, you can find vacation rentals in Madison close to Rabbit Run Community Arts Association, or you can go with a secluded option if you want a relaxing 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?

Charming 2-bedroom house in delightful Madison with AC: Visitors give good reviews to this Madison vacation home rental, which is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities like a stovetop and a microwave can make your vacation run smoothly. Our travelers also rate Lakefront Retreat w/ Private Beach. Sleeps 12 as a favorite home for rent in Madison.

How many vacation rentals will I find in Madison?

With 31 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.