Vacation rentals in Chicago
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Top-rated holiday rentals in Chicago
Guests agree: these stays are highly rated for location, cleanliness, and more.
SUPERHOSTEntire flat · 4 guests · 2 beds · 1 bathroomHip Chicago Apartment - FREE Parking Spot IncludedYou’ll love this high-end, newly renovated 2 bedroom apartment located in Chicago’s iconic Logan Square. This bright and modern space has free parking, a fully equipped stainless-steel kitchen and an outdoor sitting area perfect for a sunny meal. Walking distance from a bike rental station and hip Armitage Street where you can find a wide selection of restaurants and bars to suit any palate. You’ll also be close by the 606 Trail, a lovely place to enjoy a walk, bike or go for a run
What guests are saying:“I really enjoyed my stay at Alex and Leo’s place. Check-in was a breeze, great communication from the hosts, the bed was super comfortable, kitchen had all the necessary items, great TV, and comfy sofa, and the location is excellent with lots of fun places to walk. I highly recommend this place.”
SUPERHOSTEntire flat · 2 guests · 1 bed · 1 bathroomModern Chicago Loft with a Complimentary Garage SpotDine by the natural wood breakfast bar or on the rooftop deck. This classy loft boasts open-plan living, exposed brickwork and stunning artwork. Check out our other available listings within the same building by clicking below on our host profile.
What guests are saying:“This place was perfect for my boyfriend and I on our 2 night stop in Chicago! It’s super stylish and cozy, and the bed is super comfortable. We visited the main sights in Chicago by bike - it was the perfect location!”
SUPERHOSTEntire apartment · 4 guests · 2 beds · 1 bathroomEnjoy city & lake views from this suite w/ shared pool, gym, sauna, & basketballThe health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.
What guests are saying:“I can't say enough about this place. Check in with the doorman was nice and easy, which is something that can start your trip off on a positive or negative note. My goodness, the view from this apartment is incredible! It's really something being able to see the Willis Tower right outside your windows (both the living room and bedroom). As far as location goes, it is perfect. You are able to walk to most major attractions in downtown Chicago, as well as a variety of restaurants and bars. The location is extremely convenient, and I didn't even uber once while I was there! Another thing I loved were the amenities. It was really nice having a washer/dryer to use, as well as a 24 hr gym so that I could work off that delicious Chicago Deep Dish pizza! I highly recommend this place and would definitely stay here again!”
