Great Location-Beautiful Friendly Andersonville Neighborhood

Chicago, Illinois
$303 avg/night
Minimum Stay 3 Nights
Bed 3

Bed

Bath 1

Bath

Home Apartment

Property Type

Sleep 4

Max Sleeps

Night 3 nights

Min Stay

City of Chicago Vacation LICENSE NO.: 2209341
This Vintage Early 1900’s 2-Flat 2nd floor apartment is in the beautiful tree-lined neighborhood of Andersonville.

Located in the FUN, EXCITING, ECLECTIC ANDERSONVILLE Neighborhood on the north side of Chicago less than 2-blocks west of Clark Street where you can find a wide array of Restaurants, Bars, Coffee Shops, Bakeries and Boutiques, etc.

This 2nd floor apartment has a private entrance and skylight above the front stair entry, with a balcony overlooking the tree lined street of Winona and in back a four season sun room overlooking the private back yard with a brick paver patio.

The Antique Furnishings complement the era of this turn of the century vintage home with some modern conveniences. You’ll love the hardwood floors, 9 foot ceilings, brick fireplace and exposed brick on the interior.

There are plenty of windows and beautiful warm colors throughout the home. There are 3-bedrooms, 1 bath, a front room leading to the balcony, a dining room, eat in kitchen with a pantry and a sunroom.

The apartment is located 2.99 Miles from Loyola University in Chicago and 5.99 miles from Northwestern University in Evanston. The apartment is located just 2-miles to Historic Wrigley Field and the Chicago Cubs.

Downtown Chicago and everything it has to offer is only a short distance when traveling by car you are just minutes to the beach’s of Lake Michigan and Historic Lake Shore Drive riding along the lakeshore looking toward the view of Down Town Chicago passing Belmont Harbor, Navy Pier, Oak Street Beach, Grant Park, The Magnificent Mile, Soldier Field and the Museums on Lake Michigan.

Downtown Chicago and everything it has to offer is only a short distance when traveling by public transportation. The Damen #50 bus and the Foster #92 bus are just 2-blocks from the apartment on Foster Avenue and Paulina. The Damen # 50 bus will take you to the Damen Avenue Brown-Line-L station. The Brown-Line-L will take you Downtown Chicago. The Brown-Line-L circles the Chicago Loop.

The Foster #92 bus will take you east to Broadway and you have your choice of the Argyle Red-Line-L station or the Berwyn Red-Line-L station. Both station stops will take you to the Chicago Loop. When you get to the city you may transfer to any one of the L-trains.

This location is very assessable by public transportation and by car. If you’re traveling from O’Hare Field, ride the Blue-Line-L train from the airport to the Jefferson Park stop and hop the Foster 92-bus to Paulina, just 2-blocks from the apartment. If you’re traveling from Midway Airport, ride the Orange-Line-L train from the airport to the Roosevelt Road stop and transfer to the Red-Line-L train and ride to the Berwyn stop and hop the Foster 92 bus to Paulina, again just 2-blocks to the apartment. Easy to find street parking on Winona Street. No Parking Permit Needed.

Keywords: Two Flat, Apartment, Beach, Wrigley Field, Loyola University, Northwestern University, Antiques, Bars, Restaurants, Shopping, Coffee Shops, Aragon Ballroom, Red-L-Station, Brown-Line-L station, Blue-Line-L-station, Metra Station, Bus Stop, Friendly Neighborhood, Lake Shore drive, Magnificent Mile, Millennium Park, Grant Park, Soldiers Field, US Cellular Park, Comiskey Park, Down Town Chicago, Chicago Loop, Hospital, theatres, loop, Navy Pier, O’Hare field, Midway airport, vacation rental, corporate rental, short term rental,

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

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

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

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Recycling Unit Size: 990 Sq Ft (92 Sq M)
  • KITCHEN

    Blender Coffee/tea Maker Electric Kettle Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Coin Laundry Washing Machine And Dryer
  • PARKING

    Car Not Required Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Fenced Yard Garden Outdoor Furniture Patio
  • BATHROOMS

    1 Bathroom Hair Dryer Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle Rentals On Site Cycling Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Ice Skating Nearby Marina Nearby Power Boating Nearby Sailing Nearby Swimming Nearby
  • ENTERTAINMENT

    Books Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Highchair
  • LOCATION HIGHLIGHTS

    In The City Center Near A Hospital Near A Zoo On The Lake
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    Cobblestone Flooring In Public Areas Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Availability

Review Review

  • Alissa C.

    Submitted Apr 20, 2026

    Stayed Apr 16, 2026

    The house was charming and gave the perfect old Chicago feel.

  • Gabriel B.

    Submitted Mar 20, 2026

    Stayed Mar 13, 2026

    Beautiful and calm neighborhood withing great walking distance of any desirable location. The location itself is a well preserved slice of Chicago history.

  • Kathy B.

    Submitted Mar 8, 2026

    Stayed Mar 5, 2026

    This is not the first time we stayed here.The owner is accessible, place is clean, parking available , great for 2-4 guests and reasonable cost for location.Hope to return

  • NICK D.

    Submitted Dec 16, 2025

    Stayed Dec 12, 2025

    Beautiful and comfortable! My friends and I stayed here over the weekend and loved it. Convenient location within walking distance to come of the city’s best restaurants and bars. Clean, sunny and the beds were cozy! We will definitely consider staying here again.

  • Lesley M.

    Submitted Nov 28, 2025

    Stayed Nov 19, 2025

    Excellent location and very clean.

  • Jane J.

    Submitted Nov 11, 2025

    Stayed Nov 8, 2025

    The house was beautiful and spotless. Quiet location, short walk to Clark St with all the stores and restaurants. Would stay here again!!

  • Kim M.

    Submitted Oct 29, 2025

    Stayed Oct 22, 2025

    This home is a fabulous place in an excellent neighborhood, close to restaurants and a quaint downtown area. The host is very responsive. Home is comfortable, clean, and spacious.

  • Lukas H.

    Submitted Oct 17, 2025

    Stayed Oct 10, 2025

    It was a nice and clean space with 3 bedrooms and comfortable beds. It's a well decorated place in a beautiful area. We really enjoyed our stay.

  • Priscilla O.

    Submitted Sep 26, 2025

    Stayed Sep 19, 2025

    This is one of the best places I have rented. The apartment is spacious, comfortable, and very attractive, with lots of room for the 4 adults in our party to spread out, but also meet together. Spotlessly clean. The Andersonville neighborhood is delightful, and the lake is not too far away. Paul responded right away to the couple of questions we had. Exceptional.

  • Kathy B.

    Submitted Sep 14, 2025

    Stayed Sep 11, 2025

    It was very nice - just as described.We loved the location- quiet street near so many things

  • Brian W.

    Submitted Sep 9, 2025

    Stayed Sep 4, 2025

    Everything was ideal. Amazing!

  • Elari O.

    Submitted Aug 3, 2025

    Stayed Jul 31, 2025

    Very clean and beautifully decorated. Great, friendly neighborhood and outdoor space. Solid Wi-Fi access and speed for streaming Netflix etc. Kitchen has the basics needed if you’re planning on meals in the space including a selection of spices. That being said, there are plenty of restaurants in the area, and access to Uber and Lyft is a snap. Also, the host is friendly and responsive.

  • Meagan R.

    Submitted Jul 31, 2025

    Stayed Jul 27, 2025

    This rental is perfectly located for easy access to the main sites in Chicago. We were within 20 minutes driving to all the things we wanted to see, including less than 15 minutes to the beach! This place was also the cleanest place I've ever rented from VRBO and actually matched the pictures perfectly. I cannot recommend enough. I stayed here with my husband and two children, 6 and 3. They loved Chicago! Thank you Paul for a great stay

  • Marcus V.

    Submitted Jul 26, 2025

    Stayed Jul 18, 2025

    Great property, thoughtfully curated, and well cared for.

  • Hope L.

    Submitted Jul 19, 2025

    Stayed Jun 16, 2025

    Beautiful, clean apartment in an excellent location to walk to all of the shops and restaurants in Andersonville. Really nice being able to get to the redline into the city easily or take a long walk or very quick drive to the lake beach.

  • Angela P.

    Submitted Jul 1, 2025

    Stayed Jun 13, 2025

    My family and I had a truly fantastic stay here while in town for my daughter's college graduation. The location in Andersonville was both convenient and awesome (restaurants, cafes, and shops within easy walking distance). Even during a fabulous neighborhood festival, we were able to find street parking easily, and the street itself was pretty quiet, very residential and walkable. The stairs up to the second-floor apartment are a little tricky for those who have mobility or balance issues, but it's a great apartment I'd recommend highly. Paul is a great host--a very clear communicator and super responsive.

  • Lauren M.

    Submitted Jun 14, 2025

    Stayed Jun 7, 2025

    What a beautiful home!! So much original character and each living space had its own vibe. My 14 year old son and I were so comfortable throughout our week long stay. We could really spread out and give each other privacy when needed. The apartment was also surprisingly quiet at night! We slept like babies. Paul, the host, was incredible attentive and helped with any questions we had. Very professional. There is so much to do in the neighborhood and downtown is easy to get to by car, bus, or train. We biked all around Andersonville and along the lake front. It is a bustling community and everyone is out and about. Every restaurant we tried was amazing. Overall, it was the perfect vacation. We can’t wait to go back!

  • Clare D.

    Submitted Jun 10, 2025

    Stayed Jun 3, 2025

    We had a great stay and loved walking around Andersonville. We will definitely be back!

  • Renee B.

    Submitted May 8, 2025

    Stayed May 2, 2025

    We loved the apartment for a six day visit. It had everything one could need in terms of the kitchen. Though we didn't cook since there are so many good restaurants and cards walking distance..

  • Kerry S.

    Submitted Apr 7, 2025

    Stayed Apr 4, 2025

    Clean, quiet and comfortable! Close to Andersonville shops and restaurants. Great location in city!

  • Kim A.

    Submitted Apr 4, 2025

    Stayed Mar 26, 2025

    Fantastic location and wonderful property. Walking distance to lots of restaurants, cute stores, the Swedish Museum, and the train to go downtown. We loved the charm of this older home. Everything was very clean, the beds were soft, and the shower great! I was a little concerned about on street parking but we were always able to find a spot near by.

  • Megan S.

    Submitted Mar 25, 2025

    Stayed Mar 21, 2025

    Beautifully appointed apartment in the perfect location for all Andersonville has to offer.

  • Lorena M.

    Submitted Mar 16, 2025

    Stayed Jan 30, 2025

    this house was perfect for my parents to stay over the winter months. Paul was a wonderful host, communicated regularly with them when needed. The place was extremely clean and just as described. There was plenty of spaces to be in inside of the house which was helpful in the cold winter days. Would stay again.

  • Nancy H.

    Submitted Jan 26, 2025

    Stayed Jan 23, 2025

    Beautiful building! Comfy beds, well-stocked pantry with essentials. Great location, 2 blocks from CLark Street, but really quiet. Paul was great with communication.

  • andix3gmail

    Submitted Jan 19, 2025

    Stayed Jan 16, 2025

    Quaint and well appointed Victorian B and B. Tastefully decorated and only walking distance from nice shops restaurants and stores. Host quickly responds to questions. Very comfortable with all the comforts of home.

  • Sue F.

    Submitted Jan 4, 2025

    Stayed Dec 29, 2024

    We came to Chicago for the Winter Classic. My grown kids and myself. To say the property was well maintained is an understatement. We loved the place. We would definitely recommend staying there and would love to stay there again. Our property owner Paul was wonderful so helpful we appreciated his hospitality if I could give 10 stars I would!!!

  • Karen O.

    Submitted Dec 31, 2024

    Stayed Dec 22, 2024

    We stayed in this apartment over the Christmas holiday. It was very comfortable and conveniently located. We walked just about everywhere we went. Paul was a great host —helpful and available!

  • Submitted Oct 27, 2024

    Stayed Oct 22, 2024

    My sister and I stayed in this lovely apartment for four days, and it was everything we needed it to be (and more, since we didn't take advantage of the well stocked kitchen; we were on vacation, after all). Lovely setting for a fall visit to Chicago. Everything was very comfortable and clean and the owner was very responsive to messages and even inquired if we were warm enough when the temperatures turned a little chilly one day. I hope I might get a chance to stay here again, perhaps for a friends' weekend.

  • Marisa F.

    Submitted Oct 22, 2024

    Stayed Oct 17, 2024

    This property is truly a beautiful and comfortable space with all of the amenities you could want. The host was proactively communicative and welcoming and the neighborhood gives off the same vibe. All the stars, highly recommend. Thank you again!

  • Nathaniel H.

    Submitted Oct 10, 2024

    Stayed Oct 5, 2024

    Great place, friendly host. Definitely would stay again.

  • Gary A.

    Submitted Oct 5, 2024

    Stayed Sep 3, 2024

    Our second, and most certainly not last, trip to the Winona property. Absolutely perfect stay again. See you next year.

  • Family L.

    Submitted Sep 4, 2024

    Stayed Aug 28, 2024

    Great apartment right by the village. It was even an easy walk home from Wrigley. Very comfortable, clean and nice decor.

  • Peter L.

    Submitted Aug 27, 2024

    Stayed Aug 20, 2024

    Nicely decorated, quiet and clean 2nd floor unit. Great communication with owner. Easy walk to Andersonville. Walkable to Lincoln Square, Wrigley, and lake. Highly recommended!

  • Stephen Y.

    Submitted Aug 20, 2024

    Stayed Aug 15, 2024

    Paul's place was perfect for the four of us and came as advertised!! Close to all forms of public transit so it was easy to get to downtown, or just about anywhere else. If you don't want to go far, Andersonville has many dining options a close walk away.

  • Michael R.

    Submitted Aug 18, 2024

    Stayed Aug 9, 2024

    Our host and the apartment were perfect. This is an experienced host… Exceptionally clean and well appointed place. We and our international guests were very comfortable and happy here.

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Total

Includes taxes and fees
$295+
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