
Places to stay near Winnemac Park
Book unique vacation rentals, homes, and more on Airbnb
Top-rated vacation rentals near Winnemac Park
Guests agree: these stays are highly rated for location, cleanliness, and more.

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

Private Lincoln Square one bed+bath studio apt.
Clean, bright studio apartment in Lincoln Square. Private entrance, queen bed, private bath and small kitchenette in one of Chicago's premier neighborhoods. (Small twin futon also available if needed.) Beautiful home and garden with plenty of free street parking. Easy walk to public transportation, incredible restaurants, music venues, and shopping. The lake, Wrigley Field and more are readily accessible by public transportation. Enjoy all of Chicago! Chicago Registration Number: R18000036336

The Lincoln Square Hideaway
As you walk into your private 1st floor apartment from Western Ave, you’ll be greeted by a stunning wide-open great room. With 10+ foot ceilings, this previously commercial space provides ample enjoyment for the whole group. Add in the elegant boho design, and this Airbnb is one of a kind! Enjoy all of the amenities from home, a fully equipped kitchen, a large dining table, games (including Foosball), comfortable beds and seating, and more. All in the beautiful and walkable Lincoln Square!

Bright Colorful Boho-Chic Studio in Lincoln Square
Kick back & relax in your home away from home in our modern & peaceful studio space with 15-foot ceilings in the heart of the Lincoln Square neighborhood. Featuring natural light, modern amenities & beautiful artwork, the house is impeccably clean and designed to ensure you have the best travel experience possible. Located on the popular Foster Ave close to Winnemac Park, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.

Entire first floor in Lincoln Square!
First floor of a restored 1903 Victorian in Lincoln Square. The home is spacious with high ceilings throughout and a very open feel. You'll have the whole 1st-floor with access to the backyard with chairs & fire pit. Two bedrooms and an office with additional sleeping options (ask me!). Large dining room & eat-in kitchen. Brand new kitchen & huge new bath! Many short-term rentals in this area are third-floor walk-ups. Make your life easier and stay on the first floor!

Private Coach house near Lincoln Square!
Lovely 625 Sq Ft detached, single-story coach house(100 years old) located in Bowmanville, nestled between Andersonville, and Lincoln Square. This little piece of heaven offers the privacy of a detached home with a fenced oversized yard perfect for puppies to run around in or enjoy a beer from one of our many local breweries. The house provides a full-size kitchen and bath with a walk Less than 1 mile to the closest CTA and 1.5 from Wrigley. Pets are Allowed!

Cozy and Private Andersonville Retro Studio
In the heart of Andersonville, this cozy, vintage-inspired studio apartment can be your home away from home. Located on the garden level, it is only 2 steps down to your own private oasis in the city. Separate private building entrance and no shared spaces in the entire basement suite. Sparkling clean and every detail considered for your comfort. Enjoy living like a local steps from Chicago's best 'hood, while experiencing the comforts of home.

Two Bedroom Chicago Unit
Welcome to this spacious and stylish apartment just steps away from Clark Street, where you’ll find some of Chicago’s best restaurants, bars, and local charm. With downtown Chicago only a 20-minute drive or an easy train ride away, you’re perfectly located to explore the city. The space features modern furnishings, high ceilings, and plenty of natural light—offering a clean, comfortable vibe that’s perfect for relaxing after a day out.

Stylish 2BR Andersonville — Walk to Lake & Cafés
Steps to Chicago’s lakefront, cozy cafes, and Andersonville’s best shops. This bright 2BR blends vintage charm with fast Wi-Fi, plush bedding, and a fully stocked kitchen—ideal for couples, remote workers, and weekend explorers. Stroll tree-lined streets, explore the nearby lakefront, or curl up indoors as the seasons change. Enjoy Superhost hospitality for an effortless stay. We’d love to host your next Chicago escape.

Beautiful, sunny 2nd floor 3BR/1BA w free parking
Sunny second floor 3Br/1Ba apartment in the tree-lined, walkable neighborhood of Lincoln Square. Updated apartment with original woodwork offers easy access to Wrigley Field (7 el stops), Lake Michigan beaches, and downtown Chicago. Free parking space included, close to Western brown line el station and Lincoln Square's many restaurants and shops. Old Town School of Folk Music is a 5-minute walk. 2 miles to beaches.

Bright family-friendly Lincoln Square 2-bed 1-bath
Light-filled, comfy 2-bed 1-bath apartment on a quiet, tree-lined street in Lincoln Square on Chicago's north side. Spacious kitchen stocked with essentials, washer/dryer, and your own private porch. Walk to cute local shops, cafes, grocery stores and the Rockwell brown line stop. Pet and kid-friendly (in one of the city's most family-friendly areas). Street parking is free, easy and doesn't require a permit.

Stylish & Modern 2 Bedroom Lincoln Square Condo
Unwind in our apartment with an open-plan design and refined feel. The cozy, contemporary boutique space features elegant furnishings and decor, as well as rustic touches throughout. I provide all the essentials to make your stay easy and comfortable. Toilet paper, soaps, shampoos, towels, linens and even coffee and tea! General Policies: Guest Age Policy – Guests aged 18-24 may book on an exception basis.
Popular amenities for vacation rentals near Winnemac Park
Condo rentals with wifi

Cozy Apartment with Free On-Site Parking

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

The Bright Retreat in Andersonville

Best Lincoln Square location. Spacious 2 bedroom

Inspired, luxe living in Logan Square on BLVD #1

Spacious & Modern Family Friendly North Center Apt

Your Chicago Retreat

Wrigleyville Updated Condo with Free Parking
Family-friendly house rentals

Beautiful 4 BR Family Home near Wrigley

Luxury Family Home 6bed/3bath/4parking in Chicago

Division St Designer Home In Heart of Wicker Park

Private 3rd Floor Apartment

The Chicago River House – GIANT wall projector!

Victorian House in Heart of Rogers Park

Wrigleyville Southport Studio

Northside Chicago Getaway
Apartment rentals with air conditioning

Evanston 2BR 2Bth 1 Blk to Beach

Andersonville Cozy 1 bedroom basement suite

Patio- 4 BR northside retreat sleeps 12/ Parking

Spacious, light-drenched studio-private entrance!

Cozy & Quiet Hideaway in Lincoln Square

Cozy Nest in Chicago's Vibrant Lincoln Square

Garden Unit|Shopping|Coffee Shops|Restaurants|Bars

Private studio near Wrigley
Other great vacation rentals near Winnemac Park

Private, Charming, Coach House Loft in Andersonville

Guest Favorite Newly Renovated 1BR Near Lakeview

Costa Lota • Vintage 1BR Near Wrigley

Cozy, Quiet, Garden Getaway!

Lincoln Square In-laws Suite: Private Entrance

Gorgeous, cozy 1-bedroom Suite in Andersonville

Great location, private entry and patio!

The Oakley - Cozy Retreat in Prime Location
Destinations to explore
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Chicago River Walk
- Humboldt Park
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Union Park
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Washington Park Zoo





