Photo by Jess Rigdon
Roscoe Village holiday lettings
We found 272 holiday rentals — enter your dates for availability
Discover a selection of 9 apartments and other holiday rentals in Roscoe Village that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a pool. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Find spaces that suit your style
Find the best place to stay - Roscoe Village
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Sleeps 4 · 1 bedroom · 1 bathroom
Top rated rentals - Roscoe Village
Photo gallery for Single Family Home! Sleeps 8 Lincoln Park/Lakeview
Great stay
- 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, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value