Hawaii Wedding Travel - Vacation Rentals in South Chicago
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Designated Smoking Area
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
Luxury Places to Stay in South Chicago
- Air Conditioner
- Pet Friendly
- Designated Smoking Area
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
Pet-Friendly Vacation Rentals in South Chicago
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Large Vacation Homes & Villas in South Chicago
- Air Conditioner
- Parking
- View
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
Wheelchair Accessible Vacation Homes in South Chicago
- Air Conditioner
- Parking
- Pet Friendly
South Chicago Vacation Rentals and Airbnb Places to Stay Under $200
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Designated Smoking Area
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Designated Smoking Area
- Fireplace/Heating
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Designated Smoking Area
- Bedding/Linens
Instantly Bookable Vacation Homes in South Chicago
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Designated Smoking Area
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Security/Safety
- Bedding/Linens
About South Chicago Vacation Rentals
With more than 123 South Chicago vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hawaiiweddingtravel and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in South Chicago.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Hawaiiweddingtravel South Chicago, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in South Chicago. Places to stay near South Chicago are 648.44 ft² on average, with prices averaging $335 a night.
Hawaiiweddingtravel makes it easy and safe to find and compare vacation rentals in South Chicago with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in South Chicago
| Type | Count |
|---|---|
| Vacation Homes | 57 |
| Holiday Apartments | 48 |
| Hotels with Suites | 4 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in South Chicago
★ Pro Tip: Hawaiiweddingtravel makes it easy to compare the best listings on Hawaiiweddingtravel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hawaiiweddingtravel homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in South Chicago.
Weather in South Chicago
View the weather forecast for South Chicago before booking your South Chicago Vacation Rentals to confirm your best time to go.
Other Places to Stay Near South Chicago, IL
South Chicago Vacation Rental Frequently Asked Questions
What are the top vacation rentals in South Chicago?
There are a lot of options in South Chicago. If you plan on staying in the South Chicago area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in South Chicago:
- Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront
- Come experience The Lake Shore!
- South Shore Chicago Condo-1 Block to Lake-WiFi-AC-Elevator-420 Friendly
- Cozy & Near Downtown, Hyde Park & the Metra
- Luxe Loft vibe –4BR/3BA Apt– King Suite-11 minutes from downtown-Families-Groups
- Luxe Loft vibe with King Suite - 4BR 3Ba
- Near Lake & Museum Modern Game Area
- 2 Mi to South Shore Beach: Urban Retreat w/Yard
- 2 Mi to Calumet Park & Beach: Windy City Escape!
- Superb townhome with Near Lake in vibrant Chicago
Which vacation homes in South Chicago are best for families?
If you are looking for a family-friendly vacation home in South Chicago, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in South Chicago:
How many vacation rentals are available in South Chicago?
Currently, the total number of properties listed in 2026 is over 123 in the South Chicago area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in South Chicago.
