1. USA
  2. Illinois
  3. Chicago
  4. The Loop
  5. Summer Rental

The Loop Summer Rentals, Cottages & Cabins

Book a Place to Stay in The Loop for Your Summer Getaway

About The Loop Summer Rental on StayAndPlay

Looking for the perfect summer golf trip in The Loop? StayAndPlay offers a unique collection of golf villa rentals, including golf cabins, golf resorts, golf retreats, and more. Our properties are equipped with luxurious amenities such as private decks, swimming pools, hot tubs, Wi-Fi, and stunning golf course views. Whether you’re traveling with family, friends, or a larger group, our golf accommodations in The Loop provide the ideal setting for an unforgettable golf vacation.

Make the most of your summer golf retreat in The Loop with StayAndPlay. Our selection of golf accommodations ensures maximum comfort and relaxation. From elegant golf villas to private golf retreats and cozy golf cabins, each home offers a one-of-a-kind experience on the course. Find your perfect golf villa for the ultimate summer retreat in The Loop with StayAndPlay. Ready to make your best swing? Book your dream golf escape with StayAndPlay!

Show more
Show less

Frequently Asked Questions About The Loop Luxury Rentals

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

In 2025, StayAndPlay.com offers 677 summer rentals in or around The Loop. 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 The Loop is $397. Check the full list of summer accommodations in The Loop.
There are 677 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with StayAndPlay.

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

Check all holiday rentals with a pool in The Loop on StayAndPlay.

Yes, We have 677 summer rental homes in The Loop and types of place to stay in The Loop include:

  • Vacation Homes: 677 available for rent
  • Villas: 677 Rentals available for rent
  • Holiday Apartments: 677 Rentals available for rent
  • Hotels with Suites: 677 Rentals available for book
Yes, of course! There are many luxury summer rental properties in The Loop. 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 The Loop.