Vacation rentals with lake access in Chicago River

4.82 out of 5 average rating, 196 reviews

The Lakefront Lookout (2BR)

Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 2 bedroom apartment offers guests all the comforts of home, whether on the road for work or play. Within walking distance are world famous attractions including: Millennium Park, Navy Pier, Riverwalk, Soldier Field, The Field Museum, Oak Street Beach, and more. Additionally, guests are merely blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city!

4.84 out of 5 average rating, 206 reviews

Townhouse in Chicago

Historic lux Townhouse on Chicago's Gold Coast

Welcome to our stunning Townhouse located in the luxurious Gold Coast of Chicago. Perhaps the BEST location in Chicago! Located on one of the desirable & famous streets in Chicago, this property is a 5 min walk from the Gold Coast beach where you will see Lake Michigan in all of its glory. Not to mention the proximity of this property to the subway and within walking distance of Magnificent Mile. It is the perfect place to stay for the adventurous and also those who fancy a beach in the City!

4.87 out of 5 average rating, 195 reviews

Condo in Chicago

2BD/2BA MAG MILE MASTERPIECE (+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 - Tranquil rooftop overlooking the Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows We look forward to hosting you!

Top guest favorite

Condo in Chicago

4.95 out of 5 average rating, 123 reviews

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

Top guest favorite

4.98 out of 5 average rating, 105 reviews

Millennium park 10 min Free P-Spot&Balcony Sleep 8

FREE & SECURE ONE IN-DOOR PARKING SPOT!!! You would enjoy staying in the spacious 1800 sq ft with 10 ft high ceilings. 2 bedroom/2 bathroom apartment with ZERO STAIRS to get inside! It is an excellent solution for elder people and families with kids or maybe just a group of friends coming to have fun at the UNITED CENTER sports event or tourists as well as business folks or doctors to attend McCormick Place conferences. Bring the whole family to this great place with lots of room for fun.

4.69 out of 5 average rating, 86 reviews

Quaint Airbnb In Perfect Location of Chi w Parking

Welcome to your ideal Chicago retreat located in the ever so popular Lincoln Park! This charming first-floor garden unit Airbnb, staged by a top decorator, is perfectly located for exploring the city. Enjoy step-free access, a secure keypad for self-check-in, and a fully equipped kitchen and bathroom—perfect for a cozy night in or an exciting night out. Plus, you'll have your own free parking spot right behind the building. Book your stay today and experience the best of Chicago!

4.81 out of 5 average rating, 52 reviews

52nd Floor MagMile Penthouse Views Fireplace Pool

ThiThis Penthouse unit is a magnificent unique rental in Chicago. Towering above the city, with floor to ceiling window in with a the spacious open floor plan living areas and exquisite fireplace, this Penthouse gives you the ultimate in city living. It's all about the views and location. The city unfolds before 52 floors above a Lake Michigan backdrop; nowhere in Chicago can you stay with views like theses special place is close to everything, making it easy to plan your visit.

4.93 out of 5 average rating, 171 reviews

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

Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations steps from world-class shopping and restaurants, Oak St. beach, and public transportation (L trains, express bus). Includes A/C, washer-dryer, super-fast wi-fi, smart TV, and workspace. Hourly rate garage parking next door. Note: Guests must walk up two flights of stairs. Light sleepers should bring earplugs as there are noises typical of a big city.

4.92 out of 5 average rating, 238 reviews

Condo in Chicago

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.

5 out of 5 average rating, 14 reviews

Stay & Play: Sox, Bears & Lake!

This spacious 1 bed 1 bath Garden unit is perfect for exploring Chicago! Located in a family-friendly historic Chicago neighborhood next to White Sox Stadium, Soldier Field, and a 15-minute walk to Lake Michigan. It's also just a 10-minute drive to the Magnificent Mile for Chicago's best shopping and dining. The unit features a 75-inch TV, darts, mini fridge, microwave, and complimentary snacks and coffee. A cozy spot for sports fans and city explorers, alike!