Waterfront holiday rentals in Downtown Chicago

Best view and luxury style, Located in Downtown

Experience the best view of your life Chicago's iconic landmarks from this high-rise apartment. Located downtown,you can see Wacker Drive, the lake, Navy Pier, the river,Trump tower from your balcony and room , The place features a spacious bedroom with a king bed , comes fully equipped with essentials, kitchen. large TV, and high WiFi. With premium amenities pool, spa, hot tub, library ,work area,computers,gym, bar. offers the perfect blend of luxury, comfort for a best city life experience

Cozy Studio Apt near the lake on the Northside

Enjoy a stylish experience at this centrally-located place. 5-7 minute walk to the red & purple lines, & lakefront. Located between Loyola and Northwestern in Rogers Park neighborhood. Newly renovated studio space w/ Murphy bed and attached desk that folds open & close. 1 comfy chair & mini 2 seater bench. Central air, indoor fire place, washer & dryer in unit, dishwasher, TV food trays, & plenty of closet space. Street parking ( usually busier at night) We hope you enjoy your stay with us.

UChicago Luxurious King Suite Lakefront

Sink into a pillowtop king size bed in a sunny, spacious bedroom suite w/twin bed, comfy love seat. Spacious 1,000 s.f. condo luxury, kitchens /bath with granite counters, office space, 3rd-flr. unit, private entrance gated and on-street parking. 1 min walk to beach, trails, golf course and bike rental. 1 block from Express bus (15 minutes) to Univ of Chicago/Hyde Park, Obama Presidential Center and Museum of Science and Industry, 20 minutes to Soldier Field, Grant Park, Downtown, Navy Pier

Ideal Evanston downtown apartment with porch, view

Charming, homey, SHARED (with me and other guests) apartment with porch, hardwood floors ideal for artists, professionals, healers, parents, students. Right in the heart of Evanston near library, Whole Foods, beach, coffee, parks, restaurants, public transit, and more. One can walk practically anywhere from here. Quiet, private bedroom with TV, desk, full bed and lovely view. Room CANNOT be locked from the outside because it is against fire regulations but yes from inside. Very safe. Welcome!

Bike & Kayak: Lakefront Prospect Heights Home

2 Soccer Goals w/ Soccer Balls | BBQ Ready | 2 Mi to Train Station | < 30 Mi to Chicago Explore nature or suburban and city attractions when you stay at this lakefront vacation rental in Prospect Heights. Located 2 miles from the train and less than 30 miles from Chicago, the 4-bedroom, 3.5-bath home makes it easy to access endless activities. Take the kayaks out on the lake across the street, stroll through The Grove, book a tee time at Old Orchard Country Club, or cool down at Lions Pool!

Fully renovated modern 2 bed apt

Enjoy a stylish experience at this centrally located place! Fully renovated apt, 2 bedrooms with TVs, 1 modern bathroom plus full kitchen and laundry room, beautiful front yard with a Koi fishpond :) 2 miles to downtown, if you are adventurous, you can even walk to the center! Supermarkets and restaurants walking distance! free parking, quiet area to enjoy and relax, public transportation a block away from the property and 10m to downtown. Unbeatable opportunity!

Lakefront View Getaway Home! Hot tub! Kayak!

INCREDIBLE 5,519 sq. LAKEFRONT HOME with GORGEOUS VIEWS. 30 Minutes Away From Downtown Chicago. 7 Bedrooms, 9 Beds, 2 Additional Sofa Beds & 4 Baths. Fits 20 guests by request. PRIVATE DOCK and PATIO/BACKYARD Right on BROOKERIDGE LAKE. UNICORN ISLAND FLOATING RAFT, KAYAK, PADDLE BOAT, FISHING & MORE. BrookeRidge Private Jet Airport in the Same Park. Indoor Entertainment Including POOL TABLE, AIR HOCKEY, PING PONG, DARTS, CARD GAMES, GAMING CONSOLE & KARAOKE 🎤

Westmont 3/2 duplex Fire sunsets, Firepit, lake

Near great shopping and dining. Enjoy wonderful sunsets and quiet lake activity. Fully Stocked 20 acres lake with a neighborhood beach next door. Easy commute to downtown while enjoying the peace and quiet. Feel like you are on vacation every day. Perfect for a staycation. Cleaned to Cdc standards. This duplex is a gem in Western suburbs! Pet friendly (fee). Fire pit (bring Wood), paddleboat, kayaks. Grill and fully stocked kitchen.

Spacious and Newly Renovated 1BR Next to the Beach

1st-floor unit with one flight of stairs. Older building with radiant heat managed by the building. Enjoy our cozy 1BR/1BA apartment near Lake Michigan in Evanston. Features a fully equipped kitchen, a comfortable bedroom with a queen bed, and a clean bathroom. Walk to beaches, the lakefront, and vibrant downtown with shops and restaurants. Easy public transit to downtown Chicago. Book now for a memorable stay!

Tranquil Pondview + New Kitchen + King Bed + WFH

Convenience is at your doorstep as our guest house is centrally located near all major shopping centers, highways, train stations, and restaurants. Retail therapy awaits at the nearby Oakbrook Center, where you can indulge in a gratifying shopping spree. If you're planning to explore the city or neighboring attractions, easy access to highways and train stations means you're never far from your next adventure.

Bronzeville Tribe Palace Loft

- Centrally located: downtown - 10mins, McCormick Place - 5mins, Solider Field - 7mins, US Cellular Field & Lakefront - 5 mins -Security cameras outside and in common areas - (2) queen-size beds, (2) twins & couch converts to a sleeper - (2) desk - (4) 4K smart TVs in each room - Fully equipped kitchen w/ Oat meal, fruit, coffee & teas provided - Spa quality soaps & towels provided - street parking

MDRN Kid-Frndly Apt | Natural Lite | Quiet|Private

Relax with the whole family or explore the city with friends at this peaceful and spacious 3-bd/1.5 ba condo tucked on a quiet, tree-lined street. Includes one (1) free parking space, plus plenty of unmetered parking on st. Minutes away notable hospitals, both Northwestern, and Loyola Universities. Travel via CTA bus stop at the corner. Only 30min drive from downtown Chicago. PET & 420 FRIENDLY!