
Holiday rentals near Union Park
We found 3,028 holiday rentals — enter your dates for availability
Choose the perfect holiday home that's near Union Park. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as parking and air conditioning. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Union Park
Showing deals for:26 Sept - 3 Oct
Image gallery for 3BR Luxury Modern Apartment

9.69.6 out of 10 rating
Exceptional
(8 reviews)
3BR Luxury Modern Apartment
Chicago, Illinois
7% off
Price is NZ$7,780
NZ$7,780
NZ$1,111 per night
includes taxes & fees
Image gallery for #1810 - Kasa Magnificent Mile Chicago

9.29.2 out of 10 rating
Wonderful
(9 reviews)
#1810 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$3,586
NZ$3,586
NZ$512 per night
includes taxes & fees
Image gallery for Cozy, Comfortable and Convenient apartment. Close to everything!

9.89.8 out of 10 rating
Exceptional
(64 reviews)
Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park, IL
8% off
Price is NZ$2,483
NZ$2,483
NZ$355 per night
includes taxes & fees
Image gallery for Beautiful Luxury Loft in Fulton Market, Sleeps 12 | Featured In Architectural Di

9.69.6 out of 10 rating
Exceptional
(13 reviews)
Beautiful Luxury Loft in Fulton Market, Sleeps 12 | Featured In Architectural Di
Chicago, IL
7% off
Price is NZ$9,858
NZ$9,858
NZ$1,408 per night
includes taxes & fees
Image gallery for Beautiful Unit CHI in Prime River North - 2

9.09.0 out of 10 rating
Wonderful
(12 reviews)
Beautiful Unit CHI in Prime River North - 2
Chicago, Illinois
15% off
Price is NZ$6,605
NZ$6,605
NZ$944 per night
includes taxes & fees
Image gallery for #1402 - Kasa Magnificent Mile Chicago

9.49.4 out of 10 rating
Exceptional
(25 reviews)
#1402 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$5,921
NZ$5,921
NZ$846 per night
includes taxes & fees
Image gallery for Luxury Designer Penthouse North - Pool - Gold Coast

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Luxury Designer Penthouse North - Pool - Gold Coast
Chicago, Illinois
8% off
Price is NZ$9,906
NZ$9,906
NZ$1,415 per night
includes taxes & fees
Image gallery for Kasa | Family Friendly 3 BD + Fast Wifi | Chicago

9.89.8 out of 10 rating
Exceptional
(11 reviews)
Kasa | Family Friendly 3 BD + Fast Wifi | Chicago
Chicago, Illinois
8% off
Price is NZ$10,146
NZ$10,146
NZ$1,449 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
(26 reviews)
Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is NZ$6,396
NZ$6,396
NZ$914 per night
includes taxes & fees
Image gallery for Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG

9.69.6 out of 10 rating
Exceptional
(9 reviews)
Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
Oak Park, Illinois
7% off
Price is NZ$2,345
NZ$2,345
NZ$335 per night
includes taxes & fees
Image gallery for Kasa | Modern 2 BD + Near Local Eateries | Chicago

9.89.8 out of 10 rating
Exceptional
(20 reviews)
Kasa | Modern 2 BD + Near Local Eateries | Chicago
Chicago, Illinois
8% off
Price is NZ$6,175
NZ$6,175
NZ$882 per night
includes taxes & fees
Image gallery for Luxury Loft Collection 902 - Terrace - River North

8.88.8 out of 10 rating
Excellent
(5 reviews)
Luxury Loft Collection 902 - Terrace - River North
Chicago, Illinois
7% off
Price is NZ$12,858
NZ$12,858
NZ$1,837 per night
includes taxes & fees
Image gallery for Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square

1010 out of 10 rating
Exceptional
(38 reviews)
Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
Chicago, IL
7% off
Price is NZ$4,243
NZ$4,243
NZ$606 per night
includes taxes & fees
Image gallery for Downtown Chicago Studio in Prime Location

9.69.6 out of 10 rating
Exceptional
(10 reviews)
Downtown Chicago Studio in Prime Location
Chicago, Illinois
5% off
Price is NZ$2,070
NZ$2,070
NZ$296 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
9% off
Price is NZ$2,318
NZ$2,318
NZ$331 per night
includes taxes & fees
Image gallery for Spacious 5 BR / King Size Beds + Private Parking!

9.69.6 out of 10 rating
Exceptional
(13 reviews)
Spacious 5 BR / King Size Beds + Private Parking!
Chicago, IL
8% off
Price is NZ$8,435
NZ$8,435
NZ$1,205 per night
includes taxes & fees
Image gallery for The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!

9.09.0 out of 10 rating
Wonderful
(6 reviews)
The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
Chicago, IL
16% off
Price is NZ$5,305
NZ$5,305
NZ$758 per night
includes taxes & fees
Image gallery for Spacious 3 bedroom in ideal Roscoe village location

1010 out of 10 rating
Exceptional
(44 reviews)
Spacious 3 bedroom in ideal Roscoe village location
Chicago, IL
7% off
Price is NZ$3,201
NZ$3,201
NZ$457 per night
includes taxes & fees
Image gallery for Wrigleyville Jungle House w/ game room basement party room for large groups!

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Wrigleyville Jungle House w/ game room basement party room for large groups!
Chicago, IL
7% off
Price is NZ$13,853
NZ$13,853
NZ$1,979 per night
includes taxes & fees
Image gallery for Spacious 8 BDRM + 2 Kitchens + Garage! Sleeps 16!

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Spacious 8 BDRM + 2 Kitchens + Garage! Sleeps 16!
Chicago, IL
7% off
Price is NZ$10,486
NZ$10,486
NZ$1,498 per night
includes taxes & fees
Image gallery for Experience Chicago living near United Center -

9.29.2 out of 10 rating
Wonderful
(25 reviews)
Experience Chicago living near United Center -
Chicago, IL
7% off
Price is NZ$2,203
NZ$2,203
NZ$315 per night
includes taxes & fees
Image gallery for Spacious, Sunny and Clean Apartment 25 min from Downtown Chicago

9.29.2 out of 10 rating
Wonderful
(5 reviews)
Spacious, Sunny and Clean Apartment 25 min from Downtown Chicago
Berwyn, IL
8% off
Price is NZ$2,506
NZ$2,506
NZ$358 per night
includes taxes & fees
Image gallery for Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking

1010 out of 10 rating
Exceptional
(11 reviews)
Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
Chicago, IL
7% off
Price is NZ$5,255
NZ$5,255
NZ$751 per night
includes taxes & fees
Image gallery for Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!

8.48.4 out of 10 rating
Very good
(10 reviews)
Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!
Chicago, IL
7% off
Price is NZ$2,984
NZ$2,984
NZ$426 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Union Park
The Neighborhood Hotel-Little Italy
Sleeps 4 · 1 bedroom
9.89.8 out of 10
Exceptionalexceptional
171 reviews(171 reviews)
Spacious 4 Bedroom (5 queen beds) 2 Bath in the kenwood neighborhood
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
Sonder by Marriott Bonvoy Greektown Apartments
Sleeps 4 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
55 reviews(55 reviews)
Spacious Wicker Park Hideaway with Parking!
Sleeps 8 · 3 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
11 reviews(11 reviews)
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
308 reviews(308 reviews)
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Sleeps 2 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
188 reviews(188 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