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PrideGay Hotels
Chicago West Lakeview In A Perfect Neighborhood
Chicago West Lakeview In A Perfect Neighborhood
Jay
Response rate: 41% • Response time: a few days

Chicago West Lakeview In A Perfect Neighborhood

Chicago, IL, United StatesMap
Exceptional5.0(8)Booked 9 times
Private room
2 guests
1 Bedroom
1 Bathroom
1 bed
Clothing optional acceptedGym nearby or in the propertyWi-FiDedicated workspace

The Reveal

CozyInsta-WorthyRelaxingCentral location

This is a private bedroom and bath in an amazing one-of-a-kind space in Chicago’s West Lakeview / Roscoe Village neighborhood. Fantastic historic bank building turned 9-unit loft condos. Very high ceilings and a very nice layout.

You will have full access to your bedroom and bathroom, and the common living area which includes streaming services as well as the full kitchen with stove, microwave and oven, coffee, etc. Also available are a washer and dryer.

Absolutely no guests. Only the individuals on the misterb&b agreement are allowed in the condo.

No smoking/drugs at all. Quiet hours from 10 p.m.

There is on-street parking available for a fee as well as a city lot directly behind the building. Please be respectful of neighbors and never mention that you are staying as part of a rental.

NOTE: I am a semi-nudist at home and am hosting those who understand and support this lifestyle. Not required that you are but by booking you confirm that you understand this. Happy to get to know each other virtually before agreeing to book. Security cameras in the building but none in my condo.

I’m also open to host content creators on a very limited basis. Please reach out to discuss.

If you have any questions please feel free to reach out.

**NOTE: I typically only host weekends but if there is a weekday you’re interested in please reach out and I’m more than happy to let you know if I can host.

There are 7 traveler(s) looking at this listing!

How the beds work

Bedroom1 Queen Bed

Little Luxuries

Clothing optional accepted
Gym nearby or in the property
Wi-Fi
Dedicated workspace
Air conditioning
Kitchen
Heating
Dishwasher
Dryer
The Classics
Wi-Fi
Dedicated workspace
Kitchen
Air conditioning
TV
Terrace
Washer
Essentials
Hair dryer
Dishwasher
Dryer
Iron
Heating
Paid parking nearby
Netflix
LGBTQ+ Favorites
Adult Only
Gym nearby or in the property
Yoga classes nearby
Welcome
Clothing optional accepted
Access
Elevator
My location
Near beach
Near lake
City center
Near cultural venues
Fire protection
Smoke alarm
Carbon monoxide alarm

Meet Your Proud Host

Jay5.0(8 reviews)
E-mail verifiedPhone verifiedID verified
Member sinceDec. 2016
Response rate41%
Response timea few days
I am a professional who loves to travel the world. Love learning about new cultures and experiencing new places. I take care of others' spaces like they were my own and appreciate the opportunity to live like a local when I travel. While I normally rent the entire place, I am looking forward to getting to know misterb&b owners by staying in a shared space.
View profile
6 interests: Exhibitions & Museums / Theatre / Food & Wine / Massage / Nudism / Traveling

Protect your payments: never communicate outside of misterb&b (website or app) and never transfer money outside our secure system.

Select the dates of your stay

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September 2026
SMTWTFS
October 2026
SMTWTFS

Why Book Proud with misterb&b?

Travel with purpose. Support the LGBTQ+ community with every stay.
Your discretion is guaranteed
Your invoice and bank statement never show misterb&b.On your statement:PinkLab
Every stay gives back to the community
This booking will contribute to our Mister for Good program, helping LGBTQ+ NGOs around the world.
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We're an LGBTQ+-owned platform. Your support directly funds jobs and livelihoods for our LGBTQ+ team.
Unlock the local gay scene
Meet LGBTQ+ locals with weere, discover insider tips and explore beyond your hotel.

Where It's All Happening

Chicago, IL, United StatesExact location disclosed after booking only.
LGBTQ+ Safety Score: Chicago
5out of 5Very safeRated by 8 local misterb&b members

Your Queer Map: Nearby Gay Hotspots

Full gay city guide for Chicago »
Gay RestaurantsKitsch’n On Roscoe2005 W Roscoe (at Damen)
829 m17-minute walk
Gay Saunas & CruisingThe Pleasure Chest3436 N Lincoln Avenue (between Roscoe & Addison)
1.4 km28-minute walk
Gay Saunas & CruisingChicago Hellfire ClubPO Box 577618, 60657-7618
1.4 km28-minute walk
Gay Saunas & CruisingSteamworks Chicago3246 North Halsted Street
1.4 km28-minute walk

Nearby Attractions

The West Lakeview / Roscoe Village neighborhood is a vibrant yet serene spot in the amazing City of Chicago. Only blocks from Lake Michigan and all the culture and restaurants Chicago has to offer.

This neighborhood is home to great eateries, shopping and very bike friendly with rental bikes right outside the front door of the building!

House Rules & Conditions

Check-infrom 3pm to 8pm
Checkoutto 11am
Host recommendations

I'm looking to host individuals who will respect my home and the fact that I am a professional who works weekdays. Quiet Hours Starting at 10 pm. Absolutely no guests. Only the individuals listed on the misterb&b agreement are allowed in the condo. Please remove shoes upon entering the house. Absolutely no smoking inside or out. No drugs of any form. Respect my home like it was your own.

Extra per guest$10 per night after 1 guest(s)

$10 per night after 1 guest(s)

Minimum stay (nights)2 nights

2 nights

Cleaning fees$15 USD

$15 USD

Deposit$250 USD

$250 USD

Registration numberR24000123413

R24000123413

Cancellation Policy

Terms of Services & Privacy Policy apply to this transaction.

Add dates to get the cancellation details

ReviewsExceptional5(8)

Reviews come from verified guests, are sorted chronologically and not subjected to prior monitoring.

Cleanliness5.0
Location5.0
Accurate description5.0
Check-in5.0
Value for money5.0

Our Community Has Spoken:

RickyStayed in August 2026
Reviewed on Aug. 10, 2026

Staying at Jay's home felt like staying in a 5 star hotel. The loft is incredibly comfortable and beautifully furnished and is equiped with very high end linens, bathroom products and has everything you might need for a stay. The loft is a few mins walk from the brown line so it's easy to get around and BoysTown is 10-15min walk! I felt incredibly comfortable and safe here and Jay was a pleasure to hang out with and chat the first night. I'll be booking this if I'm ever back in Chicago

DanStayed in May 2026
Reviewed on May 25, 2026

This was an exceptional stay in Chicago. The apartment was impeccably clean and had a stunning loft-style design — elegant, sophisticated, and stylish, while still feeling incredibly cozy and inviting. The location was ideal, just one block from the train station, making the city so easy to explore. Jay was a super welcoming host and made the stay feel even more comfortable from the start. A chic and comfortable home away from home. Highly recommend!

JoeStayed in October 2025
Reviewed on Nov. 06, 2025

Jay's place was in a very convenient location with stores just few steps away! The place not only was spotless but also has every luxury finish you can ask for. Highly recommend.

IgnacioStayed in August 2025
Reviewed on Aug. 11, 2025

Jay's place is perfect for a quick weekend getaway in Chicago. His place is immaculate, beautiful, well equiped, and super well located, really close to a train station and minutes away from all the action. The bedroom is completely as described, quiet, comfy and relaxing. Jay was an awesome host, super accomodating, and communication was great. Definitely recommend!

misterb&b
Reviewed on July 19, 2025

The host has canceled a booking 41 days prior to arrival. This is an automated posting.

GriffinStayed in June 2025
Reviewed on June 22, 2025

Amazing visit thanks to Jay and his lovely home. Very spacious private bedroom and bathroom. Close to boystown (15 min walk), definitely recommend and hope to be back.

SimonStayed in May 2025
Reviewed on May 20, 2025

Jay's place was excellent for a stay in Chicago. It's in a great location that is close to transit lines, good restaurants, and bars. The place was immaculate and had all the necessities for a comfortable stay. Jay is very responsive in communication and was helpful with any questions I had. An excellent host and I would book again.

Don DanielStayed in May 2025
Reviewed on May 05, 2025

I had a wonderful time staying at Jay's place. The apartment is well located near public transport making downtown, Boystown, and Andersonville really accessible. Also well located near a grocery store (Whole Foods) and local restaurants/cafes. Jay was really communicative and great to chat with. I would definitely stay here again when given the opportunity!

TomStayed in March 2025
Reviewed on Mar. 17, 2025

Magnificent. A short walk to the 'L' in a safe neighborhood with many stores, restaurants and bars. The flat looks like something out of Architectural Digest. It's really that nice and Jay is a chill guy. Knows all things Chicago. Great sharing a drink and chatting.

Exceptional5.0(8)