Twin Lions Lodge • Private Hotel w/ Speakeasy

Chicago, Illinois
$1831 avg/night Minimum Stay 2 Nights
Bed 8

Bed

Bath 4

Bath

Home Apartment

Property Type

Sleep 20

Max Sleeps

Night 2 nights

Min Stay

Indulge in whimsical charm at the Twin Lions Lodge, a bespoke and luxurious travel haven located in the heart of Chicago's quaint Bucktown neighborhood. Immerse yourself in the allure of a bygone era, where every detail echoes sophistication. From meticulously curated furnishings to tasteful artwork, each element invites you into a world of cinematic opulence. Escape to this enchanting hideaway, where the spirit of classic design meets modern comfort for an unforgettable getaway.


<br>The space

Twin Lions Lodge is a one-of-a-kind luxury Airbnb in Chicago blending mid-century modern design with Hollywood Regency and Art Deco flair. This fully upgraded multi-level private estate has evolved into an immersive, experience-driven property designed for large groups, celebrations, retreats, and unforgettable stays.



Perfect for large group stays, bachelorette and bachelor parties, birthdays, private events, corporate retreats, and content shoots.



This expansive property spans three levels with multiple themed environments for gathering, entertainment, and relaxation.



MAIN LEVEL (1st Fl.) - CLASSIC COMFORT AND LIVING

The main level features three bedrooms, each with a queen bed, nightstand, dresser, closet, and luggage rack, along with one full bathroom. The spacious living room (“Parlor”), formal dining room, eat-in kitchen with bar seating, and attached sunroom with additional seating provide comfortable gathering space.



The full chef’s kitchen includes complete dining service for six with plateware, glassware, cutlery, cookware, and all essentials needed to prepare a gourmet meal. Private chef experiences may be arranged.



A shared outdoor deck includes dining table, seating, fireplace, fountain, and gas grill.



PENTHOUSE LEVEL (2nd Fl.) – PRIVATE SUITES AND CABARET

The upper level expands the home into a luxury entertainment experience and includes three additional bedrooms.



The master suite features a king bed with an attached executive study and office.

The Boudoir Suite includes twin bunk beds and dual makeup vanities, ideal as a glam and dressing room.

The VIP Suite features a queen bed.



This level also includes a private cabaret theater with seating for approximately 25 guests, complete with stage, projector, and surround sound system for movie nights, performances, or karaoke.



A dedicated Cloud Spa bathroom features a Himalayan thermal jet system for a luxury spa-style experience.



CLUB LEVEL (Garden) – BISTRO, SPA, AND LOUNGE



The lower level offers a full hospitality and relaxation environment.



The bistro café includes an espresso and coffee station along with a dedicated dessert parlor for ice cream, shakes, and sweets.



A vintage-style barber shop provides a unique grooming and prep space.



The spa includes an infrared sauna with aromatherapy, a full-body massage chair, and an additional bathroom.



LEOPARD LOUNGE – TIKI BAR SALOON



The Leopard Lounge is a signature feature designed as a tiki-inspired saloon-style entertainment space featuring a billiards table, dartboard, Cherry Master video poker machine, and a Rocco Koulla CD jukebox stocked with 100 classic discs. Ideal for music, games, and late-night socializing.



WHAT MAKES THIS UNIQUE



Twin Lions Lodge is not just a home but a fully immersive experience property featuring a private cabaret theater, tiki bar lounge, spa and sauna, café and dessert parlor, and curated social spaces throughout. Each level offers a distinct atmosphere for a dynamic and memorable stay.



LOCATION



Located in Chicago with convenient access to restaurants, nightlife, and the lakefront while offering a private retreat-style setting.



IDEAL FOR



Large groups, celebrations, bachelor and bachelorette parties, birthdays, corporate retreats, and unique experiential stays.



NOTES



This is a multi-level property designed for experiential stays. Events may be allowed with prior approval.



◆ Ultimate Mattress & Pillow Protection

In addition to the standard sheet and pillow cases: each of the 3 queen mattresses and their respective pillows (4 per bed) have been equipped with an antimicrobial zippered temperature balancing cover that protects against dust mites, allergens, bed bugs, fluids and germs of all types. These covers, along with the sheets and pillow cases, are removed, washed and bleached in between each rental to ensure you and your guests are sleeping in the cleanest beds available.



◆ Comfort and Convenience Package

Each bedroom includes dimmable lamps, window shades, high powered 3-speed Vornado fan and fleece throw blanket to allow each guest to achieve their desired ambiance.



◆ Entertainment Package

Samsung SmartTV with Netflix, Amazon Prime and Hulu etc, Marshall Bluetooth speaker, Amazon Alexa Show, and a board game collection including Scrabble, Monopoly and Clue.



◆ Full Chef’s Kitchen

Complete dining service set-up for 6 people including plate-ware, glassware, cutlery, cooking tools, cutting boards, pots & pans, and everything else needed to prepare a gourmet meal for you and your guests. Speak with our host about arranging a private chef experience during your stay.



◆ Enhanced Safety & Security Package

This property is protected with several forms of security and security equipment. Both the front foyer and rear yard are well lit and under surveillance monitoring. The unit itself features a keyless security deadbolt, peep hole and chain lock. There is a interlinked smoke and CO detection system in the common area and every bedroom. There is also an optional alarm system that can be used.



◆ Laundry Package

In-unit full sized front-load washer and dryer, laundry detergent, bleach, fabric softener, stain remover, steam iron, and ironing board.



◆ Luggage Storage

Enjoy additional convenience of storing your luggage in a secure on-site closet before your check-in or after your check-out, making your travels at the Twin Lions easier and more enjoyable.

Pet Policy

Guests that travel with pets are required to pay a $95 pet fee (per pet) unless that pet is a registered service animal and  can provide valid documentation. Note, as per Illinois law; a service animal differs from a support animal in the fact that the a service animal provides a service to the owner.  If you are brining a pet you are required to alert the host and make the payment via our mobile boarding pass. 

Guest access

Registered guests will access the apartment unit, shared front & rear foyer, and the shared fenced-in rear patio deck equipped with dining table, fire pit and additional outdoor seating.



*NOTE: The Midnight Leopard Lounge Speakeasy is a shared amenity room in the building that is only available for private rental for an additional daily fee. See other details below for more info on this optional upgrade.

Other things to note

Optional Speakeasy Upgrade - The building features an on-site speakeasy party room, The Midnight Leopard Lounge, which features a bluetooth sound system, smart TV, darts board, beverage fridge, ice machine & bucket, and vintage art-deco decor / barware.



◆ This room is available for use by your group for an additional room rental rental fee of $100 per hour and we collect a $500 deposit for the use of the lounge.

◆ The hours of accessibility for the lounge is from 12:00 P.M. to 12:00 A.M.

◆ Total occupancy for the lounge is 20 people, anything above that amount is not allowed.

◆ The fridge will come stocked with bottled water, Sprite, orange juice, Coca Cola, soda water & tonic water.

◆ Aside from the BYOB policy we offer a full-service stocked and attended bar via a third party catering company; which will stock the lounge will beer, wine and well liquor and include a bartender for your group. The cost for the catering/bartender service is an additional $475 in addition to any food and beverage your party wishes to consume.



*For more details about this upgrade message the listing host.

License number

R23000095703

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    1 Total (up To 218 Lbs Per Pet) Pet Friendly Welcoming Cats And Dogs Only
  • BEACH

    Beach Towels
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    8 Bedrooms Bed Sheets Provided
  • GENERAL

    Property Does Not Allow Children Unit Size: 5000 Sq Ft (465 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Firepit Porch Or Lanai
  • BATHROOMS

    4 Bathrooms Hair Dryer Shower Towels Provided
  • ENTERTAINMENT

    Arcade/game Room Stereo TV
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In The City Center
  • SERVICES AND CONVENIENCES

    Chef Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 20

Map Map

School District Rates & Availability

Review Review

  • David I.

    Submitted Nov 18, 2025

    Stayed Nov 15, 2025

    Really nice host!

  • John S.

    Submitted Nov 3, 2025

    Stayed Nov 1, 2025

    Awesome space, responsive host — would visit again.

  • Krista S.

    Submitted Aug 13, 2025

    Stayed Aug 5, 2025

    Check-in and check-out were a breeze, and the space and location was perfect base for our family adventures. The flat was thoughtfully appointed with everything we might need for our stay -- from laundry products, to kitchen ware, to forgotten bathroom toiletries. I would not hesitate to stay here again!

  • Catie H.

    Submitted Jun 9, 2025

    Stayed May 27, 2025

    What a great location and we loved the decor of the place. Phillip has thought of everything and we look forward to staying again!

  • Sara W.

    Submitted Oct 24, 2024

    Stayed Oct 18, 2024

    It was an Accurate description! There was some loud banging Saturday morning that woke us up that seem to be coming from upstairs. That was unfortunate. The floors were very squeaky, which also was unfortunate. But it was very clean and nice!

  • Maria L.

    Submitted Sep 19, 2024

    Stayed Sep 13, 2024

    Had a 30th bday party and experience was awesome. Property was amazing

  • Ann R.

    Submitted Jul 9, 2024

    Stayed Feb 9, 2024

    Extended family from out of state staying together for a bridal shower in the neighborhood. We loved everything about the property, the eclectic decoration the suttle touches throughout the place and the location. We were able to walk to everything. A couple of us had rent a cars we were able to easily park on the street. I would highly recommend this property and its owner. One of the better VRBO’s I’ve ever stayed in. Thank you for a wonderful weekend.

  • Kathy F.

    Submitted Nov 30, 2023

    Stayed Nov 22, 2023

    We loved our stay. the place was conveniently located and kitchen was well equipped.

  • Miriam K.

    Submitted Sep 9, 2023

    Stayed Sep 6, 2023

    This was such a great combination of fun, whimsical design and functionality. There were so many little touches that made this an easy and fun place to stay — signs in a deco design, great fridge and dishwasher, proximity to all the great restaurants and bars in Bucktown/Wicker Park and the 606. It will be my go-to recommendation in Chicago

  • Meg U.

    Submitted Aug 13, 2023

    Stayed Aug 11, 2023

    The place is beautiful; exactly as shown. Wish there was an option for a one hour earlier check in, but not a deal breaker by any means. Even the towels were plush and smelled nice.

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Total

Includes taxes and fees
$1,831+
View details