Lake house holiday rentals in Chicago

House in the Park- 5 Min from O'Hare.

Bring the whole family to this great place with lots of room across the street for fun fishing, golfing, bike track, vally ball court, picnic area, kids play ground, water splash, boat riding, Foxtail on the Lake resturant that serve modern Mediterranean cuisine. The house is only 5 minutes away from O'Hare Airport, ALLSTATE Arena, River Casino, 10 min to Stevenson Convention Center in Rosemont, 20 min to Wrigley Feild/25 min to Chicago downtown, and only 35 min to Six Flags Great America Park.

Larimer Park Carriage House

Charming, historic carriage house only a few short blocks from Evanston's best shopping, restaurants and beaches. Home offers 2 bedrooms each with private ensuite bathrooms. Larger bedroom has king size bed and bathroom with large shower. Second bedroom has queen bed and shower/tub combo. Open layout on main floor with huge sectional sofa, 4-person dining table, and fully equipped kitchen with dishwasher. Laundry in home + parking space! Nestled in historic neighborhood next to Larimer Park

The Spa of Downtown Whiting

so close to Chicago but so far away. NEWLY REMODELED AND COMPLETELY FURNISHED. There's so much to enjoy in this incredible converted 2 flat, now a single unit. WE COMPLETELY RIPPED ON AND REDID THE ENTIRE INTERIOR. 1ST Flr-spa w/ 2 person jacuzzi, shower, continuous hot water, family room, kitchen 2nd flr, sitting room w/ TV and surround sound, 2 bedrooms, w/ bathroom and bath/shower. -FRONT BALCONY, -SPEAKERS THROUGHOUT -BLOCKS FROM THE BEACH & WOLFE LAKE -PERFECT LOCATION FOR PIEROGIFEST

Opulent 3bdr2bth Old Town Luxury + Parking prmts

Luxurious home in the heart of Historic Old town triangle. Fantastic location! Steps to restaurants, shops, Lincoln park Zoo, Lake Michigan, Brown line. Pristine craftsmanship throughout, with no expenses spared. Sleeps 4 people. Internet speed 1G. 3 smart TVs. Essential baby gear. Key-less self-check-in. Bicycles with locks for the guests to explore the city. Complimentary guest parking permits. Pet friendly This home is perfect for business and pleasure!! Event allowed with host approval.

Gold Coast Home|Rooftop |PoolTable |Parking |Views

Luxurious Gold Coast Townhome – Offers Indoor Games, Rooftop, Parking & More! Experience the best of Chicago in this stunning 4,000 sqft Gold Coast residence. Perfect for groups of up to 12, this home features 4 spacious bedrooms, 4.5 bathrooms, and a ceiling-length window with incredible views. Enjoy a variety of indoor games and make use of the convenient rooftop. Whether you're here for leisure or work, this property offers modern amenities and unforgettable comfort in the heart of City

Spacious Two Story Luxurious Home w/Outdoor Deck!

Our home is in a quiet neighborhood, on a corner with abundant space and natural light. There are two spacious levels with two bedrooms upstairs and one downstairs. The large outdoor brand new deck was designed for barbecuing, star-gazing or just relaxing. Beautifully polished wood floors with a modern kitchen make this home ideal. A claw foot soaking tub is perfect for the end of a day and truly ensures a relaxing stay and a deep, refreshing sleep. Free parking!

Historic Old Town, Fabulous 4 Bedroom Home

Lovely Historic 4 Bedroom, 3 bathroom home in Old Town, walking distance of restaurants, boutiques, coffee shops, the lake front and excellent public transportation. 2nd Fl. Master Bedroom has a King size bed and Twin plus private bath with bathtub, walk in shower, w/d; 2nd Fl. two room "suite" with a Queen size bed in each room and private bathroom. 1st Fl. bedroom with Queen bed and private bathroom. Off Street Parking and Private Deck! License Pending.

NEW! Lake & Skyline Views Kenwood CuldeSac+Parking

Modern luxury awaits you in this Urban Oasis. New construction with all new finishes and stylish decor. Great natural light, free parking, views of Lake Michigan and the Chicago Skyline, nestled on a culdesac. Take advantage of countless attractions that the Windy City has to offer. A few minutes from Navy Pier, Downtown, White Sox Stadium, Museum Campus, University of Chicago, 31st Street and Oakwood Beach Perfect for photos and filming!

Luxury Home - Pool Tbl/Bar/Patio

This unique place has a style all its own. Fully remodelled to wow you and your guest! Cozy, yet spacious environment for you and your friends to rest, cook, play pool by the bar or sit outside in the patio with a wood fire! You will be extremely close to downtown Chicago, O’Hare airport, Wrigley Field, many shopping attractions all while being in a safe neighborhood. Easy self checkin process!