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Vacation Homes in Chicago

Charming 3-bedroom townhome with AC and WiFi in Waukegan.

9.6 out of 10, Exceptional, (5)
The price is SAR 694
SAR 1,367 total
includes taxes & fees
22 Jun - 23 Jun
Charming 3-bedroom townhome with AC and WiFi in Waukegan.

Your Next Vacation Home

9.8 out of 10, Exceptional, (43)
"Very clean and tidy. We didn't stay long, just slept overnight before heading out again, but the rooms were comfortable."
The price is SAR 1,013
SAR 1,596 total
includes taxes & fees
15 Jul - 16 Jul
Your Next Vacation Home

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

10.0 out of 10, Exceptional, (12)
"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.

Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

9.0 out of 10, Wonderful, (30)
"Had fun"
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

Great 3 bedroom rental unit near Logan Square

9.6 out of 10, Exceptional, (37)
"The property is as described and was perfect for our stay. David answered all of our questions promptly. Would definitely recommend this host and property."
Great 3 bedroom rental unit near Logan Square

Hermosa House ECO-HOME - Quiet, Peaceful 3BR + Free Parking by Logan Square

9.8 out of 10, Exceptional, (10)
"Lots of good food and close to transit! Amazing little spot."
Hermosa House ECO-HOME - Quiet, Peaceful 3BR + Free Parking by Logan Square

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

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

Riverfront Libertyville Retreat w/ Outdoor Kitchen

8.8 out of 10, Excellent, (27)
"Amazing property!! Great location communication with owners throughout our stay. This made our stay with our sailor perfect."
Riverfront Libertyville Retreat w/ Outdoor Kitchen

Charming 3-bedroom house with WiFi in peaceful Hazel Crest

9.4 out of 10, Exceptional, (3)
"The property was very spacious and clean and customer service is very responsive and quick. "
The price is SAR 998
SAR 1,759 total
includes taxes & fees
26 Jun - 27 Jun
Charming 3-bedroom house with WiFi in peaceful Hazel Crest

Des Plaines Vacation Rental w/ Spacious Backyard!

9.0 out of 10, Wonderful, (8)
"The home was very clean and exactly as pictured. We had a lovely stay."
Des Plaines Vacation Rental w/ Spacious Backyard!

Cozy Home | King Bed | 10P | Metra | Chicago Suburb

9.8 out of 10, Exceptional, (9)
"The house worked perfectly for our stay. Lots of seating options and a beautiful kitchen for home prepped meals. The house also gets amazing natural light with the abundance of windows."
Cozy Home | King Bed | 10P | Metra | Chicago Suburb

Stylish 3bd w/ backyard patio mins from Downtown!

2.0 star property
8.8 out of 10, Excellent, (3)
"Very comfortable home. Location was great. Owners were very responsive and helpful. A storm on our last day unfortunately left us without power, owner was great at keeping us informed of status. Already went to book for our next trip but someone beat us to it. "
Stylish 3bd w/ backyard patio mins from Downtown!

3-bedroom house in awesome Addison with WiFi, AC. Enjoy your stay

8.0 out of 10, Very Good, (4)
"Wonderful neighborhood! Comfortable beds! Great TV in the living room. Communication with host was fabulous. "
The price is SAR 1,107
SAR 1,629 total
includes taxes & fees
18 Jun - 19 Jun
3-bedroom house in awesome Addison with WiFi, AC. Enjoy your stay

Belmont House, Classy & Chic/walk to Wrigley Field

9.4 out of 10, Exceptional, (43)
"Perfect location. Home was very comfortable and inviting. Beds and mattresses were heavenly. We thoroughly enjoyed our stay. "
Belmont House, Classy & Chic/walk to Wrigley Field

The Arlington Heights Breakaway - 6 Luxury Bed House NEW

6.0 out of 10, (1)
"We couldn't stay at this home because the sink and toilets backed up into the shower and bathtub. The owner did not respond when we asked them to call us about it. We had to find other arrangements for 8 people and my dog at the last minute at 7 pm the Saturday night of a holiday weekend. VRBO keeps asking us to wait longer for the host to respond to our refund request, but we are already home and this is just ridiculous. It's been a week already. I am beyond angry and disgusted."
The price is SAR 863
SAR 1,842 total
includes taxes & fees
24 Jun - 25 Jun
The Arlington Heights Breakaway - 6 Luxury Bed House NEW

The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence

9.6 out of 10, Exceptional, (165)
"Great location. Has everything we needed. Great host. Have already recommended it to others who visit Chicago frequently and will definitely stay there again. "
The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence

Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!

4.0 star property
9.4 out of 10, Exceptional, (40)
"Numerous problems that owner tried to fix-no wi-fi, no ac, broken upstairs dishwasher, basement flooded when we used downstairs washing machine. Place had not been cleaned prior to check in, trash sack in entry way, litter on floor, mop on back steps. Great location."
Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!

Relaxing hot and beautiful 4 bed, 2 baths in peaceful area

2.0 out of 10, (1)
"Here is a condensed version of the document, aiming for around 1500 characters:Review of rental: Communication was good, but the house was problematic. It looked abandoned with overgrown shrubs and a "Beware of Dog" sign. Jessica, the host, was finishing cleaning upon arrival due to a late checkout. The living room had an 85" TV but only one lamp with no shade. One couch was broken. The dining room had a table and a makeshift hutch. The kitchen was odd with mismatched items; no coffee pot for...
Relaxing hot and beautiful 4 bed, 2 baths in peaceful area

Lincoln Park Living - Suite 1

9.4 out of 10, Exceptional, (24)
"Great location in a beautiful part of town. Walk to Wrigley. Place was great for 2 families to hang out. "
Lincoln Park Living - Suite 1

Charming 1-bedroom townhome with WiFi, AC in enjoyable Thornton

10.0 out of 10, Exceptional, (2)
"The area is quiet and the apartment is close to a dog park which is open to non-residents. There is a paved walkway right by the park that’s nice so I was able to walk my dog in the morning. The property manager immediately replied to any questions I had and the apartment was fully stocked in the kitchen, etc. I booked this because of the cost. I was in town to see the Indiana Dunes. I would stay here again."
The price is SAR 465
SAR 622 total
includes taxes & fees
2 Jul - 3 Jul
Charming 1-bedroom townhome with WiFi, AC in enjoyable Thornton
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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