Madison Holiday Rentals

Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Madison holiday rentals

Fridge, microwave, oven, stovetop

Holiday Home in Madison-on-the-Lake

Dog-Friendly Retreat Near Wineries/Spire/GOTL
9.4 out of 10, Exceptional, (29 reviews)
"Great stay will be back again "
United States
andrea c.
The price is HK$767
HK$1,572 total
includes taxes & fees
4 Mar - 5 Mar
Dog-Friendly Retreat Near Wineries/Spire/GOTL
Free WiFi, bed sheets

Cabin in Madison

Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat
9.4 out of 10, Exceptional, (3 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
The price is HK$1,142
HK$1,298 total
includes taxes & fees
4 Mar - 5 Mar
Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat
Outdoor spa tub

Cabin in Madison

Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
9.4 out of 10, Exceptional, (6 reviews)
"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 HK$1,142
HK$1,298 total
includes taxes & fees
4 Mar - 5 Mar
Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
TV, fireplace, stereo

Apartment in Madison-on-the-Lake

SeaSide Lake-Front Cottage
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.
The price is HK$1,228
HK$2,049 total
includes taxes & fees
9 Mar - 10 Mar
SeaSide Lake-Front Cottage
Dining

Cottage in Madison-on-the-Lake

Updated Cottage - Great Location Near Lake, Wineries, and SPIRE Institute!
10.0 out of 10, Exceptional, (4 reviews)
"Good location and a cute space. "
United States
Veronica K.
The price is HK$1,260
HK$2,608 total
includes taxes & fees
17 Mar - 18 Mar
Updated Cottage - Great Location Near Lake, Wineries, and SPIRE Institute!
Exterior

Holiday Home in Madison-on-the-Lake

Modern Lake Erie Cottage w/ Hot Tub Near Wineries
9.6 out of 10, Exceptional, (28 reviews)
"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 HK$1,596
HK$3,193 total
includes taxes & fees
4 Mar - 5 Mar
Modern Lake Erie Cottage w/ Hot Tub Near Wineries
Terrace/patio

Camping in Madison

Gorgeous Tent Rental Great for Glamping in Ohio
The price is HK$981
HK$1,187 total
includes taxes & fees
15 Mar - 16 Mar
Gorgeous Tent Rental Great for Glamping in Ohio
Outdoor spa tub

Cottage in Madison

Vineyard View | Walk to Wineries & River| Hot Tub
10.0 out of 10, Exceptional, (66 reviews)
"Great amenities and beautiful setting"
United States
Joyce L.
The price is HK$2,290
HK$3,730 total
includes taxes & fees
4 Mar - 5 Mar
Vineyard View | Walk to Wineries & River| Hot Tub
Outdoor dining

Holiday Home in Madison-on-the-Lake

Charming 2-bedroom house in delightful Madison with AC
The price is HK$1,492
HK$1,774 total
includes taxes & fees
17 Mar - 18 Mar
Charming 2-bedroom house in delightful Madison with AC
Exterior

Holiday Home in Madison-on-the-Lake

3-bedroom pet friendly home in Madison walking distance to beach & winery
10.0 out of 10, Exceptional, (2 reviews)
"The host was responsive and kind. The house was very well equipped, clean and comfortable! 5 stars!"
United States
Stacy S.
The price is HK$1,244
HK$2,041 total
includes taxes & fees
11 Mar - 12 Mar
3-bedroom pet friendly home in Madison walking distance to beach & winery
Interior

Cabin in Madison

Woodside Cabins w/ Hot Tub, Deck & Trails on Picturesque Wine Country Estate
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
The price is HK$1,142
HK$1,298 total
includes taxes & fees
4 Mar - 5 Mar
Woodside Cabins w/ Hot Tub, Deck & Trails on Picturesque Wine Country Estate
TV, fireplace, stereo

Apartment in Madison-on-the-Lake

Tree-Top Lake-Front Cottage
9.8 out of 10, Exceptional, (16 reviews)
"We met Dan shortly after we arrived and he was so very nice! We plan to return the next time we decide to vacation in the area. Everything about the cottage was incredible."
United States
Paul H.
The price is HK$1,228
HK$2,065 total
includes taxes & fees
8 Mar - 9 Mar
Tree-Top Lake-Front Cottage
Property grounds

Holiday Home in Madison

The Ford: Madison Wine Country Retreat 17 Acres + Waterfall + Riverfront
The price is HK$2,346
HK$5,631 total
includes taxes & fees
4 Mar - 5 Mar
The Ford: Madison Wine Country Retreat 17 Acres + Waterfall + Riverfront
Free WiFi, bed sheets

Cabin in Madison

Cozy Woodside Cabins w/ Hot Tub, Private Deck & Scenic Trails in Wine Country
The price is HK$1,142
HK$1,298 total
includes taxes & fees
4 Mar - 5 Mar
Cozy Woodside Cabins w/ Hot Tub, Private Deck & Scenic Trails in Wine Country
Exterior

Cabin in Madison

Cozy Rustic Cabin w/ Hot Tub & Scenic Trails in Ohio’s Wine Country
The price is HK$1,306
HK$1,462 total
includes taxes & fees
4 Mar - 5 Mar
Cozy Rustic Cabin w/ Hot Tub & Scenic Trails in Ohio’s Wine Country
Smart TV, fireplace

Cabin in Madison

Luxury Lodge w/ Hot Tub, Fire Pit & Scenic Trails on 450-Acre Ohio Wine Country
The price is HK$1,306
HK$1,462 total
includes taxes & fees
4 Mar - 5 Mar
Luxury Lodge w/ Hot Tub, Fire Pit & Scenic Trails on 450-Acre Ohio Wine Country
Exterior

Cabin in Madison

Woodside Ranch House w/ Hot Tub, Private Deck & Scenic Trails in Wine Country
The price is HK$1,470
HK$1,635 total
includes taxes & fees
16 Mar - 17 Mar
Woodside Ranch House w/ Hot Tub, Private Deck & Scenic Trails in Wine Country
Outdoor spa tub

Cabin in Madison

Modern Farmhouse w/ Hot Tub, Lake Views & Scenic Trails in Ohio Wine Country
The price is HK$1,716
HK$1,935 total
includes taxes & fees
4 Mar - 5 Mar
Modern Farmhouse w/ Hot Tub, Lake Views & Scenic Trails in Ohio Wine Country
Outdoor dining

Camping in Thompson

The Farm at Grand River
8.0 out of 10, Very good, (4 reviews)
"Excellent spot to camp, very peaceful. We would definitely revisit if we are in the area again. Property manager(s) were very friendly and accommodating."
United States
Elizabeth W.
The price is HK$235
HK$391 total
includes taxes & fees
4 Mar - 5 Mar
The Farm at Grand River
Dining

Cottage in Ashtabula

Cozy cottage with Lake Erie access
10.0 out of 10, Exceptional, (15 reviews)
"Great stay. Very comfortable with four kids. "
United States
Jeff A.
The price is HK$697
HK$2,143 total
includes taxes & fees
9 Mar - 10 Mar
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

Willow Lodge Willoughby – Cleveland Mentor

Willow Lodge Willoughby – Cleveland Mentor

10/10 Excellent
"Everything was great. The first room the heat was really loud but they changed our room "
Araina 2-night trip
Posted 5 days ago
Willow Lodge Willoughby – Cleveland Mentor

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 holiday rental in Madison?

Yes, there are holiday rentals in Madison close to Rabbit Run Community Arts Association, or you can select a more secluded option if you're looking for a relaxing stay. Madison is known for its wineries and theatres. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that Madison has to offer?

Lakefront Property, Family Friendly and Pets Allowed: This highly rated holiday home rental in Madison is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals will I find in Madison?

With 30 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Madison?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Madison. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips.