Best Vacation Homes in Printers Row
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $1,407/Night
For 7 Nights US $9,850
398.26 ft²
2 Guests
12 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
US $278/Night
For 7 Nights US $1,943
1 Bedroom
1 Bathroom
Couples Retreat
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- Parking
US $174/Night
For 7 Nights US $1,216
8 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $1,325/Night
For 7 Nights US $9,275
495.14 ft²
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Pet Friendly
- Parking
- Air Conditioner
US $187/Night
For 7 Nights US $1,309
12 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $995/Night
For 7 Nights US $6,965
2110 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $893/Night
For 7 Nights US $6,248
937 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $592/Night
For 7 Nights US $4,144
Printers Row Luxury Rentals
20 Guests
1 Bedroom
6 Bathrooms
Free Cancellation
Apartment
- Air Conditioner
- Internet
- Child Friendly
US $5,000/Night
For 7 Nights US $35,000
7000 ft²
14 Guests
5 Bedrooms
5 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $4,562/Night
For 7 Nights US $31,932
7200 ft²
16 Guests
11 Bedrooms
10 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $4,458/Night
For 7 Nights US $31,206
4585 ft²
16 Guests
9 Bedrooms
9 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $3,912/Night
For 7 Nights US $27,385
3337 ft²
16 Guests
10 Bedrooms
9 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $3,794/Night
For 7 Nights US $26,559
4800.7 ft²
16 Guests
8 Bedrooms
6 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- View
- Parking
US $3,579/Night
For 7 Nights US $25,053
4294.8 ft²
26 Guests
6 Bedrooms
5 Bathrooms
House
- Private Beach
- Fireplace/Heating
- Ocean View
US $3,466/Night
For 7 Nights US $24,260
7000 ft²
32 Guests
9 Bedrooms
7 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $3,156/Night
For 7 Nights US $22,095
Printers Row Pet Friendly Vacation Rentals
8 Guests
2 Bedrooms
2 Bathrooms
Pet Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $327/Night
For 7 Nights US $2,291
1399.31 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Apartment
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $349/Night
For 7 Nights US $2,443
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $126/Night
For 7 Nights US $882
1200 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $581/Night
For 7 Nights US $4,066
1851.39 ft²
12 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Parking
US $1,136/Night
For 7 Nights US $7,951
1109 ft²
7 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $826/Night
For 7 Nights US $5,783
1000 ft²
6 Guests
2 Bedrooms
3 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $608/Night
For 7 Nights US $4,258
689 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $582/Night
For 7 Nights US $4,072
Printers Row Large Vacation Homes
2497 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $554/Night
For 7 Nights US $3,877
1435.19 ft²
32 Guests
13 Bedrooms
12 Bathrooms
Apartment
- Private Pool
- Hot Tub
- Fireplace/Heating
US $1,582/Night
For 7 Nights US $11,076
10 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $309/Night
For 7 Nights US $2,163
800 ft²
10 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $775/Night
For 7 Nights US $5,427
1194.79 ft²
16 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Parking
- Air Conditioner
US $1,599/Night
For 7 Nights US $11,193
1200 ft²
10 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $444/Night
For 7 Nights US $3,109
1200 ft²
10 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $742/Night
For 7 Nights US $5,196
2500 ft²
12 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $515/Night
For 7 Nights US $3,606
Why Choose Rent By Owner for your Printers Row Vacation Rental Homes?
What makes our Vacation Rentals special?
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Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Printers Row Vacation Rentals
Where are the best neighborhoods to stay in Printers Row?
Choosing the right neighborhood to stay in Chicago can greatly enhance your visit, and Printers Row offers a unique blend of historic charm and modern convenience. Located centrally, this vibrant area provides easy access to downtown attractions while maintaining a distinctive neighborhood atmosphere. When booking your vacation rental in Printers Row, you'll enjoy a location that combines cultural heritage with nearby amenities, making it an ideal base for exploring all that Chicago has to offer. Whether you're interested in local architecture, cozy cafés, or simply soaking in the lively neighborhood vibe, this part of the city ensures a comfortable and authentic experience during your stay.
Downtown Chicago
This vibrant area offers easy access to the city's best attractions and cultural experiences, making it an ideal choice for exploring the region from your vacation rental. Stay here to enjoy the convenience and lively atmosphere that define downtown living.
View 1316+ Rentals in Downtown ChicagoThe Loop
Known as the heart of Chicago’s business and entertainment district, this neighborhood provides a dynamic environment with excellent transportation links for seamless exploration of the city’s iconic sites. Your stay here places you at the center of the action and cultural hub.
View 590+ Rentals in The LoopSouth Loop
Situated near major museums and parks, this area offers a blend of historic charm and modern amenities, perfect for those seeking a convenient base within the city region. It’s an excellent choice for experiencing the diverse attractions nearby.
View 342+ Rentals in South LoopNear South Side
This neighborhood combines vibrant urban life with proximity to waterfront parks, offering a unique setting to enjoy both city conveniences and scenic views while staying in the region.
View 327+ Rentals in Near South SideBest Times to Visit Printers Row
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here can enhance your experience, as seasonal variations in this area influence the atmosphere and availability of exceptional vacation rentals for your perfect getaway.
Peak Season Highlights
Summer (June to August)
During the peak summer months, the area experiences warm weather and longer daylight hours, making it ideal for outdoor exploration in this vibrant city district.
Average Temperature Daytime: high 80s°F to low 90s°F - Nighttime: mid 60s°F to low 70s°F
Fall (September to November)
In the early fall, the region's historic charm is enhanced by colorful foliage, attracting visitors seeking a picturesque and lively atmosphere.
Average Temperature Daytime: high 60s°F to mid 70s°F - Nighttime: mid 50s°F to mid 60s°F
Off-Season Highlights
Winter (December to February)
During winter, the area offers a quieter ambiance with cooler temperatures, providing a peaceful setting away from the busy tourist season.
Average Temperature Daytime: mid 30s°F to mid 40s°F - Nighttime: mid 20s°F to low 30s°F
Spring (March to May)
In early spring, the city begins to bloom, though the region remains relatively calm, ideal for those seeking a more relaxed visit.
Average Temperature Daytime: mid 50s°F to mid 60s°F - Nighttime: mid 30s°F to mid 40s°F
Weekly Weather Forecast for Printers Row
How to Book Your Printers Row Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Printers Row
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Access to a shared outdoor patio or terrace for relaxing and socializing outdoors
- Indoor or outdoor swimming pools for warm-weather enjoyment within the property grounds
- Beautifully maintained gardens or green spaces nearby to enjoy scenic strolls
- Bike rental or bike storage facilities to explore the vibrant neighborhood
- Outdoor grilling or barbecue areas for hosting gatherings with friends and family
- Proximity to nearby parks or waterfront areas for outdoor activities and leisure
- Convenient outdoor seating areas with city views to unwind after exploring here
Top Attractions Around Printers Row
What attractions are nearby?
Nearby, you can explore a variety of engaging activities in the region, from cultural attractions to outdoor experiences that make your stay in this vibrant neighborhood truly memorable.
Family Activities
- Chicago Children's Museum at Navy Pier: Engage with interactive exhibits and hands-on activities designed to captivate young minds in this popular family-friendly destination.
- Millennium Park Family Activities: Enjoy open spaces, outdoor sculptures, and family-focused events that make for a memorable day in the region's iconic park.
- Shedd Aquarium: Explore marine life through captivating exhibits and educational programs tailored for visitors of all ages in this renowned attraction.
- Adler Planetarium: Discover the wonders of the universe with engaging shows and exhibits perfect for curious kids and adults alike in this cultural hub.
Adult Activities
- Literary Walking Tour: Dive into the area's rich literary history by exploring guided tours that highlight famous authors and historic bookstores within this vibrant neighborhood.
- Chicago Architecture Cruise: Enjoy a scenic boat ride along the river to admire stunning architecture, offering a unique perspective of the city's skyline from here.
- Cultural Events at Local Venues: Attend live performances, art exhibitions, or literary readings held at nearby cultural centers, immersing yourself in the region's creative scene.
- Dining in Historic Restaurants: Savor diverse culinary experiences at renowned eateries in the area, many housed within historic buildings reflecting the neighborhood’s character.
Other Places to Stay in Printers Row, IL
Second Franklin Building
Dearborn St Station
Printers Row Travel Tips
How Can You Make the Most of Your Stay?
- Explore local bookstores and literary cafes: Take advantage of this area's rich literary history by visiting local bookstores and cafes to immerse yourself in the neighborhood’s unique cultural vibe.
- Attend neighborhood events and festivals: Check the event calendar for nearby festivals or community gatherings that showcase the region’s vibrant arts and culture scene.
- Discover hidden culinary gems: Savor authentic cuisine at lesser-known eateries within walking distance, giving you a true taste of the local flavor.
- Use public transportation wisely: Rely on trains and buses to efficiently explore the city from your rental, maximizing your time exploring this renowned destination.
Transportation Options
- Chicago Transit Authority (CTA) trains: The CTA train system offers quick and reliable access throughout the downtown area and beyond, making it easy to explore this vibrant destination.
- Bus services: Extensive bus routes serve the region, providing convenient options for getting around within the local neighborhood and connecting to other parts of the city.
- Divvy bike rentals: Bike-sharing stations are strategically placed nearby, allowing you to experience the area's sights at your own pace with eco-friendly transportation.
- Taxis and ride-sharing services: Taxis and popular ride-sharing apps offer flexible and on-demand transportation, ensuring you can travel comfortably within this dynamic destination.
Local Customs Options
- Historic Bookstores: In this area, browsing through historic bookstores is a cherished tradition that reflects its rich literary heritage.
- Local Art Displays: You’ll find vibrant art displays and murals that celebrate the creative spirit of the community here.
- Neighborhood Festivals: Participating in seasonal festivals and street fairs provides an authentic glimpse into the area's cultural customs.
- Dining Etiquette: Embracing local dining customs often involves sharing meals at cozy cafes that honor traditional Chicago cuisine.
Printers Row Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Printers Row?
There are a lot of options in Printers Row. If you plan on staying in the Printers Row area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation 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
- 55th Floor Penthouse with Award-Winning Views
- 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
- 53 Floor MagMile Penthouse Views, Balcony, Pool
- 51st Floor MagMile Penthouse Views Balcony Pool
- 2-Story Penthouse Views, Fireplace, Pool, Gym
- 2-Story Penthouse -Views, Fireplace, Pool, Gym
- Magic Factory Loft 2West
2. How many vacation rentals have private pools in Printers Row?
There are 85 vacation rentals with private pools near Printers Row. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Printers Row are best for families?
If you are looking for a family-friendly vacation home in Printers Row, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Printers Row:
4. How many Rentbyowner vacation rentals are available in Printers Row?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 4173 in the Printers Row area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Printers Row.
5. What is the cancellation policy for vacation rentals in Printers Row, Chicago?
Cancellation policies vary by property. You should review the specific listing details or contact the host directly to understand the cancellation terms applicable to your stay in this part of the city.
6. Are there any specific check-in and check-out times I should be aware of when booking a vacation rental here?
Check-in and check-out times are set by each property owner. Be sure to confirm these details on the listing or communicate with the host to ensure a smooth arrival and departure during your visit to this area.
7. How do I find vacation rentals that are pet-friendly in this neighborhood?
Pet policies differ between properties. Use the filters available on the booking platform or inquire directly with hosts to identify vacation rentals in this region that accommodate pets.
8. What amenities are typically included in vacation rentals in the region?
Most vacation rentals feature amenities such as Wi-Fi, kitchen facilities, and laundry options. For specifics, always check the individual listing or ask the property owner prior to booking in this destination.
9. Is there parking available for guests staying in vacation rentals near this area?
Parking availability varies depending on the property. Review the listing details carefully or contact the host to confirm if parking is provided and to understand any associated costs.
Printers Row Top Rated Vacation Rentals
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
US $546/Night
For 7 Nights US $3,825
2200 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
US $1,464/Night
For 7 Nights US $10,250
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $675/Night
For 7 Nights US $4,728
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
US $494/Night
For 7 Nights US $3,460
8 Guests
2 Bedrooms
3 Bathrooms
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
US $1,215/Night
For 7 Nights US $8,508
7 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
US $1,233/Night
For 7 Nights US $8,630
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
US $513/Night
For 7 Nights US $3,592
735 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
US $422/Night
For 7 Nights US $2,953
