Holiday rentals near Oak Street Beach
We found 3,072 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental within close proximity to Oak Street Beach. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as air conditioning and Wi-Fi. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Oak Street Beach
Showing deals for:27 Feb - 6 Mar
Image gallery for Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
9.2 out of 10, Wonderful, (61 reviews)
Wonderful
(61 reviews)
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Chicago, IL
7% off
Price is AU$4,966
for 7 nights, 1 home
AU$709 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find properties near top attractions in Oak Street Beach
Map Attractions
Find the best place to stay - Oak Street Beach
Showing deals for: 26 Feb - 1 Mar
Level Chicago – Old Town
Sleeps 8
9.0 out of 10
wonderful
(389 reviews)
The current price is AU$1,007
for 3 nights, 1 room
AU$336 per night
includes taxes & fees
Top rated rentals - Oak Street Beach
Fabulous
10 out of 10
exceptional
(269 reviews)
The property is a fully equipped home, has everything you need and makes life simple while you are there. The owner is also right next door and very responsive, friendly and helpful. Taylor street is a very short walk away, the pink line is a short walk away, great location, very quiet.
Robin N.
Stayed July 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