Near South Side Short-Term Vacation Rentals
Find Short-Term Rentals near Near South Side
About Near South Side Luxury Rental on Montgomery Cottages
Discover more than 512 short term vacation rentals in Near South Side. We have a huge number of short-term holiday rentals in or near Near South Side. Whether you are traveling as a whole family, in groups, with friends, or solo, there are rentals that would suit your plans and budget. Short-term rental homes are perfect for those seeking to stay in Near South Side for a short term or on a temporary basis. Montgomery Cottages short-term stays give you the luxury of enjoying all the benefits attached to having a home. A serene environment, spacious rooms, private pools, indoor/outdoor heated swimming pools, hot tubs, self-catering, spa, and gyms are examples of such benefits. Montgomery Cottages has plenty of vacation rentals that are available on a weekly or monthly basis in Near South Side. A furnished short-term rental in Near South Side comes with great amenities that would make you an unforgettable experience.
These short-term home rentals that are available in Near South Side come in different sizes and vary according to your needs. Whatever your style or budget is, Montgomery Cottages has got you covered; all you have to do is use our search and filter tool to find the right rental in a matter of minutes.
Montgomery Cottages makes it easy to compare, discover and book short-term accommodations, including pet-friendly places to stay, in Near South Side that is within your budget. Montgomery Cottages helps you save time, and gives you hassle-free booking for your favorite short stay home.
Frequently Asked Questions About Near South Side Short Term Stay
What are the top rated Short Term Stays in Near South Side?
There are a lot of options in Near South Side. If you plan on staying in the Near South Side area, consider making a reservation for a few nights at one of these properties as these have been rated the top Short Term Stays in Near South Side:
- Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago!
- 2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct
- McCormick South Loop 2BR Suite Near Soldier Field & Museum Campus
- Group-Friendly 6BR Luxury Suite in Prime South Loop Location with Optional Parking and Gym Access Near McCormick Place, Soldier Field and Grant Park
- McCormick 3BR HUGE unit, Optional Parking with Ping-pong
- McCormick Place 2BR Suite with Patio, Skyline View and Optional Parking Sleeps 6 Near Soldier Field and Grant Park
- South Loop 3BD 2BA Condo with Balcony and Parking
- Modern 2BR Stay in South Loop with Optional Parking & Gym Access Near Museum Campus & Grant Park
- Spacious 2BR South Loop Suite with Skyline View, Optional Parking and Gym Access Close to McCormick Place, Grant Park, Museum Campus & CTA Lines
- Charming 2BR Apartment with Skyline view, Optional Parking & Gym Access Near McCormick Place, Lakefront and Soldier Field
How much is rent for a furnished short-term stay in Near South Side?
At Montgomerycottages short-term furnished accommodation in or near Near South Side ranges from $74 to $2,671 per night.
How many holiday rentals near Near South Side are available?
We have 512 places to stay near Near South Side. Check out the complete list of holiday rentals in Near South Side to find what works for your next trip.
Can we get a self-catering short-term stay in Near South Side?
Yes, there are 512 self-catering short-term rental homes in Near South Side that have hot tubs & other amenities The most popular self-catering top-rated rental homes are:
What are the best luxury short-term stays for families near Near South Side?
There are more than 512 luxury temporary places to stay near Near South Side, with other amenities available according to 2026 data from Montgomerycottages.
