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PrideGay Hotels
Sunny & spacious Uptown bedroom w/ private bath
Sunny & spacious Uptown bedroom w/ private bath
James
Response rate: 98% • Response time: < 12h
Happy to share local tips

Sunny & spacious Uptown bedroom w/ private bath

Chicago, Illinois, United StatesLGBTQ+ venues nearby•Map
Exceptional5.0(202)Booked 247 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 5 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

James
5.0(244 reviews)Fabul'Host
E-mail verifiedPhone verifiedID verified
Member sinceAug. 2015
Response rate98%
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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October 2026
SMTWTFS
November 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
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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
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Where It's All Happening

Chicago, Illinois, United StatesExact location disclosed after booking only.
LGBTQ+ Safety Score: Chicago
5out of 5Very safeRated by 202 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(202)

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:

CarlosStayed in October 2026
Reviewed on Oct. 13, 2026

James was such an amazing host!! His place was so cozy and, spacious and quiet. Having a private bathroom is also great. His place is one minute away from the red line so really easy to get to. And very close from gay bars and restaurants in Andersonville. He was very responsive before I travelled and during the whole check-in process.

AbhishekStayed in October 2026
Reviewed on Oct. 07, 2026

James place is just like as described. Spacious and light living room. Clean and comfortable bed, spacious closet space. Private bathroom is a great bonus. James is very friendly and was super responsive and helpful throughout my stay. The red line is just steps away, easy to get to boystown and downtown. I would stay again.

ChadStayed in September 2026
Reviewed on Sept. 27, 2026

James was an awesome and attentive host and a great guy. He communicated well in advance and made sure my stay was perfect. His place was very pleasant and clean. He made me feel right at home and was flexible to accommodate my schedule. He created a great experience start to finish. I hope to get to stay with James again sometime in the future.

LawrenceStayed in September 2026
Reviewed on Sept. 27, 2026

Staying with James was perfect. He is so kind and thoughtful and welcoming, and his apartment is ultra clean and tastefully put together. His location was super convenient to Andersonville and Boystown, and I will definitely be staying with him again!

GreggStayed in September 2026
Reviewed on Sept. 24, 2026

I had a fantastic week-long stay at James's beautiful home. The location was perfect... less than 100 steps to the red line trains and about 75 steps to N Broadway. James was so welcoming, friendly, and communicative. His place was immaculate and modern with extremely comfortable bed and an awesome rain shower! I will definitely be back and I highly recommend James's place to anyone looking to stay in the Uptown/Andersonville neighborhoods.

JerryStayed in September 2026
Reviewed on Sept. 23, 2026

James is a great host! Very friendly & welcoming, & had great recommendations for food & nightlife. He's an excellent communicator & prompt with responses. His place was clean, comfortable, & had space for us to use the kitchen and living room without feeling like we were in the way. The bathroom towels were so soft! The neighborhood was convenient, with the subway entrance only a short walk. We had a great two-night stay & felt comfortable & welcome from the start. We would happily stay again!

DustinStayed in September 2026
Reviewed on Sept. 16, 2026

James and his apartment were wonderful! The location was fantastic and truly just steps from the Red Line, which made getting around the city incredibly easy. James was also great about responding quickly and was always happy to give recommendations on things to do and places to eat. I really enjoyed my stay and would definitely stay here again!

MaxwellStayed in August 2026
Reviewed on Sept. 08, 2026

James went above and beyond during our stay. He was very communicative, gave awesome recommendations and was great company. His location is prime, the place was impeccably clean and even nicer than expected! He is walking distance to multiple bars/restaurants and right next to the redline making a short bus ride to anywhere you want to go in Chicago! I will definitely be booking with James again when I go back to Chicago, thank you James!

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!

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