Entire apartment

Great Location-Beautiful Friendly Andersonville Neighborhood

Apartment near Lake Michigan in Chicago

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Exterior detail
Dining
Interior
Smart TV, books
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire apartment

3 bedrooms1 bathroomSleeps 692 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Chicago, IL
  • Place, Riviera Theatre
    ‪18 min walk‬
  • Place, Aragon Ballroom
    ‪18 min walk‬
  • Place, Lincoln Park
    ‪19 min walk‬
  • Airport, Chicago, IL (ORD-O'Hare Intl.)
    ‪30 min drive‬

Room options

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About the area

Chicago

City center stay.Your stay at this Uptown apartment places you within 3 miles (5 km) of Lake Michigan and Wrigley Field. Riviera Theatre and Lincoln Park are also within 2 miles (3 km).

What's nearby

  • Swedish American Museum Center - 3 min walk - 0.3 km
  • Andersonville Galleria - 5 min walk - 0.4 km
  • Riviera Theatre - 18 min walk - 1.5 km
  • Aragon Ballroom - 18 min walk - 1.5 km
  • Lincoln Park - 19 min walk - 1.6 km

Getting around

  • Chicago Ravenswood Station - 14 min walk
  • Argyle Station - 15 min walk
  • Chicago O'Hare Intl. Airport (ORD) - 36 min drive

Restaurants

  • ‪The SoFo Tap - ‬6 min walk
  • ‪Replay Andersonville - ‬9 min walk
  • ‪Starbucks - ‬6 min walk
  • ‪Hopleaf - ‬3 min walk
  • ‪Meeting House Tavern - ‬5 min walk

About this property

Great Location-Beautiful Friendly Andersonville Neighborhood

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,

Similar properties

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the apartment: Free WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Smart TV with cable/satellite channels

Outdoor areas

  • Fenced yard
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Cobblestone flooring in public areas
  • Hardwood flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In the city center
  • Near a hospital
  • Near a zoo
  • Near the marina
  • On a lake

Things to do

  • Bicycle rentals
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Ice skating nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycle rentals
  • Garden
  • Recycling
  • Unit size: 990 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Hand wash any used dish's. You can leave them in the dish rack on the counter.
Bring the trash and recycle out. The containers are out back between the garages.
Place the towels in to the laundry basket across from the bathroom door. Hang any really wet towels over the side of the bath tub.
Failure to complete these may result in a negative review from the host.

Rules

Short Term Rentals Only 14 NIGHT MAXIMUM STAY NO EXTENDED STAYS without owner Authorization NO LARGE GATHERINGS in the apartment Minimum Kid Age is 13
Shoes ARE NOT PERMITTED to be worn in the apartment Please REMOVE YOUR SHOES at the top of the front and back stairs before entering the apartment
LIMITED STORAGE. Best to bring smaller luggage for easier access and storage NO SMOKING or burning candles in the apartment or on premises..

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

Great Locationbeautiful Frien
Great Location beautiful Friendly Andersonville Neighborhood
Great Location beautiful Frie

Frequently asked questions

How close is Great Location-Beautiful Friendly Andersonville Neighborhood to the airport?

This apartment is 13.6 mi (36-min drive) away from the Chicago O'Hare Intl. Airport (ORD) airport, the closest popular airport to the property.

Does Great Location-Beautiful Friendly Andersonville Neighborhood have an airport shuttle?

Airport shuttle services are not available at this apartment.

How close is Great Location-Beautiful Friendly Andersonville Neighborhood to the beach?

This apartment is 1.7 mi (12-min drive) from Kathy Osterman Beach and 1.9 mi (11-min drive) from Montrose Beach. Don't forget your sunscreen!

Does Great Location-Beautiful Friendly Andersonville Neighborhood offer free breakfast?

This apartment does not offer free breakfast.

Is there a casino at Great Location-Beautiful Friendly Andersonville Neighborhood?

No, there is no casino at this apartment, but Bally's Casino Chicago (9-min drive) and Rivers Casino (17-min drive) are nearby.

What time is check-in at Great Location-Beautiful Friendly Andersonville Neighborhood?

Check-in begins at 4:00 PM.

Is there free parking at Great Location-Beautiful Friendly Andersonville Neighborhood?

Free parking is not available at this apartment.

Does Great Location-Beautiful Friendly Andersonville Neighborhood have a pool?

This apartment does not have a pool.

Does Great Location-Beautiful Friendly Andersonville Neighborhood have a spa?

There are no spa services available at this apartment.

How close is Great Location-Beautiful Friendly Andersonville Neighborhood to downtown Chicago?

This apartment is 7 mi away from Chicago.

Great Location-Beautiful Friendly Andersonville Neighborhood Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 192 out of 206 reviews
Rating 8 - Good. 14 out of 206 reviews
Rating 6 - Okay. 0 out of 206 reviews
Rating 4 - Poor. 0 out of 206 reviews
Rating 2 - Terrible. 0 out of 206 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Lesley M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location and very clean.
Stayed 4 nights in Nov 2025
Verified

8/10 Good

Gabriel B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful and calm neighborhood withing great walking distance of any desirable location. The location itself is a well preserved slice of Chicago history.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Kathy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Lukas H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Jane J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was beautiful and spotless. Quiet location, short walk to Clark St with all the stores and restaurants. Would stay here again!!
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Kathy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was very nice - just as described.We loved the location- quiet street near so many things
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

NICK D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

thayna b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Would stay here again!

Clean, great neighborhood, perfect for our family of four!
Stayed 4 nights in May 2023
Verified

10/10 Excellent

Alexandra D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent stay

Host and neighborhood were wonderful!
Stayed 6 nights in May 2023
Verified

10/10 Excellent

Clare D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home in a beautiful neighborhood!

We had a great stay and loved walking around Andersonville. We will definitely be back!
Stayed 4 nights in Jun 2025
Verified

10/10 Excellent

Kerry S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great for a comfortable stay in a cute neighborhood.

Clean, quiet and comfortable! Close to Andersonville shops and restaurants. Great location in city!
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Kim M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 5 nights in Oct 2025
Verified

10/10 Excellent

Marcus V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Andersonville, Wrigley Field, & Chicago

Great property, thoughtfully curated, and well cared for.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Nathaniel H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Andersonville

Great place, friendly host. Definitely would stay again.
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Jeremy J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Stay

Wonderful experience and location. It was a great place to stay and return to Chicago with our family to share where we once lived. Thank you for the great accommodations.
Stayed 3 nights in Apr 2023
Verified

10/10 Excellent

Kyrstie N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Love Chicago!

Perfect location for us!
Stayed 7 nights in Dec 2023
Verified

10/10 Excellent

Garry M.

Clean, fun decor. Great neighborhood.

I have stayed here before and will again. No surprises and easy access to restaurants and activities.
Stayed 2 nights in Jul 2018
Verified

10/10 Excellent

Brian W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was ideal. Amazing!
Stayed 5 nights in Sep 2025
Verified

10/10 Excellent

Hope L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 30 nights in Jun 2025
Verified

10/10 Excellent

Megan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location, Location, Location!

Beautifully appointed apartment in the perfect location for all Andersonville has to offer.
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Suzy F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family time in Chicago

We had a great time in this lovely apartment
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Gary A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another wonderful stay

Our second, and most certainly not last, trip to the Winona property. Absolutely perfect stay again. See you next year.
Stayed 32 nights in Sep 2024
Verified

10/10 Excellent

Amy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Property

We had a great stay at this property. It was clean, comfortable and well organized. We would highly recommend anyone choosing this apartment for your visit to the Chicago area.
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Curtis B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stay in Andersonville

We had a great time in Andersonville at Paul’s place. The space was roomy and perfectly accommodated our guests.
Stayed 3 nights in Apr 2024
Verified

10/10 Excellent

Korie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely place to stay

We enjoyed our stay here very much. So much charm. The beds were comfortable, the neighborhood was quiet, and many stores and restaurants were in walking distance. We also walked to Wrigley Field which was an enjoyable walk down Clark St.
Stayed 4 nights in May 2024