Northwest Side Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Northwest Side vacation rentals

2 bedrooms, iron/ironing board, travel crib, WiFi

Homey 2BR Apt w/ Parking

Homey 2BR Apt w/ Parking
Portage Park
9.4 out of 10, Exceptional, (9 reviews)
"The location was ideal for us and had a grocery store, a Starbucks and CVS close by . The neighborhood was safe for walking around . Beds comfortable and whole place was very clean . I would stay here again . "
United States
Sharlene T.
The price is ￥10,698
￥29,538 total
includes taxes & fees
Feb 24 - Feb 25
Homey 2BR Apt w/ Parking
1 bedroom, iron/ironing board, travel crib, WiFi

Charming Sunlit 1BR Apartment

Charming Sunlit 1BR Apartment
Irving Park
9.2 out of 10, Wonderful, (12 reviews)
"Host was very attentive and answered all of our questions. It was very cozy and exactly as pictured."
United States
Brandon M.
The price is ￥9,768
￥26,123 total
includes taxes & fees
Feb 24 - Feb 25
Charming Sunlit 1BR Apartment
Iron/ironing board, travel crib, WiFi, bed sheets

Trendy & Comfy Studio Unit

Trendy & Comfy Studio Unit
Portage Park
9.6 out of 10, Exceptional, (5 reviews)
"Older property. Landlord special in the bathroom. Definitely needs better window coverings. Otherwise, comfortable, safe, and clean. "
United States
Courtney V.
The price is ￥9,303
￥24,027 total
includes taxes & fees
Feb 25 - Feb 26
Trendy & Comfy Studio Unit
TV

Chic 2BR Haven Near Irving Park

Chic 2BR Haven Near Irving Park
Irving Park
9.8 out of 10, Exceptional, (10 reviews)
"Ample accommodations for two adults. Clean and in great condition!"
United States
Kathy D.
The price is ￥10,698
￥29,538 total
includes taxes & fees
Feb 24 - Feb 25
Chic 2BR Haven Near Irving Park
Smart TV, stereo

Pine Beam Sloth Apartment next to Blue Line

Pine Beam Sloth Apartment next to Blue Line
Irving Park
10.0 out of 10, Exceptional, (5 reviews)
"Beautifully decorated, spotless unit. Conveniently located."
United States
Holly G.
The price is ￥17,528
￥38,046 total
includes taxes & fees
Feb 24 - Feb 25
Pine Beam Sloth Apartment next to Blue Line
Interior

2BR Chic & Comfortable Furnished Unit

2BR Chic & Comfortable Furnished Unit
Hermosa
10.0 out of 10, Exceptional, (4 reviews)
"Comfortable beds, great location"
United States
Jason
The price is ￥10,698
￥29,921 total
includes taxes & fees
Feb 26 - Feb 27
2BR Chic & Comfortable Furnished Unit
TV, offices

Lovely 2BR with Parking Near United Center & Wrigley

Lovely 2BR with Parking Near United Center & Wrigley
Portage Park
9.2 out of 10, Wonderful, (5 reviews)
"Cleanliness. Roomy. Comfortable mattresses. Fluffy, white bath towels. Ample towel racks in bathrooms. Attentive hostess. Off street parking greatly appreciated but garage door opener should be operative."
United States
MARGARET L.
The price is ￥11,629
￥31,598 total
includes taxes & fees
Mar 1 - Mar 2
Lovely 2BR with Parking Near United Center & Wrigley
3 bedrooms, WiFi

Bright Spaced 3BR Furnished Stay

Bright Spaced 3BR Furnished Stay
Portage Park
9.4 out of 10, Exceptional, (3 reviews)
"Quick communication, great value, clean & bright."
United States
Barb S.
The price is ￥13,644
￥35,314 total
includes taxes & fees
Feb 24 - Feb 25
Bright Spaced 3BR Furnished Stay
2 bedrooms, iron/ironing board, travel crib, WiFi

2BR Cozy & Functional Unit

2BR Cozy & Functional Unit
Belmont Cragin
10.0 out of 10, Exceptional, (1 review)
"The host was available and helpful at check-in. The 2 bedroom apartment was clean and well stocked. We felt safe and at home. We slept well. We did not notice any street noise at night. We had more than we epected and everything we needed.It might be helpful to color code the keys with nail polish or something. The three locks to get into the unit felt like a struggle because we needed a quick turn around time between events. Otherwise, it was a great stay!!"
United States
Laura V.
The price is ￥11,629
￥30,823 total
includes taxes & fees
Mar 1 - Mar 2
2BR Cozy & Functional Unit
TV, offices

1BR Apartment with a Warm & Welcoming Feel

1BR Apartment with a Warm & Welcoming Feel
Irving Park
9.0 out of 10, Wonderful, (4 reviews)
"It was wonderful and wil stay agian"
United States
Crystal P.
The price is ￥9,768
￥26,123 total
includes taxes & fees
Feb 25 - Feb 26
1BR Apartment with a Warm & Welcoming Feel
TV

Cozy 2BR Apt for a Seamless Stay

Cozy 2BR Apt for a Seamless Stay
Portage Park
8.0 out of 10, Very Good, (1 review)
"Everything as advertised. The only part that I was unsure of was what to do with the keys as this was not stated in any of the information provided. So I left them on the table. "
United States
Michael P.
The price is ￥10,698
￥29,538 total
includes taxes & fees
Feb 24 - Feb 25
Cozy 2BR Apt for a Seamless Stay
Iron/ironing board, travel crib, WiFi, bed sheets

Bright, Clean, and Furnished Studio Unit

Bright, Clean, and Furnished Studio Unit
Portage Park
10.0 out of 10, Exceptional, (1 review)
"The host was very friendly, helpful, and communicative. The apartment was clean and quiet. "
United States
Clifton C.
The price is ￥10,698
￥25,662 total
includes taxes & fees
Mar 1 - Mar 2
Bright, Clean, and Furnished Studio Unit
Iron/ironing board, travel crib, WiFi, bed sheets

Cozy Studio in Portage Park

Cozy Studio in Portage Park
Portage Park
The price is ￥10,698
￥25,662 total
includes taxes & fees
Feb 24 - Feb 25
Cozy Studio in Portage Park
TV

Portage Park 1BR Retreat

Portage Park 1BR Retreat
Portage Park
8.6 out of 10, Excellent, (4 reviews)
"Great stay. Very good instructions along with video for entry. Clean and comfortable! Enjoyed our stay. Great Colombian coffee shop right downstairs to the right of the entrance."
United States
Ann F.
The price is ￥11,319
￥27,939 total
includes taxes & fees
Mar 8 - Mar 9
Portage Park 1BR Retreat
TV, offices

Cozy 1-Bedroom Apartment

Cozy 1-Bedroom Apartment
Portage Park
10.0 out of 10, Exceptional, (1 review)
"The place was great! It's stocked with the basics, bed and couch are comfy, and everything is clean. There were only a handful of times when I heard the upstairs neighbor, but nothing too crazy. The neighborhood itself is very cute and quiet, with good food and stores within walking distance. Street parking was easy. Thank you! "
United States
Sarah M.
The price is ￥10,078
￥26,485 total
includes taxes & fees
Feb 24 - Feb 25
Cozy 1-Bedroom Apartment
TV, offices

Ideal & Spacious 1BR Apt

Ideal & Spacious 1BR Apt
Irving Park
8.0 out of 10, Very Good, (2 reviews)
"Excellent location. Clean. Quiet building. Host was incredibly responsive. There was a blizzard during our stay and the host graciously accomodated our request to extend our visit!"
United States
Jackie F.
The price is ￥9,768
￥26,123 total
includes taxes & fees
Feb 24 - Feb 25
Ideal & Spacious 1BR Apt
Fridge, microwave, oven, stovetop

Private Workspace • Sleeps4 • Modern Stylish Stay

Private Workspace • Sleeps4 • Modern Stylish Stay
Irving Park
The price is ￥8,466
￥43,045 total
includes taxes & fees
Mar 1 - Mar 2
Private Workspace • Sleeps4 • Modern Stylish Stay
Dining

2BR • Sleeps7 • Coffee Station • Backyard w/ Grill

2BR • Sleeps7 • Coffee Station • Backyard w/ Grill
Belmont Cragin
The price is ￥8,063
￥54,953 total
includes taxes & fees
Feb 25 - Feb 26
2BR • Sleeps7 • Coffee Station • Backyard w/ Grill
Interior

Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace
Irving Park
The price is ￥9,931
￥44,960 total
includes taxes & fees
Feb 24 - Feb 25
Sleeps 7 • Huge Projector • Designated Workspace
TV, offices

1BR Clean and Serene Apartment

1BR Clean and Serene Apartment
Belmont Cragin
The price is ￥10,698
￥27,212 total
includes taxes & fees
Mar 1 - Mar 2
1BR Clean and Serene Apartment
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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Top Northwest Side Hotel Reviews

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

10/10 Excellent
"Everyone was wonderful "
Michelle 2-night trip
Posted 8 hours ago
theWit Chicago, a Hilton Hotel

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