Lake house vacation rentals in Lake View

Soak Up Mid-Century Style in Wrigleyville and Boystown

This is an architecturally significant (3-bedroom 3.5-bathroom) home by noted Las Vegas architect Homer Rissman. We are located in the heart of East Lakeview, just half a block from Lake Michigan and Lincoln Park, and blocks away from Wrigley Field and Boystown. Smart TVs (with Netflix, Hulu, Amazon Prime) are located in the shared main level TV lounge, and also the lower level lounge. Entire home I like in-person check-in but full privacy is offered You will receive a link with detailed instructions within 24 hours of your check-in. If you have a U.S. mobile number, you will also receive a text message FULL DISCLOSURE: If you haven't used a lockbox (or don't know how to), self-check-in isn't for you. Your check-in should be in person. Lakeview is home to two of the most vibrant sports, nightlife, and theater scenes in Chicago: Wrigleyville and Boystown. Explore souvenir shops and casual eateries by day, and hop from bar to bar along Clark, Addison, and Sheffield Avenues by night. You walk to Treasure Island (half block), Jewel Osco (2 minutes), Whole Foods (4 minutes), Lakeview Athletic Club (4 minutes), XSports Fitness (5 minutes), Walgreens (3 blocks), bars and restaurants aound the corner. Close to multiple buses on Lake Shore Drive. Grab a bus to downtown in 15 minutes You will have to climb one flight of stairs for all bedrooms Street parking is free on the east side of Broadway. The west side requires 383 permits. Please, read the signs.

Amazing Location! Spacious Duplex Getaway

Welcome to your perfect getaway! This beautifully renovated duplex is ideally located, just steps away from charming coffee shops, local restaurants, and Lake Michigan. Only 2 blocks from Metra and CTA stops, you will have convenient access to downtown Chicago, Wrigley Field, Northwestern University and much more. With a free off-street parking spot, comfortable king-sized beds and fast wi-fi, whether you're here to explore or just relax, you'll love the convenience and comfort this home offers.

*New* Luxury Wrigley Penthouse, Free Parking

✨ NEW Guest Favorite in Chicago Wrigleyville! SPACIOUS 3BR, 2.5BA DUPLEX, UP TO 12 GUESTS w/ NEW FURNITURE, BEDS & GAME ROOM ✨ A standout stay in Chicago — nothing else like it! Just a 5-min walk to Chicago Red Line Station (10 mins to Downtown Chicago!) & only 5 mins to Wrigley Field. Walk to cafes, shops, parks & more. Includes FREE parking, fast Wi-Fi, foosball & arcade games. Perfect for friend groups, families, corporate housing, and digital nomads! A perfect score in the heart of Chicago!

Private Downtown Retreat with Rooftop Oasis

Welcome to your exclusive retreat in the heart of the city, where urban sophistication meets unparalleled comfort. Nestled in between Magnificent Mile and Gold Coast, this luxurious Airbnb offers a haven of style and tranquility amidst the hustle and bustle. The rooftop patio offers incredible views of the city skyline, with touches of lush greenery. The spacious living areas boast oversized windows that flood the space with natural light. Each bedroom is a sanctuary where luxury meets comfort.

Huge Downtown Gem *Yard *Parking *Fireplace

Unique opportunity to rent an original Victorian home in historic Old Town. Only listing of its kind! Walk to almost everything Chicago has to offer- Downtown, Magnificent mile, restaurants, bars, boutiques; Lincoln Park and North ave beach from this three-level house. 5 bedrooms, 3.5 baths, 2 fully stocked kitchens, 2 car garage, back yard, laundry, pets welcome - what else can you possibly need? Space is expandable from a smaller family to a group of 22. Message me if you have any questions!

Executive Contemporary Duplex

Discover a newly remodeled, stylish, & spacious 2-bedroom garden home with a separated basement apartment nestled in the historic Bronzeville neighborhood. This beautiful residence boasts enchanting décor and well-appointed living spaces that promise a memorable stay. Its minimalist charm and comfortable setup reflect a contemporary/modern aesthetic, making it an irresistible choice for guest. Just 6 mints from the downtown, 20 mints from Midway Airport, and 4 mints from McCormick Place & UOC.

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.

3 floor 2000 sqft home, deck, w/d, central

Welcome to my stylish, bright, & renovated home! 3 floors of spacious & comfortable living with new furniture. 3 big bedrooms with queen beds, each located on their own private floor. All floors have a bathroom (2 full & 2 half). Groups can enjoy together in the big living room or open dining area. Or there’s lots of space to do your own thing. 2 separate workspaces. Roof deck w/ great view & seats! Walk to lake, zoo, park, top-rated eats & public transit. *Ask before if parking is available*

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

Hot Tub Logan Family Designer Home

Enjoy a beautiful family home on a quiet tree-lined street designed by one of NYC's top designers -- with abundant art, lots of space for kids, and a hot tub! Freshly redesigned and between Wicker Park and Logan Square, this is a perfect location for family and just a few minutes from downtown Chicago. Luxury linens, bedding, and touches abound. Explore the elevated 606 trail, excellent restaurants within walking distance, and a work desk, 4K monitor, and playroom. And secret beach!

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!

Old Town Cosmopolitan Four Bedroom, Four Bath

Elegant 5 Bedroom, 4 Bath Home in the Historic Old Town Neighborhood of Chicago. Just north of the Gold Coast, walking distance to the Lake, Beach, Lincoln Park Zoo, Parks, DePaul University, the Chicago History Museum and Countless Restaurants, Coffee Shops and Boutiques. Excellent Public Transportation. Easy Parking. Posh yet comfortable, the home boosts a gorgeous gourmet kitchen which opens up to a sitting room.