
Holiday houses in Oak Park
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Top-rated holiday rentals in Oak Park
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Oak Park holiday rentals
Other great holiday rentals in Oak Park
Guest favourite

Home in West Lawn
4.94 out of 5 average rating, 32 reviewsFamily Friendly Duplex/9 min from MDW/Free Parking
MadisonRating, 5 stars1 month ago
Lovely place to meet up with friends!
Guest favourite

Apartment in West Town
4.85 out of 5 average rating, 126 reviewsCondo with private terrace, free WIFI and parking
AaronRating, 5 stars6 months ago
Great place, very clear and easy instructions, close to everything you need in the city, made a mistake with booking and they made it extremely easy and very flexible to stay an extra night.
Superhost

Home in Schaumburg
4.8 out of 5 average rating, 79 reviewsSpacious 5 Bedroom 1 Level Renovated Modern House
MarshaRating, 5 stars1 month ago
The house itself was great. We loved the space and the game room was a big hit. We had plenty of room for our family Christmas. We also appreciated the pet friendly amenity.
Guest favourite

Apartment in Albany Park
4.95 out of 5 average rating, 39 reviewsElegant 4Bedroom with Free Parking in Albany Park
MatthewRating, 5 stars3 weeks ago
Thank you for letting us stay in your beautiful home. Everything was exactly as described! Will definitely stay again
Superhost

Apartment in Jefferson Park
4.81 out of 5 average rating, 16 reviewsCity Gem: Stylish 3BR for Urban Explorers
MaríaRating, 5 stars1 month ago
Excellent lodging and host, I would come back!
Guest favourite

Home in Lockport
5 out of 5 average rating, 19 reviewsCozy 4 Bed Ranch w Fenced Yard *Netflix
StephanieRating, 5 stars1 week ago
Samantha’s home was a great landing spot in an easy location for us to visit with nearby family. Five adults and one toddler were very comfortable and enjoyed the space. The house is well appointed with everything we needed, and we appreciated the extra toys and high chair. The neighborhood is quiet and peaceful, while being near amenities and major highways. The listing description, Samantha’s instructions, and the posted instructions in the house made for a seamless stay.
Superhost

Condo in East Rogers Park
4.79 out of 5 average rating, 29 reviewsSpacious condo with open floor plan and fireplace
TatianaRating, 5 stars1 month ago
This place was spacious and perfect for our family (two kids and a baby), with plenty of room for everyone to spread out. The hosts were fantastic! They encountered an issue with the fridge not working just before our arrival but handled it professionally, providing excellent support until it was fixed. We really appreciated their responsiveness and care. We highly recommend this space for families and large groups. One small suggestion: if you’re a light sleeper or have kids, consider bringing a noise machine, as some sound from the upstairs neighbors can be heard. However, this wasn’t a problem for us and is to be expected when staying in a condo.
Guest favourite

Home in Lombard
5 out of 5 average rating, 21 reviewsSpacious Home in Chicago Suburbs
JonathanRating, 5 stars1 week ago
Fantastic spot. Came for a local event with some friends and definitely was not disappointed. Made my first ever Airbnb experience super easy and low stress.
Quick stats about holiday rentals in Oak Park
Total rentals
330 properties
Total number of reviews
18K reviews
Family-friendly rentals
160 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
180 properties have a dedicated workspace
Wi-Fi availability
320 properties include access to Wi-Fi
Destinations to explore
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- Kid-friendly rentals Oak Park
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- Rentals with a washing machine and dryer Oak Park
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