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Charming 2BR Retreat in Chicago!

Photo gallery for Charming 2BR Retreat in Chicago!

Comfortable lounge area with warm natural light and plenty of seating for group conversations, movie nights, or remote work.
Hotel-quality king bedroom with premium lines, and quiet residential comfort for deep, restful sleep.
Fully equipped kitchen with stainless appliances, cookware, and pre space, ready for everything from coffee to full meals.
Sun-filled living room with spacious seating, large windows, and a relaxed layout ideal for unwinding after exploring Chicago.
Fully equipped kitchen with everything needed for real cooking.

Reviews

9.0 out of 10
Wonderful
2 bedrooms1 bathroomSleeps 5111.5 sq m

Popular amenities

  • Kitchen
  • Pet-friendly
  • Air-conditioning
  • Laundry room
  • Outdoor space
  • Parking available

Explore the area

View map
Chicago, IL
  • Place, The 606
    ‪11 min walk‬
  • Place, Walt Disney House
    ‪17 min walk‬
  • Place, Humboldt Park
    ‪2 min drive‬
  • Airport, Chicago, IL (ORD-O'Hare Intl.)
    ‪21 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Common area 1

1 Double Sofa Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

Charming 2BR Retreat in Chicago!

A clean, design-forward Chicago home built for real comfort—not just photos.

You’ll arrive to a professionally prepared space with hotel-clean bedding, a stocked kitchen, and a layout that makes sense.


What guests love

• Hotel-clean sleep: crisp linens + calm, uncluttered bedrooms

• Kitchen that’s actually usable: cookware, dishes, and full appliances

• Work-ready: dedicated desk space for focused laptop time

• Easy arrival: clear entry + straightforward flow through the home


Best for

• Couples, families, and small groups who want space + comfort

• Business or remote-work stays needing reliable setup

• Travelers who want quiet rest with easy access around Chicago


Expect a stay that feels clean, calm, quiet, and professionally run from check-in to check-out.

Add dates for prices

Amenities

Kitchen
Pet-friendly
Air conditioning
Laundry
Outdoor space
Parking available

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs and cats less than 23 kg per pet (limit one pet total)
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Smoking

Smoking is not permitted
Maximum occupancy: 8 guests ( including visitors)

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number R21000069804

We should mention

A car is recommended for transport to and from this property

About the area

Chicago

Humboldt Park, a neighbourhood in Chicago, is home to this apartment. The area's natural beauty can be seen at Millennium Park and Lake Michigan, while Chicago Theatre and Art Institute of Chicago are cultural highlights. Looking to enjoy an event or a game? See what's going on at United Center or Wrigley Field.
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Map
Chicago, IL

What's nearby

  • The 606 - 11 min walk - 1.0 km
  • Walt Disney House - 17 min walk - 1.5 km
  • Humboldt Park - 2 min drive - 2.2 km
  • Erie Westside Health Center - 3 min drive - 2.2 km
  • Garfield Park - 3 min drive - 2.5 km

Getting around

  • Chicago Grand-Cicero Station - 2 min drive
  • Pulaski Station (Green Line) - 3 min drive
  • Chicago Midway Airport (MDW) - 41 min drive

Restaurants

  • ‪McDonald's - ‬8 min walk
  • ‪Jimmy's Red Hots - ‬5 min walk
  • ‪Tacos El Tio - ‬11 min walk
  • ‪Tasa Coffee Roasters - ‬3 min walk
  • ‪Pete & Jack Food AND Liquors - ‬10 min walk

Frequently asked questions

Is Charming 2BR Retreat in Chicago! pet-friendly?

Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

How much does it cost to stay at Charming 2BR Retreat in Chicago!?

As of 21 March 2026, prices found for a 1-night stay for 2 adults at Charming 2BR Retreat in Chicago! on 8 May 2026 start from NZ$496, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Charming 2BR Retreat in Chicago!?

On-site parking is available at the property.

What time is check-in at Charming 2BR Retreat in Chicago!?

Check-in begins at 4:00 PM.

What time is check-out at Charming 2BR Retreat in Chicago!?

Checkout is at 11:00 AM.

Where is Charming 2BR Retreat in Chicago! located?

Located in Humboldt Park, this apartment building is 0.9 mi (1.5 km) from Walt Disney House and within 3 miles (5 km) of Humboldt Park and Milwaukee Avenue. Concord Music Hall is 2.7 mi (4.3 km) away. Chicago Grand-Cicero Station is 20 minutes by foot and Chicago Healy Station is 23 minutes.

Reviews

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 11 out of 15 reviews
Rating 8 - Good. 2 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 2 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

10/10

Cleanliness

9.2/10

Check-in

9.6/10

Communication

8.4/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Reann J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place, clean and comfy.
Stayed 3 nights in Jun 2025
Verified

4/10 Poor

Gabi A.

Liked: Cleanliness, listing accuracy
Disliked: Check-in, location
The place itself was okay, but it was hard to find at first, the parking situation was horrible, and some of the other tenants behaved oddly, which made us uncomfortable and took away from the overall experience.
Stayed 15 nights in Dec 2025
Verified

10/10 Excellent

Derek H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The residence was clean and nice. The host was extremely helpful and answered all my questions promptly. The host also was very accommodating for my requested early check in.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Mark R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chicago Wedding

this was a great place to stay for a weekend wedding. clean, comfortable and well-furnished!
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Kim S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful

Perfect stay! Perfectly decorated! Perfect location!
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Lisandra R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a fabulous weekend with my family in this very spacious and super clean apartment. Sean was an amazing host and answered any questions i had promptly. Its in a very central location and we easily got around Chicago with ease! 109% recommend this rental!
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Frank F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family visit for Christmas

Excellent accommodations. Incredibly clean, accurate description and exceptional host. They thought of everything. We will definitely stay here again.
Stayed 3 nights in Dec 2022
Verified

10/10 Excellent

Maryann L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean and comfy

Owner was very quick to respond. The place was very well kept and had everything we needed. Helpful with parking and questions. Overall a very nice stay. Thanks Sean. We enjoyed our visit.
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

Ipek B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

The property is wonderful! Very clean, secure, organized and it has everything you need and beyond! Communication was very quick as well. The unity gets lots of light. One bus to downtown Chicago. I’ll definitely stay here again!
Stayed 7 nights in Sep 2024
Verified

10/10 Excellent

Michael D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect living space

The apartment was pretty much perfect, enough room to have space away from the other people in your group. Parking was fairly easy, other than the first night when we made the mistake of driving downtown at night only to come back to no open spaces in front of the building. We ended up parking just down karlov street by the salvation army and returned to a busted out window. Nothing was in the car to steal, luckily for us it was a rental car. I'd definitely try to park as close to your window as possible.
Stayed 3 nights in Nov 2024
Verified

4/10 Poor

Verified traveller

Liked: Cleanliness, check-in, communication, listing accuracy
Disliked: Location

Unfortunate Circumstances

Everything with our trip started out great. The host was informative and helpful with the check in process. Unfortunately, less than 2 hours after our arrival, our vehicle was broken into and the windows were shattered. While filing the police report, we were advised by the police to not stay in the area any longer. We no longer felt comfortable as 4 females and opted to leave the VRBO and move to a hotel. Due to VRBO's policy and the hosts decision to not refund any of our stay, this became a very expensive trip for us. Due to the unfortunate circumstance and the lack of willingness to try and accommodate the situation from VRBO and the host, I would not recommend staying here if you are parking a vehicle.
Stayed 2 nights in Oct 2024
Verified

8/10 Good

laura e.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Comfortable and beautiful apartment!

We really enjoyed our week staying at the Karlov Inn! The apartment was spotless and attractively decorated. All of our needs were anticipated, and the kitchen and bathroom were stocked with everything we needed and more. The unit is in a small apartment building, located in a tidy family neighborhood. Although North Avenue is shabby, we found it had friendly businesses where we could eat and get groceries. The check-in process was a little bumpy, as we did not receive an email with our unit number or passcode before arriving. The manager got back to us fairly quickly, though. There is handy parking behind the building, which is accessed through a gate. Again, we didn’t receive explicit instructions on this, but managed to figure it out. For anyone not familiar with an all-in-one washer/dryer, be forewarned that the dry cycle takes many hours! Overall, we found the apartment to be convenient to our activities all over the area, and a lovey oasis at the end of the day.
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Cora D.

Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Claudia F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in May 2025
Verified

8/10 Good

Alyssa L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stayed 9 nights in May 2025

About the host

Hosted by Sean OLooney

Host profile image
We operate professionally prepared Chicago stays focused on clean, reliable, and straightforward guest experiences. Our goal is simple: easy arrival, hotel-clean preparation, and spaces that feel calm and functional from the moment you walk in. Guests can expect fast communication, clear instructions, and a stay designed to run smoothly without surprises.

Why they chose this property

The Karlov was chosen for its classic Chicago brick character, solid construction, and naturally quiet residential setting while still keeping fast access to the city. Unlike many short-term rentals designed only for photos, this space was set up intentionally for real usability — comfortable sleep layouts, functional kitchen setup, and an easy internal flow that makes sense immediately on arrival. The result is a stay that feels calm, dependable, and professionally prepared rather than improvised.

What makes this property unique

✔ Entire private apartment — no shared spaces
✔ Professionally cleaned and prepared between every stay
✔ Bedrooms intentionally kept uncluttered for better sleep
✔ Kitchen equipped for real cooking, not display use
✔ Straightforward arrival with clear entry instructions
✔ Reliable layout ideal for couples, families, work trips, or longer Chicago stays

Languages:

English, Spanish, Portuguese

Premier Host

They consistently provide great experiences for their guests
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