Apartment holiday rentals in Washington Park

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Top-rated apartment rentals in Washington Park

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Top guest favourite
A cozy living room area features a dark leather sofa facing a mounted television on a wooden media console. A round shelf displays books and plants, while a small desk and chair are positioned beside a bright window.
Flat in Bridgeport
4.94 out of 5 average rating, 179 reviews

Blue Brick Apartment in Bridgeport - Park for Free

-600 sq.ft apartment / 2nd floor / Patio Deck -Free parking pad in rear / free street parking -Commute to Downtown: 15min (drive) / 28min (transit/train) / 22min(bike) -Walk score 93! Bike Score 92! Near Trains to Downtown!! -Gated access w/ Building video and security alarm system and noise monitoring equipment. -Kitchen is stocked w/ cookware, utensils, etc. -Washer and Dryer and Dishwasher in unit (free) -Rideshare(Uber/Lyft) / Bikeshares(Divvy) are bountiful -Safe, working class neighborhood

Guest favourite
A vibrant living area showcases eclectic décor, featuring a colorful mural with artistic motifs on one wall. A round coffee table sits in the center, surrounded by cream-colored sofas adorned with green cushions. A wet bar with wooden stools is visible in the background.
Flat in South Side
4.92 out of 5 average rating, 143 reviews

Hidden Gem:Artsy Speakeasy in Historic Bronzeville

Enjoy this fun and unique 1-bed 1.5-bath speakeasy in the heart of Chicago's Bronzeville District. This artsy vibe features eclectic décor, hand-painted murals, Smart TVs, wet bar, wellness studio, remote workspace, free street parking, and ground-level-step-free access. This cozy space is perfect for fun couples, solo adventurers, business travelers, and game night aficionados. Easy access to Downtown (6 miles to Mag Mile, Navy Pier, Millennium Park), Beach (1 mile), Museums, & Sports arenas.

Guest favourite
A well-maintained outside space features a neatly trimmed grassy area along a pathway, flanked by vibrant greenery and flowering plants. On one side, a wooden deck with railings enhances the exterior of the two-story building, while a fence provides privacy.
Flat in South Side
4.9 out of 5 average rating, 202 reviews

Royal Coach House Cottage

Royal Coach House Cottage- Nestled in Bronzeville community and nearby Historic Hyde Park neighborhood that is safe and family oriented. Our space is quite cozy, quaint and ideal for relaxation, peace & quiet. Flower and vegetation garden landscape. Centrally located 1.5 miles from lake front, nearby shopping, movie theater, and restaurants. Seconds from park, walking track and playground. Minutes from downtown and Magnificent Mile. Local transportation accessible including bicycle rental.

Guest favourite
A cozy living area features a gray sofa adorned with patterned cushions, complemented by a light-colored coffee table. Wooden flooring adds warmth, and large windows are draped with sheer curtains, allowing natural light to brighten the space. A small workspace is visible in the corner.
Flat in Cicero
4.96 out of 5 average rating, 351 reviews

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

Located on a tranquil city side street, this property is walking distance to numerous restaurants and stores. Enjoy easy access to public transportation, including Metra train, CTA Pink Line, and a direct CTA bus to Midway Airport. Downtown Chicago is a mere 20-minute drive away, with the United Center and Soldier Field just 15 minutes away. Ideal for a quick getaway, an overnight stay before your flight, or an extended work assignment. Unwind on the patio, complete with a fire pit and grill.

Guest favourite
Flat in Oak Park
4.84 out of 5 average rating, 232 reviews

Betty BnB

Free admission to The World's Smallest Betty White Museum! Oh, and a comfortable king-sized bed in a newly updated studio apartment. Centrally located in Oak Park, close to cafes and transit. Quiet, friendly neighborhood with ample street parking and a pub across the street. This is a basement unit with a kitchenette (NO STOVE/OVEN), cozy TV room, desk nook, and full bathroom. The bed is king-sized and has a firm mattress. The floors slope and there's no thermostat, but it's cute + welcoming

Superhost
Flat in Washington Park
5 out of 5 average rating, 4 reviews

Garfield Greystone - 10 Mins to Dining & Downtown

Enjoy a beautiful three-bedroom, two-bathroom apartment in a vintage greystone located in Washington Park with designer finishes. Just a 3 minute ride to The University of Chicago Hospital and campus. The unit is a short drive away from Chicago’s gorgeous lakefront. Just a 10 minute ride from the McCormick Place, Soldier Field, with easy access to downtown Chicago. This unit was remodeled and crafted especially with our guests in mind. The unit is suited for solo traveler and families alike.

Guest favourite
A spacious living area features high ceilings with a skylight and large windows, offering ample natural light. A comfortable green sofa and a black armchair are positioned near a coffee table. A fireplace and a television are visible, with scenic views seen through the glass doors.
Flat in South Side
4.97 out of 5 average rating, 34 reviews

Sunny Penthouse - Oakwood Beach

Gorgeous top-floor 2-bedroom, 2-bathroom condo in the heart of Bronzeville! With high ceilings and tons of natural light. The fully equipped kitchen has everything you need to cook a delicious meal, or you can enjoy one of the many great dining options nearby. 🌊Take a 15-minute walk to the lakefront and Oakwood Beach. Centrally located near: • Downtown Chicago • Soldier Field & Guaranteed Rate Field • Field Museum & Art Institute • Chinatown, Hyde Park & Pilsen • And much more!

Top guest favourite
A cozy living area features two large windows allowing natural light to fill the space. A fold-out futon sofa and a black armchair are positioned around a wooden coffee table. An adjacent kitchenette with a two-seat dining table is visible, along with various plants enhancing the atmosphere.
Flat in Hyde Park
4.92 out of 5 average rating, 133 reviews

Spacious 1BR Garden Apt & Parking

Welcome to our tranquil garden apartment on a quiet residential street near the university and all Hyde Park attractions. Enjoy morning light through picture windows in the spacious living room and adjacent kitchenette. Breakfast on the patio or garden bench on a sunny morning. Stroll to one of 20+ eateries within four blocks. This is our home, so we are mostly upstairs or nearby if needed. Access is private via back gate just off the parking lot with reserved parking space.

Guest favourite
A spacious bedroom features a large bed with white bedding and decorative throw pillows. Two windows allow natural light to fill the room, showcasing light blue walls and hardwood flooring. A colorful area rug adds warmth, while ceiling fans enhance ventilation.
Flat in Washington Park
4.91 out of 5 average rating, 57 reviews

The Dearborn Suite 2

Forget your worries in this spacious and serene space. On this private and quiet block, enjoy your home away from home. It is located on a quiet street, with quick access to buses, L Trains, freeways, and a shopping plaza. It is centrally located to access the following hospitals (H) for rotations or temporary stays: University of Illinois UChicago Medicine Provident H of Cook County La Rabida Children’s Jackson Park South Shore St. Bernard Advocate Trinity

Guest favourite
The exterior of a charming brick apartment building is shown, featuring a symmetrical facade with a welcoming entrance. Planters with greenery adorn the steps, and the surrounding area includes well-maintained grass and a sidewalk. Architectural details enhance the building's character.
Flat in South Side
4.92 out of 5 average rating, 132 reviews

Beautiful European Apartment

Enjoy this comfortable 1600 sf European Styled 3 bedroom (Queen Beds in each room) 1 bath apartment with lots of natural light. Formal dining room,comfortable living room with attached sunroom. Quite neighborhood and 3 blocks away from Public “Elevated Train” line and “Buses” to anywhere in Chicago. The apartment is walking distance from University of Chicago and the beautiful Washington Park. The park has wonderful Walking/Running Paths and Pool (Seasonal).

Top guest favourite
Flat in Lower West Side
4.99 out of 5 average rating, 261 reviews

Modern Apt with style & comfort in Pilsen Chicago

Enjoy a nicely updated studio in a safe, family-owned building located in Pilsen/Heart of Chicago conveniently located near Downtown, Chinatown, & Hyde Park to name a few. Public transportation is walking distance or you can go on a short drive to museums, parks, cafes, restaurants, bars, venues, and hip neighborhoods. Chicago has a full line up of festivals happening this year so feel confident in choosing my lovely space to be part of your experience.

Superhost
A modern living area features a gray couch adorned with vibrant yellow 'ICONIC' cushions. Two bright yellow chairs flank a glass coffee table central to the space, which is complemented by decorative houseplants and a minimalist wall art piece above.
Flat in Washington Park
4.81 out of 5 average rating, 63 reviews

3N Next to University and Train 15 min to Downtown

☞ 1 Smart TV ☞ Fully equipped + stocked kitchen ☞ Self check-in ✭“Everything I needed to have a great vacation thank you ” ☞ Luggage storage available ☞ Onsite washer + dryer in basement ☞ Air conditioning 》30 mins to airports 》15 mins to Downtown Chicago 》 Walking distance to University of Chicago, L train, Park 》15 mins to McCormick Place convention, Millennium Park, museum campus 》Sleeps 6 》2 bedroom 》1 bathroom

Popular amenities for Washington Park apartment rentals

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Quick stats about flat rentals in Washington Park

  • Total holiday rentals

    Explore 50 holiday rentals in Washington Park

  • Nightly prices starting at

    Washington Park holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    50 of Washington Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Washington Park rentals

  • 4.8 Average rating

    Washington Park stays are highly rated by guests – averaging 4.8 out of 5!

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