Vacation rentals in Winnetka
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Winnetka
Guests agree: these stays are highly rated for location, cleanliness, and more.
- Entire guest suite
Come find out why many sports celebrities and CEO’s choose to live in Winnetka! Take a weekend or a month at this charming renovated and historic second floor 1 BR apartment just steps from our beautiful Lake Michigan beaches, public transportation, our quaint downtown village and groceries, and our Saturday morning farmers’ market. Walk/run/bike our trails and head for the beach or lagoons!
- Private room
Comfy private small bedroom and bath (we have our own master bathroom but we do share the shower occasionally) in an artist's home with European feel. Access to the kitchen and backyard. Near cafes, beach, and roads and trains that whisk you to the Windy City. Anastasia is a multi-lingual host and composer, author, artist.
- Entire townhouse
Stay in comfort in the ChicagoLand north shore in a 3 bedroom, 1.5 bath, 2-car garage townhome only blocks from Metra rail, grocery, and restaurants. Upstairs, The master bedroom has a king sized bed, two closets, and a dresser. The 1st guest bedroom has a full bed, a dresser, a single closet and a desk, and the 2nd guest bedroom has a full bed, a dresser and a single closet. On the ground floor the living room/dining room has a sofa, a settee, a few chairs, a 55" TV and a table for four.