House vacation rentals in North Side

The Roscoe House near Wrigley Field

Enjoy stylish living in the Roscoe House, an updated 1888 Victorian where wood and granite counter tops meet walnut shelves and vintage finds, mixed with original art. The house includes a library, patio, and fully stocked gourmet kitchen. *nearby train track construction was recently mentioned in 2 reviews; the city of Chicago seems to have moved on to a new section of the track, yay! If this changes we will do our best to update you!* Bringing kids? We have a pack and play with organic cotton sheets, blow up toddler bed, sound machines, high chair, baby gate, play kitchen, toys and books. FYI: There is a Craigs List scammer using our listing photos-- Beware! We love art and design and hope our home reflects that. This newly remodeled modern space is a 3 bedroom house, each with a private bathroom and flat screen TV. (3br 3 bath) There is also a queen pullout sofa if you have a larger group- we can accommodate up to 8 people. We provide all sheets, towels, and parking permits for street parking where you can usually find a parking spot within the block radius. The living room is perfect for hanging out- enjoy the 55in SmartTV /Netflix,Amazon prime accessible or read a book or play a game in our library, and cook in the fully stocked kitchen or BBQ on our patio. The home has central air throughout- so heat in the winter and A/C in the summer. All the rooms have ceiling fans for the in between seasons. Want to be out? You're a 5-10 minute walk to many great shops, restaurants and bars. We are 20 minutes to downtown via the Red line EL train, 5 minute walk to Wrigley Baseball Stadium, 7 minute walk to Southport Street where all the family restaurants and great shops are, and a 10 minute walk to Boystown. The Roscoe House is the perfect place for your stay in Chicago! Remember though, with all this great access to city fun- you will be in the city, which means you will hear the train pass behind the house (3 lots over) and if the windows are open, you might hear the neighbors. Most say that the train sounds like a nice woosh to lull you to sleep :) Permit street parking is available (we can give you a permit)**A NOTE ABOUT THE PARKING PERMITS: Be sure to enter the date and time on the sticker for every day you park. They are only good for one night, and if you do not enter the date and time in pen (careful not to smudge) you will be ticketed!!. Of course we have a laundry room and wifi. Have a baby? We have all the gear. Looking for something a little cheaper? We have another listing, equally as beautiful, just as close to the same great shops and restaurants. Minutes from the Brown line Addison stop. Copy and paste this link to view/book: http://airbnb.com/rooms/1084001 See our recent feature in Houzz! (website hidden)(phone number hidden)/list/my-houzz-eclectic-industrial-style-in-a-charming-chicago-home Living room, laundry, library hall, kitchen, patio with grill Youre always welcome to call or text us, either through the AirBnb message thread, or to our cell phones directly. We have a contractor and house manager nearby if we are not able to meet you at that moment. Walk to great shops, restaurants, and bars in less than 10 minutes. Visit Wrigley Field nearby, or explore Southport Street, which boasts family-friendly restaurants and great shops. Boystown is a 10-minute walk, too. 7 minute walk to the Belmont stop on the Redline EL train You can hear the woosh of the train as it passes behind the house. It is urban living and will lull you to sleep..... PLEASE NOTE WE DO NOT POST ON (SENSITIVE CONTENTS HIDDEN). ANY POSTING ON OTHER WEBSITES IS A SCAM, PLEASE NOTIFY US IF YOU HAVE SEEN ONE.

Get Cozy at a Powder-Blue Residence in the Heart of Pilsen

House is perfectly located within walking distance of Pilsen's best attractions. Home is furnished and newly renovated with the idea of making your stay as comfortable as possible. Walking distance from Thalia Hall and many other great restaurants and coffee shops. For your convenience there is a "corner store" steps from the home where you can purchase food and beverage items. The whole apartment is professionally cleaned after every guest no matter how many days they have stayed. Fresh sheets and towels are provided for all guests as well. Walking distance from local favorites: Simone’s, Honky Tonk BBQ, Dusek's/Punch House/Thalia Hall, 5 Rabanitos, Furious Spoon, S.K.Y and HaiSous. Located 2 miles South West of Downtown Chicago. Extremely close to South Loop and West Loop. Amenities: - Washer and Dryer (located in unit) - Granite counter tops - All new appliances - Tiled bathroom - Central Heat/AC - Private back deck  - Closet space All access, full kitchen, washer and drier in apartment. Private entrance with Keyless entry. Available at any time, happy to answer any questions you may have. Interaction will be dictated by guests. This is a vibrant family neighborhood with character, art, great food, and culture. Walk to amazing restaurants, bars, and coffee shops, including local favorites Simone’s, Honky Tonk BBQ, 5 Rabanitos, Furious Spoon, S.K.Y, and HaiSous. Close to major Chicago highways: I-190: Kennedy Expressway I-290: Eisenhower Expressway I-55: Stevenson Expressway I-90/94: Chicago Skyway, Dan Ryan Expressway, Kennedy Expressway, Jane Addams Memorial Tollway Public transit easily accessible: CTA Bus #8, 18, 60 CTA Trains: Blue, Pink and Orange Lines Divvy Bike Rental Station one block away Permit Parking $6-10 dollar Uber to Downtown

The Chicago River House – GIANT wall projector!

Close to must see Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop is seated between the Chicago River & Forest Preserves, with trails & river walks, 3 miles to the beach, near Lake Shore Drive & 90/94, nearby Lincoln Square , Andersonville, and seasonal waterfalls, brunch nearby. This 2-bed, 2-bath home one level. 5star Chef's kitchen 9’ x 15’ HD projector, comfy beds, double shower head shower room, near nature. Relax on our private patio and glowing furniture

Clean, 1 Bedroom Apt. w/ Kitchen & Parking for 4

Enjoy our historic district three-flat w/ free parking in upscale, safe Oak Park just 3 blocks to the train, easy access to Chicago. Enjoy some tranquil time in our little eco suburban farm. Check out the gardens and visit our 6 friendly chickens. This non-smoking unit with full kitchen is perfect for tourists, families, or business travelers. We require no check-out chores. Easy highway and airport access. No parties. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

Charming 3-BED in Lincoln Park/ Old Town & Parking

Welcome to our charming retreat in the historic Old Town Triangle/Lincoln Park district of Chicago. This conveniently located 3-bedroom apt, including office space, is nestled in the heart of a safe residential neighborhood with a 5-min walk to Brown Line and 10-min to Red Line. Within a 20-min walk, you'll find yourself at Lincoln Park Zoo, Beach, Second City, and Wells Street, immersing yourself in the vibrance of the old town. Book now to experience the best of Chicago. Parking+EV charging.

BoHo House - A Chic, 1903 Chicago Workers Cottage

Welcome to BoHo House – a charming, airy bohemian gem built in 1903. This beautifully designed 3BR home is just a short walk from Chicago's popular bars, restaurants, and coffee shops. Enjoy the peaceful private fenced backyard, perfect for your pup to roam, complete with an adorable outdoor space. Host a cozy patio dinner by the fire or unwind indoors with a movie. Just 20 minutes from ORD, 10 minutes to downtown, with 800+ Mbps WiFi, free coffee and snacks, and secure 2-car garage parking!

Sophisticated Twnhm in Prestigious S. Lincoln Park

Welcome to our awesome townhome, nestled in a peaceful residential neighborhood, offering both convenience and serenity. Located with easy access to public transportation, you can explore all that Chicago has to offer. There are multiple levels to this townhome with stairs. A bedroom and bathroom on the ground floor, kitchen and living/dinning room on the middle floor, and the master bedroom with master bathroom on the top floor. A mini roof top to enjoy Chicago nights as well.

Division St Designer Home In Heart of Wicker Park

Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

The Logandale: HUGE Mid-Century Home, sleeps 15

Welcome to The Logandale! This 4 bed/3 bath mid-century modern home is ideal for families, professionals, and groups. Enjoy an open floor plan, private patio, game room, and bedrooms with memory foam mattresses. The fully-equipped kitchen, Smart TVs with Netflix, and a backyard fire pit ensure a comfortable stay. Located in the trendy Avondale/Logan Square, you're close to public transport, eateries, and attractions. Experience Chicago's best with us! 🌃🛏️🎮🔥

The Evergreen House

Relax and feel at home on the first floor apartment (completely private) of my Chicago 2-Flat. This home away from home is well stocked with anything that you might need whether you are staying for 2 nights or 2 months. There are 3 televisions with Wifi and Netflix throughout the apartment. There is a nice backyard that you are welcome to use and street parking is free. Washer and Dryer available in the basement. The highways and bus are also nearby.

Northside Chicago Getaway

This home is a classic Chicago bungalow that has been recently updated. There are some special features including whole home audio, a 75" TV with 9.1 Dolby atmosphere surround sound, a 3-person sauna, complete kitchen, fire pit out back and private parking for 2 cars. The Home is located in the Mayfair Park area of Chicago and offers a taste of the City life but also has a little space to breathe. Hope you enjoy it as much as I have over the years!

Peaceful Modern Full House in Trendy Bridgeport

Kick back & relax in your home away from home in our modern & peaceful space in the heart of the Bridgeport neighborhood. Featuring incredible natural light, modern amenities & beautiful artwork, the house is impeccably clean and designed to ensure you have the best travel experience possible. Located on popular Morgan Street, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.