
Places to stay near Humboldt Park
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Top-rated holiday rentals near Humboldt Park
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Bright, Modern Apartment in a Vintage Greystone
Enjoy morning coffee by the sunny bay window in this vintage apartment with classic modern style. The apartment features vintage charm with modern amenities, queen memory foam bed in bedroom and queen sofa bed in living room. Parking is available in the back lot for an additional $25 per night. For reservations over three weeks, we require a cleaning every 2 weeks at a cost of $60 per cleaning. Apartment is located on the 3rd floor of a three story building and you will need to climb stairs.

Humboldt Park Traveler's Lodge
Come stay at my gorgeous condo! Featuring exposed brick, a private entrance, stainless steel appliances, and a queen bed --> all on a quiet tree lined street! It's a perfect place to re-energize between big city adventures. Free street parking, and a 5 min walk to some of the best independently owned shops, restaurants, and bars in the city. Also, the massive and incredible Humboldt Park is also just a 5 min walk away! Please reach out for recommendations - I love giving them to people!

Private Roofdeck! Location! Parking! Amazing home!
Large Bucktown home with plenty of space for the whole family! Your group will have the best stay in the perfect location to explore all that Chicago has to offer. Steps away from the 606 walking trail and one block from the Blue Line. This home is situated on a beautiful tree lined street with charming bungalows highlighting Bucktown architecture. The home offers 2 floors of living space with a large kitchen, dining room, living room and 3 bedrooms. Custom bath with w/d. Parking included!

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.

Private coach house near transit shops & nightlife
This newly renovated coach house comfortably accommodates 3 adults but can sleep 4. Only a 7 minute walk from the "L" train (CTA blue line to O'Hare airport & downtown). Close to Chicago's Wicker Park and Logan Square neighborhoods with lots of nightlife and dining options within a 10-15 minute walk. The ~750 sqft space features a bedroom and office upstairs; the ground floor has a combined kitchen/living room and one bathroom. 4 guest limit based on city of Chicago occupancy ordinances.

Colorful & Peaceful Boho-Chic Unit in Logan Square
Kick back & relax in your home away from home in our stylish, spacious and peaceful abode in the center of the Logan Square neighborhood, close to downtown and the CTA Blue Line. Featuring incredible natural light, modern amenities & beautiful artwork, the apartment is impeccably clean and designed to ensure you have the best travel experience possible. Located near the popular Milwaukee Avenue, you're only blocks away from local breweries, restaurants, coffee shops and much more!

Cozy Garden Studio in West Town, w/ Private Entry.
Nestled in a vibrant neighborhood, this cozy lower-level studio is your perfect urban retreat! Ideal for solo travelers or couples, the studio offers everything needed for a comfortable stay: high-speed WiFi, a smart TV, and a well-equipped coffee/tea station for those slow mornings. Located near Chicago’s West Town, you’ll have easy access to local favorites, trendy cafes, and must-see spots. Book now for a stay that feels like home while you explore all Chicago has to offer!

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).

Modern/Spacious 2BR/2BA West Town
Light, airy and luxurious, our duplex has a self-contained, 1400 sq. ft. 2nd floor with a private street entrance. There are two bedrooms and two baths. The master bedroom has a fireplace, a private balcony and a huge bathroom ensuite. In addition there is a dining room and living room. Minimal kitchen facilities include small fridge and micro. Easy commute downtown- 20 by car, 25 by bike and 30-40 minutes via public transportation. Close to hwy and public trans.

Beautiful (No Chores No Cleaning Fees)
Intimate, Beautiful, Romantic. An elegant space furnished with white leather couches, marbled tabletops, and tasteful bourdouis art. Big windows, high ceilings, sunroof, spiral chandelier, roofdeck flower garden and wall. Fast wifi, in unit laundry, easy free street parking. Easy going host not uptight. Read the amazing reviews. ( roof deck and garden generally open mid may when the weather permits) NO PARTIES!

Stylish 2BR stunner w/ unbeatable location
Discover the perfect urban retreat in a newly renovated flat with all the modern amenities. Nestled at the border of Ukrainian Village and Wicker Park, this classic Chicago 2-flat offers modern amenities in a historic setting, tucked away in a peaceful corner just steps away from the vibrant city life of Division and Damen with its countless restaurants, watering holes, and one-of-a-kind shops.

Cozy/Spacious WFH Family Friendly w Permit Parking
Bright first-floor private apartment with free parking passes for permit-only street parking. Enjoy the wide-open windows, a private outdoor space, and two bathtubs for ultimate relaxation. Cook for yourself in the fully-equipped kitchen or explore some of the amazing restaurants nearby. Family/baby friendly with included highchair, pack n' play, crib, baby monitor, and more!
Popular amenities for holiday rentals near Humboldt Park
Condo rentals with Wi-Fi

Lovely top floor 2BR/2BA, steps from everything!

Ukrainian Village 3BR/3BA • Private Patio, Parking

Modern Izakaya Studio in Wicker Park

Inspired, luxe living in Logan Square on BLVD #1

Logan Square Beauty with 2 Bedrooms W/parking

3D Tour! Designer Condo near Logan Square

Wicker Park/Bucktown condo with large balcony

Stylish 2-bedroom flat in Vibrant Bucktown.
Family-friendly house rentals

City Cottage in Logan Square-Avondale

Amazing Penthouse: Views, Hot Tub, Cold Plunge!

Cool Quiet Coach House, Private Access + Patio

Entire first floor in Lincoln Square!

Wrigleyville Southport Studio

Entire house in Lakeview with yard and garage

Kid friendly 2 bedroom w/ private office

Lux 5BR Near Downtown | Rooftop +Garage + Spa Bath
Apartment rentals with air conditioning

Bucktown Brick Cottage Apartment

Cozy and Spacious! Logan Square Apartment

Logan Square 2BR Garden Unit

Sun filled tranquil 2 br great part of Logan Sq.

Turquoise Wonder - Clean, Cozy & Stylish Apt

Spacious & Clean Ukrainian Village 2 Bedroom!

Clean & Bright Chicago Condo - FREE Parking Spot

Cozy Ukrainian Village Two Bedroom Apartment
Other great holiday rentals near Humboldt Park

Entire 3 BR+2 office areas & deck, top floor condo

Vintage Ukrainian Village Apartment

Bright & Spacious Boho Oasis: A Warm Retreat

Amazing Fun Condo, City view next to 606 Trail!

Logan Square Chicago 2BR cottage, close to it all!

Stylish 2-Bedroom Wicker Park Apartment

Designer Loft in Fulton Market with Parking

The Driscollucci’s
Destinations to explore
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Museum of Science and Industry
- Oak Street Beach
- Illinois Beach State Park
- Indiana Dunes State Park
- Willis Tower





