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PrideGay Hotels
Great Chicago Vintage Moden Edgewater & Andersonville Location-T&T B&B
Great Chicago Vintage Moden Edgewater & Andersonville Location-T&T B&B
David
Response rate: 100% • Response time: < 12h
Happy to share local tips

Great Chicago Vintage Moden Edgewater & Andersonville Location-T&T B&B

Chicago, IL, United StatesLGBTQ+ venues nearbyMap
Exceptional5.0(9)Booked 14 times
Private room
4 guests
1 Bedroom
1 Bathroom
2 beds
Clothing optional acceptedHappy to share local tipsLGBTQ+ venues nearbyGym nearby or in the propertyWi-FiDedicated workspaceParkingPets allowed

The Reveal

Near LGBTQ+ SceneCozyRelaxingCentral location

1904 Greystone 2 flat gut rehabbed into Single Family Home: Loft style w/ exposed brick & duct work. Home has private GUEST SUITE that sleeps 2-4 persons, Our suite has a private bedroom w/ king bed & Flat Screen TV. The living area has very comfortable queen Tempurpedic topped sleeper sofa, game table w/ 4 chairs, 54" flat Screen TV, full bath, wet bar w/ Keurig coffee maker, sink, mini-fridge, & microwave, and piano. Guests have access to our main home's main kitchen & living Room. Our home has great W-Fi high speed internet access and Comcast/Xfinity platinum Cable Television along with several streaming services including Amazon Prime, Netflix, & Max. Also there is a back yard garden area available for use. Non-smoking (except back yard) Cannabis is ok too, as recreational weed is legal in Illinois. We are a dog friendly household. We do accept dogs with your visit, for additional $25.00 per dog, per night. We have great street parking. As a regular procedure, we do completely clean & sanitize our guest suite between each guest visit.

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

How the beds work

Bedroom1 King Size Bed, 1 Sofa Bed

Little Luxuries

Clothing optional accepted
Happy to share local tips
LGBTQ+ venues nearby
Gym nearby or in the property
Wi-Fi
Dedicated workspace
Parking
Pets allowed
Air conditioning
The Classics
Wi-Fi
Dedicated workspace
Kitchen
Air conditioning
TV
Garden
Washer
Essentials
Hair dryer
Dryer
Iron
Heating
Outdoor dining area
Parking
Sound system
Netflix
LGBTQ+ Favorites
LGBTQ+ venues nearby
Happy to share local tips
Gym nearby or in the property
Yoga classes nearby
Spa salon nearby
Welcome
Pets allowed
Pet owner
Clothing optional accepted
My location
Near beach
Near lake
Near cultural venues
Fire protection
Smoke alarm
Carbon monoxide alarm
Fire extinguisher
LGBTQ+ Kinky Amenities

Meet Your Proud Host

David5.0(9 reviews)
E-mail verifiedID verified
Member sinceApr. 2016
Response rate100%
Response time< 12h
Gay Married Couple, together 32 years. Me in the Hospitality Staffing Industry for over 45 years, my husband owns a dog walking service for over 18 years now. We love cooking, traveling, snow & water skiing, boating, the beach, clothing optional locations, theater, concerts, sporting events and dining. We have both been involved in the Gay community in Chicago, for many years, sitting on boards for various GLBT Organizations and HIV/AIDS Fundraising Organizations. We own an Australian Blue Heeler Cattle Dog named Eddie, who loves company!!
View profile
10 interests: Environment / Exhibitions & Museums / Movies / Musicals / Opera & Ballet / Sciences / Theatre / Classical / Country / Dance & Electro

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September 2026
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October 2026
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Why Book Proud with misterb&b?

Travel with purpose. Support the LGBTQ+ community with every stay.
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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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Unlock the local gay scene
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Where It's All Happening

Chicago, IL, United StatesExact location disclosed after booking only.
LGBTQ+ Safety Score: Chicago
5out of 5Very safeRated by 9 local misterb&b members

Your Queer Map: Nearby Gay Hotspots

Full gay city guide for Chicago »
Gay BeachesKathy Osterman Beachat Hollywood & Sheridan Sts
766 m16-minute walk
Gay RestaurantsHamburger Mary’s/ Rec Room/ Attic5400 N Clark Street (at Balmoral)
786 m16-minute walk
Gay Bars & ClubsAtmosphere5355 N Clark Street
791 m17-minute walk
Gay Bars & ClubsKOPI: A Traveler’s Cafe5317 N Clark Street (at Summerdale)
893 m19-minute walk

Nearby Attractions

3 blks from Hollywood Beach (The "Gay" Beach), beach towels provided for guests, 2.5 blks to the Red Line-20 min to Chgo Loop, We have great Street Parking in our neighborhood. Boys Town/Wrigley Field/Lakeview neighborhood, is only 6 stops from our Bryn Mawr Exit on the Red Line. Our location is walking distance to many gay bars in our area, which include Touche, Jackhammer, The SoFo Tap, Meeting House Tavern, Granville Anvil, Nobody's Darling, Big Chicks, Two Bears Tavern, The Baton Show Lounge, Atmosphere, & Marty's Martini Bar. Also, there are many shops and great restaurants all our Andersonville/Edgewater Area. Also it is about a 30 min ride on the Red Line to The Congress Hotel, Host for IML. Our location is about the same distance from either O'Hare or Midway Airports

House Rules & Conditions

Check-infrom 3pm to 12pm
Checkoutto 12pm
Host recommendations

No smoking in the home, however guests are welcome to smoke in back yard garden. We are 420 friendly, as recreational cannabis is legal in the state of Illinois. Also no loud parties are allowed. Visitors are welcome, as long as this is communicated to the hosts.

Extra per guest$25 per night after 2 guest(s)

$25 per night after 2 guest(s)

Minimum stay (nights)2 nights

2 nights

Cleaning fees$45 USD

$45 USD

DepositNot required by the Host

Not required by the Host

Registration numberR17000014863

R17000014863

Cancellation Policy

Terms of Services & Privacy Policy apply to this transaction.

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ReviewsExceptional5(9)

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:

MichaelStayed in May 2025
Reviewed on May 27, 2025

Great location and a beautiful space. The hosts are very knowledgeable about the local gay scene and able to give extensive recommendations. They are very gracious and sociable.

TheodoreStayed in August 2024
Reviewed on Aug. 14, 2024

We had the best time staying here. The guys that own the place are knowledgeable about the area and we're always available for questions. The space is clean and well-decorated with the right touch of personal charm. They have a gorgeous home. Their dog Eddie was a sweetheart and so pretty! Fabulous host and a great location. We will return to see our new friends.

JamesStayed in June 2024
Reviewed on July 21, 2024

We stayed over Pride weekend and had such a fantastic time. Todd and Tripp were great hosts and the space provided was exceptional. Staying here is far better than a hotel, they are located in a great neighborhood within walking distance of nightlife and restaurants. If you want to venture farther the El is just a short walk.

AmirStayed in June 2022
Reviewed on June 27, 2022

A wonderful home away from home in Chicago. The hosts were extremely friendly and always helpful in providing tips about the city. The space was clean, comfortable, quiet and exactly as pictured. The neighborhood was pretty and close to public transportation as well as the beach. I would definitely stay here again.

RobertStayed in October 2021
Reviewed on Oct. 31, 2021

Great place and location. The guys are so warm and friendly and the dogs very cute. The space is very spacious. Highly recommend

MarkStayed in June 2021
Reviewed on June 27, 2021

The hosts went over and beyond to make sure our visit was memorable. They are very personable and quickly made us feel welcome. Their home and garden are beautiful, lovingly cared for, and comfortable. It easily felt like a home away from home. The hosts are very knowledgeable of and connected to local history, businesses, and culture. There can be no doubt that our experience of Chicago was 600% better because we stayed here. We hope to return soon.

DavidStayed in March 2020
Reviewed on Mar. 08, 2020

We thoroughly enjoyed our stay in Todd and Tripp's beautiful home. Great location, very friendly and helpful hosts, and the separate downstairs suite is comfortable, beautifully decorated and private.

BradleyStayed in September 2018
Reviewed on Sept. 24, 2018

My stay was absolutely, David was extremely accommodating and was very kind. Their place really tells a story of his and his husbands lives. I would definitely book with David again for future trips

RobStayed in August 2017
Reviewed on Aug. 14, 2017

This was absolutely one of the best places I've ever had the pleasure of staying. The hosts were amazing as were their family. It was clean comfortable and looks so much more than the pictures could say. I could really see myself living in a place like this in Chicago. Me and my friends put this place above all others.

Exceptional5.0(9)