Photo by Eric O

Madison Holiday Rentals

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Holiday Rentals in Madison

Lakefront Property, Family Friendly and Pets Allowed

9.8 out of 10, Exceptional, (101)
"This was our 2nd stay at this property. The house was immaculate. Absolutely the cleanest house we’ve rented. The view is magnificent. We had terrific weather so we utilized the spacious patios to enjoy wine and sun sets. New from last year is the Vincent William winery/restaurant that’s a short walk. Great food"
Lakefront Property, Family Friendly and Pets Allowed

Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries

9.4 out of 10, Exceptional, (222)
"We had an amazing family reunion at one of Matt Caudill's properties on Geneva-on-the-Lake. Matt was incredibly accommodating, ensuring all our needs were met. The location of the property was perfect—close to restaurants, entertainment, and everything we needed for a fun and relaxing stay. The home itself was exceptionally well-stocked, making our stay comfortable and hassle-free. Overall, we had a wonderful experience and would highly recommend Matt's property to anyone looking for a great...
Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries

Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C

9.4 out of 10, Exceptional, (295)
"This was the perfect landing spot for our fall wine weekend to NE Ohio. We had a great time and would recommend. "
Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C

Heart of the Strip, Lakefront, Private Beach!

10.0 out of 10, Exceptional, (109)
"What a beautiful slice of heaven on earth! Pretty lake views and relaxing and comfortable home away from home. We appreciated the cleanliness, switch labels on all the lights/fans, and also the thoughtfulness of all the details and amenities the place had to offer! Thanksso much!"
Heart of the Strip, Lakefront, Private Beach!

Great Strip Location |WalktoLake|Wine Country|Brewing Company|A/C|Grill&Firepit

9.2 out of 10, Wonderful, (61)
"Location is very good Very cold with no real heating source"
Great Strip Location |WalktoLake|Wine Country|Brewing Company|A/C|Grill&Firepit

Shore Cliff Cottage

10.0 out of 10, Exceptional, (73)
"The owner was wonderful to work with. We loved the property, view of the lake. The house was comfy, clean and very welcoming! "
Shore Cliff Cottage

East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly

9.4 out of 10, Exceptional, (66)
"The house was super Duper clean and very well organized! Definitely would like to stay there again!"
East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly

3Cottages on Strip, Lakefront, AC, WiFi, Fire pit, Deck over Lake, Pet Friendly

9.6 out of 10, Exceptional, (109)
"I stayed at this property with my family over a weekend in October and it was awesome. Here are some things we loved about the property: - Space: the cabins sit on a plot of land overlooking the lake. There's plenty of space for cars (we had 5) and for recreation. We set up corn hole, games for the kids, etc. and had ample room to play. There's a nice patio between two cabins where we spent a lot of time. We grilled out, sat by the fire pit in the evening and, in general, enjoyed being outside....
3Cottages on Strip, Lakefront, AC, WiFi, Fire pit, Deck over Lake, Pet Friendly

Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country

9.6 out of 10, Exceptional, (176)
"Very nice place and affordable for us I appreciate it Thank you "
Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country

Geneva on the Lake, Walnut Beach, Lake Shore Park , Lake Erie Vacation Rental

10.0 out of 10, Exceptional, (54)
"This place was in a very nice neighborhood. Very quiet and easy to the strip at Geneva on The Lake. Very clean. The host Julie went out of her way to make are stay more comfortable. Thank you Julie!"
Geneva on the Lake, Walnut Beach, Lake Shore Park , Lake Erie Vacation Rental

beautiful newly remodeled cottage - Walk to strip close to spire

10.0 out of 10, Exceptional, (63)
"Beautiful place. Great location. Extremely clean. Very well stocked. Highly enjoyed our stay. "
beautiful newly remodeled cottage - Walk to strip close to spire

Lakefront Luxury 2Br/2Ba Lake View /Beach/Indoor Pool/Private balcony

10.0 out of 10, Exceptional, (257)
"Relaxing weekend "
Lakefront Luxury 2Br/2Ba Lake View /Beach/Indoor Pool/Private balcony

GENEVA-ON-LAKE Center Strip - Sunsets, happy hour & morning coffee ON the lake!

9.4 out of 10, Exceptional, (60)
"The property was just as described We had a great time Thank you"
GENEVA-ON-LAKE Center Strip - Sunsets, happy hour & morning coffee ON the lake!

Great Strip Location|WalktoLake|Wine Country|AC|Grill&Firepit|FamilyFriendly

9.4 out of 10, Exceptional, (79)
"Was very nice, would like to stay there again. Would like to recommend to everyone "
Great Strip Location|WalktoLake|Wine Country|AC|Grill&Firepit|FamilyFriendly

Lake Cottage

9.8 out of 10, Exceptional, (121)
"Getting ready to head out for drill sergeant academy and needed something to clear my mind and relax before it starts. Came to Geneva on the lake for bike week and weather was a bit of a drag but overall a great stay. Thank you"
Lake Cottage

Endless Summer - Sleeps 6 Condo

10.0 out of 10, Exceptional, (81)
"Wonderful stay"
Endless Summer - Sleeps 6 Condo

Great Strip Location | Walk to Lake|Wine Country|A/C|Fireplace|Family Friendly

9.6 out of 10, Exceptional, (90)
"Beds are a bit on the hard side, but otherwise was all good. "
Great Strip Location | Walk to Lake|Wine Country|A/C|Fireplace|Family Friendly

House 1 mile from Geneva on Lake. We have several wineries in the area.

10.0 out of 10, Exceptional, (28)
"Overnight stay on the way home from Cleveland concert. Everything was clean, modern and perfect. "
The price is AU$443
includes taxes & fees
27 Nov - 28 Nov
House 1 mile from Geneva on Lake. We have several wineries in the area.

walk to the strip, close to SPIRE. Private lot, 2bdr 3rd guestroom detached.

10.0 out of 10, Exceptional, (77)
"Very clean cute decore will be back "
walk to the strip, close to SPIRE. Private lot, 2bdr 3rd guestroom detached.

Center of Strip |Pet Friendly|A/C|Wi-fi & Cable|Stately Home|Steps from Winery

9.4 out of 10, Exceptional, (222)
"Perfect fall get away. Enjoyed the strip, shopping, good food, and sitting around the fire pit with friends and dressing up in Halloween costumes and going to see the bands at the clubs. House was in a perfect location at the center of town. We did some cooking and there were plenty of pots, pans, utensils available. Would rent again."
Center of Strip |Pet Friendly|A/C|Wi-fi & Cable|Stately Home|Steps from Winery
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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Other types of properties in Madison you may be interested in

Hampton Inn Madison

2.5 star property
9.6 out of 10, Exceptional, (643)
"Wonderful stay . Staff was amazing,bartender was exceptional made our stay wonderful."
The price is AU$179
includes taxes & fees
15 Dec - 16 Dec
Hampton Inn Madison

Holiday Inn Express & Suites Madison, an IHG Hotel

2.5 star property
9.4 out of 10, Exceptional, (497)
"Clean hotel , staff is great. So wonderfuly decorated for Christmas! Only complaint is that we could hear the highway traffic in our room. "
The price is AU$160
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express & Suites Madison, an IHG Hotel

Willow Lodge Willoughby – Cleveland Mentor

2.0 star property
6.8 out of 10, (572)
"Clean and pet friendly "
The price is AU$113
includes taxes & fees
24 Nov - 25 Nov
Willow Lodge Willoughby – Cleveland Mentor
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Can I find a holiday rental in Madison?

Yes, there are holiday rentals close to the most popular sights in Madison, 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?

Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries: This holiday home rental outside of Madison is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals will I find in Madison?

With 24 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.