
Places to stay near Winnemac Park
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Top-rated holiday rentals near Winnemac Park
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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.

Patio- 4 BR northside retreat sleeps 12/ Parking
Gather with friends and family in this 2-story 4 bedroom second floor apt. Where you will find plenty of space for gathering of unwinding in style. The fully equipped kitchen has an open layout, while the private bedrooms offer a peaceful retreat. The Patio is designed for comfort and calm. Located in one of Chicagos most sought after neighborhoods, your minutes from Lincoln square with its dining, vibrant nightlife and close proximity to public transportation- with easy access to downtown.

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

Gorgeous, cozy 1-bedroom Suite in Andersonville
Our place is a short walking distance to everything. “Timeout” rated Andersonville #2 of the “worlds coolest neighborhoods”. Check out their Neighborhood Guide online for the best restaurants, bars & shops to visit. You’ll love your suite because of the quiet ambiance, location, complete privacy and NO cleaning fee. We are close to public transport and about 1 mile to the lakefront & Lake Shore Drive. 5 miles N of downtown Chicago. Perfect for couples, solo adventurers and business travelers.

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!

Lincoln Square 2BR Condo | Walk to Dining & Train
🏙️ Walk to the heart of Lincoln Square 🏙️ 10-minute walk to Western Brown Line 🏙️ Stylish 2-bedroom garden apartment 🏙️ Sleeps up to 6 guests 🏙️ 2 Queen bedrooms 🏙️ Comfortable open-plan living space 🏙️ Fully equipped kitchen 🏙️ Fast WiFi & dedicated workspace 🏙️ Free laundry facilities 🏙️ Smart TV with streaming 🏙️ Family friendly — high chair & travel crib 🏙️ Easy access to Downtown Chicago 🏙️ Walk to restaurants, coffee shops & boutiques

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.

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.

Vibrant & Chic Apt On Quiet St in Andersonville
Welcome to this thoughtfully remodeled 1925’s two-flat building located in the Second Coolest Neighborhood in the US. While this stylish space is the perfect relaxing stay, its location makes it easy for you to get around. *Free street parking You are only: 5 min walk to Clark St & Exceptional restaurants & bars 6 min drive to Lakefront & Lakeshore Drive... 17 min drive to Downtown Chicago...
Popular amenities for holiday rentals near Winnemac Park
Condo rentals with Wi-Fi

Best Lincoln Square location. Spacious 2 bedroom

Near Lake Michigan & Wrigley Field

Sunny Top-Floor Uptown Condo Near Lake & Red Line

Grace House | Cozy, contemporary + convenient 2-BR

Cozy and clean apartment in North Center

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

Alluring Condo w/ Pri. Prkng Cls to Transit &Beach

The Bagel Inn - Bright & Modern Wrigleyville 2 Bed
Family-friendly house rentals

Private 3rd Floor Apartment

The Chicago River House – GIANT wall projector!

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

SW Evanston Private, Stylish, Spacious Suite

Luxury SOHO Styled Two-Level Townhouse - Old Town

Home Near Wrigley with a Garage.

Wrigleyville Single Family

Entire house w/ free parking, close to Wrigley!
Apartment rentals with air conditioning

Cozy & Quiet Hideaway in Lincoln Square

Guest Favorite Newly Renovated 1BR Near Lakeview

Historic oasis in the middle of everything.

Charming, Spacious 3BR Lakeview Apt Near Transit

Private studio near Wrigley

Andersonville Cozy 1 bedroom basement suite

Stylish 2BR Andersonville — Walk to Lake & Cafés

Andersonville Garden Living
Other great holiday rentals near Winnemac Park

Cozy space in Lincoln Square

Lincoln Square Modern 2 Bed 2 Bath

Cozy and Private Andersonville Retro Studio

Private suite in Lincoln Square

Private Lincoln Square Garden Apt

Great location, private entry and patio!

Lakeview Loft-Vintage Chicago, Modern Amenities

NorthSide Chicago duplex 5-BD,2King size-free park
Destinations 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
- Six Flags Great America
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Frank Lloyd Wright Home and Studio
- Beachwalk Vacation Rentals
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Washington Park Zoo





