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 Chicago

5 out of 5 average rating, 265 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.

Guest favorite

A tree-lined street is depicted, featuring historic buildings with ivy-covered facades. Stepstone paths lead to entrances, with a nearby hotel visible in the background. Various parked vehicles line the street, creating an urban residential atmosphere.

Apartment in Chicago

4.88 out of 5 average rating, 220 reviews

Lincoln Paradise– Steps to Park & Zoo!

This semi-basement apartment is located on a tree lined street full of gorgeous, historic buildings. With easy access to shopping, dining and drinking via Wells St & North Avenue- you'll love this location! Walking distance from Lincoln Park, the Lakefront, North Ave Beach, and the Lincoln Park Zoo. Feel right at home with the bright and welcoming layout, with every convenience of home provided. This garden unit is spacious, you'll have plenty of room to relax during your stay in the Windy City!

Guest favorite

The kitchen features modern appliances, including a microwave and coffee maker, positioned above a sleek countertop. A stainless steel dishwasher and a compact toaster are included. Neutral cabinetry complements the granite surface, providing an organized and functional cooking space.

Apartment in Chicago

4.96 out of 5 average rating, 114 reviews

English garden apt. in the heart of Lincoln Park

Welcome to this new, totally furnished apartment in the heart of East Lincoln Park…only a 3 minute walk to the Lincoln Park Zoo! Apartment has been completely renovated with high finishes throughout. Living room boasts a 50” television with Dish TV, internet and a queen sleeper sofa! Gourmet kitchen with granite counter tops with an eat-in bar height counter top. Truly gourmet kitchen! Bedroom with en-suite European styled bathroom. Wall mounted television in the bedroom. In unit laundry.

Top guest favorite

Apartment in Chicago

4.98 out of 5 average rating, 161 reviews

Elegant Suite in Gold Coast

Established in 1927 as the first headquarters for Elizabeth Arden in Chicago, the Walton Residence is located in the heart of the Gold Coast neighborhood of Chicago. 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. ***From Sept. to beginning of Dec. 2024, there will be repairs to the exterior of the building. We do not expect this to cause major interruptions to your stay.

Guest favorite

A grand staircase with ornate wooden balusters ascends from a spacious foyer. Natural light floods the room through large windows, illuminating the polished hardwood floors. A comfortable seating area is visible to the right, complemented by light-colored furniture and a circular mirror on the wall.

Townhouse in Chicago

4.83 out of 5 average rating, 207 reviews

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!

Guest favorite

A cozy bedroom is featured, showcasing a tufted headboard and a spacious bed dressed in crisp white linens. Flanking the bed are two nightstands with stylish lamps. Light filters through two small windows near the ceiling, illuminating the soft gray walls.

Apartment in Chicago

4.96 out of 5 average rating, 432 reviews

Sophisticated Flat in Historic Building

Nestled in the charming Old Town Triangle of Chicago, this luxurious flat offers a seamless blend of historic charm and contemporary sophistication. With its soaring ceilings and elegant arched windows, this immaculate space boasts a truly captivating ambiance. Impeccably designed interiors ensure a truly indulgent stay, while the building's rich heritage adds an unforgettable sense of place. Treat yourself to the ultimate Chicago getaway and bask in the allure of this stunning residence.

Superhost

The image showcases a towering high-rise building adjacent to a large shopping complex, featuring a prominent sign for Neiman Marcus. Street-level trees display fall foliage, and vehicles are seen parked along the curb, with a clear blue sky above.

Apartment in Chicago

4.82 out of 5 average rating, 757 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

A modern kitchen with a white marble countertop is visible, featuring a sink and coffee maker. In the background, spacious living areas are seen through large windows, allowing natural light to illuminate the room. Comfortable seating is arranged around a coffee table.

Condo in Chicago

4.9 out of 5 average rating, 295 reviews

Old Town Pied-à-Terre w/Pvt Terrace and Parking

Our bright modern 2 bedroom condo has 13 ft ceilings and an amazing private terrace. It's in the heart of Old Town, right on Wells St - steps outside the door are some of the city's best restaurants, cafes, and bars. Just a 5 minute walk to two world-renowned comedy clubs: Second City and Zanies. The Chicago History Museum, Lincoln Park Zoo, and the lake are a quick walk too. The Sedgwick CTA stop is nearby too! Please note: patio cushions are available May through October.

Guest favorite

A compact kitchenette features a black refrigerator and a red microwave. Coffee supplies and dishware are neatly arranged on the shelves. Adjacent is a bathroom with a tub-shower combo, adorned with light-colored tiles and equipped with two sinks and modern fixtures.

Apartment in Chicago

4.84 out of 5 average rating, 280 reviews

Cozy Lincoln Park Studio - Steps to Zoo!

This cozy studio in the heart of Lincoln Park is just steps away from some of the best experiences that Chicago has to offer! Just a block from the Lincoln Park Zoo and near the great restaurants and bars of the neighborhood, there's something here for everyone. See a show at the world-famous Second City, take a quick ride up Clark St to see the Cubs play at historic Wrigley Field, or just stay in and relax, there's no wrong way to spend your time in the Windy City!

Superhost

The spacious living area features high ceilings and large windows, allowing natural light to fill the room. A wooden dining table is accompanied by several chairs, while a sleek kitchen is visible in the background, highlighted by modern appliances and cabinetry.

Condo in Chicago

4.78 out of 5 average rating, 226 reviews

Modern Luxury In Old Town - Sleeps 4

Stay in one of the best neighborhoods in Chicago - Old Town! Recently renovated spacious top floor condo with all modern amenities, in a classic 19th century Chicago home in one of the best parts of the city with access to dining, bars, entertainment and more. Ideal for traveling families and friends, and plenty of Chicago culture nearby, from nearly every era. A neighborhood bar with Frank Sinatra's favorite ribs! Michelin-starred restaurants!

Superhost

An outdoor deck area is equipped with two black woven lounge chairs and a glass table, surrounded by wooden railing and greenery. The setting offers a relaxed space for guests to enjoy time outdoors, with exposed brick walls in the background.

Condo in Chicago

4.76 out of 5 average rating, 309 reviews

Chic Home! Walk to Nightlife-Comedy-Restaurants!

Stay in the heart of Chicago Old Town! This bright, cool and comfortable one bedroom, one bath is decked out in mid century modern furniture, exposed brick, new appliances and has a true city feeling! It comfortably sleeps two (3rd person can sleep on the couch), just 2 blocks to Lincoln Park, and 3 blocks to the famous Second City & stellar Old Town bars. Not to mention a quick 5 minute Uber ride to river north district (downtown Chicago)!

Superhost

The exterior of the 747 Lofts building is highlighted, featuring red brick and large glass windows. A bold blue sign displaying '747 LOFTS' hangs prominently. The scene captures a colorful sky at dusk, contrasting with the sleek buildings in the background.

Condo in Chicago

4.86 out of 5 average rating, 119 reviews

Cabin 308 at 747 Lofts

This studio apartment is in the perfect location in Chicago for getting to Downtown via the Blue Line L or to the Hot West Loop and Randolph street restaurant row. Walk to bars, shops, restaurants, coffee liquor stores and transportation with ease! You will love our spa baths, in unit laundry and full modern kitchens to make it feel like a home away from home. One of the best pizza spots in Chicago is only steps away!