Holiday rentals in Montrose Beach

Welcoming Evanston Home

We have a newly renovated suite awaiting your stay, perfect for one guest. This dedicated entry, private room + bathroom, and tree-lined street are in our quiet neighborhood in beautiful Evanston, just north of Chicago. As international travelers ourselves, we love hosting others from near or far! Enjoy a short walk to cafes, stores, mall shopping, parks, and restaurants. Easy free parking, convenient Uber / Lift rides, and public transportation are also here to make your stay enjoyable.

Fantastic Location / Private Room

Enjoy easy access to everything from this perfectly located home base. Walking distance to Wrigley Field, The Vic, The Briar Street Theater (Blue Man Group), some of the cities best restaurants, bars and coffee shops, Advocate Illinois Masonic Medical Center, The CTA’s Red Line which takes you right downtown to the Loop, Depaul, Chinatown and a host full of other Chicago destinations. There’s really no need for a taxi or Uber with so much that is walkable or accessible from the red line.

NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance

Gorgeous, classic Chicago brownstone with a private entrance and private bath. It is your own private apartment with a private kitchenette, private en suite bath and a private entrance. In the heart of a great city with every amenity and over 500 five star reviews! Walk to Wrigley or ride one of our free bikes. This suite is located 5 minutes from the "el" and many restaurants, boutiques and taverns. TOP 1% of all Airbnbs in Chicago after a DECADE of helping our guests in every way we can.

Comfy and convenient in Lincoln Square

Lovely, comfy private room in our Lincoln Square two-flat. Minutes from shopping, restaurants, night life and CTA brown line to downtown. Also easy access to O'hare and Midway airports. Guests love that they have their own private entrance to come and go as they please . You also have a private bath and our home is pet free. We've redecorated the room and re-listed it, but it's the same lovely space that's garnered all the great reviews and our super-host status. It's not a new listing.

The Uptown Studio Retreat

Stay in the heart of Uptown Chicago in this bright, modern studio just steps from Lake Michigan, public transit, and endless dining options. Located above a lively late-night bar, you’ll be close to the action with the convenience of everything right outside your door. Inside, enjoy a comfortable queen bed, a fully equipped kitchen, and stylish brick accents that give the space its warm character. Perfect for guests looking to experience Chicago’s vibrant neighborhood energy.

Updated full floor urban retreat private suite

Our newly remodeled private urban retreat with vaulted ceilings, features a private en suite bathroom that takes up the entire 3rd floor. Located in Andersonville (2nd coolest neighborhood in the world according to Time Out), we are steps from the train, beaches, great dining and shopping. Walking distance to the Aragon Ballroom and Riviera Theater. Close to Wrigley Field/Cubs. It's a quick train ride downtown or Evanston. Lots of free street parking!

Private studio near Wrigley

Getting to all major destinations is key while also coming back to a quiet neighborhood. Only a few steps from public transportation. The unit is attached to a single family home with your own private entrance and access to the backyard that has a gas grill and fire pit. We are a 1 mile walk to Wrigley Field. Also had a pull out couch if need additional sleeping space.

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

Uptown Studio Gem

Enjoy the best of Chicago’s North Side from this bright and comfortable studio apartment located on W Montrose Ave. Nestled between the lively Uptown and Lakeview neighborhoods, this spot is perfect for solo travelers, couples, or remote workers looking for a peaceful, well-connected place to stay.