Cozy Home in the heart of Chicago W/Private Backyard & Games Room-Free parking.

Chicago, Illinois
$593 avg/night
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

*** Welcome to Whipple Haven, your home away from home ! ***

Our home comfortably sleeps 10 guests and is located in the heart of historic Logan Square, Chicago. We hope you enjoy your time here and make the most of everything the neighborhood has to offer.

* Perfect for Events
We’re just a short walk from Stan Mansion, a popular wedding venue. If you’re attending a celebration there, our home is the ideal place to stay.

* Traveling with a Larger Group
Our next-door neighbour’s home is also available to rent on Airbnb! Together, the two homes offer space for up to 8 bedrooms total. Reach out if you’d like help arranging a larger group booking.

* Foodie Paradise
Logan Square is home to award-winning dining, all within walking distance:

Lula Café – James Beard Award–winning and a true neighborhood gem.

Giant – Michelin-starred modern American dining.

Gretel – Known for craft cocktails and elevated pub fare.

Parson’s Chicken & Fish – Famous for fried chicken and frozen cocktails.

Bixi Beer – Asian-inspired brews and bites.

Daisies – Celebrated pasta-focused, vegetable-driven cuisine.

Whether you’re here for a wedding, a foodie adventure, or a family gathering, Whipple Haven is the perfect home base for your Chicago stay.

* About our home:

Our spacious, sun-drenched family-friendly retreat has everything you need for a relaxing stay—whether you’re traveling with kids, friends, or extended family. Spread across three levels, the home is designed for comfort, fun, and unforgettable gatherings.

* Upper Level

Master Suite: Unwind in the king-sized bed with an en-suite bathroom featuring a full tub, drawers, and a clothing rail. Fresh sheets, fluffy towels, shampoo, conditioner, and body wash are all provided.

Guest Bedroom: A queen bed, blackout blinds, and a small walk-in closet make this room cozy and restful. Bathroom access included with toiletries and linens.

Kid-Friendly Bedroom: A dream space for little ones—twin-over-double bunk bed plus an additional twin, a walk-in closet, blackout blinds, and a library stocked with children’s books.

* Lower Level

Games Room: Challenge your friends and family to a round of pool, table football, axe throwing (plastic) or a game of darts! Fully stocked with kids games/puzzles, books and even a barbie dream house.

Guest Suite: Queen bed with private bathroom, plus a travel crib for infants or toddlers. All linens and bath essentials provided.

Office Space: Need to work while away A desk, chair, and printer (with ink and paper) are ready for you. High-speed WiFi covers the entire house.

* Main Level

Chef’s Kitchen: Cook with ease using Viking appliances, a Smeg coffee maker, Nespresso machine, toaster, kettle, and fully stocked cookware. Spices and condiments are also on hand.

Dining Room: Gather around the full-length dining table that seats 6–8 comfortably.

Cozy Living Room: Curl up by the electric fireplace with a book or enjoy the curated art collection from Vietnam, China, and Ireland.

TV Lounge: A 60-inch TV by the breakfast nook makes it easy to stream your favorite shows and movies together.

* Outdoor Haven
Our favorite spot! Dine under the shaded pergola, fire up the grill, and host your very own family feast. The perfect place for long evenings, laughter, and making memories.

This home blends comfort, style, and practicality—whether you’re here to relax, explore, or celebrate together.

Our home is also pet friendly with enclosed back yard.

* Local nature: Enjoy walking or biking on 'The 606'/ Bloomingdale Trail. Walk half a block to Palmer Square Park, great to play with dogs and kids or swing on a hammock and read a book. We provide hammock in front cloak room at entrance.

* Fun breweries walking distance:
Revolution, Maplewood, Hopewell, Solemn Oath and Middle Brow Bungalow.

You will not run out of things to do in Logan Square.

* Public Transport

The bus to Lincoln park which connects to downtown (73) is on our doorstep (2 min walk on Armitage St) and we are a ten minute walk from the California stop on the Blue line (The 'L) if you have plans to sightsee downtown! It is easy and safe to travel this way.

If you're driving by car here, there is free parking out front on Whipple Street.

Some info about the neighborhood:

Welcome to Logan Square, one of Chicago’s most vibrant and historic neighborhoods. Known for its tree-lined boulevards, classic greystone architecture, and lively arts scene, Logan Square beautifully blends history with modern culture.

*A Bit of History

Named after General John A. Logan, a Civil War hero, the neighborhood is part of Chicago’s historic Boulevard System, which is listed on the National Register of Historic Places.

The iconic Illinois Centennial Monument, designed by renowned architect Henry Bacon (who also designed the Lincoln Memorial), stands proudly at the heart of Logan Square.

What to See & Do:

Stroll the Logan Boulevard Historic District with its stately homes and green medians.

Browse local shops, vintage stores, and art galleries sprinkled throughout the neighborhood.

Catch live music at The Logan Theatre, a beautifully restored 100-year-old movie house that now features indie films, craft beer, and events. Another amazing spot walking distance for live music is Rosa's Lounge on Armitage St with live jazz and blues music! Perfect spot for a date night!

Spend a Sunday morning at the Logan Square Farmers Market, one of the city’s best, packed with local produce, baked goods, and artisanal finds.

A favourite date-night venue of my husband and I is to grab a glass of wine and charcuterie at Lardon and head to the speakeasy next door called Blue Bird. This is about a 8-10 minute walk from our home.

A bit of Trivia for you!

**Just steps from Logan Square, Chicago has deep ties to two icons of imagination. Walt Disney was born in 1901 at a modest home on Tripp Avenue in nearby Hermosa—only a couple miles from here. And in 1899, L. Frank Baum penned The Wonderful Wizard of Oz while living on Humboldt Boulevard, right next door to Logan Square. Together, these neighborhood connections remind us that Chicago is not just a city of architecture and food—it’s also a birthplace of timeless stories that shaped childhoods around the world.

Happy exploring Logan Square, Chicago and its surrounding neighborhoods!

If you have any questions please don't hesitate to reach out!

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    1 Total (up To 20 Lbs Per Pet) Pet Friendly Welcoming Cats And Dogs Only
  • 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

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Recycling Unit Size: 3750 Sq Ft (348 Sq M)
  • KITCHEN

    Blender Coffee/tea Maker Dishwasher Electric Kettle Ice Maker Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking Wheelchair-accessible Parking Available
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Garden Patio
  • BATHROOMS

    3.5 Bathrooms Bathtub Or Shower Hair Dryer Jetted Bathtub Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Power Boating Nearby Sailing Nearby
  • ENTERTAINMENT

    Smart TV
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Children's Toys Highchair Playground Travel Crib
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Zoo
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    1 On-site Accessible Parking Spaces If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Upper Floors Accessible By Stairs Only Wheelchair-accessible Parking

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • D & N

    Submitted Nov 13, 2025

    Stayed Nov 6, 2025

    The house was perfect for what we needed. There was plenty of entertainment and space for all guests.

  • Samantha W.

    Submitted Oct 21, 2025

    Stayed Oct 13, 2025

    House was immaculate. The location was PERFECT. We moved from Jeff Park to Nashville 4 years ago and staying at this home made me want to move back soooo desperately. It was nice to be able to walk to restaurants, shops, pharmacies, etc. Would 100% stay here again.

  • Brooke S.

    Submitted Oct 13, 2025

    Stayed Oct 10, 2025

    Beautiful home and great location for an event at Stan Mansion. The home was very spacious, several large bathrooms, amazing master bedroom/bathroom, and perfect for hosting a family stay for a nearby wedding. The host was very responsive and accommodated our early arrival.

  • Christian G.

    Submitted Oct 5, 2025

    Stayed Oct 2, 2025

    Great home great location great host. Thank you so much we loved staying here! The photos don’t do the home justice. Great walkable area with loads of fantastic restaurants and bars nearby. A short nice stroll to the train and easy to get to from the airport

  • Suzanne G.

    Submitted Sep 7, 2025

    Stayed Sep 5, 2025

    Beautiful home, three levels w finished basement containing a small foose ball table and lots of toys for younger children. Located in a beautiful area near Palmer Square Park. Great location is a wonderful base for your Chicago adventures.

  • Hector F.

    Submitted Dec 19, 2024

    Stayed Jun 20, 2024

    Our time at this property was amazing and the reservation fee was unbelievable considering how beautiful the house is, the neighborhood, and all of the amenities. Communication with Alison was timely and responsive. I highly recommend this place and Im looking forward to returning!

  • Julia L.

    Submitted Jul 4, 2024

    Stayed Jun 18, 2024

    It was a pleasure to stay in this beautifully appointed, spacious house. On-street parking was easy, which is unusual for the area. The Palmer Square park was just a couple of blocks away, which my family very much enjoyed.

  • Katie R.

    Submitted Jun 21, 2024

    Stayed Jun 14, 2024

    Property was nice and in a good location; but the AC on the lower level wasn’t working and they didn’t make a huge effort to come fix it during our stay. It would’ve been nice to have the WiFi information at check in along with instructions on how to work the tv so we didn’t have to keep messaging back and forth. Also, there were no back up supplies such as trash bags, paper towels, or extra bath towels that we could find.

  • Ruth H.

    Submitted Jun 2, 2024

    Stayed May 31, 2024

    Beauriful and spacious home with many delightful amenities. Situated in a lovely neighborhood with lots of restaurants and green space nearby. Highly recommend.

  • Anna M.

    Submitted May 30, 2024

    Stayed May 17, 2024

    Great location! Lots to walk to and plenty of street parking.

  • Danny M.

    Submitted May 14, 2024

    Stayed May 10, 2024

    Friends in town for a little reunion. Perfect place for it in great neighborhood. Really awesome spacious home, smooth entry process, with really helpful hosts. Major contributor to a grand ole time.

  • nadia a.

    Submitted May 11, 2024

    Stayed May 3, 2024

    This home was absolutely perfect for our first time in a new city. It was perfectly located near restaurants and bars we could walk to and explore as well as the blue line that took us downtown. Owner and property manager were so communicative and provided assistance when needed. House amenities were too notch and it’s clear the home is cared for. Already planning a future stay and hoping to land the same home next year!

Your dates are Available!

Total

Includes taxes and fees
$593+
View details