Vacation rentals in Wicker Park, Chicago

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Top-rated vacation rentals in Wicker Park, Chicago

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Guest favorite

Apartment in Wicker Park

4.97 out of 5 average rating, 236 reviews

Stylish First Flr. Studio. Best Location Division+Hermitage.

Clean! Private! Studio located in the popular Ukrainian Village. This quiet unit is located in a charming 19th century pink brick Victorian cottage. It is a great retreat from work or play when visiting Chicago. This welcoming space features modern amenities, stylish decor with unique artwork, tall ceilings and an inviting color palette. Hermitage House Studio a perfect home away from home with in unit laundry, cable with On Demand and green filled backyard patio perfect for sipping your morning coffee or tea. Need 2nd space same building? Check out airbnb.com/h/chicago-hermitage-loft2 This private –very hip studio apartment - completely renovated and newly decorated is set up like a posh hotel suite with all the amenities of home!! Used for guests only this cozy and modern first floor apartment is set in an 1892 vintage brick cottage with a beautiful outdoor rear patio on a quiet tree lined street! This richly colored designer decorated space with all original artwork has comfort in mind. It has plenty of seating including a comfortable leather sofa, a cool desk area and raised bar. Hardwood floors throughout living space, 9’ ceilings, washer/ dryer, central air and heating, hotel like bathroom with soaking tub and an in unit stacking washer/dryer. Modern white kitchen has granite countertops, quartz sink, gas stove-oven, dishwasher, garbage disposal , microwave. The kitchen has many fun gadgets like French press coffee maker, electric tea pot and more. Everything is available for you to use. The high counter with barstools separates the kitchen from the living/sleeping space. The relaxing bedroom area accommodates 2 with a queen pillow top Serta mattress, great lighting, beautiful Mediterranean blue curtains and storage end tables filled with additional blankets. A full aero bed can accommodate a third person if needed. There is a custom closet system with great storage for personals, shoes and folded clothing. Perfect for a couple or an Airbnb business user! Flat screen TV with cable and movie channels Fast Wi-Fi This unit is located in the quiet first floor rear of this building. The first floor rear patio is yours to enjoy! The upper level deck is private. This unit features a digital locks. You will be able to pick your own code before check-in. I am readily available but will respect your privacy unless you need me. I live in the building (Sometimes out of town) but always accessible by phone or internet if anything is needed but the place is yours to enjoy! Located just steps off bustling Division Street this neighborhood has it all without the fuss of downtown. Within walking distance there are restaurants with cuisines from around the world as well as comfort food. Nightlife options including live music and sports venues. There is boutique shopping, art galleries, a local gym and even a mini Target. This cozy Studio is quick walk from the Division St. Blue-Line train that will get you downtown or to O'hare Airport in minutes. Just two blocks to the Division Blue line running from O’Hare and downtown at the intersection of Division/Ashland/Milwaukee This is a great walking neighborhood but it is easily accessible to many buses, cabs, trains and even the new shared Divvy bike station just a block from the studio. If you choose to drive there is zoned parking permits available- 1 per day. I will happily provide directions to attractions, neighborhoods, great food, groceries, coffee and nightlife

Nov 1 – 8

ﺩ.ﺇ596 per night

Guest favorite

Apartment in Wicker Park

4.96 out of 5 average rating, 245 reviews

Newly remodeled 1BR! Only 5 MIN walk to BLUE LINE!

Located in the heart of Wicker Park, just a 5 min walk to the Damen blue line stop. This phenomenal location allows you to access EVERYTHING Chicago has to offer without having to rent a car. Experience the best of Chicago, all within a short walk from your stay. World class bars, restaurants, and shopping all within walking distance. Want to explore downtown or catch a Cubs game at Wrigley? Hop on the "L" train and use the CTA to go anywhere in the city. This cozy garden apartment has it all.

Oct 6 – 13

ﺩ.ﺇ815 per night

Superhost

Apartment in Logan Square

4.84 out of 5 average rating, 109 reviews

Convenient local, private apt. on the Northside!

A beautiful renovated private apt near the heart of Logan Square just a few blocks away from Bucktown & Wicker Park. Please see our reviews to ensure this is the spot for you! We are in an area surrounded by great restaurants. Logan Sq is one of the city's most popular areas for dining and entertainment and is home to a few of Chicago's most highly rated restaurants. Whether it is live music; comedy, bar hopping, dancing, or dining, you will find a plethora of options sure to suit your desires.

May 1 – 8

ﺩ.ﺇ387 per night

Guest favorite

Apartment in West Town

4.98 out of 5 average rating, 217 reviews

Ukrainian Village Garden Retreat

A newly updated 1 bedroom, 1 bathroom apartment in Chicago's historic Ukrainian Village. Located a few blocks from Wicker Park, Ukrainian Village is a small historic district of Chicago filled with historic architecture. Access the apartment via a smart lock, the apartment includes everything you need for a comfortable stay, including a queen-sized bed, full kitchen, fiber high-speed internet (100+ Gbps up and down), smart TV, modern bathroom, in-unit washer & dryer, and free garage parking.

Dec 1 – 8

ﺩ.ﺇ662 per night

Superhost

Apartment in Logan Square

4.9 out of 5 average rating, 282 reviews

Modern Logan Square Apartment, steps from train!

The apartment is close to Logan 11 Bar, The Boiler Room, The Chicago Diner: Logan Square, Revolution Brewery, Cafè Mustache. You’ll love the place because of the location, the neighborhood, transport convenience (30 second walk), Divvy bikes accross street, 606 elevated path amongst countless other things to check out. Travelers, families, & big group welcome but It's NOT a place to host parties, please not that it can be rather noisy because of the bar downstairs. By train 15mins downtown.

Nov 9 – 16

ﺩ.ﺇ488 per night

Guest favorite

Apartment in West Town

4.96 out of 5 average rating, 119 reviews

Cozy Urban Getaway East Village Apartment

Cute, airy space ideal for singles or couples traveling to Chicago for a fun weekend...or a month! Walkable to hip eateries/tacorias/ bars, yummy coffee shops, boutique grocery stores, open parks--and less than a mile from the Blue Line--which can take you to O'Hare Airport or downtown. Designer kitchen is fully stocked with all you would need for an easy night in. Living room features comfy couch and local artists' work. Guests report this is one of the best showers they've experienced!

Dec 3 – 10

ﺩ.ﺇ635 per night

Guest favorite

Apartment in Humboldt Park

4.98 out of 5 average rating, 105 reviews

Humboldt Park Loft

Bright and spacious loft style 1 bedroom/1 bathroom apt in the Humboldt Park neighborhood of Chicago. Renovated A-frame large attic space on the second floor of our house. Private apartment with open lay-out plan, full kitchen, and lots of natural light. Close to Logan Square and Wicker Park neighborhoods. Walking distance to Humboldt Park and the 606 trail. Two blocks to Kimball/Homan and North Ave buses. Quiet residential street with free and easy street parking. Smoke and pet free space.

Jun 23 – 30

ﺩ.ﺇ450 per night

Superhost

Apartment in Wicker Park

4.78 out of 5 average rating, 215 reviews

Private Studio Apt in the Heart of Wicker Park!

*No Hidden Cleaning Fees or Deposits* Enjoy Wicker Park with your own private renovated studio apartment! This large studio is on the corner of Wood St & Le Moyne St. The apartment comes complete with a large living space, pull out couch bed, kitchenette with fridge & microwave, air conditioning, wifi, TV, new bathroom, laundry facilities, and a communal rooftop deck with skyline views. Close to EL train, highway, shopping, restaurants, nightlife, cafes, 606 bike trail and more!

Nov 12 – 19

ﺩ.ﺇ497 per night

Guest favorite

Apartment in West Town

4.96 out of 5 average rating, 262 reviews

Turquoise Wonder - Clean, Cozy & Stylish Apt

Clean, stylish & comfy apartment, perfect for 1 or 2 adults. 2 guest maximum, no children. Close to public transit (bus), wonderful restaurants & bars, gift shops, boutiques, coffee shops, parks, museums & more. Ukrainian Village/Humboldt Park area. King size comfortable Tempurpedic mattress. Central heat, A/C. Nice kitchen w/ stainless appliances, excellent bathroom, shower & tub. Free street parking. Relax in the comfort of the Turquoise Wonder! Enhanced cleaning protocols for COVID.

Dec 4 – 11

ﺩ.ﺇ358 per night

Guest favorite

Guest suite in Logan Square

4.87 out of 5 average rating, 240 reviews

Beautiful 1-bedroom, 1-bathroom Bucktown Apartment

Amazing Bucktown neighborhood. You'll love the in-law apartment because of the privacy and convenience! The unit features a brand new Beautyrest Black King-size bed, beautiful sunken Roman tub/shower (NOTE guests must be able to step up and out of tub), living room with a TV with DVD player and the ability to stream. 10 min walk to public transportation (Blue Line). 10 min taxi/Uber ride to Downtown OR Wrigley Field OR Lake Michigan. Walk-ability to all of Bucktown/Wicker Park.

May 7 – 14

ﺩ.ﺇ485 per night

Superhost

Condo in West Town

4.87 out of 5 average rating, 105 reviews

Spacious Duplex in Great Location

This below-grade unit has everything you want! Nestled on a quiet tree-lined street public transport is close by and downtown is a quick car ride away. The condo has lots of space and all the amenities you can ask for - plenty of parking, a King sized bed with premium linens, a luxury memory foam mattress, walk-in closet to store all your things, double spa shower, and a coffee bar stocked with top shelf Nespresso coffee. This unit books up quickly, so grab it today!

Aug 25 – Sep 1

ﺩ.ﺇ487 per night

Superhost

Loft in Wicker Park

4.78 out of 5 average rating, 481 reviews

Wicker Park Loft - Walk To Everything!

Walk to Bucktown & Wicker Park bars, restaurants & shopping from this large apartment in working artists' building. 10 minute WALK to CTA Blue line TRAIN. FREE STREET PARKING. Premium mattresses and all essentials provided. Resident artists work on the first floor of this historic former telephone repair and switching station. Very laid back vibe.

Sep 23 – 30

ﺩ.ﺇ478 per night