
Holiday houses in South Holland
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Top-rated holiday rentals in South Holland
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Enchanted Garden Treehouse (Amenity*)
Spring is here, the flowers out, the treehouse warm and cozy, and the hot tub ready! Relax on cool evenings in our luxurious, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall cuts thru snow into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits, foxes and hawks. We are 420 friendly. Come experience the magic and make a special memory!

The Ashlin House.
Stay at our family-friendly home on a quiet, cobblestone street on vacation or business. We've recently repainted the exterior and painted the master BR. Walking distance to quaint Downtown Whiting , Lake Michigan, Whihala Beach & Lakefront trails. The Horseshoe Casino, Wolf Lake & Pavilion, Hammond Sportsplex, Calumet College, PNW, IUN, U of Chicago, BP, & golf courses are a short drive. See Chicago's Skyline at Lakefront Park. Chicago's attractions & Hard Rock Casino are < 30 mins away.

Luxury Meets Comfort
Luxury Cozy Home ▪️High Speed Wi-Fi ▪️TVs in Every Bedroom ▪️Fireplace ▪️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 stay that feels like home.

Fore! Peace & Love @ Golf House
Welcome to "The Golf House"! Our 4-bed, 3-bath home sleeps 8 people comfortably and, features an open living space with a stunning golf course view, a full kitchen, and a huge deck. Enjoy natural sunlight or the stars through the skylight both in the master bedroom and bathroom. The home has hardwood floors, and TVs in each bedroom. Plus, a heated meditation room for relaxation. Ideal for families, women retreats, networking events etc. Experience luxury and tranquility right by the greens!

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 downtown Homewood to enjoy shopping & dining or catch the train to Chicago. 🏳️🌈 BLM Safe space! After a day of exploring, a king-sized sleep number bed & lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs welcome! This suite has a kitchenette with a convection toaster oven & induction cooktop.

Quiet Farmhouse Retreat
Looking for a tranquil farmhouse destination? Get away at Wadsworth Acres- a Scottish Highland hobby farm! This modern farmhouse is the perfect space to relax. Complete with a very spacious primary suite, large eat-in kitchen, exercise room, and space to play outside- you’ll never have to leave! Enjoy your morning coffee with breathtaking farm sunrises on the patio and evenings in the hammocks.Peaceful escape just 5 minutes from the highway, 10 from historical downtown, 35 from the Dunes!

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.

Charming Homewood Away from Home
Keep it simple at this cozy, charming brick ranch tucked away on a quiet, friendly street. Just minutes from the Metra line for an easy ride into downtown Chicago, and close to all the great local shopping and dining in downtown Homewood. House Guidelines: • No smoking, no parties, no large gatherings • Be mindful of neighbors • Narrow driveway, limit 2 cars • No extra guests without notice • Pets are welcome, but must be added to your reservation • We have a moderate cancellation policy

Cozy 3BR Home Near Chicago
Relax in this cozy 3BR, 1BA home that sleeps up to 6, including a pullout couch. Enjoy a hammock, patio set, fire pit, ping pong table, grill, and dog tie-out. Located on a private half-acre lot with private parking. Just 11 mins from Hard Rock Casino (Gary, IN), 10 mins from Homewood Casino, and 29 mins from downtown Chicago. Near expressway, stores, forest preserves, and attractions like Indiana Beach, Six Flags, and Starved Rock. Basement not accessible. Contact host for issues.

Cozy three bedroom home in Munster , Indiana.
Plan your next escape to Indiana or Illinois and stay in this beautifully renovated and thoughtfully appointed 3 bedroom and 1 bath home. Located in the quiet and safe suburb of Munster, Indiana, the property is just a 3 minute, easy access to the I-94 Highway. Exciting Downtown Chicago is just 30 minutes away! Walk to Riverside Park and take in the scenic view while enjoying a morning croissant and coffee from one of the quaint neighbourhood cafés.

Cozy Modern Retreat - Home Away from Home
✨ Discover a cozy modern basement gem where romance meets comfort without breaking the budget! Perfect for couples or solo travelers, this stylish retreat offers a chic living space, sleek kitchenette, and plush bed for restful nights. Refresh in the spa-like bathroom and enjoy thoughtful touches throughout. Private, quiet, and close to shops, dining, and attractions—this hidden escape is your perfect mix of comfort, style, and value!

Your Quiet Oasis: Cozy & Private
Escape to this private 2-BR home, perfect for remote workers, cyclists & brewery fans! Enjoy a dedicated workspace with fast Wi-Fi (413 Mbps), a full kitchen, and a spacious, private backyard with a gas grill. This pet-friendly, single-level retreat is your convenient base for exploring nearby nature trails, 6 local breweries, and casinos. Comfortably fits small groups or families seeking a quiet getaway just 30 mins from Chicago.
Popular amenities for South Holland holiday rentals
Other great holiday rentals in South Holland

A-frame Cabin w/Jacuzzi & Pickleball Court

Homewood Oasis

Charming Lower Apartment | Near Metra & Local Park

Luxury Townhome in Tinley Park Near Shops & Train

Horizon - 4 BRs, 2 BA Game Room & Gym

Cozy Retreat w/ Fire Pit, Relax & Recharge

“The Marlowe” A Couples Getaway

Spacious Family Glenwood Estates Home w/ Hot Tub!
Frequently Asked Questions
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.
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 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.
Do house rentals in South Holland have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in South Holland. Enjoy a tailored experience with all the comforts you desire.
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.
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.
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 wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 $51 NZD per night before taxes and fees

Verified guest reviews
Over 720 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of South Holland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across South Holland rentals

4.5 Average rating
South Holland stays receive an average rating of 4.5 out of 5 from guests
Destinations to explore
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Oak Street Beach
- Museum of Science and Industry
- Willis Tower
- Indiana Dunes State Park
- Chicago History Museum
- Riviera Theatre





