
Places to stay near Humboldt Park
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Top-rated holiday rentals near Humboldt Park
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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.
4.91 out of 5 average rating, 397 reviews
Logan Square 2nd Floor Chicago Victorian
Walk up the stairs to your sunny 7 rm, 2 queen bedrooms with full kitchen & 10' ceiling. 1/2 block the 2.9 mile walking/running/biking 606/Bloomingdale Trail that travels over other neighborhoods you can explore. In 2024, 'Time Out Magazine' voted Logan Square, one of the top 'Cool Neighborhoods in the World'. Walking distance to many restaurants, bars, breweries (beer & coffee) 20 min. walk to the Blue Line 'L' for O'Hare or Downtown. Rosa's - 'Chicago's Best Blues Club' - NY Times- 3 blocks
4.96 out of 5 average rating, 343 reviews
Paradise on the Boulevard!
Amazing 2 bedroom garden apartment, located in the heart of the highly desirable Logan Square. This luxurious space with heated polished concrete floors & spa inspired bathroom is situated on the Historic Logan Boulevard, just steps from CTA Blue Line. Fabulous restaurants and coffee shops across the street. The apartment has a private entrance & access to a fabulous shared backyard space. The owner's treehouse deck can be reserved by request. Peace, convenience & excitement are right here.
4.99 out of 5 average rating, 112 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.
4.97 out of 5 average rating, 185 reviews
*Beautiful apartment* - a few mins from the park.
Comfortable & Spacious beautifully furnished home! 2 large bedrooms, and 2 large bathrooms. Fully equipped kitchen. This is a 1500 sq ft of a home away from home with in unit laundry. Free street parking! The home is a few blocks from Humboldt Park! Blocks to the train and other nearby transportation. Easy to get a Lyft/Uber from the unit. Walking distance to restaurants, cafes and bars! Free Street parking directly in front of the building, there is no permit or parking pass needed.
4.89 out of 5 average rating, 110 reviews
Entire 3 BR+2 office areas & deck, top floor condo
Welcome! This gorgeous spacious top floor unit of a 3 flat provides ample daylight and easy access to many of Chicago’s great neighborhoods. Parking is easy and permit free. There is central AC and heat that’s controlled by a smart unit which will provide you with the perfect indoor temp at all times. This is a 3 bedroom 1 bath plus 2 office desks that has high speed internet, perfect for working from home as well. We are not on site but please let us know how we can best serve you!
4.8 out of 5 average rating, 103 reviews
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!
4.75 out of 5 average rating, 359 reviews
Logan Square Video Game Loft
Treat yourself to a unique stay in this hip video game themed studio. Enjoy the comfort of this large, bright space—and the games and artwork on display—during your trip. Explore the happening neighborhood scene in the Logan/Bucktown/Wicker Park area via the 606 walking trail (right outside the door) or walk two blocks to the Blue Line el stop for easy access to downtown or the airport. *Please be sure to review the Other Things to Note section as well as our house rules.
4.87 out of 5 average rating, 364 reviews
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.
4.93 out of 5 average rating, 299 reviews
2 Bed Guest Unit-Free Street Parking - Great Beds
Located just a short walk to fantastic restaurants, bars, coffee shops, and boutiques, this apartment is the perfect getaway for anyone that wants a real Chicago neighborhood experience. Right in the middle of the city and perfectly situated! The decor of this 2 bedroom apartment is very stylish and comfortable. Located only 2 blocks from a gorgeous 209 acre park and just south of the new 606 bike path. To know this neighborhood is to absolutely love it.
4.88 out of 5 average rating, 181 reviews
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!
4.92 out of 5 average rating, 146 reviews
Checkerboard Studio, Private Outdoor Hot Tub, Yard
Soak in the private outdoor hot tub in the leafy, fenced-in yard outside this spacious studio. The home boasts high ceilings with exposed silver ducting and eclectic decorations, including cow print furniture, and an intricately carved bathroom door. While the decor is eclectic, the king-size bed sets the standard for comfort.
4.86 out of 5 average rating, 540 reviewsPopular amenities for holiday rentals near Humboldt Park
Apartment rentals with wifi

Welcoming 2BR in Chicago's Best Neighborhood!
4.85 out of 5 average rating, 365 reviews
Humboldt Park Traveler's Lodge
4.85 out of 5 average rating, 513 reviews
Sunny Getaway Steps from Bucktown + Wicker Park
4.77 out of 5 average rating, 162 reviews
Modern Chicago Movie Themed Apt
4.88 out of 5 average rating, 229 reviews
Modern Izakaya Studio in Wicker Park
4.96 out of 5 average rating, 159 reviews
Two Bedroom w Porch in Wicker Park
4.96 out of 5 average rating, 123 reviews
3-bedroom exposed brick in Chicago's Wicker Park
4.98 out of 5 average rating, 171 reviews
Spacious 4 Bedroom Condo
4.95 out of 5 average rating, 218 reviewsFamily-friendly house rentals

Kid friendly 2 bedroom w/ private office
4.92 out of 5 average rating, 148 reviews
Cool Quiet Coach House, Private Access + Patio
4.92 out of 5 average rating, 320 reviews
Private Logan Square Garden Apt
4.94 out of 5 average rating, 127 reviews
Top Floor Escape | Modern Amenities | Lush Garden
4.97 out of 5 average rating, 503 reviews
The Hamlin | Logan Square Home 4BR/2BA w Parking!
4.98 out of 5 average rating, 140 reviews
Charming single-family home for 6! FREE Parking!
4.97 out of 5 average rating, 153 reviews
Paradise on the Park
4.95 out of 5 average rating, 296 reviews
Light and bright 3BD duplex in Avondale, Chicago
4.93 out of 5 average rating, 109 reviewsApartment rentals with air conditioning
Bright, Modern Apartment in a Vintage Greystone
4.92 out of 5 average rating, 444 reviews
Bright & Cozy 1-Bedroom Apartment in Logan Square
4.89 out of 5 average rating, 155 reviews
Stylish 2BR stunner w/ unbeatable location
4.92 out of 5 average rating, 209 reviews
【Central】- Eclectic Fun 1BR APT in Wicker Park
4.95 out of 5 average rating, 168 reviews
Fully Furnished Apartment Wicker Park Free Parking
4.97 out of 5 average rating, 636 reviews
Hip Chicago Apartment - FREE Parking Spot Included
4.84 out of 5 average rating, 904 reviews
iKlektik House Chicago/BlueJay
4.92 out of 5 average rating, 274 reviews
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
4.99 out of 5 average rating, 118 reviewsOther great holiday rentals near Humboldt Park

Logan Square Chicago 2BR cottage, close to it all!
4.87 out of 5 average rating, 132 reviews
Private Suite w/ offstreet pkg, at Logan Sq Blu Ln
4.96 out of 5 average rating, 366 reviews
2 King Beds /Easy Downtown / Free Str Parking-Read
4.89 out of 5 average rating, 291 reviews
Beautifully Renovated Loft-Style Coach House
5.0 out of 5 average rating, 36 reviews
Modern 1BR | Wicker Park | Free Parking + W/D
4.94 out of 5 average rating, 64 reviews
Logan Square Gem
4.88 out of 5 average rating, 32 reviews
Chic 2BR in Logan Square
4.8 out of 5 average rating, 242 reviews
Humboldt Hideaway
5.0 out of 5 average rating, 37 reviewsDestinations to explore
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Chicago
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Byline Bank Aragon Ballroom
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Beachwalk Vacation Rentals
- Washington Park Zoo
- Wilmot Mountain Ski Resort





