
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.

Unique Dome Retreat by Indiana Dunes w/ Lake View
Escape to our Valparaiso Lakeside Retreat with king bed, lake views, unique dome experience, fire pit, grill & hot tub, all near Indiana Dunes National Park, Valparaiso University & 4 local parks! Experience a nature getaway at our newly renovated lake guest house on the ground level of our home with keyless entry & unique outdoor amenities, ideal for friend groups, small families, business travelers & couples. 10 min - downtown Valparaiso. Book now to experience this unique tranquil retreat.

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.

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!

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.

Luxury Meets Comfort
Luxury Meets Comfort ▪️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 Whether you’re visiting for business, family, or relaxation, this home offers a peaceful vibe that feels like home.

MiniGolfHouse-Chicago Close Beach & Indoor Fun!
*REQUIRED* ✅ Will you bring a pet? ✅ Have you read and agree to all rules? 🌆 30min drive to downtown Chicago ⭐️ Near Horseshoe Casino, Lake Michigan, Whihala Beach, Whoa Zone ⛳️ Heated basement with mini golf, arcade games and big TV ⭐️ Close To: Wolf Lake, Indiana Dunes, HardRock 🏠 cots, air mattress, futon sofa 🍼 pack & play, high chair avail ❤️ Guests love: -short drive into Chicago -comfortable beds -indoor mini golf -nearby shops & food -heated bidet toilets

Charming Homewood Away from Home
Keep it simple at this peaceful and centrally-located place. Cozy and Charming brick ranch nested on a quiet street. Minutes from the metra line taking you to downtown Chicago or visit the neighborhood shopping in downtown Homewood. No smoking and no parties. We are unable to accommodate a party of any size because of our agreement with our neighbors. Driveway is narrow. Limit 2 cars. No extra guest without notice. Extremely strict neighbors! We follow all cancellation rules.

Spacious and Cozy Oasis Close to Fun
Escape to our inviting 2nd-floor High-End condo, just a short 37-minute drive from the vibrant heart of Downtown Chicago, Millennium Park, and Navy Pier. Immerse yourself in the charm of our neighborhood, surrounded by custom homes, golf clubs, and family-friendly entertainment. Many dining options all within a 2-minute drive or a quick Uber ride. Large balcony with seating for six and 2 minutes from the Metra Train Station for a fast trip to Chicago. Be one of our first guests!

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.

Glamping Yurt&RV Gaming Room Pool/Hotub/Court more
GLAMPING FUN! April - mid Nov RV w/bathroom - 2 beds 20' Safari Yurt - 4 beds Gaming Room w/bathroom queen & sofa sleeper Gazebo w/2 twin beds (seasonal) Outdoor wooden Barrel-Sauna 27' above ground Pool 6-7 Person outdoor hot-tub Fresh Eggs (seasonal) mini golf 3-n-1 Court; Event Yurt add on $180 up to 15 additional non/overnight guest Contact me for Fall/Winter Glamping no more than 10. RV and Safari Yurt not included in Winter. Event Yurt is. It's heated!

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.

Quiet cul-de-sac with huge fenced in backyard
3 bedroom, 2 bath ranch home on a quiet cul-de-sac. Big fenced in backyard for the kids, dog, & adults to play during the day, then relax by the fire at night. Walking distance (50 ft.) to the bar/restaurant with private entrance. 15 miles (25 mins) from downtown Chicago. And for you couples, come back home from your busy day, sit back and relax in the 8 jet jacuzzi whirlpool tub that will comfortably fit both of you.
Popular amenities for South Holland holiday rentals
Other great holiday rentals in South Holland

A Dream Home in Chicagoland

Cozy, King/Queen bed, 2 bedroom.

Beautiful home in Orland hills!

1bd/2bth 2 Story Condo in Quiet Neighborhood

Horizon - 4 BRs, 2 BA Game Room & Gym

The Heights of Chicago

Stunning, modern, remodeled 2 bedroom condo

Cozy 3Bed Home in Friendly South Chicago Suburbs
When is the best time to visit South Holland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $204 SGD | $168 SGD | $143 SGD | $164 SGD | $162 SGD | $149 SGD | $90 SGD | $104 SGD | $187 SGD | $192 SGD | $177 SGD | $234 SGD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
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 holiday rentals in South Holland

Total holiday rentals
Explore 30 holiday rentals in South Holland

Nightly prices starting at
South Holland holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 660 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of South Holland holiday rentals include wifi 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
Destinations to explore
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Willis Tower
- Museum of Science and Industry
- The Beverly Country Club
- Washington Park Zoo
- The 606
- Raging Waves Waterpark
- Olympia Fields Country Club
- Chicago Cultural Center




