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Madison County Summer Rentals, Cottages & Cabins

Book a Place to Stay in Madison County for Your Summer Getaway

About Madison County Summer Rental on PickleTrip

PickleTrip™'s summer rentals in Madison County are perfect for your next summer getaway. We offer a wide range of properties to choose from, including homes with top-notch pickleball courts or nearby facilities, private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, and more. Whether you're traveling with family, friends, or a group, we have a rental that will suit your needs.

Enjoy the perfect summer vacation in Madison County with PickleTrip™. Our summer rental homes are designed to provide you with maximum comfort and relaxation. Choose from a variety of properties, including condos, resorts, villas, bungalows, cozy cabins, RVs, and cottages. Stay and play pickleball when you travel with PickleTrip™.

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Frequently Asked Questions About Madison County Luxury Rentals

There are a lot of options in Madison County. If you plan on staying in the Madison County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Madison County:

In 2025, PickleTrip offers 111 summer rentals in or around Madison County. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Madison County is $244. Check the full list of summer accommodations in Madison County.
There are 111 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with PickleTrip.

Yes, here are some popular summer holiday rentals in Madison County that have a private or indoor pool:

Check all holiday rentals with a pool in Madison County on PickleTrip.

Yes, We have 111 summer rental homes in Madison County and types of place to stay in Madison County include:

  • Vacation Homes: 111 available for rent
  • Villas: 111 Rentals available for rent
  • Holiday Apartments: 111 Rentals available for rent
  • Hotels with Suites: 111 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Madison County. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Madison County.