The 10 best vacation rentals in Oak Park, US

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Vacation Rentals for every style

Find the right vacation rental for you in Oak Park

The best vacation rentals in Oak Park

Check out our selection of great vacation rentals in Oak Park

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Harvey House Bed & Breakfast

Oak Park

Harvey House Bed & Breakfast provides air-conditioned rooms in Oak Park. Both free Wifi and parking on-site are available at the bed and breakfast free of charge.

J

Jose Andres

From

United States

Is a wonderful place to visit I highly recommend to everyone who want to feel like home

Scored out of 10, guest rating 9.4

Wonderful - What previous guests thought, 35 reviews

Price from

$239

1 night, 2 adults

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The Avondale Guesthouse

Chicago (Near Oak Park)

The Avondale Guesthouse is located in Chicago, just 2.8 miles from Wrigley Field and 3.6 miles from Lincoln Park Zoo.

K

Kam

From

United States

Easy access to a nice property in a good location. The hosts were amazing and easy to communicate with. Noemi was so nice and decorated the house for the holiday- it was so cool! We had a blast!

Scored out of 10, guest rating 9.6

Exceptional - What previous guests thought, 129 reviews

Price from

$340

1 night, 2 adults

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Ray's Bucktown Bed and Breakfast

Chicago (Near Oak Park)

Ray's Bucktown Bed and Breakfast provides a sauna and free private parking, and is within 3.1 miles of Lincoln Park Zoo and 3.1 miles of Wrigley Field.

C

Carlos

From

Spain

Lots of personality. Everyone working there has a great attitude. Happy people who make you feel happy! Breakfast is amazing

Scored out of 10, guest rating 9.5

Exceptional - What previous guests thought, 137 reviews

Price from

$169.19

1 night, 2 adults

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Historic Home with Outdoor Hot Tub Near Downtown in Public Transportation Hub

Chicago (Near Oak Park)

Historic Home with Outdoor Hot Tub Near Downtown in Public Transportation Hub is located in Chicago, just 4.5 miles from Wrigley Field and 7.2 miles from Lincoln Park Zoo.

A

Ashley

From

United States

This is truly a home away from home. We felt at ease the entire stay and even though we had a jam-packed trip, coming back to the house felt like coming home. The neighborhood is great for walking, and feels extremely safe. There are fantastic coffee shops and restaurants all throughout the neighborhood, and the street parking is plentiful, which makes staying in the city so much easier. I had exactly 30 minutes to myself during the trip, and while everyone else rested, I got in the hot tub and really recharged for the rest of our evening. It was cool outside and perfect in the tub. I cannot more highly recommend this home, and I can't thank Andrea enough. The house is historic and beautiful, and very clean. The beds are so comfortable, and having more than one bathroom is such a bonus. We ended up needing to use the dryer, and it's so nice to have laundry facilities when you accidentally end up with a wet shoe and socks! There's a fireplace and seating for hanging out inside when it's chilly, and it's super cozy. There's a Keurig for coffee and Andrea even offered to get us milk for coffee, but we opted to walk down to the local spots and soak in the neighborhood. I've said a lot but I still feel like I'm not capturing how great the property really is. If you've found this one, stop scrolling!

Scored out of 10, guest rating 9.4

Wonderful - What previous guests thought, 8 reviews

Price from

$500

1 night, 2 adults

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Wicker Park Inn

Chicago (Near Oak Park)

Wicker Park Inn enjoys a location in Chicago, 2.3 miles from United Center and 2.8 miles from Water Tower Chicago.

E

Emily

From

Canada

Very friendly staff and extremely accommodating. Perfect location and lovely spot. Would recommend and come back

Scored out of 10, guest rating 8.3

Very Good - What previous guests thought, 38 reviews

Price from

$342.58

1 night, 2 adults

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Adorable 2 bedroom with free street parking

Chicago (Near Oak Park)

Adorable 2 bedroom with free street parking is located in Chicago, just 2.7 miles from United Center and 4.4 miles from Union Station.

S

Susan

From

United States

Everything was as described. Very clean and bright. Having the extra space is a plus versus staying in a hotel room. We liked having the keypad entry as we encountered heavy traffic during our travels and were delayed arriving an hour later then expected. Having street parking was a plus as other hotels in the area you must use valet parking or pay for parking. It definitely was a deciding factor for us as we drove there and never thought about parking would be an extra charge.

Scored out of 10, guest rating 7.8

Good - What previous guests thought, 148 reviews

Price from

$270

1 night, 2 adults

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Chicago Exquisite Haven 2bed 2bath Near Downtown and United Center

Chicago (Near Oak Park)

Chicago Exquisite Haven 2bed 2bath Near Downtown and United Center offers accommodations in Chicago, 1.1 miles from United Center and 3.2 miles from Willis Tower.

S

Shamara

From

United States

To be honest I kicked my new year off with this stay & may I say I definitely felt at home. Very much peaceful, easy parking, host was well communicative. If you’re thinking about booking 10/10 for me honestly. This space is truly beautiful.

Scored out of 10, guest rating 7.4

Good - What previous guests thought, 27 reviews

Price from

$336.80

1 night, 2 adults

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Entire Modern 2 Bedroom Apartment

Chicago (Near Oak Park)

Entire Modern 2 Bedroom Apartment offers accommodations in Chicago, 6.7 miles from United Center and 7.1 miles from Lincoln Park Zoo.

A

Ashaa

From

United States

We enjoyed our stay here, the neighborhood is family oriented and quite. The apartment is cute and cozy and had everything we needed. Sandra is awesome she responds in a timely manner to any questions/concerns we had and made us feel right at home.

Scored out of 10, guest rating 7.6

Good - What previous guests thought, 16 reviews

Price from

$344

1 night, 2 adults

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2F Chicago's Little Italy near West Loop & Downtown

Chicago (Near Oak Park)

2F Chicago's Little Italy near West Loop & Downtown is located in Chicago, just 1.1 miles from United Center and 1.9 miles from Union Station.

L

Linda

From

Canada

Apartment super clean and cozy! Wonderful location. Would definitely recommend!

Scored out of 10, guest rating 9.3

Wonderful - What previous guests thought, 230 reviews

Price from

$320

1 night, 2 adults

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1F Cozy Home in Little Italy near Downtown West Loop United Center

Chicago (Near Oak Park)

1F Cozy Home in Little Italy near Downtown West Loop United Center is located in Chicago, just 1.1 miles from United Center and 2.4 miles from Willis Tower.

Scored out of 10, guest rating 9.5

Exceptional - What previous guests thought, 101 reviews

Price from

$350

1 night, 2 adults

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All vacation rentals in Oak Park