Compare Cottages, Resorts, & Rentals in South Shore, Chicago, Illinois, USA
About South Shore Vacation Rentals
There are over 44 amazing vacation rentals available in South Shore. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in South Shore.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in South Shore, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in South Shore. The average size of places to stay near South Shore is approximately 905.11 ft², with prices averaging US $277 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in South Shore. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods South Shore, IL
Frequently Asked Questions About South Shore?
What are the top cottages, summer homes, and lake houses in South Shore?
- Come experience The Lake Shore!
- Gorgeous 4BDR in Chicago/15mins from DWTN Brand New!
- 2 Mi to South Shore Beach: Urban Retreat w/Yard
- Merrill
- LakeHouse
- BEAUTIFUL 4/20 FRIENDLY 2 BR 2 BA DUPLEX -TWO FLOORS - IN SIZZLING SOUTH SHORE!
- A Charming spacious Paxton Condo clean 2000 sq. ft.
- Spacious, one-level condo next to Jackson Park
- Beautiful Big 3 bedroom Quiet Apt near downtown
- Lakefront Rooftop Parking
How many rentals, hotels, or resorts are available in South Shore?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 44 properties listed by Vacation Cottage in the South Shore area for the year 2025, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in South Shore.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Jackson Park Highlands Rental Cottages and Private Getaways in Chicago, Illinois | 460 |
