Apartment holiday rentals in Washington Park

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.

4.92 out of 5 average rating, 157 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.

4.94 out of 5 average rating, 171 reviews

A modern kitchen is depicted with a stainless-steel refrigerator and oven, complemented by a tiled backsplash. Light cabinetry provides ample storage, while a cozy couch with a blue accent pillow offers a welcoming touch. Natural light brightens the space, enhancing the functionality.

Apartment in Bronzeville

Cozy 2 bdrm near McCormick Place & Wintrust Arena

Come enjoy Chicago via our cozy apartment in the quiet yet friendly Historical Bronzeville community. We are nestled between Hyde Park and South Loop, where you will find plenty of restaurants, theaters, and nightlife. Only minutes away from McCormick Place, 10-15 min drive from downtown and 3-12 miles from all the sports arenas and airports. You can bike or walk to the nearest grocery store, park, gym, and beach. The nearest bus and/or train is 2-3 blocks away for your convenience as well.

Apartment in Roscoe Village

A spacious living room features large windows allowing natural light to fill the space. A comfortable light-colored sectional sofa is situated in front of a glass coffee table, with a medium-sized rug underneath. A wooden side table and a television mounted on the wall are also visible.

4.96 out of 5 average rating, 248 reviews

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

A well-maintained outdoor space is presented, featuring a manicured lawn surrounded by tall greenery and colorful flower beds. A two-story structure with a wooden deck is visible, along with a walkway leading through the garden, creating an inviting environment for relaxation.

4.85 out of 5 average rating, 267 reviews

Historic Coach House Cottage

Historic Coach House Cottage- Nestled in Bronzeville community and nearby Historic Hyde Park neighborhood that is safe and family oriented. Ideal for relaxation, peace & quiet. Cozy and quaint with flower and vegetation garden landscape. Centrally located 1.5 miles from lake front, nearby shopping, movie theater, and restaurants in Hyde Park. Seconds from park, walking track and playground. 15 Minutes from downtown and Magnificent Mile. Local transportation and bike rental within blocks.

The kitchen features modern white cabinetry, stainless steel appliances, and a gas stove. Counter space is clear, with utensils and cooking tools organized nearby. A bright turquoise kettle adds a pop of color, while light reflects off the sleek surfaces, enhancing the kitchen's functionality.

4.84 out of 5 average rating, 111 reviews

2 15 mins-Downtown Next to University Train Park

☞ 1 Smart TV ☞ Fully equipped + stocked kitchen ☞ Self check-in ✭“Great stay would definitely come back again ” ☞ Luggage storage available ☞ Onsite washer + dryer in basement ☞ Air conditioning 》35 mins to airport 》15 mins to Downtown Chicago 》Minutes drive to McCormick Place convention center, museum campus 》 Minutes walk to train station 》 Walking distance to University of Chicago 》 Across street from parks Minutes walk to train station 》2 bedroom, 1 bathroom 》Sleep 6

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.

4.92 out of 5 average rating, 153 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.

The front exterior of a modern multi-level building is shown, featuring large windows and a mix of wood and grey siding. A fenced yard with green grass is visible, along with a walkway leading to the entrance. Trees offer shade in the vicinity.

4.93 out of 5 average rating, 108 reviews

Comfy Solar & Green 2BR Near Hot Hyde Park!

Hi, traveler! We're so happy to host you in our unique, private 2-bedroom garden unit that's powered by the sun. It's all electric, uses no gas and is U.S. DOE Zero Energy and Energy Star® certified! You'll also have a full kitchen, full bathroom/shower, washer/dryer, living room, work area, generous closet space, and complete privacy. Your children are also welcome. We're centrally located on a quiet, residential street in safe and lovely Woodlawn near hot Hyde Park!

Apartment in Archer Heights

A bright and airy loft space is characterized by sloped ceilings and wooden paneling. A dark sofa is complemented by decorative pillows, while a small desk and chair are positioned by the window. Lush greenery adds a touch of nature to the cozy setting.

4.93 out of 5 average rating, 122 reviews

Comfortable and Cozy Apartment

Enjoy this simple and cozy apartment! Located just a few blocks from stores like Walgreens, Aldi, Target, Laundromat and various restaurants. Its conveniently located just a 10 minute walk from the orange line cta train station. Disfrutá de la sencillez de este alojamiento tranquilo y céntrico. Ubicada a dos minutos de tiendas como target, Walgreens, Aldi, Lavandería y restaurantes . Estamos a 10 minutos del aeropuerto midway y 15 minutos del centro de Chicago.

A spacious living area is furnished with two comfortable sofas and an armchair. A central coffee table rests on polished wooden floors. A built-in bookshelf displays decorative items, and a fireplace adds character, complemented by a wall-mounted television above.

4.94 out of 5 average rating, 562 reviews

Hyde Park 5 Bed/3 Full Bath Condo- Travelers Only!

This will likely be the largest condo you have ever seen. This condo is 5 mins from the University of Chicago and the University of Chicago hospital. You will be a quick 10-15 min uber ride from downtown and 5 mins from beautiful Lake Michigan. We are currently only booking out of town travelers. We are not doing parties or events. I live in the building so if you are trying to have a party I will have it shut down and you will be asked to leave within an hour.

4.95 out of 5 average rating, 110 reviews

A round dining table is set with blue dishware and a floral centerpiece. Four light-colored chairs surround the table, placed on a patterned area rug. Natural light is visible through two softly shaded windows, and a tall green plant adds a touch of greenery to the room.

Apartment in Beverly

Beverly Cottage Loft

Whether you're looking to stay near family or be close to downtown, our place has it all. This tranquil cottage is located in Beverly which is one of the safest neighborhoods in the city of Chicago. Downtown is a quick 20 minute drive and there are also many restaurants and bars in this area. This cottage has been renovated and have all the essentials you need. All you need to do is unpack your bags and enjoy your vacation. The space is modern, clean, and cozy.

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.

4.93 out of 5 average rating, 134 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).

4.92 out of 5 average rating, 120 reviews

The living area showcases a round glass coffee table surrounded by antique armchairs, complemented by a decorative area rug. A mirrored wall reflects natural light, while a pendant light fixture and tiffany lamp provide additional illumination. The kitchen is visible in the background.

Apartment in Bronzeville

3bdrm/2bthrm brownstone 10 mins to Obama Center

Newly restored Brownstone in historic Bronzeville neighborhood near ecerything (5 mins to Oakwood Beach, 8 mins to McCormic Place Ctr., White Sox pk, & Museum of Science and Industry, 10 mins to Obama Center, Soldiers Field, & U of C, 11 mins to Art Institute, & 12 mins to Millennium park) Built in 1868, this 3br/2ba apartment has antique furniture and finishes with contemporary touches, smart tech & security, in lakefront neighborhood

Popular amenities for Washington Park apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.75 out of 5 average rating, 296 reviews

Peoria: Priv. 2BR apt, 6 mi. South Downtwn Chgo

A spacious living area is furnished with a sleek, grey sectional sofa featuring an orange accent pillow. Clear floor tiles extend throughout the room, leading to a nearby kitchenette and dining area. Soft lighting enhances the welcoming atmosphere, with windows allowing natural light to filter in.

4.82 out of 5 average rating, 34 reviews

Spacious Parkside 3BR Retreat

5 out of 5 average rating, 15 reviews

Post-Punk & Industrial Museum Apt - 4BR Bridgeport

A bright corner of the room features two soft, light blue chairs positioned around a small circular table. Sheer gray and white curtains frame the windows, allowing natural light to fill the space. A modern floor lamp stands beside the table, enhancing the cozy atmosphere.

4.79 out of 5 average rating, 28 reviews

Quaint 3BR Home Near Attractions

A spacious living area is showcased with a dark sectional sofa facing a glass coffee table. Natural light enters through large windows, illuminating the textured gray walls. A sleek glass shelving unit holds decorative items, and a unique fireplace adds character to the room.

4.85 out of 5 average rating, 98 reviews

Spacious and Comfy 3 Bedroom Apt

5 out of 5 average rating, 6 reviews

Garfield Greystone - 10 Mins to Dining & Downtown

A spacious living area features green accent walls, natural light entering from the large windows, and a ceiling fan. Comfortable seating options include a brown sectional sofa and a teal armchair. A striped area rug enhances the space, complemented by decorative plants and artwork.

4.82 out of 5 average rating, 89 reviews

Vibrant 3BR Chicago Apt. near U of Chicago

A spacious living area features a grey sectional sofa and a modern coffee table placed on a patterned rug. Light-colored walls contrast with a deep green accent wall adorned with three mirrors. Natural light is complemented by recessed lighting, creating a bright atmosphere.

4.89 out of 5 average rating, 37 reviews

GREEN Oasis-11 mins from DWTN

Private apartment rentals

Apartment in Little Italy

A spacious bedroom is highlighted by a king bed featuring soft linens and a plush headboard. A stylish chair is positioned near a large window, which offers views of greenery outside. The warm tones of the décor are complemented by a minimalist artwork on the wall.

4.97 out of 5 average rating, 68 reviews

Spacious Studio in Little Italy, Near West Loop

Apartment in Little Italy

The exterior of a brick building is displayed, featuring two levels with balconies and a well-maintained black iron fence surrounding the property. Small shrubs are visible near the entrance, and steps lead up to the front door.

4.95 out of 5 average rating, 73 reviews

Style, comfort, and convenience

5 out of 5 average rating, 50 reviews

The living area features an original tile floor complemented by green tin walls and ceiling. A brown leather sofa is positioned alongside wooden armchairs, and a circular coffee table occupies the center. A large mirror reflects light from the windows, enhancing the space's openness.

Apartment in Bridgeport

Al Capone Era Speakeasy 3 BRs

4.75 out of 5 average rating, 12 reviews

Sleek Apt near U of Chicago!

4.79 out of 5 average rating, 121 reviews

The living area showcases a neutral color palette with hardwood floors. A coffee table sits in front of a comfortable couch, with a guitar resting against the wall. A TV is mounted above a brick fireplace. A dining table with four wooden chairs is visible in the background.

Apartment in Woodlawn

The Woodlawn Grey - Large 3bd/3ba Apt by UChicago

Apartment in Near North Side

The spacious bedroom features a large bed dressed in crisp white linens, framed by soft side tables with gold accents. A piece of abstract artwork adorns the wall above the bed, and natural light enters through a large window with unobstructed views.

4.73 out of 5 average rating, 1,291 reviews

Kasa | Spectacular City Views | Chicago

Apartment in Brighton Park

5 out of 5 average rating, 11 reviews

Bright 2 Bedroom in Brighton Park w/Parking!

Apartment in Near Southside

A living area features a dark blue sofa facing a glass coffee table, positioned on a patterned rug. Light blue curtains frame a window, while a small round table sits next to a potted plant. A wall decor piece with a Chicago flag design is displayed.

4.95 out of 5 average rating, 20 reviews

La Casita Norte

Apartment rentals with a hot tub

4.86 out of 5 average rating, 120 reviews

A modern living area features a light-colored sofa adorned with decorative pillows, set against large floor-to-ceiling windows that offer views of the city skyline. A textured area rug defines the space, while a coffee table displays artfully arranged decorative items. A dining table with black chairs completes the setting.

Apartment in West Loop

Top Floor Views + Central Comfort

4.82 out of 5 average rating, 50 reviews

A modern living area is displayed, featuring large windows that provide city views. A gray sectional sofa complements a circular coffee table on a light area rug. A wall-mounted flat-screen television is present, alongside a cleanly designed console. A spacious bed is visible in the background.

Apartment in West Loop

Level Junior Two Bedroom Suite | Fulton Market

4.76 out of 5 average rating, 106 reviews

Apartment in Vittum Park

Super Paradise+65 Amenities*Downtown 15 Min

4.97 out of 5 average rating, 35 reviews

A bright and airy living area is filled with natural light from floor-to-ceiling windows, offering expansive city views. A plush sectional sofa is positioned on a soft area rug. Potted plants and a console with a television add to the inviting ambiance.

Apartment in West Loop

Skyline Oasis: City & Lake Views

4.9 out of 5 average rating, 60 reviews

Chic 1 BR w 1 G Parking| W Park Nightlife nearby

4.92 out of 5 average rating, 166 reviews

The game room features a red-themed layout filled with arcade machines, a pool table, and foosball. A variety of classic games are showcased, providing a fun atmosphere for guests. Bright lighting illuminates the room, inviting enjoyable gaming experiences.

Apartment in Dunning

Belmont Pleasures - hot tub / arcade gaming room

The exterior of a two-story stone house is shown, featuring a brown wooden fence and a concrete walkway leading to the entrance. Large windows allow natural light into the home. A well-maintained lawn is visible in front, complementing the inviting outdoor space.

4.9 out of 5 average rating, 79 reviews

420 friendly apt with 2 queens,1 full,1 twin bed