Places to stay near Wicker Park

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Top-rated holiday rentals near Wicker Park

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Guest favourite

Apartment in Chicago

4.82 out of 5 average rating, 449 reviews

WESTERN AVE ARTISTS LOFTS- Park Free

FREE street PARKING. Walk to Wicker Park restaurants, bars & shopping. 10 MINUTE WALK to CTA Blue line TRAIN-Damen stop. Premium queen mattress ( small bedroom but a queen bed) & brand new sofa bed. Full kitchen & washer & dryer in apartment. Resident artists work on first floor of this historic former telephone repair and switching station. Very laid back vibe. EVERYONE is Welcome. All guests must be on the reservation for $total. Note $30 per night per guest charge AFTER 2 Guests ( 3&4)

Top Guest favourite

Apartment in Chicago

5 out of 5 average rating, 129 reviews

Beautiful, Clean 2BD/1BA/parking;Centrally located

PRIME LOCATION & FREE Parking in the Unit: Clean, modern, and eccentric condo with 11 ft ceiling, brick wall, and lots of natural light! Our home is in the heart of Wicker Park- one minute walk to the busy Milwaukee street bustling with restaurants, cafes, bars, shops, and theaters. The condo is a five minute walk away from the Damen Blue Line allowing easy access to the city and to O’Hare airport. We’re also a 12 minute drive to beautiful Lake Michigan. Early checkin/late checkouts upon availab

Guest favourite

Apartment in Chicago

4.94 out of 5 average rating, 145 reviews

Spacious Studio w/Balcony in Bucktown/Wicker Park

My place is in the heart of one of Chicago's Hottest and Hippest neighborhoods(Wicker Park/Bucktown) with everything you need or want within a short walk - Transportation(Blue Line Train) which is a direct shot to and from O'hare airport, Dining, Nightlife, High End boutique shopping. 15 minutes to the Magnificent Mile, Millennium Park, Wrigley Field. Perfect for couples, solo adventurers, and business travelers with Internet and Cable TV included. Sleeps 2 adults comfortably w/sleeper sofa.

Guest favourite

Condo in Chicago

4.91 out of 5 average rating, 116 reviews

WONDERFUL WICKER PARK 2BD/2BA w/ patios +parking

Escape into this spacious condo in a bustling top-notch, Chicago neighborhood! Guests love this home because: - Surrounded by top-notch restaurants/retail - Close to all popular attractions that make Chicago so great - Luxurious, newly-renovated interior filled with natural light - Open-floor plan for entertaining! - 2 private walk-out patios! - Fast WiFi (600 mbps) - Master en-suite w/ separate walk-out patio - Designated parking spot! - Steps away from blue line Damen station (800 feet)

Guest favourite

Apartment in Chicago

4.96 out of 5 average rating, 158 reviews

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

Location! Location! Location! Prime Wicker Park Location on Milwaukee! This spacious, cool, vibrant, eclectic, fully equipped apartment is close to everything, making it easy to plan your visit. Bright top floor unit with a private patio to just chill and unwind or walk downstairs and your literally in the heart of Wicker Park. Super easy access to downtown nightlife/lake/museum all within 15 minutes and super easy commute to O'hare. CTA busses all around and a 2 minute walk to the Blue Line.

Guest favourite

Apartment in Chicago

4.9 out of 5 average rating, 105 reviews

Luxury Designer Penthouse Loft | Sleeps 20

Designer Penthouse in the heart of Wicker Park! Sleeps up to 20 people! Enjoy your own private loft in Chicago's hip and trendy Wicker Park-one of the city's centers nightlife, restaurants and cultural scene. This 4,500 square foot penthouse sits on an entire floor features 18 foot open vaulted ceilings, authentic loft feel, 4 bedrooms/3 bathrooms, and is perfect for families, professionals visiting the city on work trips, and everything in between. The cityscape views are truly unbeatable!

Top Guest favourite

Apartment in Chicago

4.98 out of 5 average rating, 108 reviews

Colorful Bucktown Garden Apartment

Enjoy a stylish experience at this centrally-located apartment. Close to all of the neighborhood amenities including the 606 trail, shopping district, highly reviewed restaurants, blue line "el" train, neighborhood parks, and more. Walk to everything you need or jump on the blue line to get downtown quickly. Our colorful space is perfect for your city stay. Enjoy comfortable spaces including an oversized bedroom, cozy living room, fully appointed bathroom, dining area, and a kitchenette.

Guest favourite

Holiday home in Chicago

4.88 out of 5 average rating, 103 reviews

Penthouse. Historic Wicker Park. Walk | Shop | Eat

Urban Oasis. New Wicker Park Oasis Collection Launched. Brand new furnishings, beds and Decor in this prime Wicker Park location. Enjoy our intimate home with unparalleled access just steps to restaurants, boutique shops, bars & nightlife-one of Chicago's artistic & creative neighborhoods. Blue Line Train runs direct from O'Hare Airport to Downtown, Damen Stop 3 blocks away. Ambient city & train noise is to be expected in and around our home. Reserved Parking available. 1 Dog $35/night.

Guest favourite

Apartment in Chicago

4.93 out of 5 average rating, 117 reviews

【Central】- Eclectic Fun 1BR APT in Wicker Park

Located in the heart of Wicker Park! Just a 5-min walk from the CTA blue line Damen station. This bright second floor 1-bedroom, 1-bath apartment allows you to access EVERYTHING Chicago has to offer all within short walking distance, with great nightlife. Just walk downstairs, you will find trendy restaurants, cocktail bars, cozy coffee shops and a variety of shops in this popular neighborhood. Want to explore downtown? Uber/Lyft or Hop on the CTA "L" train to go anywhere in the city.

Top Guest favourite

Apartment in Chicago

4.97 out of 5 average rating, 544 reviews

Fully Furnished Apartment Wicker Park Free Parking

Hello and welcome to all seeking a comfortable and convenient place to stay in Chicago! Please enjoy your time away from home in our fully furnished apartment located in the trendy neighborhood of Wicker Park! Please view the list below of all the wonderful amenities we offer to every guest staying out apartment. Again if you have any questions or comments please do not hesitate to ask. I look forward to seeing you and having your apartment ready soon! Thank you! One night available

Guest favourite

Condo in Chicago

4.92 out of 5 average rating, 107 reviews

Elegant Wicker: Wolcott & Milwaukee Ave

Our 2 bedroom, 2 bath condo is Perfect for large families, event goers, and business travelers needing a place to rest. Lovely, mature, elegant & modern space! 5min walk to the Blue line Damen stop! The private condo is recently renovated and has all new upgraded appliances, gas wolf range, subzero double fridge and all the essentials! It is on Wolcott Ave exactly between Milwaukee & Division. Yes we are licensed and have a registration # with the city of Chicago # R20000058371.

Guest favourite

Home in Chicago

4.97 out of 5 average rating, 255 reviews

Division St Designer Home In Heart of Wicker Park

Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).