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Holiday rentals near Oak Street
We found 2,907 holiday rentals — enter your dates for availability
Choose the right private holiday rental within close proximity to Oak Street. Holiday rentals offer the best amenities for your family, friends or furry companion, such as air conditioning and a pool. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Oak Street
Showing deals for:16 Jan - 23 Jan
Image gallery for Luxury 2BR on Michigan Ave with Private Balcony
9.8 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Luxury 2BR on Michigan Ave with Private Balcony
Chicago, IL
7% off
Price is NZ$5,636
for 7 nights, 1 apartment
NZ$805 per night
includes taxes & fees
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Find the best place to stay - Oak Street
55-56 Mag Mile Penthouse
Sleeps 8 · 3 bedrooms · 2 bathrooms
10 out of 10
exceptional
(298 reviews)
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