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Dec 5 - Dec 7
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Dec 12 - Dec 14
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Dec 26 - Dec 28
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Jan 23 - Jan 25

Vacation Homes in Northwest Side

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

Vacation Home in Belmont Cragin

2.0 star property
The price is ￥14,837
￥85,880 total
includes taxes & fees
Dec 2 - Dec 3
Theater • Game Room • Gym • Firepit • 4BR Home
8 bedrooms, iron/ironing board, travel crib, WiFi
Sleeps 18 • 8BR • Game Room • Gym • Theater

Vacation Home in Portage Park

2.0 star property
The price is ￥32,017
￥150,658 total
includes taxes & fees
Dec 7 - Dec 8
Sleeps 18 • 8BR • Game Room • Gym • Theater
Exterior detail
Master qtr close to nature & easy urban facilities

Vacation Home in 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 ￥15,321
￥30,472 total
includes taxes & fees
Dec 1 - Dec 2
Master qtr close to nature & easy urban facilities
Fridge, microwave, oven, stovetop
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

Vacation Home in Worth

9.6 out of 10, Exceptional, (53)
"Perfect place for an 8 person golf trip! "
United States
Griffin P.
The price is ￥24,208
￥51,697 total
includes taxes & fees
Dec 1 - Dec 2
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Exterior
Coziest estate home 20 minutes to downtown

Vacation Home in 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 ￥28,112
￥62,153 total
includes taxes & fees
Dec 1 - Dec 2
Coziest estate home 20 minutes to downtown
Exterior detail
Vintage Urban Retreat

Vacation Home in 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 ￥18,976
￥69,820 total
includes taxes & fees
Dec 1 - Dec 2
Vintage Urban Retreat
Smart TV
Getaway Near ORD With Great Local Amenities

Vacation Home in 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 ￥10,883
￥43,468 total
includes taxes & fees
Dec 2 - Dec 3
Getaway Near ORD With Great Local Amenities
Outdoor dining
✽ Charming Cottage ✽ close to College/Town/Station

Vacation Home in Wheaton

10.0 out of 10, Exceptional, (54)
"Great place for a family visit to Wheaton! Thanks!"
United States
Lisa
The price is ￥26,551
￥48,166 total
includes taxes & fees
Dec 1 - Dec 2
✽ Charming Cottage ✽ close to College/Town/Station
Terrace/patio
Modern Victorian Vibes ❤️ | Character & Charm

Vacation Home in Oak Park

10.0 out of 10, Exceptional, (26)
"Great location and walkable to restaurants. "
United States
Laura B.
The price is ￥24,894
￥77,489 total
includes taxes & fees
Dec 1 - Dec 2
Modern Victorian Vibes ❤️ | Character & Charm
Private kitchen
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking

Vacation Home in 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 ￥13,119
￥39,431 total
includes taxes & fees
Dec 1 - Dec 2
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
Fridge, microwave, oven, stovetop
Wonderful in Wood Dale, right by O’Hare airport!

Vacation Home in Wood Dale

10.0 out of 10, Exceptional, (17)
"Great property and great host!"
United States
Darin H.
The price is ￥27,972
￥61,424 total
includes taxes & fees
Dec 1 - Dec 2
Wonderful in Wood Dale, right by O’Hare airport!
TV
Modern 4BR Retreat Near MDW | LCP Collection

Vacation Home in 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 ￥28,737
￥72,191 total
includes taxes & fees
Dec 1 - Dec 2
Modern 4BR Retreat Near MDW | LCP Collection
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Vacation Home in Maywood

7.8 out of 10, Good, (13)
"Very nice place "
United States
Elliot H.
The price is ￥23,193
￥38,011 total
includes taxes & fees
Dec 1 - Dec 2
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Fridge, microwave, oven, stovetop
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

Vacation Home in 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 ￥44,839
￥102,271 total
includes taxes & fees
Dec 1 - Dec 2
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Paper towels, dining tables
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

Vacation Home in streamwood

10.0 out of 10, Exceptional, (2)
"Was nice would recommend staying with you folks"
United States
Richard W.
The price is ￥18,859
￥52,088 total
includes taxes & fees
Dec 1 - Dec 2
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
Fridge, microwave, stovetop, dishwasher
Classic Forest Park Foursquare < 1 Mi to Blue Line

Vacation Home in Forest Park

2.0 star property
The price is ￥22,021
￥63,887 total
includes taxes & fees
Dec 2 - Dec 3
Classic Forest Park Foursquare < 1 Mi to Blue Line
Microwave, stovetop, dishwasher
Charming 3BR/2BA Retreat in Villa Park – Comfort, Space & Convenience!

Vacation Home in 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 ￥29,518
￥68,855 total
includes taxes & fees
Dec 1 - Dec 2
Charming 3BR/2BA Retreat in Villa Park – Comfort, Space & Convenience!
Fridge, microwave, oven, stovetop
Beautiful House in Carol Stream near Downtown Chicago

Vacation Home in 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 ￥23,232
￥83,878 total
includes taxes & fees
Dec 7 - Dec 8
Beautiful House in Carol Stream near Downtown Chicago
Exterior
Chic 3bed 2bath Home with free parking close to United Center

Vacation Home in 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 ￥35,141
￥106,565 total
includes taxes & fees
Dec 2 - Dec 3
Chic 3bed 2bath Home with free parking close to United Center
Fridge, microwave, oven, stovetop
Cozy Home by O'Hare + EV Plug

Vacation Home in 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 ￥20,147
￥46,949 total
includes taxes & fees
Dec 15 - Dec 16
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

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"I had a first time to visit Chicago with my family. We walked around the city, good experiences😊"
Hiroyuki 1-night trip
Posted 7 hours ago
Hyatt Regency Chicago

Find out more about Northwest Side

Northwest Side Vacation Homes information

Number of reviews
331
Accommodation
348 Vacation Homes
Lowest Price
￥30,472
Highest Price
￥150,658

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