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Search Vacation Homes in Northwest Side

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Vacation Homes in Northwest Side

Exterior detail
Master qtr close to nature & easy urban facilities
Master qtr close to nature & easy urban facilities
9.8 out of 10, Exceptional, (71)
"Great trip "
United States
VIncent L.
$174 nightly
The price is $185
Nov 5 - Nov 6
Total with taxes and fees
Master qtr close to nature & easy urban facilities
Exterior
A quiet stay while you are away
A quiet stay while you are away
9.8 out of 10, Exceptional, (32)
"We picked Jay's house because it's located right in the middle of Oak Park where many of Frank Lloyd Wright's works are located, we had so much fun walking the beautiful neighborhood. Jay's property is great too!"
United States
Yimei Z.
$177 nightly
The price is $202
Nov 24 - Nov 25
Total with taxes and fees
A quiet stay while you are away
Fridge, microwave, oven, stovetop
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
9.6 out of 10, Exceptional, (53)
"The owner was amazing house was nice and clean everything was perfect we had a really great time!"
United States
Krystal N.
$310 nightly
The price is $331
Nov 9 - Nov 10
Total with taxes and fees
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Smart TV
Getaway Near ORD With Great Local Amenities
Getaway Near ORD With Great Local Amenities
9.0 out of 10, Wonderful, (4)
"It's hard get all this for this price. It's not that quiet like other reviews said unless you get up early in the morning. Heating works perfect, it is a bit warmer on the top floor and cooler in the kitchen but nothing to worry about. Parking on the front, walking distance to the grocery stores. 5 stars from me and will come back again."
United States
Dorde U.
$266 nightly
The price is $282
Nov 11 - Nov 12
Total with taxes and fees
Getaway Near ORD With Great Local Amenities
Exterior
Coziest estate home 20 minutes to downtown
Coziest estate home 20 minutes to downtown
8.8 out of 10, Excellent, (14)
"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.
$372 nightly
The price is $398
Nov 5 - Nov 6
Total with taxes and fees
Coziest estate home 20 minutes to downtown
Private kitchen
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
10.0 out of 10, Exceptional, (2)
"Very quiet and private and cl9se to alot of things "
United States
Kenneth W.
$275 nightly
The price is $294
Nov 10 - Nov 11
Total with taxes and fees
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
Exterior detail
Vintage Urban Retreat
Vintage Urban Retreat
10.0 out of 10, Exceptional, (11)
"Loved everything about the place, as advertised in the listing. "
United States
Noah H.
$396 nightly
The price is $453
Nov 5 - Nov 6
Total with taxes and fees
Vintage Urban Retreat
Outdoor dining
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
9.6 out of 10, Exceptional, (19)
"Convenient location to family that lives in the area"
United States
Andrea G.
$243 nightly
The price is $258
Nov 5 - Nov 6
Total with taxes and fees
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
7.6 out of 10, Good, (12)
"The house was immaculate and very spacious. Beautifully decorated. The neighborhood was easy to get in and out of and close enough to downtown. Would highly recommend."
United States
Johanna
$226 nightly
The price is $241
Nov 5 - Nov 6
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Fridge, microwave, oven, stovetop
Spacious Urban Getaway near Downtown
Spacious Urban Getaway near Downtown
2.0 star property
$400 nightly
The price is $436
Nov 5 - Nov 6
Total with taxes and fees
Spacious Urban Getaway near Downtown
Fridge, microwave, oven, stovetop
Beautiful House in Carol Stream near Downtown Chicago
Beautiful House in Carol Stream near Downtown Chicago
10.0 out of 10, Exceptional, (3)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
$506 nightly
The price is $536
Nov 5 - Nov 6
Total with taxes and fees
Beautiful House in Carol Stream near Downtown Chicago
Dining
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
9.6 out of 10, Exceptional, (15)
"We didn’t spend a ton of time at the home, but rather used it as a home base of operations to enjoy what Chicago had to offer. It covered our sleeping needs and was located 30 minutes outside the city to provide us with space from congestion and busyness!"
United States
Jeremy H.
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
Outdoor dining
✽ Charming Cottage ✽ close to College/Town/Station
✽ Charming Cottage ✽ close to College/Town/Station
10.0 out of 10, Exceptional, (53)
"We loved how cute this house was! It was very convenient for visiting our daughter and nice to have plenty of space and amenities. Our host was very prompt communication. Would definitely stay here again!"
United States
Mary
$291 nightly
The price is $308
Nov 5 - Nov 6
Total with taxes and fees
✽ Charming Cottage ✽ close to College/Town/Station
Smart TV
Enamored in Elmhurst
Enamored in Elmhurst
2.0 star property
10.0 out of 10, Exceptional, (13)
"The house is lovely and located in a quiet, nice neighborhood. Our host Mark was very accommodating and responsive. When we informed him thatthe pack-and-play and high chair advertised in the listing were not there, he personally went out and bought new ones, and delivered them. We would certainly stay at this property again.he went out"
United States
Elena L.
$465 nightly
The price is $493
Nov 5 - Nov 6
Total with taxes and fees
Enamored in Elmhurst
Fridge, microwave, stovetop, dishwasher
Classic Forest Park Foursquare < 1 Mi to Blue Line
Classic Forest Park Foursquare < 1 Mi to Blue Line
2.0 star property
$393 nightly
The price is $419
Nov 9 - Nov 10
Total with taxes and fees
Classic Forest Park Foursquare < 1 Mi to Blue Line
Paper towels, dining tables
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
10.0 out of 10, Exceptional, (2)
"Was nice would recommend staying with you folks"
United States
Richard W.
$327 nightly
The price is $350
Nov 5 - Nov 6
Total with taxes and fees
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
Fridge, microwave, oven, stovetop
Luxury House minutes away from O'Hare and Downtown Chicago
Luxury House minutes away from O'Hare and Downtown Chicago
10.0 out of 10, Exceptional, (1)
"Easily the nicest place I have ever stayed at. Wonderful neighborhood, clean house, and great amenities. I’ll stay there again anyday. "
United States
Jacob F.
$539 nightly
The price is $571
Nov 5 - Nov 6
Total with taxes and fees
Luxury House minutes away from O'Hare and Downtown Chicago
Fridge, microwave, oven, stovetop
Chicago&O’Hare! King Bed+WiFi+Deck&Fence. New Bathroom
Chicago&O’Hare! King Bed+WiFi+Deck&Fence. New Bathroom
9.8 out of 10, Exceptional, (31)
"The stay at the property was very pleasant. The host was very responsive and checked in on us to ensure we had everything we needed during our time here. I would definitely recommend. "
United States
MJTrot 7.
Chicago&O’Hare! King Bed+WiFi+Deck&Fence. New Bathroom
Terrace/patio
Modern Victorian Vibes ❤️ | Character & Charm
Modern Victorian Vibes ❤️ | Character & Charm
10.0 out of 10, Exceptional, (26)
"This was my first time booking here and it was amazing. The host was quick to communicate, and everything was smooth and easy to do. Definitely will book here again the next time my family is in town. "
United States
William K.
$457 nightly
The price is $523
Nov 11 - Nov 12
Total with taxes and fees
Modern Victorian Vibes ❤️ | Character & Charm
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

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Excellent experience. Breakfast was great and hotel is at a good location."
Mitesh 1-night trip
Posted 3 hours ago
Embassy Suites by Hilton Chicago Downtown River North

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Northwest Side Vacation Homes information

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