Holiday Homes in Northwest Side

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Featured Holiday Homes in Northwest Side

Theater • Game Room • Gym • Firepit • 4BR Home

2.0 star property
Belmont Cragin
The price is AU$848
includes taxes & fees
2 Dec - 3 Dec
Theater • Game Room • Gym • Firepit • 4BR Home

Sleeps 18 • 8BR • Game Room • Gym • Theater

2.0 star property
Portage Park
The price is AU$1,507
includes taxes & fees
11 Dec - 12 Dec
Sleeps 18 • 8BR • Game Room • Gym • Theater

Master qtr close to nature & easy urban facilities

Riverwoods
9.8 out of 10, Exceptional, (73)
"Perfect secluded neighborhood. Very quiet which is what we needed to just get away from everything. Shopping and restaurants are all within 10 minutes. Owner always answered my questions right away. Would stay there again for a little retreat."
United States
Timothy
The price is AU$286
includes taxes & fees
14 Dec - 15 Dec
Master qtr close to nature & easy urban facilities

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

Worth
9.6 out of 10, Exceptional, (53)
"Perfect place for an 8 person golf trip! "
United States
Griffin P.
The price is AU$511
includes taxes & fees
1 Dec - 2 Dec
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

Coziest estate home 20 minutes to downtown

Willow Springs
8.8 out of 10, Excellent, (15)
"We liked the home, it had everything we needed. We loved having the pool table to play on, that was a hit! The backyard was clean and large, with lots of room! We had the privacy that we needed!"
United States
Gabriela N.
The price is AU$614
includes taxes & fees
1 Dec - 2 Dec
Coziest estate home 20 minutes to downtown

Vintage Urban Retreat

Oak Park
10.0 out of 10, Exceptional, (12)
"This location was very convenient, and in close proximity to both downtown Oak Park, and the greater Chicago area."
United States
Thomas P.
The price is AU$713
includes taxes & fees
1 Dec - 2 Dec
Vintage Urban Retreat

Getaway Near ORD With Great Local Amenities

Des Plaines
9.0 out of 10, Wonderful, (4)
"Very nice and clean place to stay at. Great communication from property manager. I would absolutely stay here again!"
United States
Stephanie G.
The price is AU$429
includes taxes & fees
2 Dec - 3 Dec
Getaway Near ORD With Great Local Amenities

✽ Charming Cottage ✽ close to College/Town/Station

Wheaton
10.0 out of 10, Exceptional, (54)
"Great place for a family visit to Wheaton! Thanks!"
United States
Lisa
The price is AU$476
includes taxes & fees
1 Dec - 2 Dec
✽ Charming Cottage ✽ close to College/Town/Station

Modern Victorian Vibes ❤️ | Character & Charm

Oak Park
10.0 out of 10, Exceptional, (26)
"Great location and walkable to restaurants. "
United States
Laura B.
The price is AU$766
includes taxes & fees
1 Dec - 2 Dec
Modern Victorian Vibes ❤️ | Character & Charm

Guesthouse Gem 2BR, Smart TVs, W/D, & Parking

La Grange Highlands
10.0 out of 10, Exceptional, (2)
"Good communication from beginning to the end. Will definitely stay at this property again on my next Chicago vacation."
United States
Arnie B.
The price is AU$390
includes taxes & fees
1 Dec - 2 Dec
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking

Wonderful in Wood Dale, right by O’Hare airport!

Wood Dale
10.0 out of 10, Exceptional, (17)
"Great property and great host!"
United States
Darin H.
The price is AU$607
includes taxes & fees
1 Dec - 2 Dec
Wonderful in Wood Dale, right by O’Hare airport!

Modern 4BR Retreat Near MDW | LCP Collection

Burbank
9.4 out of 10, Exceptional, (6)
"Check in was easy and house was in safe neighborhood. It was a quick stay really a place to sleep for a few hours on our way through. "
United States
Stephanie S.
The price is AU$714
includes taxes & fees
1 Dec - 2 Dec
Modern 4BR Retreat Near MDW | LCP Collection

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Maywood
7.8 out of 10, Good, (13)
"Very nice place "
United States
Elliot H.
The price is AU$376
includes taxes & fees
1 Dec - 2 Dec
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

Skokie
10.0 out of 10, Exceptional, (34)
"Great place to congregate with family and a pet. Lots of room to gather."
United States
Leone W.
The price is AU$1,011
includes taxes & fees
1 Dec - 2 Dec
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

streamwood
10.0 out of 10, Exceptional, (2)
"Was nice would recommend staying with you folks"
United States
Richard W.
The price is AU$515
includes taxes & fees
1 Dec - 2 Dec
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

Classic Forest Park Foursquare < 1 Mi to Blue Line

2.0 star property
Forest Park
The price is AU$630
includes taxes & fees
2 Dec - 3 Dec
Classic Forest Park Foursquare < 1 Mi to Blue Line

Charming 3BR/2BA Retreat in Villa Park – Comfort, Space & Convenience!

Villa Park
10.0 out of 10, Exceptional, (1)
"Great location and perfect set up for a family size Vaca!! Loved it!"
United States
Robin C.
The price is AU$679
includes taxes & fees
1 Dec - 2 Dec
Charming 3BR/2BA Retreat in Villa Park – Comfort, Space & Convenience!

Beautiful House in Carol Stream near Downtown Chicago

Carol Stream
9.6 out of 10, Exceptional, (4)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
The price is AU$829
includes taxes & fees
1 Dec - 2 Dec
Beautiful House in Carol Stream near Downtown Chicago

Chic 3bed 2bath Home with free parking close to United Center

Oak Park
9.8 out of 10, Exceptional, (18)
"Plenty of space for my family and loved the onsite free parking, that was helpful because we drove everywhere, just a 30 min drive into the heart of the city"
United States
Jessica T.
The price is AU$1,052
includes taxes & fees
2 Dec - 3 Dec
Chic 3bed 2bath Home with free parking close to United Center

Cozy Home by O'Hare + EV Plug

Des Plaines
9.0 out of 10, Wonderful, (4)
"Charming property in a quiet neighborhood. Host were exceptionally accommodating and replied promptly with questions. Would happily stay in this home again."
United States
Michael H.
The price is AU$464
includes taxes & fees
15 Dec - 16 Dec
Cozy Home by O'Hare + EV Plug
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

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Northwest Side Holiday Homes information

Number of reviews
331
Accommodation
343 Holiday Homes
Lowest Price
AU$286
Highest Price
AU$1,486

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