Apartment
10.0(46 Reviews)
1 Bedroom
2 Guests
Parking
Pool
Ocean View
Balcony/Terrace
CA $257/Night
7 Nights - CA $1,797
Printers Row, IL Holiday Rentals
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Compare Holiday Rentals, Villas & Resorts in Printers Row
10.0
Apartment
10.0(4 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
View
Kitchen
CA $482/Night
7 Nights - CA $3,377
Bed & Breakfast
10.0(566 Reviews)
1 Bedroom
- Parking
- Balcony/Terrace
Air Conditioner
Internet
CA $272/Night
7 Nights - CA $1,906
Condo
10.0(33 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $447/Night
7 Nights - CA $3,127
Apartment
10.0(4 Reviews)
3 Bedrooms
8 Guests
- Parking
- Air Conditioner
- Internet
Child Friendly
CA $401/Night
7 Nights - CA $2,804
Condo
10.0(31 Reviews)
2 Bedrooms
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $471/Night
7 Nights - CA $3,296
Apartment
10.0(25 Reviews)
2 Bedrooms
4 Guests
- Kitchen
- Air Conditioner
- Internet
Laundry
CA $374/Night
7 Nights - CA $2,621
Condo
10.0(24 Reviews)
1 Bedroom
4 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
CA $433/Night
7 Nights - CA $3,031
Apartment
10.0(15 Reviews)
2 Bedrooms
8 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
CA $652/Night
7 Nights - CA $4,562
Luxury Holiday Rentals in Printers Row
Over 4264+ Luxury Holiday Rentals in or Near Printers Row
New
Apartment
6 Bedrooms
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $6,952/Night
7 Nights - CA $48,667
New
Apartment
5 Bedrooms
12 Guests
EV Charge Station- Parking
- Balcony/Terrace
- Kitchen
CA $6,350/Night
7 Nights - CA $44,452
CA $6,197/Night
7 Nights - CA $43,376
Apartment
8 Bedrooms
16 Guests
- Parking
- View
- Air Conditioner
- Internet
CA $5,001/Night
7 Nights - CA $35,005
House
12 Bedrooms
24 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $4,968/Night
7 Nights - CA $34,779
House
6 Bedrooms
26 Guests
Private Beach- EV Charge Station
- Parking
- Ocean View
CA $4,842/Night
7 Nights - CA $33,897
Apartment
10.0(1 Review)
7 Bedrooms
15 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
CA $4,311/Night
7 Nights - CA $30,176
House
12 Bedrooms
23 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
CA $4,251/Night
7 Nights - CA $29,760
New
Apartment
10.0(1 Review)
9 Bedrooms
16 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $4,101/Night
7 Nights - CA $28,705
Top-Rated Holiday Rentals with a Pool in Printers Row
Over 1169+ The Best Private Villas and Holiday Rentals in Printers Row with a Pool
Apartment
10.0(419 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Ocean View
- View
CA $306/Night
7 Nights - CA $2,141
Apartment
10.0(317 Reviews)
3 Bedrooms
8 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
CA $1,078/Night
7 Nights - CA $7,548
Apartment
10.0(252 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
CA $343/Night
7 Nights - CA $2,400
Apartment
10.0(234 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
CA $338/Night
7 Nights - CA $2,368
Apartment
10.0(219 Reviews)
2 Bedrooms
8 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
CA $636/Night
7 Nights - CA $4,453
Apartment
10.0(68 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
CA $302/Night
7 Nights - CA $2,111
Condo
10.0(25 Reviews)
2 Bedrooms
5 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
CA $370/Night
7 Nights - CA $2,590
Condo
10.0(14 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
CA $425/Night
7 Nights - CA $2,972
Apartment
10.0(12 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
CA $708/Night
7 Nights - CA $4,957
Pet-Friendly Holiday Rentals in Printers Row
Over 1770+ Pet-Friendly Holiday Rentals in or Near Printers Row
Apartment
10.0(11 Reviews)
2 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $917/Night
7 Nights - CA $6,420
House
10.0(2 Reviews)
1 Bedroom
8 Guests
- View
- Air Conditioner
- Internet
Pet Friendly
CA $537/Night
7 Nights - CA $3,761
Apartment
9.6(353 Reviews)
1 Bedroom
3 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
CA $176/Night
7 Nights - CA $1,232
Apartment
10.0(2 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $642/Night
7 Nights - CA $4,492
Apartment
10.0(1 Review)
3 Bedrooms
8 Guests
- Air Conditioner
- Internet
- Pet Friendly
Sports/Activities
CA $886/Night
7 Nights - CA $6,202
Apartment
10.0(2 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $544/Night
7 Nights - CA $3,810
Apartment
10.0(1 Review)
2 Bedrooms
4 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
CA $205/Night
7 Nights - CA $1,435
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
CA $147/Night
7 Nights - CA $1,031
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
CA $142/Night
7 Nights - CA $996
Large Holiday Rentals and Private Villas in Printers Row
Over 547+ Large Holiday Rentals and Private Villas in or Near Printers Row
Apartment
9.6(35 Reviews)
2 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $461/Night
7 Nights - CA $3,229
Apartment
10.0(3 Reviews)
4 Bedrooms
10 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
CA $656/Night
7 Nights - CA $4,593
Apartment
3 Bedrooms
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $432/Night
7 Nights - CA $3,022
Apartment
9.6(18 Reviews)
2 Bedrooms
10 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $281/Night
7 Nights - CA $1,967
House
10.0(3 Reviews)
10 Bedrooms
10 Guests
- Balcony/Terrace
- Air Conditioner
- Internet
- Child Friendly
CA $429/Night
7 Nights - CA $3,000
Apartment
9.4(31 Reviews)
2 Bedrooms
13 Guests
- Kitchen
- Air Conditioner
- Internet
- Laundry
CA $192/Night
7 Nights - CA $1,343
Apartment
9.2(10 Reviews)
2 Bedrooms
14 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $935/Night
7 Nights - CA $6,542
Apartment
8.2(11 Reviews)
2 Bedrooms
10 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $281/Night
7 Nights - CA $1,967
Apartment
9.6(8 Reviews)
1 Bedroom
10 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $516/Night
7 Nights - CA $3,609
Wheelchair Accessible Holiday Homes in Printers Row
Over 2636+ Wheelchair Accessible Holiday Homes in or Near Printers Row
Apartment
10.0(10 Reviews)
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $179/Night
7 Nights - CA $1,253
Apartment
10.0(1 Review)
2 Bedrooms
6 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
CA $566/Night
7 Nights - CA $3,961
Bed & Breakfast
9.8(219 Reviews)
1 Bedroom
Breakfast- Kitchen
- Air Conditioner
- Internet
CA $400/Night
7 Nights - CA $2,803
Apartment
10.0(6 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
CA $647/Night
7 Nights - CA $4,528
Apartment
10.0(1 Review)
2 Bedrooms
6 Guests
- Air Conditioner
- Internet
- Child Friendly
Wheelchair Accessible
CA $429/Night
7 Nights - CA $3,005
Condo
10.0(6 Reviews)
2 Bedrooms
5 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $467/Night
7 Nights - CA $3,270
Apartment
10.0(5 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $233/Night
7 Nights - CA $1,629
Apartment
10.0(5 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $222/Night
7 Nights - CA $1,557
Apartment
10.0(5 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $167/Night
7 Nights - CA $1,171
Printers Row Private Villas and Holiday Homes Under $200
Over 1593+ Printers Row Private Villas and Holiday Homes Under $200
Apartment
10.0(4 Reviews)
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $226/Night
7 Nights - CA $1,580
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
CA $258/Night
7 Nights - CA $1,809
House
7.8(88 Reviews)
1 Bedroom
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
CA $175/Night
7 Nights - CA $1,223
Apartment
10.0(4 Reviews)
2 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $221/Night
7 Nights - CA $1,548
Apartment
10.0(1 Review)
2 Bedrooms
5 Guests
- Air Conditioner
- Internet
- Child Friendly
Security/Safety
CA $126/Night
7 Nights - CA $880
Apartment
10.0(3 Reviews)
1 Bedroom
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $231/Night
7 Nights - CA $1,618
Condo
10.0(3 Reviews)
1 Bedroom
3 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
CA $179/Night
7 Nights - CA $1,253
Apartment
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $243/Night
7 Nights - CA $1,703
Apartment
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $233/Night
7 Nights - CA $1,632
Instantly Bookable Holiday Homes in Printers Row
Over 2728+ Instantly Bookable Holiday Homes in or Near Printers Row
House
10.0(13 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $1,287/Night
7 Nights - CA $9,011
Apartment
9.0(2 Reviews)
2 Bedrooms
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
CA $371/Night
7 Nights - CA $2,600
Apartment
10.0(4 Reviews)
2 Bedrooms
5 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
CA $703/Night
7 Nights - CA $4,921
Apartment
10.0(4 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $386/Night
7 Nights - CA $2,698
Apartment
10.0(3 Reviews)
2 Bedrooms
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $874/Night
7 Nights - CA $6,118
Apartment
10.0(3 Reviews)
2 Bedrooms
5 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
CA $725/Night
7 Nights - CA $5,072
Apartment
10.0(3 Reviews)
2 Bedrooms
5 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
CA $703/Night
7 Nights - CA $4,921
Apartment
10.0(3 Reviews)
2 Bedrooms
7 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
CA $646/Night
7 Nights - CA $4,523
Apartment
10.0(3 Reviews)
2 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $310/Night
7 Nights - CA $2,167
Book a Last Minute Place to Stay in Printers Row
About Casai's Private Villas and Holiday Rentals in Printers Row
Discover more than 4273 vacation rentals available in Printers Row. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Printers Row.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Printers Row, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Printers Row. On average, places to stay near Printers Row offer 804.82 ft², with nightly prices averaging CA $543.
With Casai, finding and comparing holiday rentals in Printers Row is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in Printers Row, IL
There are 4273 Printers Row, IL Holiday Rentals
- Prices for a holiday home in Printers Row start at CA $74
- Top rated vacation home in Printers Row is The Sono Chicago
- Most popular short term in Printers Row is River Hotel
- Cheapest place to stay in Printers Row is FRONTDESK Classic Studio Apt in West Town
- Most expensive holiday rental in Printers Row is McCormick 6B/4Ba Luxury Suite w Jacuzzi/Group stay
Frequently Asked Questions About Printers Row?
What are the top holiday rentals in Printers Row?
With numerous options available in Printers Row, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Printers Row:
- The Sono Chicago
- 52nd Floor MagMile Penthouse Views Fireplace Pool
- Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
- 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
- 55th-Floor 3BR Duplex Penthouse Lake & City Views
- 53 Floor MagMile Penthouse Views, Balcony, Pool
- 51st Floor MagMile Penthouse Views Balcony Pool
- 2-Story Penthouse Views, Fireplace, Pool, Gym
- 1F Chicago's Little italy Graystone nearDowntown
- 4BR Old Town Chicago Loft | Walk to Wells St
How many holiday rentals have private pools in Printers Row?
Discover a selection of holiday rentals with private pools near Printers Row with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Printers Row are best for families?
If you're searching for a family-friendly holiday home in Printers Row, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Printers Row:
How many Casai.ca holiday rentals are available in Printers Row?
As of 2026, Casai boasts over 4273 properties listed in the Printers Row area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Printers Row.
Nearby Neighborhood (4)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 1443 |
| The Loop Vacation Rentals in Chicago, Illinois | 654 |
| South Loop Vacation Rentals in Chicago, Illinois | 296 |
| Near South Side Vacation Rentals in Chicago, Illinois | 277 |
