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Madison Holiday Rentals

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Holiday Rentals in Madison

Lakefront Property, Family Friendly and Pets Allowed
9.8 out of 10, Exceptional, (117)
"The home was very clean, the bathrooms were stocked with plenty of linens for the 10 of us."
Lakefront Property, Family Friendly and Pets Allowed
Shore Cliff Cottage
10.0 out of 10, Exceptional, (109)
"We celebrated our 38th anniversary there and felt the owner (Jeff) thought of everything needed in his cottage for a couple to have a relaxing and enjoyable visit. Enjoyed the birds and other wildlife on the property and he gave us some great restaurant recommendations! "
The price is AU$435
includes taxes & fees
24 Oct - 25 Oct
Shore Cliff Cottage
Great Strip Location | Walk to Lake| Wine Country | A/C | Grill & Firepit
8.8 out of 10, Excellent, (102)
"Fantastic, loved our cabin! "
Great Strip Location | Walk to Lake| Wine Country | A/C | Grill & Firepit
Great Strip Location|WalktoLake|Wine Country|AC|Grill&Firepit|FamilyFriendly
9.4 out of 10, Exceptional, (102)
"What a great 2 night stay we had at the Eagle Cliff Inn suite 6. Matt, the host was great at communicating. Suite was lovely, very large, clean,with that Geneva feel. Well stocked with plenty of towels and everything you need in the kitchen! Also there were outside firepits and Matt kept plenty of firewood. Highly recommend!"
Great Strip Location|WalktoLake|Wine Country|AC|Grill&Firepit|FamilyFriendly
Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries
9.4 out of 10, Exceptional, (257)
"We had a great time staying here, with all my grown siblings - thank you!"
Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries
Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course
9.4 out of 10, Exceptional, (219)
"House was clean and great location"
Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course
Great Strip Location |WalktoLake|Wine Country|Brewing Company|A/C|Grill&Firepit
9.2 out of 10, Wonderful, (79)
"The place was very clean and well stocked. Communication was excellent check in was very easy with a code lock. Would definitely rent from him again. "
Great Strip Location |WalktoLake|Wine Country|Brewing Company|A/C|Grill&Firepit
Lakefront Home Water Front Pet Friendly Steps from Winery Wi-Fi & Cable
9.4 out of 10, Exceptional, (324)
"Perfect for a family!"
Lakefront Home Water Front Pet Friendly Steps from Winery Wi-Fi & Cable
Main Strip Location | Pet Friendly | Wi-Fi & Cable | A/C | Steps from Winery
9.6 out of 10, Exceptional, (254)
"The place itself was awesome. To much road noise and traffic for the dog tho."
Main Strip Location | Pet Friendly | Wi-Fi & Cable | A/C | Steps from Winery
Cabin 1 The Sunrise Patio
9.4 out of 10, Exceptional, (6)
"Atmosphere cabin property and hosts where exceptional!Recommend contacting host before booking they are off grid (no electric, running water or sewer) "
The price is AU$239
includes taxes & fees
19 Oct - 20 Oct
Cabin 1 The Sunrise Patio
Great Strip Location|Walk to Lake|Wine Country|A/C| Grill & Firepit|Family.
9.2 out of 10, Wonderful, (85)
"Had everything we needed and very close location to walk to everything. "
Great Strip Location|Walk to Lake|Wine Country|A/C| Grill & Firepit|Family.
Great Strip Location | Lake View | Pet Friendly | A/C | Sauna| Wine Country|WiFi
9.8 out of 10, Exceptional, (204)
"Great location and plenty of space. Everything was clean and operational. Host was great communicator. Would consider staying here again!"
Great Strip Location | Lake View | Pet Friendly | A/C | Sauna| Wine Country|WiFi
Strip Location | Pet Friendly | A/C | Wi-Fi & Cable | Fire Pit | Wine Country
9.6 out of 10, Exceptional, (229)
"Very clean and neat , perfect for 6 people "
Strip Location | Pet Friendly | A/C | Wi-Fi & Cable | Fire Pit | Wine Country
Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country
9.6 out of 10, Exceptional, (203)
"Wonderful host and stay!"
Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country
Cozy cabin with views of Lake Erie and colorful sunsets!
10.0 out of 10, Exceptional, (73)
"Wonderful cabin and so cozy! Would absolutely stay again!"
The price is AU$339
includes taxes & fees
19 Oct - 20 Oct
Cozy cabin with views of Lake Erie and colorful sunsets!
East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly
9.4 out of 10, Exceptional, (91)
"Great location, clean and well equipped. "
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, (128)
"Great place great location "
3Cottages on Strip, Lakefront, AC, WiFi, Fire pit, Deck over Lake, Pet Friendly
Charming 1-bedroom cabin in Geneva
9.8 out of 10, Exceptional, (7)
"Friendly and generous hoste"
Charming 1-bedroom cabin in Geneva
DewDrop Cottage: Walk to the strip! 2 bed 1 bath, sleeps 5
10.0 out of 10, Exceptional, (202)
"We looked to get away from cleveland for a few days. Wanted to enjoy a different area within the state. Great location! Cute little house, very clean. Everything is very close either walking or driving."
The price is AU$614
includes taxes & fees
20 Oct - 21 Oct
DewDrop Cottage: Walk to the strip! 2 bed 1 bath, sleeps 5
Modern 2B Family Home Near Wine Country- 6m Walk to Lake +Pet Friendly
9.8 out of 10, Exceptional, (78)
"Came in for a weekend stay had a good time"
Modern 2B Family Home Near Wine Country- 6m Walk to Lake +Pet Friendly
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

Find out more about Madison

Everything you need to know about Madison holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madison holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Madison holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison holiday rentals we have selected for you start as low as AU$239 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison holiday 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 holiday.

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. 

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?

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 29 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.