
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.

The Spa of Downtown Whiting
so close to Chicago but so far away. NEWLY REMODELED AND COMPLETELY FURNISHED. There's so much to enjoy in this incredible converted 2 flat, now a single unit. WE COMPLETELY RIPPED ON AND REDID THE ENTIRE INTERIOR. 1ST Flr-spa w/ 2 person jacuzzi, shower, continuous hot water, family room, kitchen 2nd flr, sitting room w/ TV and surround sound, 2 bedrooms, w/ bathroom and bath/shower. -FRONT BALCONY, -SPEAKERS THROUGHOUT -BLOCKS FROM THE BEACH & WOLFE LAKE -PERFECT LOCATION FOR PIEROGIFEST

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.

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.

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.

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.

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.

Secluded Lakefront A-frame House.
Take it easy at this unique and tranquil private getaway. Enjoy a full kitchen, grilling out, sitting on the deck taking in lake views, relaxing in the hot tub, napping in a queen or king bed, or warming up around a camp fire with a cup of hot chocolate. At the same time take advantage of this new house build modern amenities.

The "Nest", unconventionally modern yet vintage.
The "Nest" has an open floor plan with a gourmet kitchen and modern appliances, with a comfortable lounge area to make you feel right at home. The dining table can be expanded for conferences or several dinner guests. The quiet, beautifully modern bedroom is large enough to accommodate a king-sized bed and a desk area.
Popular amenities for South Holland holiday rentals
Other great holiday rentals in South Holland

Hidden Retreat

Grandma’s Cozy Country Cabin

The Refinery- 2nd Floor

The Green Lantern

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

Nice and Quaint

Horizon - 4 BRs, 2 BA Game Room & Gym

“The Marlowe” A Couples Getaway
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 air conditioning, over 10 homes with wifi, 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 £22 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 & child-friendly amenities

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

4.5 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
- Millennium Park
- Wrigley Field
- 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
- Lincoln Park Zoo
- Brookfield Zoo
- Garfield Park Conservatory
- University of Chicago
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Museum of Science and Industry
- Willis Tower
- Washington Park Zoo
- Loyola University Chicago
- The 606




