Holiday rentals near Chicago Premium Outlets
We found 199 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals near Chicago Premium Outlets that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for hanging out with the people that matter most, including air conditioning and cable TV. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Chicago Premium Outlets
Showing deals for:14 Nov - 21 Nov
Image gallery for Walk to Downtown Restaurants, Cozy Stay, Grand Porch, Bike on the river trails!
10 out of 10 rating
Exceptional
(9 reviews)
Walk to Downtown Restaurants, Cozy Stay, Grand Porch, Bike on the river trails!
St. Charles, IL
7% off
Price is £2,376
£339 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Chicago Premium Outlets
Serene 5-Bedroom Retreat, Oswego
Sleeps 12 · 5 bedrooms · 2+ bathrooms
6.0 out of 10
(1 review)
Top rated rentals - Chicago Premium Outlets
Great house and location
10 out of 10
exceptional
(2 reviews)
We spent six nights at this home but wished we could have stayed longer. It was everything we thought it would be and then some. The location was perfect for us to meet up with friends and family. It was close to restaurants and stores too. We even had a chance to play indoor pickleball nearby. Thanks so much for allowing us to stay in your home!
Angela W.
Stayed Feb 2025
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