Details

Enjoy the Linden trees from the sunny bay window.

1F Chicago's Little italy Graystone nearDowntown

10 / 10

Outstanding(200 Ratings)

$$$$

Apartment in Chicago, IL

6 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

High-end valueWell priced for this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

Location

city location on map

Nearby attractions

Millennium Park

Chicago Riverwalk

Museum of Science and Industry, Chicago

Reviews

10 / 10

We are family of six with the three bedrooms ,the bathrooms had everything we needed. The kitchen had snack coffee everything you could think of. It was clean very nice. Very nice area. We loved our stay here.

10 / 10

Everything was great…hope to stay there again when we come back to Chicago. The host quickly responded to our questions and concerns.

10 / 10

What a fantastic and charming place. This building definitely has some history but with all the modern day comforts to make it perfect. It was very clean, very nice and had everything we needed for great trip to Chicago.

10 / 10

Wonderful stay. Beautiful unit and neighborhood. One of the best VRBO staays I have ever had. Thank you. We might be back.

Photos

Enjoy the Linden trees from the sunny bay window.

Open Concept Living Kitchen

Fully Equipped Kitchen with dishwasher.

Full Kitchen with Breakfast Bar

Everything you need to make a meal

Tree lined Polk Street

Quiet Polk Street lined with Linden Trees

1506 W Polk Classic Chicago Graystone

UIC University of Illinois at Chicago
To the East & West of Little Italy

Rush Medical Center a short walk away

Tufano’s Vernon Park Tap same family since 1920 . . . CASH ONLY!

See all properties

1F Chicago's Little italy Graystone nearDowntown

Top rated by guests

Enjoy the Linden trees from the sunny bay window.

Open Concept Living Kitchen

Fully Equipped Kitchen with dishwasher.

Full Kitchen with Breakfast Bar

Everything you need to make a meal

10Outstanding

(200 Ratings)

"We are family of six with the three bedrooms ,the bathrooms had everything we needed. The kitchen had snack coffee everything you could think of. It was clean very nice. Very nice area. We loved our ..."

Jeri S.

Don't miss out! Price and availability may change

10 / 10

Outstanding(200 Ratings)

Apartment in Chicago, IL

6 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

High-end valueWell priced for this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

Welcome to Chicago’s Little Italy
Great food and drink on Taylor Street
Just one street south.

Cozy Historic apartment on charming tree lined Street in Chicago's Little Italy.
Three bedrooms 2 baths on the first floor ten steps up from the sidewalk. .
Fully equipped kitchen. professionally renovated apartment.

Amenities

Non-smoking

No pets allowed

Family friendly

Map of Chicago, IL

city location on map

Nearby attractions

Millennium Park

Chicago Riverwalk

Museum of Science and Industry, Chicago

Ratings and reviews

10 / 10

Outstanding(200 Ratings)

10 / 10Outstanding·Jun 2026

We are family of six with the three bedrooms ,the bathrooms had everything we needed. The kitchen had snack coffee everything you could think of. It was clean very nice. Very nice area. We loved our stay here.

10 / 10Outstanding·Jun 2026

Everything was great…hope to stay there again when we come back to Chicago. The host quickly responded to our questions and concerns.

10 / 10Outstanding·Jun 2026

What a fantastic and charming place. This building definitely has some history but with all the modern day comforts to make it perfect. It was very clean, very nice and had everything we needed for great trip to Chicago.

10 / 10Outstanding·May 2026

Wonderful stay. Beautiful unit and neighborhood. One of the best VRBO staays I have ever had. Thank you. We might be back.

$$$$

FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at 1F Chicago's Little italy Graystone nearDowntown. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

Is 1F Chicago's Little italy Graystone nearDowntown pet friendly?

Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at 1F Chicago's Little italy Graystone nearDowntown?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.

Explore similar stays in Chicago

Explore all stays

10 / 10

Outstanding(200 Ratings)

1F Chicago's Little italy Graystone nearDowntown

6 guests · 3 bedrooms · 2 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Chicago, at $281 per night for your next great vacation.

You can save with One Key

9.9 / 10

Outstanding(305 Ratings)

3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

8 guests · 4 bedrooms · 2 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Chicago at 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place for $320 for your next trip.

You can save with One Key

10 / 10

Outstanding(9 Ratings)

The Neighborhood Hotel - Little Italy Two Bedroom

6 guests · 2 bedrooms · 1 bath

Nestled in Chicago, this Apartment is perfect for your next vacation. Enjoy The Neighborhood Hotel - Little Italy Two Bedroom's top-rated amenities, including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(305 Ratings)

3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

8 guests · 4 bedrooms · 2 baths

When traveling to Chicago, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $320 per night.

You can save with One Key

10 / 10

Outstanding(2 Ratings)

The Neighborhood Hotel - Little Italy Two Bedroom - ADA

6 guests · 2 bedrooms · 1 bath

Discover the beauty of Chicago with a stay at The Neighborhood Hotel - Little Italy Two Bedroom - ADA, a top rated Apartment with amenities such as Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

The Neighborhood Hotel - Little Italy Two Bedroom w/ Balcony

6 guests · 2 bedrooms · 2 baths

Indulge in a peaceful retreat at The Neighborhood Hotel - Little Italy Two Bedroom w/ Balcony, our elegant Apartment in Chicago. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(9 Ratings)

The Neighborhood Hotel - Little Italy Two Bedroom

6 guests · 2 bedrooms · 1 bath

This Apartment in Chicago, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

You can save with One Key

9.3 / 10

Outstanding(78 Ratings)

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony

9 guests · 3 bedrooms · 2 baths

This House in Chicago, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

4BR Near downtown w/Rooftop lounge

8 guests · 4 bedrooms · 3 baths

Enjoy the best of Chicago in our Apartment, 4BR Near downtown w/Rooftop lounge . A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(2 Ratings)

The Neighborhood Hotel - Little Italy Two Bedroom - ADA

6 guests · 2 bedrooms · 1 bath

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Chicago, at $258 per night for your next great vacation.

You can save with One Key

9.4 / 10

Outstanding(5 Ratings)

Updated 3 Bedroom Chicago Downtown Pilsen

10 guests · 3 bedrooms · 2 baths

Soak up the beauty of Chicago in our Apartment, Updated 3 Bedroom Chicago Downtown Pilsen. With a range of amenities such as Pets allowed and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(1 Rating)

The Neighborhood Hotel - Little Italy Two Bedroom w/ Balcony

6 guests · 2 bedrooms · 2 baths

The best choice in Chicago for Apartment, for $290 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.6 / 10

Outstanding(9 Ratings)

Long-Term Stays | 1 Garage Parking | Private Balcony

8 guests · 3 bedrooms · 2 baths

This attractive Apartment in Chicago, $225 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Spacious 3BR near United Center: Deck & Yard

6 guests · 3 bedrooms · 2 baths

This inviting House in Chicago can fit your needs for many types of vacations, at $297 per night.

9.2 / 10

Outstanding(78 Ratings)

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony

9 guests · 3 bedrooms · 2 baths

This House for $336 in Chicago, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

8.8 / 10

Excellent(4 Ratings)

United Center 3BD Apt with Parking and Balcony

6 guests · 3 bedrooms · 2 baths

Experience vacation in Chicago with our Apartment, United Center 3BD Apt with Parking and Balcony. Enjoy amenities such as No pets allowed and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

Spacious Modern Pilsen Retreat | Sleeps 8 | Near Downtown Chicago

8 guests · 3 bedrooms · 2 baths

Apartment in Chicago, for $232 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

4BR Near downtown w/Rooftop lounge

8 guests · 4 bedrooms · 3 baths

Apartment in Chicago, for $311 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

New to VacationRenter

Rooftop, West Loop Chicago

10 guests · 3 bedrooms · 2 baths

This Apartment for $230 in Chicago, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

Renovated 3 Bedroom Chicago Downtown Pilsen

10 guests · 3 bedrooms · 2 baths

Looking for a memorable stay in Chicago? Our Apartment might just be what you're looking for. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more during your stay.

9.6 / 10

Outstanding(9 Ratings)

Long-Term Stays | 1 Garage Parking | Private Balcony

8 guests · 3 bedrooms · 2 baths

This attractive Apartment in Chicago, $225 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

8 / 10

Excellent(4 Ratings)

Pilsen Hub: Spacious Group Retreat

20 guests · 4 bedrooms · 4 baths

The best choice in Chicago for Apartment, for $258 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.8 / 10

Outstanding(98 Ratings)

The Upscale Getaway Near Downtown

6 guests · 2 bedrooms · 2 baths

Enjoy the best of Chicago in our Apartment, The Upscale Getaway Near Downtown. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

The Suite Spot • Eclectic • Modern • Central • Sleeps 6

6 guests · 3 bedrooms · 2 baths

Looking for a Apartment in Chicago, this Apartment for $270 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

You can save with One Key

9.7 / 10

Outstanding(98 Ratings)

The Upscale Getaway Near Downtown

6 guests · 2 bedrooms · 2 baths

This Apartment in Chicago, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

9.4 / 10

Outstanding(12 Ratings)

Fulton market / Noble Square FREE parking, Laundry, 2.5 miles to Mag Mile!

6 guests · 2 bedrooms · 1 bath

When traveling to Chicago, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $239 per night.

9 / 10

Outstanding(2 Ratings)

Pilsen Retreat: 4BR 3BA near Downtown Chicago

8 guests · 4 bedrooms · 3 baths

Apartment in Chicago, for $308 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

9.6 / 10

Outstanding(12 Ratings)

Fulton market / Noble Square FREE parking, Laundry, 2.5 miles to Mag Mile!

6 guests · 2 bedrooms · 1 bath

This inviting Apartment in Chicago can fit your needs for many types of vacations, at $239 per night.

9.6 / 10

Outstanding(22 Ratings)

LOCATION! Mins to downtown! Fulton mkt/ Noble Square, FREE PARKING & LAUNDRY

6 guests · 2 bedrooms · 1 bath

This attractive Apartment in Chicago, $239 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

9.4 / 10

Outstanding(22 Ratings)

LOCATION! Mins to downtown! Fulton mkt/ Noble Square, FREE PARKING & LAUNDRY

6 guests · 2 bedrooms · 1 bath

This Apartment in Chicago, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

Chicago travel inspiration

Unwind and Explore With the Perfect Weekend Getaway Packing List

Quick Getaways for Couples: Weekend Trips to Refresh and Revive (2026)

Top 10 Biggest Cinco de Mayo Celebrations in the U.S.

Best Places to Celebrate Saint Patrick’s Day in the U.S.

12 Best Holiday Light Displays in the U.S.

Tips for Travelling to America: From Tipping to Driving Etiquette

How to Avoid “Tourist Traps” in the Most Popular Cities

The Ultimate U.S. Bucket List: Top Activities in Every State

Keep exploring