Oak Park vacation rentals
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Top-rated vacation rentals in Oak Park
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oak Park vacation rentals
Other great vacation rentals in Oak Park
Apartment in Forest Park
4.84 out of 5 average rating, 109 reviewsHome away from home downstairs
Aug 26 – Sep 2
Condo in Oak Park
4.79 out of 5 average rating, 308 reviewsPeaceful Oak Park Condo Next to Green Line Metro
Oct 5 – 12
Apartment in Oak Park
4.93 out of 5 average rating, 136 reviewsWalking Distance to Everything.
Aug 12 – 19
Apartment in Forest Park
4.95 out of 5 average rating, 133 reviewsLarge, modern 2 bedroom in heart of Forest Park
Jan 23 – 30
Guest suite in Chicago
4.98 out of 5 average rating, 111 reviewsGorgeous Studio 15 Minutes From Ohare!
Oct 29 – Nov 5
Apartment in Forest Park
4.95 out of 5 average rating, 237 reviewsMid-Century Charm. Near Chicago. Low Cleaning Fee!
Oct 5 – 12
Apartment in Cicero
4.98 out of 5 average rating, 201 reviewsCOZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Nov 17 – 24
Guest suite in Oak Park
4.82 out of 5 average rating, 150 reviewsPrivate 2 BR Oak Park Garden Apt
Jun 7 – 14
Other great vacation rentals in Oak Park
Apartment in Oak Park
5.0 out of 5 average rating, 65 reviewsCheerful Oak Park Apartment
Aug 30 – Sep 6
Apartment in Oak Park
4.97 out of 5 average rating, 30 reviews2BR/2BA Oak Park Gem - Ideal Comfort
Jan 10 – 17
Apartment in Forest Park
4.86 out of 5 average rating, 14 reviewsCity-Accessible Basement Retreat
Jan 1 – 8
Apartment in Oak Park
5.0 out of 5 average rating, 7 reviewsSpacious Kng Bed Free pkng perfect 4 long stays
Feb 26 – Mar 5
Apartment in Forest Park
4.96 out of 5 average rating, 79 reviews1 bedroom garden apartment in Forest Park
Jan 31 – Feb 7
Apartment in Oak Park
4.97 out of 5 average rating, 30 reviews2QB Frank Lloyd Wright, free parking, CTA & Metra
Aug 24 – 31
Guesthouse in Oak Park
4.91 out of 5 average rating, 66 reviewsSunny Coach House in Historic Oak Park
Sep 29 – Oct 6
Apartment in Oak Park
5.0 out of 5 average rating, 19 reviewsThe Artist's Loft - Oak Park
Jan 26 – Feb 2
Quick stats about vacation rentals in Oak Park
Total rentals
320 properties
Wifi availability
320 properties include access to wifi
Rentals with dedicated workspaces
170 properties have a dedicated workspace
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
140 properties are a good fit for families
Total number of reviews
16K reviews
Frequently Asked Questions
Are there pet-friendly vacation rentals in Oak Park?
Four-legged friends are welcome in Oak Park. Choose from more than 70 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Oak Park?
Yes! Work meets play with ease at over 170 vacation rentals in Oak Park featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Oak Park?
Oak Park has more than 140 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Oak Park have air conditioning?
Absolutely! We offer over 120 house rentals with air conditioning in Oak Park. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Oak Park?
Experience the best of Oak Park with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Oak Park have wireless internet?
Absolutely! We offer over 120 house rentals with wireless internet in Oak Park. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Oak Park have a gym?
Absolutely! We offer over 20 apartment rentals with a gym in Oak Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oak Park have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Oak Park. Enjoy a tailored experience with all the comforts you desire.
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