Holiday rentals near South Shore Golf Course
We found 3,153 holiday rentals — enter your dates for availability
Find the perfect private holiday rental that's near South Shore Golf Course. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as cable TV and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - South Shore Golf Course
Showing deals for:25 Jul - 1 Aug
Image gallery for Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!
1010 out of 10 rating
Exceptional
(20 reviews)
Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!
Chicago, IL
8% off
Price is NZ$68,458
NZ$68,458
NZ$9,780 per night
includes taxes & fees
Image gallery for Kasa | Relaxing 2 BD + Steps to the South Loop | Chicago
9.69.6 out of 10 rating
Exceptional
(37 reviews)
Kasa | Relaxing 2 BD + Steps to the South Loop | Chicago
Chicago, Illinois
8% off
Price is NZ$9,893
NZ$9,893
NZ$1,413 per night
includes taxes & fees
Image gallery for 3BR Luxury Modern Apartment
9.69.6 out of 10 rating
Exceptional
(7 reviews)
3BR Luxury Modern Apartment
Chicago, Illinois
7% off
Price is NZ$11,445
NZ$11,445
NZ$1,635 per night
includes taxes & fees
Image gallery for #1613 - Kasa Magnificent Mile Chicago
9.89.8 out of 10 rating
Exceptional
(16 reviews)
#1613 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$5,576
NZ$5,576
NZ$797 per night
includes taxes & fees
Image gallery for Spacious,Chic & Steps from MichiganAve|The Hermes
1010 out of 10 rating
Exceptional
(7 reviews)
Spacious,Chic & Steps from MichiganAve|The Hermes
Chicago, Illinois
8% off
Price is NZ$15,406
NZ$15,406
NZ$2,201 per night
includes taxes & fees
Image gallery for Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
9.89.8 out of 10 rating
Exceptional
(32 reviews)
Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is NZ$7,645
NZ$7,645
NZ$1,092 per night
includes taxes & fees
Image gallery for Gorgeous 3BR River North Condo - Free Parking
1010 out of 10 rating
Exceptional
(13 reviews)
Gorgeous 3BR River North Condo - Free Parking
Chicago, IL
8% off
Price is NZ$16,611
NZ$16,611
NZ$2,373 per night
includes taxes & fees
Image gallery for 2BR Designer Loft: Modern Luxe in City Center
1010 out of 10 rating
Exceptional
(5 reviews)
2BR Designer Loft: Modern Luxe in City Center
Chicago, Illinois
8% off
Price is NZ$9,594
NZ$9,594
NZ$1,371 per night
includes taxes & fees
Image gallery for Downtown Chicago Studio in Prime Location
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Downtown Chicago Studio in Prime Location
Chicago, Illinois
5% off
Price is NZ$4,614
NZ$4,614
NZ$659 per night
includes taxes & fees
Image gallery for Kasa | Family Friendly 3 BD + Game Room Access | Chicago
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Kasa | Family Friendly 3 BD + Game Room Access | Chicago
Chicago, Illinois
8% off
Price is NZ$13,668
NZ$13,668
NZ$1,953 per night
includes taxes & fees
Image gallery for Kasa | Inviting 1 BD + Game Room Access | Chicago
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Kasa | Inviting 1 BD + Game Room Access | Chicago
Chicago, Illinois
8% off
Price is NZ$7,879
NZ$7,879
NZ$1,126 per night
includes taxes & fees
Image gallery for #2012 - Kasa Magnificent Mile Chicago
9.49.4 out of 10 rating
Exceptional
(10 reviews)
#2012 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$5,576
NZ$5,576
NZ$797 per night
includes taxes & fees
Image gallery for Kasa | Classic 2 BD + Near Grant Park | Chicago
1010 out of 10 rating
Exceptional
(6 reviews)
Kasa | Classic 2 BD + Near Grant Park | Chicago
Chicago, Illinois
8% off
Price is NZ$9,893
NZ$9,893
NZ$1,413 per night
includes taxes & fees
Image gallery for #1511 - Kasa Magnificent Mile Chicago
9.69.6 out of 10 rating
Exceptional
(15 reviews)
#1511 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$4,736
NZ$4,736
NZ$677 per night
includes taxes & fees
Image gallery for #2011 - Kasa Magnificent Mile Chicago
9.89.8 out of 10 rating
Exceptional
(8 reviews)
#2011 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$4,736
NZ$4,736
NZ$677 per night
includes taxes & fees
Image gallery for Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
9.49.4 out of 10 rating
Exceptional
(25 reviews)
Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is NZ$8,592
NZ$8,592
NZ$1,227 per night
includes taxes & fees
Image gallery for Chic Corner 2BR in Streeterville | Roof Deck | Lake Views
9.69.6 out of 10 rating
Exceptional
(27 reviews)
Chic Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is NZ$7,979
NZ$7,979
NZ$1,140 per night
includes taxes & fees
Image gallery for #1515 - Kasa Magnificent Mile Chicago
1010 out of 10 rating
Exceptional
(23 reviews)
#1515 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$5,576
NZ$5,576
NZ$797 per night
includes taxes & fees
Image gallery for SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
9.89.8 out of 10 rating
Exceptional
(80 reviews)
SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
Chicago, IL
8% off
Price is NZ$9,065
NZ$9,065
NZ$1,295 per night
includes taxes & fees
Image gallery for Skyline Duplex Penthouse w private rooftop & optional parking for up to 8 guests
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Skyline Duplex Penthouse w private rooftop & optional parking for up to 8 guests
Chicago, IL
12% off
Price is NZ$14,603
NZ$14,603
NZ$2,086 per night
includes taxes & fees
Image gallery for 3 Bedroom/ 2 Bathroom Luxury Suite in Vibrant Andersonville
1010 out of 10 rating
Exceptional
(22 reviews)
3 Bedroom/ 2 Bathroom Luxury Suite in Vibrant Andersonville
Chicago, IL
12% off
Price is NZ$8,333
NZ$8,333
NZ$1,190 per night
includes taxes & fees
Image gallery for "Holy Cow"! 4bed 4bath Duplex Penthouse w/ 3,000 sqft Private Roof-Deck!
9.69.6 out of 10 rating
Exceptional
(45 reviews)
"Holy Cow"! 4bed 4bath Duplex Penthouse w/ 3,000 sqft Private Roof-Deck!
Chicago, IL
16% off
Price is NZ$19,313
NZ$19,313
NZ$2,759 per night
includes taxes & fees
Image gallery for A quiet stay while you are away
9.89.8 out of 10 rating
Exceptional
(32 reviews)
A quiet stay while you are away
Oak Park, IL
8% off
Price is NZ$3,354
NZ$3,354
NZ$479 per night
includes taxes & fees
Image gallery for Chic 4-Bedroom Haven: Designer's Dream Home
1010 out of 10 rating
Exceptional
(5 reviews)
Chic 4-Bedroom Haven: Designer's Dream Home
Chicago, Illinois
12% off
Price is NZ$9,174
NZ$9,174
NZ$1,311 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - South Shore Golf Course
Rare Gem! Indoor Pool, Rooftop Deck, Close to Magnificent Mile
Sleeps 2 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
65 reviews(65 reviews)
Level Chicago – Old Town
Sleeps 8
9.09.0 out of 10
Wonderfulwonderful
305 reviews(305 reviews)
Sonder Market Hall
Sleeps 2 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
274 reviews(274 reviews)
Sonder Onterie
Sleeps 2 · 1 bedroom
8.48.4 out of 10
Very goodvery good
13 reviews(13 reviews)
Sonder The Opal
Sleeps 6 · 2 bedrooms
8.68.6 out of 10
Excellentexcellent
34 reviews(34 reviews)
Kasa Magnificent Mile Chicago
Sleeps 3 · 1 bedroom
9.29.2 out of 10
Wonderfulwonderful
394 reviews(394 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value