Photo by Eric Mondres
East Village holiday rentals
We found 173 holiday rentals — enter your dates for availability
Discover a selection of 7 homes and other holiday rentals in East Village that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll have the amenities that you expect and more, including Wi-Fi and parking. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - East Village
Showing deals for:3 Oct - 10 Oct
Image gallery for Luxe Single Family Home + Private Skyline Rooftop! Sleeps 10

9.8 out of 10 rating
Exceptional
(8 reviews)
Luxe Single Family Home + Private Skyline Rooftop! Sleeps 10
Chicago, IL
7% off
Price is S$14,249
S$2,036 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - East Village

Charming 3-bedroom house in marvelous Ukrainian village Chicago
Sleeps 7 · 3 bedrooms · 2 bathrooms
6.0 out of 10
(2 reviews)
Top rated rentals - East Village

Great for bonding, cute neighbourhood
10 out of 10
exceptional
(183 reviews)
Came here for a weekend for a girls + partners trip and we immediately fell in love with the space. The rooftop was lovely to lounge and have food on; it had everything from cushions to blankets and a view of the Chicago skyline. We also made use of the sofa pull out bed to watch movies at night. Everyone complimented my choice of apartment!
Communication from the host was excellent. The place was well stocked with cutleries and some coffee pods, and we walked to the nearest CVS to get toiletries.
I was nervous the Vrbo was too far from downtown but the neighbourhood turned out to be great. It’s walking distance to coffee shops and the famous Kasama restaurant, and a 10 minute drive to avenues with restaurants, bars and other spots. It wasn’t hard to get to the city with an Uber and public transportation.
Highly recommend to big groups who want to stay in a tranquil neighbourhood with a nice space for lounging! Note that 2 bedrooms to fit 7-9 people can be cramped, but it worked out for us.
Celeste C.
Stayed May 2024
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value