Vacation rentals in Gold Coast

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Top-rated vacation rentals in Gold Coast

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Top guest favorite
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 Lincoln Park
5.0 out of 5 average rating, 321 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.

Top guest favorite
The master bedroom features a spacious bed with a tufted headboard and soft, neutral bedding. Two nightstands with lamps are on either side, and a television is mounted on the wall. Natural light filters through the wooden blinds, enhancing the warm wooden floors.
Apartment in Downtown Chicago
4.94 out of 5 average rating, 255 reviews

OLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)

Welcome to this Old Town Masterpiece! Guests love this home because: - Steps away from top-notch restaurants/entertainment on bustling Wells St. - Close to every popular attraction that makes Chicago so great - Room for reg-size SUV in private driveway! - Luxurious interior design - Tranquil rooftop w/ grill - Fast WiFi - Pillow-top Bamboo mattress in each master en-suite - State of the art kitchen - Exceptional workspace - 5 minute walk from red line (CTA L) We look forward to hosting you!

Guest favorite
Apartment in Lincoln Park
4.78 out of 5 average rating, 288 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.

Top guest favorite
The living area showcases a dark blue accent wall, complemented by a modern light fixture. A cozy sectional sofa is framed by two framed artworks, while a round coffee table holds decorative items. An adjacent dining space features a light wood table surrounded by chairs and a built-in cabinet.
Home in Lincoln Park
4.95 out of 5 average rating, 195 reviews

Charming 3-BED in Lincoln Park/ Old Town & Parking

Welcome to our charming retreat in the historic Old Town Triangle/Lincoln Park district of Chicago. This conveniently located 3-bedroom apt, including office space, is nestled in the heart of a safe residential neighborhood with a 5-min walk to Brown Line and 10-min to Red Line. Within a 20-min walk, you'll find yourself at Lincoln Park Zoo, Beach, Second City, and Wells Street, immersing yourself in the vibrance of the old town. Book now to experience the best of Chicago. Parking+EV charging.

Top guest favorite
A private patio provides a cozy seating area featuring a 3-seater sofa and two accent chairs. A round coffee table sits in the center, with the urban street view visible beyond the wrought iron railing.
Apartment in Downtown Chicago
4.95 out of 5 average rating, 123 reviews

Gold Coast Pristine 3BD|2BR| Patio |Parking| Beach

FREE GARAGE PARKING! Garage Clearance 6ft. Step into luxury in this modern loft with 3 bedrooms, 2 bathrooms and a private patio with breathtaking views. Experience the feeling of being at home in a bright and spacious haven amidst Chicago's most sought-after neighborhood "Gold Coast" This centrally located gem is situated within walking distance of much of Chicago Downtown's exquisite dining, upscale boutiques, popular tourist destinations, and just a stone throw away from Oak Beach.

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 Downtown Chicago
4.81 out of 5 average rating, 1039 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 Downtown Chicago
4.92 out of 5 average rating, 25 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 Downtown Chicago
4.84 out of 5 average rating, 25 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 favorite
Apartment in Downtown Chicago
4.9 out of 5 average rating, 29 reviews

OldTown Gem 3BD/2BA/ Free Parking/Close to Beach

!!!!FREE PARKING AVAILABLE!!!!! PERFECT PLACE FOR CHICAGO MARATHON Step back in time in this beautifully situated apartment, nestled in Chicago's famous Old Town neighborhood! From the moment you arrive, you'll be immersed in an area rich with Victorian architecture and a legendary past. Our space offers a cozy, authentic Chicago experience combined with all the modern amenities you need for a perfect stay.

Guest favorite
Apartment in Downtown Chicago
4.89 out of 5 average rating, 27 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 favorite
Apartment in Downtown 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 favorite
Condo in Downtown Chicago
4.91 out of 5 average rating, 346 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.

Popular amenities for Gold Coast vacation rentals