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PrideGay Hotels
Sunny & spacious Uptown bedroom w/ private bath
Sunny & spacious Uptown bedroom w/ private bath
James
Response rate: 100% • Response time: < 12h
Happy to share local tips

Sunny & spacious Uptown bedroom w/ private bath

Chicago, Illinois, United StatesLGBTQ+ venues nearbyMap
Exceptional5.0(195)Booked 242 times
Private room
2 guests
1 Bedroom
1 Bathroom
1 bed
Clothing optional acceptedHappy to share local tipsLGBTQ+ venues nearbyGym nearby or in the propertyWi-FiDedicated workspace

The Reveal

Near LGBTQ+ SceneCozyRelaxing

The second bedroom and bathroom are available in my large, third floor walk-up Uptown unit right off the CTA Argyle red line station. The space includes a queen Casper mattress, Sonos speakers throughout the apartment, WiFi, television access in the living room (with all networks/ streaming services), in-unit laundry, central heating & cooling, and an outdoor back deck shared with neighbors. I love traveling and meeting new people, so I’m happy to be as involved or distant during your visit as you would like. You’ll have keys, so feel free to come and go as you please. Check in and out are flexible- send me a message if you have any questions or special requests!

There are 9 traveler(s) looking at this listing!

How the beds work

Bedroom1 Queen Bed

Little Luxuries

Clothing optional accepted
Happy to share local tips
LGBTQ+ venues nearby
Gym nearby or in the property
Wi-Fi
Dedicated workspace
Air conditioning
Kitchen
Heating
The Classics
Wi-Fi
Dedicated workspace
Kitchen
Air conditioning
TV
Washer
Essentials
Hair dryer
Dishwasher
Dryer
Iron
Heating
Paid parking nearby
Sound system
Netflix
Disney+
LGBTQ+ Favorites
LGBTQ+ venues nearby
Happy to share local tips
Adult Only
Gym nearby or in the property
Spa salon nearby
Welcome
Clothing optional accepted
My location
Near beach
Near lake
LGBTQ+ Kinky Amenities

Meet Your Proud Host

James5.0(237 reviews)Fabul'Host
Facebook verifiedE-mail verifiedPhone verifiedID verified
Member sinceAug. 2015
Response rate100%
Response time< 12h
Hello! I'm a 39 year old Dallas native living in Chicago. I went to college in NYC, and have spent the last 15 years falling more in love with Chicago. I enjoy music, TV, sleep, sandwiches, beer, time with friends, and CrossFit.
View profile
10 interests: Environment / Movies / Sciences / TV Shows / Theatre / Indie / New wave / Pop / Rock / Dancing

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Select the dates of your stay

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September 2026
SMTWTFS
October 2026
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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.
Built by and for the LGBTQ+ community
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, Illinois, United StatesExact location disclosed after booking only.
LGBTQ+ Safety Score: Chicago
5out of 5Very safeRated by 195 local misterb&b members

Your Queer Map: Nearby Gay Hotspots

Full gay city guide for Chicago »
Gay Bars & ClubsBig Chicks5024 N Sheridan
362 m8-minute walk
Gay RestaurantsTweet5020 N Sheridan Rd (at Argyle)
358 m8-minute walk
Gay RestaurantsFat Cat4840 N Broadway (at Lawrence Avenue)
371 m8-minute walk
Gay WellnessSir Spa/
455 m10-minute walk

Nearby Attractions

I live right at the CTA Argyle red line station which provides direct access to popular neighborhoods like Boystown (12 mins), River North (20 mins) and The Loop (30 mins). The Broadway bus stops at the corner and Lake Shore Drive is nearby if you want a car to take you anywhere even faster than the times above. The neighborhood of Andersonville is a short walk away and has plenty of gay (and not gay) bars, restaurants, and cafes. Grocery stores, liquor stores, and vintage clothing shops are also nearby. I can recommend day and nighttime activities in all Chicago neighborhoods!

House Rules & Conditions

Check-infrom 2pm to 10pm
Checkoutto 12pm
Host recommendations

No smoking inside, but there’s a back deck. No curfew, but please be considerate of noise late at night.

Minimum stay (nights)1 night

1 night

DepositNot required by the Host

Not required by the Host

Registration numberR24000121059

R24000121059

Cancellation Policy

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ReviewsExceptional5(195)

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:

AnthonyStayed in August 2026
Reviewed on Sept. 02, 2026

Another amazing experience staying at James' place! The space is spotlessly clean, has a great layout, and James is a fantastic communicator. I highly recommend his place to anyone visiting; it's incredibly close to public transportation, making it effortless to get around and explore the city.

DanielStayed in August 2026
Reviewed on Aug. 31, 2026

Lovely comfortable home that's super convenient to public transit, shops and restaurants. James was the ideal host - accessible, flexible and friendly!

StephenStayed in August 2026
Reviewed on Aug. 28, 2026

I had a lovely stay at James' apartment! It's spacious, handsome, clean, comfortable, and in a great location. James was an impeccable host -- friendly, accommodating, and helpful. I felt completely at ease and would be happy to stay there again! ☺

OmarStayed in August 2026
Reviewed on Aug. 10, 2026

James is very helpful, polite, professional and engaging. I would recommend his property to anyone who is possibly considering his location for current or future travel.

ColbyStayed in August 2026
Reviewed on Aug. 10, 2026

James is an exceptional host. He is communicative, attentive, and a genuinely kind person. His place is fantastic; there is lots of space and it's very clean and comfortable. The location is perfect, and is conveniently just steps away from the train. I would highly recommend staying at James' place and will look forward to future stays myself!

MatthewStayed in July 2026
Reviewed on Aug. 01, 2026

James is a wonderful host. You will feel at home as soon as you get to know him. He is always ready to offer any local tips or places to go, or is happy to have you relax and do nothing. The unit is so conveniently located and right near the red line train, so easy to get in and out of the city and Boystown. There are many restaurants and bars close by and the grocery store. A short walk will get you to Andersonville which is filled with shops, bars, restaurants and a really nice gym. My husband and I had such a great time here, we highly recommend James and his beautiful (and yes it is sunny) apartment. We hope to return soon. Matthew & David Boston, MA

NickyStayed in July 2026
Reviewed on July 29, 2026

James was a wonderful host. Very kind and his place was in a perfect location to be able to travel locally too. Would definitely recommend to anyone!

MarkStayed in July 2026
Reviewed on July 27, 2026

The apartment is super cool and really clean. Bedroom and bathroom are clean and tidy and as described. James is an enthusiastic host and very responsive to inquiries. I would highly recommend!

BrianStayed in July 2026
Reviewed on July 22, 2026

This space is a great choice if you want to stay in the Boystown/North Halsted area. There are plenty of excellent restaurants and shops nearby, and the Argyle Red Line station is right next door, making it easy to get around the city. James is a wonderful host and made my stay a great experience.

AmitStayed in July 2026
Reviewed on July 15, 2026

Had a fantastic stay with James. He's got a gorgeous apartment in a fun neighborhood, and was a friendly, helpful, and accommodating host. He made it super easy to meet up despite my later flight and took time to make sure I was all settled for my trip. Looking forward to keeping in touch - would absolutely recommend his room to anyone visiting!

Exceptional5.0(195)