Vacation rentals in South Holland

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Top-rated vacation rentals in South Holland

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

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Superhost
A well-lit living area features modern furniture, including a light gray sofa and a dark blue throw pillow. A ceiling fan is mounted above, and a large area rug adds texture to the space. A dining table is visible in the background.
Condo in Lansing
4.79 out of 5 average rating, 131 reviews

The Broadway Special - 2 Bd/1 Bath Smart-Condo!

The "Suite" Escape: This is the perfect home for families or those traveling alone. Located in Lansing less than 5 mins from Indiana. Right off of I90/294 expressway for a easy commute. It's near shopping centers and restaurants. Our smart home has 65 inch Amazon Fire TVs, high-speed internet, gaming options and free streaming platforms. You can enjoy a quiet home away from the city. We look forward to you enjoying our accomodations. Monthly rentals are welcomed and longer stays are perferred.

Guest favorite
A vibrant garden area is filled with a variety of lush green plants and colorful flowers. Stone elements lead to a small water feature, surrounded by dense foliage. The peaceful setting offers a natural retreat, inviting exploration or relaxation.
Apartment in Homewood
4.92 out of 5 average rating, 96 reviews

Charming Garden Apartment

Make yourself at home in a charming apartment with all the amenities! Lose yourself birding or reading a book surrounded by lush gardens. Take a short walk to lovely downtown Homewood to enjoy shopping & dining or catch the train to Chicago. After a day of exploring, a king-sized sleep number bed and lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs are welcome! This suite has a kitchenette with a convection toaster oven, induction cooktop, and fridge!

Top guest favorite
A spacious living area features a light-colored sectional sofa adorned with soft pillows, positioned beside a wooden coffee table. A decorative area rug adds warmth to the hardwood floor. Natural light enters through a window, complemented by dark curtains. A potted plant and lamps provide additional light.
Home in Munster
4.95 out of 5 average rating, 104 reviews

Entire home: Private, Cozy Oasis in a Quiet Locale

30 minute drive from Chicago's Grant Park. Near Little Calumet and Monon trails. Appeals to nature enthusiasts, cyclists, remote workers and brewery aficionados. This 2 bedroom, 1 bathroom retreat offers comfort and convenience. Full kitchen, private backyard and comfortable living space. 3 casinos, 6 breweries: 3 Floyds, 18th Street, Fuzzyline, Byway, New Oberpfalz & Wildrose within 7 to 20 min drive. Early check-ins offered/subject to availability. Feel free to inquire on availability.

Guest favorite
A modern kitchen features sleek white cabinetry and stainless steel appliances. A central island serves as a dining space, complemented by two navy blue stools with gold accents. Pendant lights provide illumination, enhancing the contemporary feel of the room.
Home in Chicago
4.88 out of 5 average rating, 163 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.

Guest favorite
A spacious living area features a comfortable sofa and a grand piano, complemented by a decorative area rug on polished wooden floors. A window allows natural light to illuminate the room, and a small bookshelf adds a touch of warmth. A small dog with a scarf rests nearby.
Home in Homewood
4.93 out of 5 average rating, 103 reviews

Boulderstrewn: Historic Homewood home

Charming and historic Sears Catalog House on 2/3 acre wooded lot. Less than 10 minute walk to shops and restaurants in downtown Homewood to Metra rail (and Amtrak) station with express service to Hyde Park and University of Chicago (less than a half hour) and Chicago's 3 magnificent downtown waterfront stations (~40 minutes). Fire pit in yard can be used to enjoy summer nights. No cable, but several digital antenna channels available as well as Netflix, XBox and DVDs.

Superhost
The exterior of a single-story home is captured at night, showcasing brick and siding. Soft lighting illuminates the pathway and entrance, highlighting large windows with vertical blinds. A small garden area with subtle lighting along the front adds to the welcoming feel of the entryway.
Home in Dolton
5 out of 5 average rating, 11 reviews

Fall Discounts! Cozy Home away from Home!

Comfortable is what I feel when I'm staying at this home, it keeps me coming back! 7 minutes to the city of Chicago, 22 minutes to Downtown. Lovely 4 bedroom, 2 bathrooms with open concept kitchen and living room. Large picturesque windows throughout the home. Amenities: washer/dryer, parking, 5 flat screen smart TVs, WIFI. Grocery store blocks away, Several eateries, BBQ houses, Pizza and other restaurants very close. Shopping Mall just minutes away.

Top guest favorite
The kitchen area is equipped with modern stainless steel appliances, including a refrigerator and stove. A wooden table with two place settings is set beside a gray couch. A doorway leads to a laundry area with washer and dryer units.
Guest suite in Chicago
5 out of 5 average rating, 11 reviews

Guest Suite w/Private Entrance Beverly Basement

Great location. recently rehabbed. Space: This is a new guest suite in the basement of my home. The suite is equipped with a full kitchen featuring high-quality appliances. The suite includes a large bathroom, a bedroom with a new queen-size mattress, and a washer and dryer onsite. The suite offers a peaceful and comfortable place to stay. A 2 block walk will get you to the commuter train, Subway sandwiches, an Italian deli, CVS Pharmacy, and Starbucks.

Guest favorite
A comfortable living area features a bright orange couch paired with two ottomans. A dining table with four chairs is set against a backdrop of three windows allowing natural light. Textured brick walls complement the modern decor, creating a welcoming atmosphere.
Apartment in Woodlawn
5 out of 5 average rating, 15 reviews

Long Stay,The Jewels,2bd/2ba,UC 2mi,Pkg,DTWN 15mi

Welcome to ABODE6535: The Jewels Suite. This apartment is named after Chicago's popular grocery store chain and its residents' unique way of saying it. :) This vibrantly curated apartment is designed for comfortable extended stays that may make you consider making Chicago home, or at least make sure you feel at home while you're here. You will be welcomed into a well-appointed space with cozy linens, sparkling clean bathrooms and warm touches at every turn.

Guest favorite
An open-concept living area showcases a dark leather sofa and recliner, complemented by a green coffee table. The kitchen features dark cabinetry and stainless steel appliances. A bookshelf stands against the wall, and natural light is provided by large windows with light curtains.
Home in Schererville
4.92 out of 5 average rating, 66 reviews

Luxury Home in Schererville-garage use included!

Located close to downtown, this spacious, new-construction, family-friendly home is the perfect getaway! Near unique shops, parks, restaurants, and local activities, there is plenty to do and see! A 45 minute drive to Chicago or a 45 minute drive to the beautiful beaches of Lake Michigan will add more fun things to do while visiting. Enjoy the comforts of modern living with a spacious 3-bedroom, 2.5 bath, 2-story home with numerous amenities and features.

Top guest favorite
A cozy living area is featured with two large windows allowing natural light to fill the space. A hanging chair adds a unique touch, while a dark sofa and a coffee table sit on a patterned rug. A television is positioned on a stand nearby.
Apartment in Blue Island
4.94 out of 5 average rating, 310 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.

Guest favorite
A spacious bed is adorned with white linens and accent pillows arranged against a dark, textured wall. Red rose petals are artfully placed in the shape of a heart on the bed. A marble nightstand holds decorative candles and a small vase with dried flowers.
Home in South Holland
4.85 out of 5 average rating, 59 reviews

Romantic Escape ~ Adult Playhouse w Exotic Dungeon

This isn't a stay — it’s a private, immersive romantic experience crafted exclusively for adult couples who want something unforgettable, intimate, and truly one-of-a-kind. Every detail is intentionally designed for passion, connection, and high-end luxury you won’t find anywhere else. 💌 Want to elevate your night? Ask about our curated romance packages.

Superhost
An outdoor seating area is set up with six cushioned chairs arranged around a central glass table. A patterned area rug adds color, while a fire pit is positioned nearby, creating a cozy ambiance for gatherings.
Home in Calumet Park
4.77 out of 5 average rating, 107 reviews

My quaint little escape

Cozy and clean. Keep it simple at this peaceful and centrally-located place. Moments from 1-57 and 1-94 expressways. plenty of eateries, 2 grocery stores, parks and more. Take a moment to sit in the yard and grill or light the fire pit and relax. Just a quiet, cozy, quaint little home, available for you to come and relax for business or pleasure.

Popular amenities for South Holland vacation rentals

When is the best time to visit South Holland?

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Avg. priceﺩ.ﺇ577ﺩ.ﺇ474ﺩ.ﺇ404ﺩ.ﺇ463ﺩ.ﺇ459ﺩ.ﺇ422ﺩ.ﺇ253ﺩ.ﺇ294ﺩ.ﺇ529ﺩ.ﺇ544ﺩ.ﺇ499ﺩ.ﺇ661
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in South Holland?

    Four-legged friends are welcome in South Holland. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in South Holland have wifi?

    Absolutely! We offer over 10 house rentals with wifi in South Holland. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in South Holland?

    Yes! Work meets play with ease at over 20 vacation rentals in South Holland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in South Holland have free parking?

    Absolutely! We offer over 10 house rentals with free parking in South Holland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in South Holland have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in South Holland. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in South Holland?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in South Holland?

    South Holland has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in South Holland?

    Experience the best of South Holland with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about vacation rentals in South Holland

  • Total vacation rentals

    Explore 30 vacation rentals in South Holland

  • Nightly prices starting at

    South Holland vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 660 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of South Holland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across South Holland rentals

  • 4.6 Average rating

    South Holland stays receive an average rating of 4.6 out of 5 from guests

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