Vacation rentals in Gold Coast

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Top-rated vacation rentals in Gold Coast

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Top guest favourite
A light-filled living area features a gray sectional sofa adorned with blue and yellow cushions. Two large windows provide perspectives of the outdoors. A world map hangs on the wall, complemented by a small coffee table and a patterned area rug, contributing to a cozy setting.
Apartment in Chicago
5 out of 5 average rating, 318 reviews

Explore Lincoln Park from a Polished Apartment

This apartment is a large studio in the heart of Lincoln Park! New construction and all furnishings & appliances are brand new. It is perfect for a couple...but can also sleep 3-4 for a girls trip or a family with small children. You enter with your personal keypad code which we give you a few days prior to your stay. And we are always available by text or email should you have any questions about the apartment. Set in Lincoln Park, this apartment is steps away from shopping along Armitage and Halsted Avenue. There’s grocery stores, restaurants, and cafes nearby, plus red and brown line train stations that access Downtown and other parts of the city. Street parking is relatively easy around the apartment and we offer free residential parking stickers in the apartment on the desk. We also offer a clean garage space (with free EV hook up, should you need it) for $20/night.

Superhost
Apartment in Chicago
4.91 out of 5 average rating, 120 reviews

LIVN Millennium Park Downtown Chicago 1 BR

Experience the best of Chicago from this stylish, newly renovated 1-bedroom at 19 S Wabash Ave. Perfectly located in the heart of downtown, you'll be steps away from iconic Millennium Park, the vibrant shops of Michigan Avenue, and a world of dining options. This 1 bedroom offers modern comfort with a fully equipped kitchen, including a refrigerator, dishwasher, and coffee maker, plus the convenience of an in-unit washer and dryer, making it ideal for both short getaways and extended stays. Enjo

Top guest favourite
The living area features exposed brick walls and warm wooden flooring. A comfortable leather sofa is complemented by fur throw pillows. A modern ceiling fan and wall-mounted television enhance the space. A small bar table with two stools stands nearby, providing a casual dining option.
Apartment in Chicago
4.96 out of 5 average rating, 56 reviews

The Picasso: #1 Chicago Location

Welcome to The Picasso on Lincoln Park… Chicago’s BEST location! Steps away from the beach, zoo, cafes, nightlife, and easy Uber access for short 5-min rides to Michigan Ave & Wrigley Field! Recent rehab with charming art house decor. Professionally managed and sanitized. Historic landmark building, with a junior-suite feel (500 sqft), lofted open-air bedroom with queen bed, 3rd floor. WiFi, shared coin operated laundry, excellent heat/AC, free street parking or paid parking lot 2 blocks away.

Guest favourite
Apartment in Chicago
4.78 out of 5 average rating, 286 reviews

Rare 1BR Lincoln Park Apt, close to everything!

Historical charm with modern updates in this 1 Bedroom Lincoln Park Condo. This is the perfect place to stay while you're in Chicago with it being steps away from Chicago's largest park, one of the country's oldest free zoos, nationally acclaimed dining, lakefront trails, museums, DePaul University and more. While you're at home, relax in the cozy living room, cook dinner in the full and updated kitchen, rinse off with the rainfall shower head, or get some rest on the queen bed in the bedroom.

Superhost
A serene bedroom features a spacious bed with crisp white linens and a light gray upholstered headboard. Natural light flows through large windows, illuminating the neutral walls and wood flooring. A small bedside table with a decorative lamp adds a touch of elegance to the space.
Apartment in Chicago
4.81 out of 5 average rating, 1,029 reviews

Kasa | Views from your Private Balcony | Chicago

When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

Superhost
Apartment in Chicago
4.92 out of 5 average rating, 24 reviews

Golden Suite on State|Steps to Oak Beach & MagMile

Wake up in the heart of Chicago’s glamorous Gold Coast on iconic State Street. Just a short walk from Oak St Beach and Lake Michigan, this stylish high-rise retreat places you steps from the city’s best dining, boutiques, and famous attractions. Spend the day exploring tree-lined streets and lakefront paths, then return to a bright, modern space perfectly positioned to experience Chicago like a local. A central stay where convenience, charm, and city energy meet.

Superhost
Apartment in Chicago
4.95 out of 5 average rating, 20 reviews

Gold Coast 1BR – Easy Downtown Access

Settle into Chicago’s Gold Coast, a distinguished and charming neighborhood just a short walk from downtown. Steps away, you’ll find Oak Street Beach, the lively restaurants of Rush Street, high-end shopping along Michigan Avenue, and an inviting mix of cafes, boutiques, and nightlife. With public transit nearby, exploring the city and surrounding areas is effortless. Inside, enjoy a cozy and well-appointed space crafted for both comfort and convenience.

Guest favourite
A modern rooftop deck is presented, featuring contemporary seating with vibrant orange cushions arranged around a firepit. Panoramic views of the Chicago skyline are visible, showcasing a mix of architectural styles under a clear blue sky.
Apartment in Chicago
4.92 out of 5 average rating, 186 reviews

Modern 3BR with Private Rooftop & Free Parking

A beautiful and modern 2450 sq feet apartment with a private rooftop deck, a rooftop firepit, an additional private patio and yard, brand new appliances, and bright spacious interior. Free private on-premise parking (1 garage spot and one driveway spot) in the heart of Chicago and a blocks walk to the L-transit system provides easy access to both downtown, the greater Chicago area, and both major airports.

Guest favourite
Apartment in Chicago
4.91 out of 5 average rating, 22 reviews

Luxury Designer Apartment 803| Gold Coast/Old Town

NEW APARTMENT IN THE HEART OF GOLD COAST and OLD TOWN! Enjoy your own luxury apartment in Chicago's Gold Coast and Old Town-the city's center of nightlife, restaurants, and shopping. In the newly renovated building, your 2 bedroom/2 bathroom penthouse offers some of the best views in all of Chicago. The highly secure building includes elevator, rooftop/sundeck, full gym, lounge and is perfect for all.

Top guest favourite
Apartment in Chicago
4.95 out of 5 average rating, 152 reviews

Urban Oasis in Vibrant Gold Coast

Steps away from the Magnificent Mile, and the high-end boutiques of Oak and Rush Street, we are perfectly situated in the middle of the action for your Chicago adventure. ***Please note that from March until the end of September 2026, there will be construction on the upper floors of the building that may cause noise during the daytime hours. Construction will not be happening on the weekends.***

Top guest favourite
Condo in Chicago
4.91 out of 5 average rating, 343 reviews

Old Town Condo: Private Terrace & Garage Parking

Experience vibrant Chicago from this modern 2-bed, 2-bath Old Town condo. Perfect for families or professionals, it features a private terrace, gourmet kitchen, dedicated workspace, and a rare dedicated parking spot. Soaring 13-ft ceilings and stylish design create a light-filled urban retreat just steps from Lincoln Park, Second City, and North Avenue Beach. Comfortably sleeps 4.

Guest favourite
Apartment in Chicago
4.97 out of 5 average rating, 31 reviews

Luxury Central in OldTown With Balcony

The whole group will enjoy easy access to everything from this centrally located place. There are 1 queen bed in the bedroom, 1 queen sofa bed, and 1 single pull out sofa bed in the living room area. The unit is located on 2nd floor. Inside of the unit Brand new unit with hidden lighting, expose bricks, balcony face to Schiller Street. Full kitchen if you prefer to cook.

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