Vacation rentals in South Chicago Heights

Prime Summer Days Still Open @ Birchwood Cottage!

Now only 2 night minimum stays in prime June, July & August dates on Lake Michigan's best beaches, THE BIRCHWOOD COTTAGE IN MICHIANA SHORES...where only good things happen & memories are made...is calling. Reviews tell our story & we are constantly upgrading to enhance you experience. We offer a slice of heaven just 75 minutes from downtown Chicago. Once settled in this cozy cottage you are just a short walk or even quicker bike ride to 5 beaches & everything you need is provided. BOOK IT NOW!

Best Deal In Michigan City 1.3 miles to Beach

Quiet for a well deserved nights rest. Plenty of space for 4-8 guests indoors and out. Short drive to the Washington Park beach & zoo Walking distance to south shore train for a quick ride into the heart of Chicago. Less than a mile from uptown arts center and district Short drive to The National Lakeshore, that has great beaches, hiking, and biking trails! Have a day in the sun, and come back to relax, in a quiet backyard patio area equipped with grill & night lighting... Must be 24 to book

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

Parking|12 min walk to beach| Hot tub| & Chef Exp

Royale Retreat at Midwest Traveling offers a private chef experience during your stay - reach out for more information! This duplex is actually a 3 bedroom/2.5 bathroom home listed as a 2 bedroom/2.5 bathroom option for smaller groups. The home itself is very clean & spacious, take a dip in our hot tub on the back patio and head inside to warm up near our electric fireplace. Take a short walk to the beach area, a short drive over to the downtown area or shopping at the local outlet mall.

Villa Vesta-Lake Retreat

Escape to this charming 3-bedroom,2-bathroom house to get your VIP ticket to relaxation. Step inside the house and be greeted by an open concept living room. The kitchen is fully equipped for culinary adventures. Gather around the firepit for cozy evenings under the stars. Don't forget the hot tub; your personal time machine to a stress-free dimension. Your memories are waiting to be made here-beach is minutes away. See you soon- all those 5 star ratings last summer can’t be all wrong

Alluring Avondale Abode

Welcome to Alluring Avondale Abode, the perfect vacation rental for your next family trip or group getaway. A pet-friendly paradise, centrally located for easy travel to all the top attractions. A spacious kitchen, beautiful backyard deck, and patio create a wonderful backdrop for entertaining and relaxing. Find an array of fun games to keep all ages occupied. Book now and experience the laid-back vibe and unbeatable amenities that will make your vacation truly unforgettable.

Roomy and Private Getaway for Families & Friends

Perfect for Gatherings, Families, Birthdays, Group Outings: Enjoyment & Tranquility in Nature. Nestled on two acres of picturesque land, the property boasts a fully-equipped six-bedroom house. Conveniently located within a 5-minute drive to popular attractions such as the beach, casino, and outlet mall. Formerly a church, the house has been transformed into an inviting Airbnb rental, featuring a renovated interior, fire pit, gazebo, and many amenities.

Charming apartment in Arts District

Walk to outlet mall, art galleries, parks, restaurants, and Lake Michigan beach. Walk or drive to casino. This is a 2nd-story apartment in Michigan City's historic homes. A full 1,400 sq ft of space! Fully appointed, clean and beautifully decorated. Newly renovated kitchen and bath. WIFI. Access to beautiful back yard patio and deck. Great proximity to attractions. Great for couples, solo adventurers, and families with children.

Vacation home on south end of Cedar Lake

Private two story fully furnished older vacation home on the south side of cedar lake. Both bedrooms and half bath are upstairs. Main level has living room/dining room combo, kitchen and full bath. Short drive to marinas with kayak/boat rentals, public beach and boat launches. Within walking distance is a bar/restaurant with kayak rental.