Find the best cottages in South Loop - We found 521 exact matches
About South Loop Cottage Rentals on Vacation Cottage
For travelers seeking a comfortable and luxurious retreat in South Loop, Vacation Cottage has you covered. Opt for a cottage rental, lake house retreat, or summer home resort and enjoy the flexibility of a hotel. With over 521 options available in South Loop on Vacation Cottage, we can assist you in finding the perfect accommodation.
Elevate your next vacation with a picturesque cottage rental in South Loop, offering top-notch amenities such as swimming pools, fitness centers, Wi-Fi, luxury suites, and fully-equipped kitchens. Discover unbeatable deals on outdoor vacation cottages, lake houses, and summer home retreats. Start planning your trip to South Loop today and secure your accommodation in minutes on our website.
Whether it's a short-term getaway or a long-term seasonal stay, find the perfect cottage rental, lake house, or summer home for your favorite travel destinations. Compare options with Vacation Cottage and stay close to nature.
Frequently Asked Questions About South Loop Rental Cottages
What are the top rated Cottage Rentals in South Loop?
There are a lot of options in South Loop. If you plan on staying in the South Loop area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in South Loop:
- MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
- Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago!
- Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba
- Luxéry Stay "Hollywood" Downtown/McCormick/WinTrust Area
- Luxéry Stay "Chicago" Downtown/McCormick/Wintrust Area
- 2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct
- Downtown Penthouse Lake Views #1|Gym, Parking+Pool
- Stylish 2BR South Loop Family Unit Near McCormick Place & Soldier Field
- Spacious 6BR Luxury Suite Perfect for Groups Near McCormick Place and Soldier Field
- McCormick 6B/4Ba Luxury Suite for groups/12 guests
How much does it cost to rent a cottage in South Loop?
The average cost for a cottage rental in South Loop is $362 per night. Vacation Cottage has a wide list of great cottages near South Loop that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in South Loop that allow pets?
Yes, here are the top cottage rentals in South Loop that allow you to bring your pet:
- Blueground | South Loop, pool & gym, nr park
- Marriott Marquis Chicago
- Hilton Garden Inn Chicago Downtown South Loop
- Blueground | South Loop, pool & gym, nr park
See all pet-friendly vacation rentals in South Loop on Vacation Cottage
Do you have any rental cottages in South Loop that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in South Loop to find one that works for you.
Are there quality cottages in South Loop that have indoor swimming pools?
As of 2026, the data from Vacation Cottage shows that there are Over 521 private swimming pools or cottages with indoor pools in the South Loop area along with other great amenities.
Do any cottages in South Loop have hot tubs?
About 521 cottages in South Loop boast of premium hot tubs. Some of the popular places to stay with hot tubs include:
See all holiday vacation rentals in South Loop on Vacation CottageAre there luxury cottages in South Loop?
Yes, there are luxury cottages in South Loop. Find more luxury, lakefront, winter, & last-minute cottage rentals near South Loop.
