Holiday rentals near South Boulevard Beach
We found 1,519 holiday rentals — enter your dates for availability
Select the perfect private holiday rental that's close to South Boulevard Beach. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as a hot tub and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - South Boulevard Beach
Showing deals for:27 Mar - 3 Apr
Image gallery for BoHo House - A Chic, 1903 Chicago Workers Cottage
1010 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
BoHo House - A Chic, 1903 Chicago Workers Cottage
Chicago
11% off
Price is NZ$5,294
NZ$5,294
for 7 nights, 1 home
NZ$756 per night
includes taxes & fees
Image gallery for Luxurious, custom built single family home near Wrigley
1010 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Luxurious, custom built single family home near Wrigley
Chicago
7% off
Price is NZ$16,884
NZ$16,884
for 7 nights, 1 home
NZ$2,412 per night
includes taxes & fees
Image gallery for Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
9.89.8 out of 10, Exceptional, (182 reviews)
Exceptional
(182 reviews)
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Chicago
14% off
Price is NZ$6,996
NZ$6,996
for 7 nights, 1 home
NZ$999 per night
includes taxes & fees
Image gallery for Prime Location! Modern 3 Bed 3 Bath Rental in Chicago
1010 out of 10, Exceptional, (31 reviews)
Exceptional
(31 reviews)
Prime Location! Modern 3 Bed 3 Bath Rental in Chicago
Chicago
7% off
Price is NZ$5,986
NZ$5,986
for 7 nights, 1 apartment
NZ$855 per night
includes taxes & fees
Image gallery for Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!
8.68.6 out of 10, Excellent, (10 reviews)
Excellent
(10 reviews)
Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!
Chicago
7% off
Price is NZ$11,630
NZ$11,630
for 7 nights, 1 home
NZ$1,661 per night
includes taxes & fees
Image gallery for Minutes from Downtown Gorgeous ,spacious 2BD/ 1BA w/ Parking
9.49.4 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Minutes from Downtown Gorgeous ,spacious 2BD/ 1BA w/ Parking
Chicago
14% off
Price is NZ$3,053
NZ$3,053
for 7 nights, 1 apartment
NZ$436 per night
includes taxes & fees
Image gallery for Vintage City Chic: The Artist's Haven. 5 Blocks from Lake Michigan!
1010 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Vintage City Chic: The Artist's Haven. 5 Blocks from Lake Michigan!
Chicago
6% off
Price is NZ$2,882
NZ$2,882
for 7 nights, 1 apartment
NZ$412 per night
includes taxes & fees
Image gallery for Stunning Duplex Retreat 3BR 2BR, Minutes from Downtown Chicago!
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Stunning Duplex Retreat 3BR 2BR, Minutes from Downtown Chicago!
Chicago
11% off
Price is NZ$7,242
NZ$7,242
for 7 nights, 1 apartment
NZ$1,035 per night
includes taxes & fees
Image gallery for Spacious 4-bedroom apartment with WiFi, AC in brilliant Chicago
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Spacious 4-bedroom apartment with WiFi, AC in brilliant Chicago
Chicago
7% off
Price is NZ$5,448
NZ$5,448
for 7 nights, 1 apartment
NZ$778 per night
includes taxes & fees
Image gallery for Gorgeous 7BD Home
8.88.8 out of 10, Excellent, (6 reviews)
Excellent
(6 reviews)
Gorgeous 7BD Home
Chicago
7% off
Price is NZ$10,513
NZ$10,513
for 7 nights, 1 home
NZ$1,502 per night
includes taxes & fees
Image gallery for Rogers Park Cozy 1 bd, 1 bath unit. Gated parking.
8.88.8 out of 10, Excellent, (20 reviews)
Excellent
(20 reviews)
Rogers Park Cozy 1 bd, 1 bath unit. Gated parking.
Chicago
7% off
Price is NZ$2,604
NZ$2,604
for 7 nights, 1 apartment
NZ$372 per night
includes taxes & fees
Image gallery for Large house in Chicago suburb
1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Large house in Chicago suburb
Skokie
16% off
Price is NZ$11,361
NZ$11,361
for 7 nights, 1 apartment
NZ$1,623 per night
includes taxes & fees
Image gallery for Stylish, Inviting 2-BR near Logan Square and Wrigley Field
1010 out of 10, Exceptional, (67 reviews)
Exceptional
(67 reviews)
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
Chicago
7% off
Price is NZ$2,247
NZ$2,247
for 7 nights, 1 apartment
NZ$321 per night
includes taxes & fees
Image gallery for Stunning New 6 Bedroom Home w/ Parking in Chicago (Superhosts)
9.29.2 out of 10, Wonderful, (23 reviews)
Wonderful
(23 reviews)
Stunning New 6 Bedroom Home w/ Parking in Chicago (Superhosts)
Chicago
7% off
Price is NZ$8,627
NZ$8,627
for 7 nights, 1 home
NZ$1,232 per night
includes taxes & fees
Image gallery for 2BD/1 BA with summer patio in quiet Roscoe Village
1010 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
2BD/1 BA with summer patio in quiet Roscoe Village
Chicago
7% off
Price is NZ$2,159
NZ$2,159
for 7 nights, 1 apartment
NZ$308 per night
includes taxes & fees
Image gallery for Modern 2BR, Ideal Location Near Local Spots
9.69.6 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Modern 2BR, Ideal Location Near Local Spots
Chicago
7% off
Price is NZ$2,880
NZ$2,880
for 7 nights, 1 apartment
NZ$411 per night
includes taxes & fees
Image gallery for SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
1010 out of 10, Exceptional, (95 reviews)
Exceptional
(95 reviews)
SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
Chicago
7% off
Price is NZ$4,775
NZ$4,775
for 7 nights, 1 home
NZ$682 per night
includes taxes & fees
Image gallery for Cozy two bedroom close to Wrigley Field
1010 out of 10, Exceptional, (47 reviews)
Exceptional
(47 reviews)
Cozy two bedroom close to Wrigley Field
Chicago
15% off
Price is NZ$3,543
NZ$3,543
for 7 nights, 1 apartment
NZ$506 per night
includes taxes & fees
Image gallery for Lincoln Park Charm Near Everything + On site Parking Spot Included
1010 out of 10, Exceptional, (27 reviews)
Exceptional
(27 reviews)
Lincoln Park Charm Near Everything + On site Parking Spot Included
Chicago
7% off
Price is NZ$6,368
NZ$6,368
for 7 nights, 1 apartment
NZ$910 per night
includes taxes & fees
Image gallery for Lincoln Square Oasis - Bright, Clean and in Great Location
9.89.8 out of 10, Exceptional, (40 reviews)
Exceptional
(40 reviews)
Lincoln Square Oasis - Bright, Clean and in Great Location
Chicago
7% off
Price is NZ$1,976
NZ$1,976
for 7 nights, 1 apartment
NZ$282 per night
includes taxes & fees
Image gallery for Hermosa House ECO-HOME - Quiet, Peaceful 3BR + Free Parking by Logan Square
1010 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
Hermosa House ECO-HOME - Quiet, Peaceful 3BR + Free Parking by Logan Square
Chicago
15% off
Price is NZ$13,166
NZ$13,166
for 7 nights, 1 home
NZ$1,881 per night
includes taxes & fees
Image gallery for Wicker Park 3 Bedroom. Top floor Historic Greystone. Near Damen El Stop.
1010 out of 10, Exceptional, (88 reviews)
Exceptional
(88 reviews)
Wicker Park 3 Bedroom. Top floor Historic Greystone. Near Damen El Stop.
Chicago
7% off
Price is NZ$6,864
NZ$6,864
for 7 nights, 1 home
NZ$981 per night
includes taxes & fees
Image gallery for Chic, Cozy home, by Blue Line Train Stop + Free parking
9.29.2 out of 10, Wonderful, (64 reviews)
Wonderful
(64 reviews)
Chic, Cozy home, by Blue Line Train Stop + Free parking
Chicago
7% off
Price is NZ$1,380
NZ$1,380
for 7 nights, 1 apartment
NZ$197 per night
includes taxes & fees
Image gallery for Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
9.09.0 out of 10, Wonderful, (110 reviews)
Wonderful
(110 reviews)
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
Chicago
7% off
Price is NZ$3,899
NZ$3,899
for 7 nights, 1 apartment
NZ$557 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - South Boulevard Beach
Sentral Michigan Avenue
Sleeps 4 · 2 bedrooms
9.29.2 out of 10
Wonderfulwonderful
1,019 reviews(1,019 reviews)
Level Chicago – Old Town
Sleeps 8
9.09.0 out of 10
Wonderfulwonderful
403 reviews(403 reviews)
Kasa Magnificent Mile Chicago
Sleeps 3 · 1 bedroom
9.29.2 out of 10
Wonderfulwonderful
653 reviews(653 reviews)
Wrigleyville Suites
Sleeps 22 · 9 bedrooms
9.69.6 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Kasa South Loop Chicago
Sleeps 2 · 1 bedroom
9.49.4 out of 10
Exceptionalexceptional
392 reviews(392 reviews)
NEW LUXURY PENTHOUSE CONDO
Sleeps 9 · 2 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
201 reviews(201 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