Holiday rentals in South Holland

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Top-rated holiday rentals in South Holland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Chicago

4.9 out of 5 average rating, 218 reviews

Handicap accessible apartment w/Level-2 EV Charger

Just 12.5 miles from downtown in the extremely quiet Chicago neighborhood of Hegewisch. Walking distance to the South Shore train line, which can easily get you to Chicago museums and entertainment, or attractions in NW Indiana. Private parking in back also gives you the option of driving anywhere and then walking directly to your door, and outside cameras are present for security. Banks, restaurants, grocery, convenience, and liquor stores are all 1 block of the apartment for all your needs.

Guest favourite

Home in Burnham

4.86 out of 5 average rating, 28 reviews

Gorgeous 2Bedroom House…

🛌 Comfort & Relaxation Focus Relaxing 2BR Getaway ▪️High Speed Wi-Fi ▪️TVs in Every Bedroom ▪️Streaming Apps ▪️Jacuzzi Tub ▪️Washer & Dryer ▪️King Size Bed ▪️Walk In Closet ▪️Full Size Bed ▪️Office Desk ▪️Queen Size Air Mattress (For Extra Guest) ▪️Fresh Linen ▪️Deep Cleaning ▪️Disinfecting of all surfaces ▪️Dishes,Eating Utensils,Pots and Pans ▪️Fenced In Yard ▪️Yard Furniture ▪️BBQ Grill If you’re staying for a few nights or a few weeks, this peaceful gem offers everything you need!

Guest favourite

Home in Homewood

5 out of 5 average rating, 7 reviews

Charming & Cozy Getaway - A Heroic Stay Awaits!

Welcome to our snug and inviting home nestled in the heart of the Chicago suburbs! Perfect for a relaxing getaway, this cozy space offers everything you need for a comfortable stay. Enjoy a fully stocked kitchen, along with an in-unit washer and dryer for your convenience. We've made sure to provide plenty of linens, ensuring you have a cozy retreat to come home to after a day of exploring. Whether you're here for business or leisure, this home offers the perfect balance of comfort and warmth!

Top guest favourite

Home in Whiting

4.95 out of 5 average rating, 107 reviews

MiniGolfHouse-Chicago Close Beach & Indoor Fun!

🌆 30min drive to downtown Chicago ⭐️ Near Horseshoe Casino, Lake Michigan, Whihala Beach, Whoa Zone ⛳️ Heated basement with mini golf, arcade games and big TV 🐶 Pet fee: $150 (Must let us know BEFORE BOOKING if bringing a pet) ⭐️ Close To: Wolf Lake, Indiana Dunes, HardRock 🏠 cots, air mattress, futon sofa in basement 🍼 pack & play, high chair avail ❤️ Guests love: -short drive into Chicago -comfortable beds -indoor mini golf -nearby shops & food -heated bidet toilet seats

Guest favourite

Home in Lansing

4.79 out of 5 average rating, 130 reviews

Cozy at The Walter

Just 35 minutes from Downtown Chicago Center in a quiet residential area. Close proximity to I-94 & I-80 ! 52 mins from Ohare Airport & 40 mins from Midway Airport-In normal traffic drive. Smaller Home(854 sqft) - Perfect for a Business Traveler, Couple, or Single person seeking a Private Uninterrupted Accommodation. Indiana state line > 1 mile ( 4 casinos within 20 minutes-often shows & events),Local restaurants & breweries, Shopping, Trails, Golf courses( Ravisloe Golf Club & Centennial).

Guest favourite

Home in Chicago

4.86 out of 5 average rating, 140 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

Whether your looking to stay near family or be close to Downtown. This place has it ALL! This coach house is located in Mt greenwood which is one of the safest neighborhoods in the City of Chicago. It is home to many police, firefighters and teachers. Downtown is a quick 30 minute drive and there are also many bars and restaurants in walking distance. The home has been totally renovated and stocked with all the essentials. All you need to do now is pack your bags and enjoy your vacation.

Superhost

Flat in Thornton

4.86 out of 5 average rating, 22 reviews

Your quiet south suburban oasis

Relax and enjoy yourself in this south suburban duplex located in a safe and quiet location! We offer the entire unit so you don’t have to worry about sharing. 1 bedroom but the living room is spacious enough for an air mattress (must bring own). Large yard for you and your family to enjoy outdoor activities! Park less than 1 block away. 4 blocks from the famous rock quarry of Thornton. New casino less than 2 miles away. Bar right across the street! Animals allowed if trained.

Top guest favourite

Guest suite in Orland Park

4.98 out of 5 average rating, 99 reviews

Private Guest Suite 2 Cozy Rooms

Private guest suite with separate entrance. Sitting room, kitchenette, bedroom w/queen bed, private bath, plus twin sofa bed in sitting room. Great alternative to hotel for business trip or visiting the area. Conveniently located in southwest suburbs of Chicago, 40 minutes from downtown by car (non rush hour) or Metra lines a few miles from the house. Set near a golf course and forest preserve, nearby to multiple restaurant and shopping districts less than 10 minutes away.

Guest favourite

Home in Blue Island

4.82 out of 5 average rating, 200 reviews

Warm and comfortable inviting Suburban home !

160 year old land mark community, Framed cedar bevel siding 2 story home, front porch , 10 ft high ceilings, kitchen canned lighting home. 6 feet fence In closed yard, whole house water filtration system , Quite neighborhood with sidewalks . 19 miles to downtown Chicago , Metra train station and bus route, in walking distance . driving to the city of Chicago 5 minutes to major expressways . Host is willing to be available for any and all information 24/7.

Guest favourite

Flat in Hammond

4.84 out of 5 average rating, 149 reviews

Plant MOOD FREE Wi-fi, parking, washer & dryer!

LATE CHECK-IN guest are welcome!!!! PLEASE READ MY FULL AIRBNB LISTING PRIOR TO BOOKINGS!!!! This special place is close to everything, making it easy to plan your visit. • I80, 294, 94 highways/tolls, etc. • Chicago • Shopping galore • A fun array of restaurants AND A LOT OF FREE PARKING!!! I’m extremely close to MUNSTER, HIGHLAND, SCHERERVILLE, DYER and many more Indiana locations! I’m extremely close to LYNWOOD, LANSING, CALUMET CITY, and many more!

Superhost

Home in Hammond

4.78 out of 5 average rating, 59 reviews

Cozy, King/Queen bed, 2 bedroom.

UPDATE: Central Air unit installed 5/2025!! You can forget your worries in this spacious and serene space. Located in Hammond Indiana, just 40-45 mins drive to downtown Chicago. Get where you need to go safely and worry-free. This home is located 5 mins from the nearest Interstate and 10 mins from the train station. Plenty of thoughtful detail was given to ensure that you enjoy your stay. My hope is that you enjoy this space as I have for many years.

Top guest favourite

Flat in Blue Island

4.94 out of 5 average rating, 299 reviews

Charming Unique 2 Bdrm Apartment in Victorian Home

My place is close to the excitement and culture of the beautiful city of Chicago. It is a short walk to Metra trains with a 25 minute ride downtown. You’ll love my place because of the diverse, comfortable, quiet, tree lined neighborhood where you can relax and feel secure. It is close to expressways, golf courses and a local park with walking path. The apartment is not available to guests without previous positive reviews.