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
Condo in Oak Park
4.79 out of 5 average rating, 308 reviewsPeaceful Oak Park Condo Next to Green Line Metro
Oct 1 – 8
Guest suite in Chicago
4.98 out of 5 average rating, 111 reviewsGorgeous Studio 15 Minutes From Ohare!
Nov 28 – Dec 5
Apartment in Forest Park
4.95 out of 5 average rating, 133 reviewsLarge, modern 2 bedroom in heart of Forest Park
Sep 29 – Oct 6
Apartment in Forest Park
4.95 out of 5 average rating, 237 reviewsMid-Century Charm. Near Chicago. Low Cleaning Fee!
Sep 23 – 30
Apartment in Oak Park
4.93 out of 5 average rating, 136 reviewsWalking Distance to Everything.
Jan 1 – 8
Apartment in Berwyn
4.92 out of 5 average rating, 148 reviewsFriendly Rock ’n’ Roll Retreat
Feb 13 – 20
Guesthouse in Oak Park
4.99 out of 5 average rating, 72 reviewsStylish Coachhouse in lovely Oak Park!
Oct 30 – Nov 6
Apartment in Oak Park
4.98 out of 5 average rating, 85 reviewsLovely 2-bedroom rental in the heart of Oak Park
Dec 14 – 21
Other great vacation rentals in Oak Park
Apartment in Oak Park
4.97 out of 5 average rating, 30 reviews2QB Frank Lloyd Wright, free parking, CTA & Metra
Sep 5 – 12
Apartment in Oak Park
5.0 out of 5 average rating, 7 reviewsSpacious Kng Bed Free pkng perfect 4 long stays
Feb 19 – 26
Apartment in Forest Park
4.96 out of 5 average rating, 79 reviews1 bedroom garden apartment in Forest Park
Feb 9 – 16
Apartment in Oak Park
5.0 out of 5 average rating, 19 reviewsThe Artist's Loft - Oak Park
Nov 13 – 20
Apartment in Forest Park
4.86 out of 5 average rating, 14 reviewsCity-Accessible Basement Retreat
Nov 10 – 17
Apartment in Oak Park
4.95 out of 5 average rating, 41 reviewsFirst floor of Historic Oak Park Villa / 2Car Grge
Feb 4 – 11
Home in Berwyn
5.0 out of 5 average rating, 75 reviewsRetro Modern Bungalow | free parking | pets ok
Jan 1 – 8
Apartment in Oak Park
5.0 out of 5 average rating, 6 reviewsRestored Mid-Century 4 Square
Dec 12 – 19
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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