Holiday Homes in Far North Side

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Far North Side holiday homes

Property grounds

ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments
Near North Side
9.8 out of 10, Exceptional, (10 reviews)
The price is NZ$1,953
includes taxes & fees
25 June - 26 June
ENVITAE Hotel, 4BR Luxury Modern Apartments
Smart TV, offices

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Near North Side
The price is NZ$1,448
includes taxes & fees
29 May - 30 May
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Smart TV

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 NZ$512
includes taxes & fees
9 June - 10 June
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Fridge, microwave, oven, stovetop

*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 NZ$634
includes taxes & fees
7 June - 8 June
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
9.8 out of 10, Exceptional, (68 reviews)
"This is a cozy little home close to all the things we love about visiting Wheaton. "
United States
Nancy F.
The price is NZ$546
includes taxes & fees
2 June - 3 June
✽ Charming Cottage ✽ close to College/Town/Station
Exterior detail

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 NZ$352
includes taxes & fees
18 June - 19 June
Master qtr close to nature & easy urban facilities
Interior

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (40 reviews)
"Great place to stay near St. Charles/Geneva. Will definitely stay again next time we visit. Plenty of room, great view, super easy access to west suburbs, North Ave./Randal Rd,/25/31, but tucked away from the hustle and bustle etc. Host was great, respected our privacy. Super hot shower! "
United States
Elsa L.
The price is NZ$417
includes taxes & fees
28 May - 29 May
Riverfront rental
Living area

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 NZ$359
includes taxes & fees
31 May - 1 June
Attractive Coach House Apartment for rent in Oak Park.
Fridge, microwave, oven, stovetop

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 NZ$814
includes taxes & fees
2 June - 3 June
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Terrace/patio

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 NZ$567
includes taxes & fees
2 June - 3 June
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
Interior

Near Lake and Museum • Modern • Game Area

Near Lake and Museum • Modern • Game Area
South Shore
The price is NZ$1,109
includes taxes & fees
16 June - 17 June
Near Lake and Museum • Modern • Game Area
Smart TV

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 NZ$389
includes taxes & fees
4 June - 5 June
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Outdoor dining

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.6 out of 10, Exceptional, (29 reviews)
"Vic and his staff were extremely attentive. Thank you for a great stay"
United States
Brian N.
The price is NZ$527
includes taxes & fees
1 June - 2 June
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Dining

LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.8 out of 10, Excellent, (48 reviews)
"Great stay"
United States
Steve T.
The price is NZ$625
includes taxes & fees
3 June - 4 June
LUXE 3 BR, 2 BA + Hot Tub
Interior

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Carol Stream
9.4 out of 10, Exceptional, (6 reviews)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
The price is NZ$964
includes taxes & fees
3 June - 4 June
Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Fridge, microwave, oven, stovetop

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

Game Room • Fire-pit • Playground • Gym • Billiard
Belmont Cragin
The price is NZ$1,004
includes taxes & fees
4 June - 5 June
Game Room • Fire-pit • Playground • Gym • Billiard
3 bedrooms, desk, iron/ironing board, travel cot

The Orchard House/King Bed/Privacy/Walking Trail

The Orchard House/King Bed/Privacy/Walking Trail
West Chicago
The price is NZ$666
includes taxes & fees
28 May - 29 May
The Orchard House/King Bed/Privacy/Walking Trail
Interior

Basement Suite, Separate-entrance in Prime Location

Basement Suite, Separate-entrance in Prime Location
Schaumburg
6.8 out of 10, (6 reviews)
"The property was clean and what we needed for our trip. I would suggest adding some hand towels in the bathroom and dish towels or paper towels in the kitchen since it does provide an opportunity to cook. One bed was a little high for the vertically challenged! "
United States
Amy W.
The price is NZ$453
includes taxes & fees
28 May - 29 May
Basement Suite, Separate-entrance in Prime Location
Dining

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 NZ$794
includes taxes & fees
9 June - 10 June
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Smart TV, fireplace, books, video library

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

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Skokie
10.0 out of 10, Exceptional, (37 reviews)
"Our host Craig did a great job of being available and the home worked perfectly for our visit with grandkids"
United States
Nancy S.
The price is NZ$1,331
includes taxes & fees
8 June - 9 June
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Far North Side Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Hotel was clean and room had separate sitting area. Extremely helpful with 4 women in the room"
joanne 4-night trip
Posted less than an hour ago
Hilton Chicago/Magnificent Mile Suites

Find out more about Far North Side

Far North Side Holiday Homes information

Number of reviews
309
Accommodation
339 Holiday Homes
Lowest Price
NZ$352
Highest Price
NZ$1,953

Explore a world of travel with Expedia