Northwest Chicago Vacation Rentals

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Vacation Rentals in Northwest Chicago

1 bedroom, premium bedding, pillowtop beds, desk
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (184)
"ITS A VERY NICE AND UPBEAT ESTABLISHMENT.......I ENJOYED THE STAY ONLY THING I DIDNT LIKE WAS THERE HOUSE KEEPING SCHEDULE BUT OTHER THAN THAT ITS A NICE QUIET LOCATION WITH NICE PEOPLE"
The price is ¥14,128
per night
May 28 - May 29
WoodSpring Suites Chicago Addison
Property grounds
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
9.2 out of 10, Wonderful, (9)
"Great location with two master suites with king beds. Breakfast buffet was good. Next time I will request first floor as there is no elevator."
The price is ¥27,630
per night
May 28 - May 29
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
Fridge, microwave, oven, stovetop
Game room/King Bed /Wi-Fi/Deck + Fire Pit
10.0 out of 10, Exceptional, (13)
"Relaxing, quiet and clean neighborhood. Love the retro decor. Kitchen is well equipped for those that might want to cook. A few branches were down in backyard, furniture wasn't set out yet such as outdoor dining table and chairs or gazebo, but overall property was in good condition. Thank you for a relaxing place to stay."
The price is ¥38,488
per night
Jun 2 - Jun 3
Game room/King Bed /Wi-Fi/Deck + Fire Pit
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Pool
Riverfront rental with fun activities
10.0 out of 10, Exceptional, (17)
"What a great trip! Nice cute location with all that was needed to enjoy our stay. Will look forward to staying here again next time we visit!"
The price is ¥27,473
per night
May 28 - May 29
Riverfront rental with fun activities
Interior
Sonder Market Hall
3.5 star property
8.2 out of 10, Very Good, (85)
"I loved having the whole space to ourselves. Felt the privacy of the entire building, more than a hotel. It was great. Would probably book again!"
The price is ¥21,721
per night
Jun 16 - Jun 17
Sonder Market Hall
Exterior
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, (63)
" Cozy "
The price is ¥30,460
per night
May 29 - May 30
Sonder The Burnham
50-inch Smart TV with satellite channels
The Neighborhood Hotel-Little Italy
2.0 star property
10.0 out of 10, Exceptional, (33)
"Great property, very clean, staff was only a message away and very friendly. Definitely recommend and would stay again. "
The Neighborhood Hotel-Little Italy
Private kitchen | Fridge, microwave, oven, stovetop
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (106)
"The host communicated well. The area was busy but felt safe. I felt it was expensive for the location. Very clean."
Luxury Home Away From Your Home
Exterior
Walking distance to restaurants, shops and Lake Michigan,
9.8 out of 10, Exceptional, (157)
"Great property and Ross is a wonderful host. Even recommended dinner spots Hope to stay here again"
Walking distance to restaurants, shops and Lake Michigan,
Property grounds
Wrigley/Southport Corridor Garden Oasis +parking!
9.8 out of 10, Exceptional, (38)
"The house was beautifully decorated, well-equipped with all necessary amenities, and perfectly located close to Wrigley Field and the local establishments. If available, I highly recommend upgrading to the garage option for parking, especially during Cubs home games. This worked out perfectly for us. Justin was very helpful and responsive to my questions. We would definitely stay here again."
Wrigley/Southport Corridor Garden Oasis +parking!
Smart TV, books
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
9.6 out of 10, Exceptional, (7)
"Great unit! Spacious and clean. We were able to have the best family mini vacay sharing tons of laughs and memories. I believe it is family owned, which is a bonus for us. We even crossed paths with the grandmother who was very kind and accommodating. The only downside was that the neighborhood looked a bit rough in the harsh light of day. However, we only encountered polite neighbors and an adorable doggo next door."
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
Desk, iron/ironing board, WiFi, bed sheets
4-Bedroom Penthouse w/ 2 Large Balconies & Rooftop
10.0 out of 10, Exceptional, (21)
"We were in town for our son’s wedding and this was the perfect location for our group. Apartment was as advertised and the host was very responsive and helpful. The rooftop provided a perfect place for some pre-wedding groom/best man photos as well."
4-Bedroom Penthouse w/ 2 Large Balconies & Rooftop
Outdoor dining
national historic home near downtown airports no parties no events
9.4 out of 10, Exceptional, (19)
"Had a great time used space for birthday event!!"
The price is ¥47,097
per night
May 28 - May 29
national historic home near downtown airports no parties no events
Exterior
Chic Suite/Mins to L Train /Laundry/Free Parking
9.4 out of 10, Exceptional, (18)
"The manager had unbelievable communication. He has his phone with him constantly and responds immediately. It's a good walking neighborhood lots of sidewalks and pleasant surroundings. The condo itself is exceptionally clean. For the price in that neighborhood it is a very good value."
Chic Suite/Mins to L Train /Laundry/Free Parking
40-inch flat-screen TV with digital channels, TV
Sonder Greektown
3.5 star property
8.8 out of 10, Excellent, (29)
"LOCATION was terrific - central and close to all our 'outings'. Downside was NOT being able to control the thermostat. And NO response to any of our efforts to contact the property manger(s)."
The price is ¥45,051
per night
May 29 - May 30
Sonder Greektown
Property grounds
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
10.0 out of 10, Exceptional, (41)
"We loved our stay at Cora Cottage. Everything was so beautifully decorated and clean. My husband and I appreciated all the small touches that welcomed us during our stay. We will definitely be coming back"
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Exterior
Cozy modern unit w/ easy access to downtown Chi
9.6 out of 10, Exceptional, (18)
"It’s really confortable clean and accesible easy"
Cozy modern unit w/ easy access to downtown Chi
Exterior
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
10.0 out of 10, Exceptional, (7)
"Easy to check in, good information for parking in the area. The place was clean and nice."
The price is ¥15,977
per night
Jun 4 - Jun 5
Ground Floor Studios in Chicago by 747 Lofts
Fridge, microwave, oven, stovetop
NEW LUXURY CONDO WITH PATIO DECK
10.0 out of 10, Exceptional, (126)
"Very nice property—definitely would stay again"
NEW LUXURY CONDO WITH PATIO DECK
Exterior
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
10.0 out of 10, Exceptional, (176)
"Great stay! All of the rooms were wonderful! Really close to food! There are a lot of stairs so make sure you are able to walk up but really great place!"
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
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See all available properties in Northwest 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.

Other types of properties in Northwest Chicago you may be interested in

Front of property - evening/night
Eaglewood Resort and Spa
4.0 star property
8.4 out of 10, Very Good, (1012)
"Excelente "
The price is ¥18,682
per night
Jun 2 - Jun 3
Eaglewood Resort and Spa
Terrace/patio
Hilton Chicago O'Hare Airport
4.0 star property
7.6 out of 10, Good, (1976)
"The O'Hare Airport Hilton is way overpriced. Since it is the only hotel in the airport, they have a monopoly. It is quiet and you can walk through the lower level to terminals 1,2 &3. A train takes you to and from terminal 5. Guests are stuck paying the high price for convenience."
The price is ¥30,016
per night
Jun 21 - Jun 22
Hilton Chicago O'Hare Airport
Lobby
Best Western At O'Hare
2.5 star property
7.4 out of 10, Good, (1864)
"The hotel is a little older. Clean and good rates. Quite noisy. Parties on the parking lot and nobody from the hotel cared. One elevator was out. Over all still good to stay there begore a flight."
The price is ¥17,112
per night
May 28 - May 29
Best Western At O'Hare
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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