Vacation rentals with lake access in Woodlawn

4.85 out of 5 average rating, 171 reviews

A spacious spa room features a modern two-person jacuzzi, surrounded by elegant marble walls. The jacuzzi is designed with a clear accent panel, and amenities such as towels are neatly arranged nearby, promoting a calming and relaxing environment.

Home in Whiting

The Spa of Downtown Whiting

so close to Chicago but so far away. NEWLY REMODELED AND COMPLETELY FURNISHED. There's so much to enjoy in this incredible converted 2 flat, now a single unit. WE COMPLETELY RIPPED ON AND REDID THE ENTIRE INTERIOR. 1ST Flr-spa w/ 2 person jacuzzi, shower, continuous hot water, family room, kitchen 2nd flr, sitting room w/ TV and surround sound, 2 bedrooms, w/ bathroom and bath/shower. -FRONT BALCONY, -SPEAKERS THROUGHOUT -BLOCKS FROM THE BEACH & WOLFE LAKE -PERFECT LOCATION FOR PIEROGIFEST

4.93 out of 5 average rating, 165 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.

4.96 out of 5 average rating, 119 reviews

A comfortable living area is highlighted by a modern sectional sofa and a glass coffee table. A vibrant, abstract area rug is positioned beneath, and a large flat-screen television is mounted on the wall. A colorful artwork complements the space, contributing to the inviting ambiance.

Apartment in South Shore

420 at Cheltenham 4BR

If you want to experience an authentic piece of Chicago and it’s rich history, our place is a cozy spot to start and it’s just like being at home. Summertime Chicago Lake Shore Drive Beaches. Lollapalooza. Chicago Riverwalk. Concerts at Soldiers Field-Bears. Winter wonder festival. The Bean. Great for larger groups visiting looking to divide costs. Obama Library, Southshore golf course, Reggies on the Beach, Shedd Aquarium, Field Museum, Museum of Science & Industry are all within 20 minutes.

4.89 out of 5 average rating, 117 reviews

A spacious living area features an exposed brick wall complemented by large windows allowing natural light in. A sectional sofa is arranged around a round coffee table atop a patterned rug, and a modern light fixture hangs from the ceiling. A television is positioned on a clean-lined media console.

Condo in Lake View

Wrigleyville Condo 2 Blks from Lake & Train

I think you'll enjoy my spacious East Lakeview condo. The location is super convenient just 2 blks from Sheridan red line & 2 blks from the lake. Easy proximity 4 blks to Wrigley Field & restaurants/nightlife in Wrigleyville & Boystown. Amazing restaurant next door w/back patio- El Mariachi w/the freshest chips & guacamole! Starbucks, playground, and Divvy Bike station at the corner. 1 mi to Montrose Beach. All downtown sight-seeing easily accessible from Lake Shore Dr or red line 2 blks away.

4.96 out of 5 average rating, 134 reviews

A modern chef's kitchen is shown, featuring an island with seating for four. Sleek dark cabinetry contrasts with light countertops and stainless steel appliances. A bowl of fruit adds a touch of color, while glass pendant lights provide illumination above the island.

Condo in Gold Coast

Modern MAG Mile 2BD/2BA (+Parking/Rooftop)

Welcome! Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - You're steps away from the famous Drake Hotel and Oak Street Beach. - Walk to every popular attraction that makes Chicago so great! - Newly remodeled interior with an open floor plan layout - Parking spot on-site in/out access!! - Tranquil rooftop overlooks Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows

4.99 out of 5 average rating, 207 reviews

A modern kitchen features sleek gray cabinetry and stainless steel appliances, including a refrigerator and oven. A neutral area rug complements the wood flooring. Natural light is provided by large windows, and stylish wall decor adds a contemporary touch to the space.

Condo in Lake View

RockStar Pad W3A BoysTown/Wrigley Field/Parking

HAVE IT ALL @ W3A Chicago Wrigley Field/Boystown/Lakeview -Newly renovated like new in safe centrally located East Lakeview. -10 min walk to Wrigley Field, Boys town, beaches, super markets, restaurants with late night dining. 5 min walk to Metro Sheridan Red Line (direct downtown), private enclosed parking $10/night & or free permits for street parking -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish design & in unit washer & dryer

4.9 out of 5 average rating, 144 reviews

A modern living area features a dark sofa adorned with colorful throw pillows. A wooden coffee table rests in front, and light streams in through large windows that offer views of the surrounding city. A dining table with chairs is visible in the background.

Condo in Grant Park

Downtown Park #11 - Mich Ave PH | gym+rooftop

Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love staying with us because: -Central Location on Grant Park (no car needed!) -FAST WIFI -En-suite Laundry -Did we mention the Lake & Park are outside our front door? -Comfy Queen bed -Loft style bedroom -Shared Rooftop Deck stunning views -Gym -3 blocks from Red "L" subway -Close to Grant Park, The Bean, Soldier Field, Museums If you are looking for a special place, you've found it!

4.98 out of 5 average rating, 103 reviews

A modern living area features a gray sofa with accent chairs set beside large windows, allowing natural light. A patterned area rug covers the floor, complemented by a minimalist coffee table. Wall art adds subtle elegance, enhancing the overall inviting layout.

Apartment in West Town

Spacious&Modern Condo | Near Dwtn | Secure Parking

Your stylish city escape—unwind, explore, and experience Chicago like never before. Our modern, spacious condo is perfect for families, groups, and business travelers looking for a comfortable, stylish, and well-located stay. Whether you're in town for a concert, conference, sightseeing, or a weekend getaway, you'll find everything you need for a relaxing stay. ONE SECURE INDOOR PARKING SPOT IS INCLUDED❗❗❗ ✨ Book your stay today & experience Chicago in comfort and style! ✨

Apartment in Streeterville

A modern living area features large windows offering views of the city and lake. A dark sectional sofa is complemented by stylish accent chairs and a round coffee table. Indoor plants add greenery to the open space, which is adorned with a geometric patterned rug.

4.76 out of 5 average rating, 191 reviews

Chic Corner 2BR in Streeterville | Roof Deck | Lak

Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple directions. This bright and modern two bedroom, one bathroom corner unit is perfect for travelers looking for a stylish escape in the sky in downtown Chicago just off the Magnificent Mile and the lakefront. The building has great amenities including an amazing rooftop terrace with 360 degree views of the skyline and the lake. This is the best location in the city!

Condo in East Rogers Park

A well-lit living area features a striped sofa accompanied by two modern armchairs. A wooden coffee table sits in the center, complemented by a patterned rug. Shelves display an array of silverware and decorative items, adding character and visual interest to the space.

4.93 out of 5 average rating, 265 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or Evanston? This cozy AirBnb is perfectly situated. A beautifully clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation & restaurants, red line "El" trains & bus routes. Apt has private, queen bedroom, en suite full bathroom, living room w/queen sofa bed, TV, dining table, & partial kitchenette. NOTE: No full kitchen.

4.97 out of 5 average rating, 304 reviews

A spacious living area is furnished with a light-colored sofa, two armchairs, and an entertainment unit containing books. Soft lighting from a lamp creates a warm atmosphere. A geometric area rug adds visual interest to the carpeted floor. The sloped ceiling enhances the cozy feel of the space.

Apartment in Uptown

Cozy loft in Chicago's Uptown

Located in the heart of Uptown, we offer a private, 3rd floor/walk-up, smoke-free studio apartment in a vintage Queen Anne (hosts live on 1st floor; apartment on 2nd). The Aragon Ballroom, Riviera Theater and the legendary Green Mill Jazz club all within a 5-minute walk. Andersonville (one of Chicago’s coolest neighborhood is a 15-minute stroll. CTA's Red Line/Wilson train station is 3 blocks away. Overnight street-parking decals also available for guests.

4.83 out of 5 average rating, 175 reviews

A modern living area features a light green sectional sofa adorned with dark blue accent pillows. A decorative area rug with a subtle pattern is positioned beneath a glass coffee table. Natural light filters through sheer curtains, and a plant adds a touch of greenery.

Apartment in South Side

The Posh Apt. Mins to Downtown & Hyde Park

This spacious garden apt in a 12 yrs old building is sitting in the heart of a historical Bronzeville neighborhood. The unit is setup with all necessary amenities/supplies that will make you comfortable and a memorable trip for you. It is modern, contemporary and a most stay place for a guest like you! I bet you will like it.....

Popular amenities for Woodlawn lake access rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Lake access house rentals

4.95 out of 5 average rating, 44 reviews

A spacious living area is illuminated by natural light, featuring large windows that frame views of greenery outside. A modern sofa and armchair sit around a round coffee table, while a sleek fireplace adds warmth to the elegant decor.

Home in Gold Coast

Gold Coast Home|Rooftop |PoolTable |Parking |Views

4.9 out of 5 average rating, 158 reviews

A spacious living room is furnished with two comfortable sofas and a wooden coffee table. A large black-and-white cityscape photograph is displayed on the wall. Natural light fills the room through windows, highlighting the polished wood floors and decorative ceiling. A dining area is visible in the background.

Home in Lake View

Spacious Two Story Luxurious Home w/Outdoor Deck!

4.98 out of 5 average rating, 40 reviews

A bright bedroom features a metal bed frame with a spacious white bedding set. Two nightstands with lamps are positioned on either side. Natural light filters through the large window, highlighting the room's neutral walls and wooden flooring.

Home in Evanston

Amazing Location! Spacious Duplex Getaway

4.86 out of 5 average rating, 7 reviews

Home in South Side

Bronzeville 42: Art & Hospitality Mins to Downtown

5 out of 5 average rating, 29 reviews

The exterior of a historic brick home features a prominent gable roof and leaded windows. Lush greenery surrounds the property, highlighted by manicured shrubs and trees. A pathway leads to a welcoming entrance, inviting guests to explore the beautiful architecture of the residence.

Home in Hyde Park

Amazing historic campus mansion!

4.89 out of 5 average rating, 66 reviews

A modern living area features a curved sofa and two armchairs, arranged around a circular, striped rug. A flat-screen TV is mounted on the wall above a sleek fireplace. Natural light enters through large windows, complementing a dining area with a round table and multiple chairs.

Home in Chicago

CasaNova Modern City Living

4.85 out of 5 average rating, 46 reviews

An open-concept kitchen and living area features a modern design, highlighted by sleek cabinetry and a spacious island with seating. Natural light fills the room, accentuating the contemporary fixtures and appliances. A comfortable couch is positioned in the inviting living space, creating a perfect gathering spot.

Home in Chicago

Executive Contemporary Duplex

4.94 out of 5 average rating, 18 reviews

Home in Wrigleyville

*New* Luxury Wrigley Penthouse, Free Parking

Lake access apartment rentals

Apartment in North Center

A bright dining space features a round table surrounded by wooden chairs, complemented by natural light from large windows. A decorative rug lies beneath the table, and a vintage wooden display cabinet occupies one wall, showcasing various items. A plant is seen near the window.

4.9 out of 5 average rating, 217 reviews

Spacious Vintage 3 BR in Chicago's NorthCenter!

Apartment in Lincoln Park

A spacious living area features a gray sofa adorned with yellow cushions, accompanied by two beige armchairs. An archway leads to a contemporary kitchen, while soft lighting and a neutral color palette create a calm atmosphere.

4.83 out of 5 average rating, 317 reviews

Archways at the Lincoln Park Zoo 2bed/2ba

Apartment in Streeterville

A rooftop terrace features various seating options, including lounge chairs and circular lounges. Colorful cushions are arranged on some seats, while green planters add a touch of nature. The skyline of Chicago is visible in the background under a clear blue sky.

4.82 out of 5 average rating, 208 reviews

The Lakefront Lookout (2BR)

Apartment in Lincoln Park

A comfortable living area is presented, featuring a brown sofa, light teal chairs, and a white coffee table. Soft lighting is provided by two lamps on either side of a teal accent table. Natural light filters through the window shutters, enhancing the cozy ambiance.

4.98 out of 5 average rating, 397 reviews

Lincoln Pk-parking-wifi-King bd-crib-kid friendly

4.83 out of 5 average rating, 471 reviews

A cozy living area is highlighted by a red accent wall and brick details. A comfortable blue sofa faces a mounted television, with a striped chair nearby. A mirror and decorative plant are positioned against a stylish cabinet, complementing the space's inviting layout.

Apartment in Lake View

Lakeview Charmer -with parking!

4.89 out of 5 average rating, 98 reviews

A spacious living room features a cozy seating area with two leather sofas facing a modern TV stand. A light-colored coffee table is positioned between the sofas, and a decorative painting hangs above the fireplace. Large windows with blinds allow natural light to fill the space.

Apartment in Uptown

Elegant 2-bed/2-bath in the heart of Uptown

4.93 out of 5 average rating, 456 reviews

A cozy bedroom is depicted with a spacious bed featuring white linens. On either side, elegant lamps provide soft lighting. A colorful artwork adorns the wall above the bed, and framed art pieces are visible on the nearby walls, contributing to the room's inviting feel.

Apartment in Edgewater

Andersonville Living

Apartment in Near North Side

A well-lit bedroom features a spacious bed with decorative pillows, complemented by a cozy blue throw. A small desk with a chair is positioned near a window, which is adorned with blinds. Fresh flowers sit on the nightstand, enhancing the room's inviting appeal.

4.94 out of 5 average rating, 194 reviews

*Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D

Other vacation rentals with lake access

4.79 out of 5 average rating, 28 reviews

A sleek glass side table is adorned with travel books featuring cities like Paris and London, accompanied by a decorative globe. Behind, a spacious gray sofa, accented with throw pillows, complements the indoor plants and softly filtered natural light from large windows.

Apartment in Englewood

The Wine Down

4.68 out of 5 average rating, 108 reviews

A wooden-framed sign with a black background features white letters that spell 'WELCOME TO THE LANDING' at the center. The sign is placed on a smooth, light-colored surface, conveying a welcoming message.

Apartment in South Loop

The Landing @ South Loop

4.87 out of 5 average rating, 15 reviews

A spacious living area is highlighted by large windows that invite natural light. A comfortable sectional sofa surrounds a round coffee table, while a television sits on an inviting wooden media console. Colorful drapes add a touch of character to the neutral walls.

Apartment in Chicago

Elegant and Chic 2Bed 2Bath steps from the lake!

4.87 out of 5 average rating, 15 reviews

A modern living area is highlighted by a mounted flat-screen TV above a patterned fireplace. A sleek cabinet houses decorative items. A coffee table with a tray sits on a textured rug, accompanied by potted plants and a stylish lamp, creating a balanced ambiance.

Apartment in Bronzeville

Bronzeville Bohemian Loft

Condo in East Rogers Park

A lush garden area showcases a variety of blooming flowers surrounded by greenery. The path is lined with vibrant floral colors leading up to the brick building, which features large windows allowing natural light to fill the space.

4.97 out of 5 average rating, 74 reviews

Jarvis Gardens - 1BR/BEACH/Wine patio/fire pit

5 out of 5 average rating, 16 reviews

Apartment in Bronzeville

Condo in Chicago Bronzeville 9 mins to Downtown #3

Apartment in Magnificent Mile

A spacious dining area features a round table surrounded by stylish chairs. Large windows allow natural light to fill the room, complemented by charming stained glass accents above. The open layout connects to a kitchen area with modern bar stools, enhancing the inviting atmosphere.

5 out of 5 average rating, 6 reviews

Designer Apartment | Perfectly Located Gold Coast