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Compare Vacation Homes in Oak Park with updated reviews, rates, and availability.

Great 3 bedroom rental unit near Logan Square

9.6 out of 10, Exceptional, (25)
"The property listing was exactly as described. Very clean and quite spacious. We arrived at 530 pm and found adequate street parking. The beds were comfortable, the kitchen was stocked with key necessities and the bathrooms provided plenty of towels and basic toiletries. Our host was responsive with any concerns too. I would definitely recommend this property!"
Great 3 bedroom rental unit near Logan Square

Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

9.6 out of 10, Exceptional, (16)
"Perfect location to make training visits to the area. Close to places to eat & grocery stores."
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

2 Mi to Northwestern: Updated Home w/ Game Room!

10.0 out of 10, Exceptional, (1)
"Listing and photos were accurate. Everything is updated, including all kitchen appliances and bathrooms. Host was prompt in communication and allowed us to check-in early. "
2 Mi to Northwestern: Updated Home w/ Game Room!

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

9.4 out of 10, Exceptional, (87)
"Spacious property. Plenty of room and great neighborhood. Wish the larger TV was upstairs. "
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

10.0 out of 10, Exceptional, (163)
"Great location, lots of space for gathering and hanging out. Tons of sleeping areas, air mattresses couches, futons, etc. Great for large groups of adults. Caution: Lots of stairs."
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

9.6 out of 10, Exceptional, (8)
"The house is located in a neighborhood that is easily walkable and has anything you need within walking distance. Metro is located within a few blocks of the house and makes getting around easy."
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

Cozy 3-bedroom house in family-oriented Melrose Park.

10.0 out of 10, Exceptional, (4)
"This is a great place and very pet friendly. Only negatives were lack of hashtags (only one in the home), no hair dryer when it advertised it had one, and no TV in any of the bedrooms. The home was clean, spacious, fireplace and hot tub are a great bonus."
Cozy 3-bedroom house in family-oriented Melrose Park.

Your Next Vacation Home

9.6 out of 10, Exceptional, (34)
"The house and the area of town worked out very well for my family. I would stay there again. "
The price is SAR 656
SAR 1,163 total
includes taxes & fees
31 Mar - 1 Apr
Your Next Vacation Home

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

LUXE 3 BR, 2 BA + Hot Tub

9.2 out of 10, Wonderful, (21)
"Hot tub was nice, the house itself was clean and had a great backyard that is big and pretty. Host is very responsive. Recommend!!"
The price is SAR 844
SAR 1,497 total
includes taxes & fees
17 Mar - 18 Mar
LUXE 3 BR, 2 BA + Hot Tub

Charming ModernRetro Home!

9.2 out of 10, Wonderful, (13)
"Brittany was absolutely amazing. Her home was gorgeous and cozy. Served our needs exact. We will be coming back! "
Charming ModernRetro Home!

GORGEOUS 4/2.5 GREYSTONE HOME | WRIGLEY

8.4 out of 10, Very Good, (26)
"We booked this location for our large family of 8. Clean and it slept all of us well, with plenty of space to wind down and hang out after a day seeing the sights in the city. Easy walking distance to Wrigley field and local attractions. Short drive into the city or hop on the train a block away. Seemed like a safe neighborhood and has a garage for parking. (Note a Suburban is too long to park inside and still close the door)Good communication with property owner/management. We will...
GORGEOUS 4/2.5 GREYSTONE HOME | WRIGLEY

Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym

10.0 out of 10, Exceptional, (3)
"Upscale tri level home, easy location to get to and Uber from. House is very well designed and set up for a larger family group. 4 nice bedrooms with really nice bathrooms and a small workout area. Living room and kitchen open up to a back deck area with lower level sitting spaces. Great place to stay for concerts or just an easy location to visit the pier or soldier field or Wrigley or white Sox. We enjoyed our week. "
Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym

Stunning / Spacious 6BD Home + garage - Bucktown!

9.2 out of 10, Wonderful, (31)
"Location is great, size of the house is great with queen beds in all room and even one with a King bed. Basement was very cold, ( it’s winter) so that bedroom was not used but wasn’t needed anyways. The house needs a really good cleaning especially the kitchen especially the cabinets. Also coffee maker is tiny, doesn’t make sense considering the size of the house. Ironing board had no cover just metal frame, kitchen was not stocked properly for the size of the house. Loved the fact there was...
Stunning / Spacious 6BD Home + garage - Bucktown!

Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

9.4 out of 10, Exceptional, (10)
"House was clean and the check in process was easy. The gated driveway easily fit 3 cars with room to spare."
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

Lakeview Lux - 20min to Wrigley - Free Parking - Sleeps 17+

8.8 out of 10, Excellent, (8)
"The house was very nice. Great neighborhood."
Lakeview Lux - 20min to Wrigley - Free Parking - Sleeps 17+

The Wrigleyville VIP- 200 steps to Wrigley- Super Clean!

9.8 out of 10, Exceptional, (73)
"We spent a wonderful long weekend enjoying the surrounding area. Plenty of shops, bars and restaurants within easy walking distance. The host was very good with communicating, unit was very spacious and clean. Perfect place to stay in Wrigleyville"
The Wrigleyville VIP- 200 steps to Wrigley- Super Clean!

Updated Forest Park 3 BR Bungalow

10.0 out of 10, Exceptional, (98)
"This Forest Park bungalow was perfect for our ladies weekend. It is clean, comfortable, updated, charming, well stocked with supplies, has off-street parking, and is convenient to the city. I highly recommend this lovely home."
Updated Forest Park 3 BR Bungalow

Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

9.8 out of 10, Exceptional, (83)
"We had a wonderful visit in Chicago and this VRBO was a great place to stay for our group. There are plenty of bedrooms and bathrooms and it is close to all the restaurants, bars, and an El stop. "
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago

9.0 out of 10, Wonderful, (7)
"To say we enjoyed our stay, is an understatement. My sister was able you bring in her 21st birthday properly along with her close friends. It was so spacious, everyone had their own area to hang out. The master bedroom is gorgeous, a real selling point. My only regret is that it is winter && we were unable to enjoy the backyard. Our host was amazing and very helpful during the whole process, any question was promptly answered. If you’re looking for a nice place in a quiet area, don’t hesitate to...
Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Oak Park

Chic Suite/Mins to L Train /Laundry/Free Parking

9.6 out of 10, Exceptional, (36)
"I texted the host a question and he almost immediately got back to me and talked me through the entire check-in process, and he didn’t hang up until he was sure we were able to get in! This was my first out-of-state trip with my boyfriend, so it was an enormous relief to have such a dedicated host to help us out! Additionally, the interior was tidy and very pleasantly decorated!"
The price is SAR 300
SAR 701 total
includes taxes & fees
25 Mar - 26 Mar
Chic Suite/Mins to L Train /Laundry/Free Parking

Oak Park Queen

9.4 out of 10, Exceptional, (12)
"Wonderful place. Stayed four nights and went in and out to visit family in Oak Park and nearby neighborhoods. Everything you will need when looking for a place to stay. Clean, roomy, comfy and had everything we needed!Consider staying here!"
The price is SAR 506
SAR 959 total
includes taxes & fees
12 Mar - 13 Mar
Oak Park Queen

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (695)
"Nice "
The price is SAR 475
SAR 668 total
includes taxes & fees
12 Mar - 13 Mar
Sentral Michigan Avenue
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.