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Our top choices for North Side vacation homes

Expertly designed 9BR Art Deco manor with garage.

Expertly designed 9BR Art Deco manor with garage.
Lakeview
7.4 out of 10, Good, (3 reviews)
"Check in seamless, property was clean and very well appointed, and hosts were responsive, professional and polite. Can’t ask for much more. "
United States
Joel D.
The price is ¥100,907
¥325,383 total
includes taxes & fees
May 26 - May 27
Expertly designed 9BR Art Deco manor with garage.

Modern 3BR Apartment Near North Ave Shops

Modern 3BR Apartment Near North Ave Shops
Near North Side
The price is ¥108,561
¥187,000 total
includes taxes & fees
Jun 12 - Jun 13
Modern 3BR Apartment Near North Ave Shops

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Robertsdale
9.8 out of 10, Exceptional, (27 reviews)
"I had a fun stay "
United States
Jusu K.
The price is ¥22,779
¥32,110 total
includes taxes & fees
May 26 - May 27
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Near Lake and Museum • Modern • Game Area

Near Lake and Museum • Modern • Game Area
South Shore
The price is ¥19,102
¥93,153 total
includes taxes & fees
May 25 - May 26
Near Lake and Museum • Modern • Game Area

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
Maywood
8.0 out of 10, Very Good, (27 reviews)
"Was a very nice stay and the host was very helpful and got very quick responses "
United States
Eduardo
The price is ¥23,638
¥47,596 total
includes taxes & fees
May 25 - May 26
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.8 out of 10, Exceptional, (20 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
The price is ¥27,244
¥68,823 total
includes taxes & fees
May 26 - May 27
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

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

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.6 out of 10, Exceptional, (62 reviews)
"Home was exactly what we were needing fir our stay. Host was responsive and timely. "
United States
Stephanie H.
The price is ¥25,787
¥54,449 total
includes taxes & fees
May 25 - May 26
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (83 reviews)
"nice little place! quiet area "
United States
Nayeli A.
The price is ¥17,351
¥32,729 total
includes taxes & fees
Jun 18 - Jun 19
Master qtr close to nature & easy urban facilities

Historic Coach House in Evanston One Block to Beach and Close to Town and NU!

Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
South Evanston
10.0 out of 10, Exceptional, (37 reviews)
"Excellent property and host. Truly enjoyed our stay. "
United States
Shashi Y.
The price is ¥25,644
¥45,058 total
includes taxes & fees
May 25 - May 26
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!

Attractive Coach House Apartment for rent in Oak Park.

Attractive Coach House Apartment for rent in Oak Park.
Oak Park
10.0 out of 10, Exceptional, (1 review)
"The house was super clean , very quiet neighborhood !! Check in was super easy we enjoyed our stay"
United States
kerston b.
The price is ¥25,787
¥33,167 total
includes taxes & fees
May 26 - May 27
Attractive Coach House Apartment for rent in Oak Park.

Spacious 2BR Retreat • Full Basement • Coffee Bar • Pet Friendly

Spacious 2BR Retreat • Full Basement • Coffee Bar • Pet Friendly
Brookfield
The price is ¥23,395
¥62,662 total
includes taxes & fees
May 25 - May 26
Spacious 2BR Retreat • Full Basement • Coffee Bar • Pet Friendly

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Westmont
10.0 out of 10, Exceptional, (1 review)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
The price is ¥21,012
¥34,921 total
includes taxes & fees
May 26 - May 27
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (47 reviews)
"Great stay"
United States
Steve T.
The price is ¥28,652
¥59,090 total
includes taxes & fees
May 25 - May 26
LUXE 3 BR, 2 BA + Hot Tub

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Oak Park
10.0 out of 10, Exceptional, (2 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
The price is ¥33,523
¥58,605 total
includes taxes & fees
May 26 - May 27
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Game Room • Fire-pit • Playground • Gym • Billiard

Game Room • Fire-pit • Playground • Gym • Billiard
Belmont Cragin
The price is ¥28,493
¥91,699 total
includes taxes & fees
Jun 4 - Jun 5
Game Room • Fire-pit • Playground • Gym • Billiard

Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (31 reviews)
"Wonderful place to gather for our annual corporate operations retreat. A great place to disconnect and focus. "
United States
Jennifer A.
The price is ¥33,969
¥86,451 total
includes taxes & fees
May 26 - May 27
Oak Park Victorian by FLW Studio

Luxury 4BR, 3BA, Game Rm Near O’Hare & Down Town Free Parking

Luxury 4BR, 3BA, Game Rm Near O’Hare & Down Town Free Parking
Bensenville
10.0 out of 10, Exceptional, (1 review)
"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.
The price is ¥29,905
¥93,437 total
includes taxes & fees
May 25 - May 26
Luxury 4BR, 3BA, Game Rm Near O’Hare & Down Town Free Parking

PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard

PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard
Arlington Heights
9.0 out of 10, Wonderful, (6 reviews)
"Host was very responsive. Location was perfect for what we needed.Really liked having a garage for the car."
United States
Katie C.
The price is ¥36,269
¥79,841 total
includes taxes & fees
May 25 - May 26
PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard

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
Lombard
9.6 out of 10, Exceptional, (18 reviews)
"Location was easy to find and good as a base for day trips to Chicago. "
United States
Brian H.
The price is ¥21,394
¥48,989 total
includes taxes & fees
May 25 - May 26
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

Your Chicago Hub~ 4 minute Walk to Train~ Pets OK~ Game Room

Your Chicago Hub~ 4 minute Walk to Train~ Pets OK~ Game Room
Brookfield
10.0 out of 10, Exceptional, (10 reviews)
"The property is perfect for larger families, 3 full bathrooms were important to us as we were in town for our daughters wedding. Everything about this property was perfect, host was very kind and attentive during our stay. "
United States
jo Etta h.
The price is ¥67,382
¥129,812 total
includes taxes & fees
Jun 15 - Jun 16
Your Chicago Hub~ 4 minute Walk to Train~ Pets OK~ Game Room
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 North Side Hotel Reviews

Find out more about North Side

North Side Vacation Homes information

Number of reviews
266
Accommodation
57 Vacation Homes
Lowest Price
¥32,110
Highest Price
¥325,383

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