Beachfront vacation rentals in Chicago

Historic luxury townhouse on Chicago's Gold Coast

Welcome to our stunning Townhouse located in the lavish Gold Coast of Chicago—one of the most sought-after locations in the city! Located on one of Chicago’s famous streets, you’ll be a 5-minute walk from the historic Gold Coast beach and intimate views of Lake Michigan. The property is also within walking distance of the subway, where you can connect to the L trains, and the Magnificent Mile. It is the perfect place to stay for adventurous travellers and those who fancy a beach in the City!

Stone Mansion Sleeps 10-20 Free parking & TV

Giant, 4 bedroom, 2,300 square feet apartment on 2nd floor, near Red Line Train, bars, cafe's, shopping, restaurants, Lakefront and everything else Chicago has to offer. Large living room with bar area, TV and fridge for socializing before hitting the town. Dining room has a large table and 8 chairs. 4 bedrooms with 2 private rooms with king beds and one with a double bed. 4 futons for in the living room for extra sleeping space two (2) parking spots in the west facing garage on premises.

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!

Historic Gilded Age Gold Coast Mansion w/ Deck

RENT WITH CONFIDENCE FROM SUPERHOST WITH OVER 800 FIVE STAR REVIEWS One-of-a-kind opportunity to rent a historic Gilded Age Chicago Gold Coast mansion. All modern amenities meet Romanesque Revival style at this huge 5-bedroom Graystone. Steps away from Rush St restaurants, Division St nightlife, Oak Street Beach, and Michigan Avenue shopping. Enjoy central air & heat, 3 fireplaces, a fully stocked kitchen, balcony and an attached garage. Pets are welcome. What else could you possibly need?

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.

Entire APT in heart of Lincoln Park&Lake and beach

This home is located In the heart of Lincoln Park near Old Town Triangle and near the beach in the core of Chicago. Ideal people who want to stay in the vibrant beautiful city. Close to parks, beach, lake, subway station, shops, restaurants and night life! Entire one bedroom apartment with spacious (850 sqft) and beautiful interior design. As you can pick up the key from self check-in box, you can check in and out anytime. Check in time is 2pm and check out is 11am. R22000082349

New renovation|1BR|Stylish|Modern|Next to the Lake

Requires walking up 1 flight of stairs. Experience the best of Evanston in our cozy 1BR/1BA apartment near Lake Michigan. Enjoy a fully equipped kitchen, a comfortable bedroom with a queen-sized bed, and a clean bathroom. Explore the nearby beaches, stroll along the lakefront path, and discover the vibrant downtown area with its shops and restaurants. Easy access to public transportation allows you to explore downtown Chicago. Book your stay now for a memorable Evanston getaway!

A Sunny, Well-Kept & Comfy Studio in Gold Coast

Stay in a cozy, clean, and bright Gold Coast studio right in Chicago’s most iconic neighborhood. Rest comfortably in the well-furnished space, complete with a seating area and a full kitchen for convenient cooking. The bathroom is stocked with fresh towels and essential toiletries. With Oak Street Beach, Michigan Avenue shops, dining, nightlife, and public transit only moments away, getting around is effortless. Perfect whether you’re here for a quick trip or an extended visit.

Rooftop | Villa | Events

Gorgeous designer space, a mini Villa but large throughout making it light, bright, airy with feelings of calm and tranquility. Party Backyard/Rooftop Indoor features Luminaire Chandeliers, 10 feet ceilings, Grand Piano, Music Box etc. Huge backyard offer spaces to entertain. You’re booking a private residence: Three levels of home exclusive to your guests/party. Guest can view cameras of all entrances; Roof deck, Front, Back & Alley via Monitor (HDMI-1) 24/7 record.

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.

Cannabis Condo 4BR

Beautiful, spacious apartment is located 10 min from Beach. 10 mins to Hyde Park, (Tiger Woods) Golf Course. 10 mins from Obama Library (coming soon). 10 mins from Museum of Science and Industry. 20 mins from downtown/Soldiers Field (Bears Stadium), Northernly Island concerts, Field Museum, and Shedd Aquarium (beautiful drive down Lakeshore, Metra Electric Line train, or Bus). 15 min from Indiana casino. Ideal for Summer time Chi or Winter snow Chicago!

Sunny Lakeside Apartment in Rogers Park

Relax in this sunny, tranquil 1BR apartment just steps from Lake Michigan! Enjoy easy beach access, walk to local cafés and shops, or hop on the train—downtown is just 20–30 minutes away. Loyola University is a 15-minute walk, and Northwestern is a 15-minute drive. Bright, peaceful, and fully equipped, this cozy space is perfect for a weekend getaway, work trip, or campus visit. Feel at home by the lake in one of Chicago’s most vibrant neighborhoods!