Holiday Homes in Northwest Side
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Northwest Side holiday homes
1. Sleeps 18 • 8BR • Game Room • Gym • Theater
Sleeps 18 • 8BR • Game Room • Gym • TheaterPortage Park
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful night, boys loved the arcade area."
Anonymous traveller
The price is €904
includes taxes & fees
11 Aug - 12 Aug
2. Arcade • Theater • Gym • Office • Sleeps 15
Arcade • Theater • Gym • Office • Sleeps 15Portage Park
8.8 out of 10, Excellent, (3 reviews)
"Great home, clean ample space. Host was responsive and helpful. I would certainly stay again."
Latasha C.
The price is €691
includes taxes & fees
11 Aug - 12 Aug
3. 4BR Retreat w/ Theater, Arcade, Gym and Firepit
4BR Retreat w/ Theater, Arcade, Gym and FirepitBelmont Cragin
10.0 out of 10, Exceptional, (2 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
Jason
The price is €595
includes taxes & fees
4 Aug - 5 Aug
4. Sleeps 26 • Modern Multi-Unit • Gym • Workspaces
Sleeps 26 • Modern Multi-Unit • Gym • WorkspacesIrving Park
5. 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 bedMaywood
8.0 out of 10, Very good, (30 reviews)
"Pros: Quiet neighborhood, felt safe going in and out of the house. Upstairs bathroom shower was amazing.
Cons: warmer in living room, stained pillows, couches and floors felt like dust mites all over( simple fix)
All in all it was a good stay."
Amal
The price is €266
includes taxes & fees
3 Aug - 4 Aug
6. Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private BackyardOak Park
10.0 out of 10, Exceptional, (3 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
Willow M.
The price is €308
includes taxes & fees
24 Aug - 25 Aug
7. Attractive Coach House Apartment for rent in Oak Park.
Attractive Coach House Apartment for rent in Oak Park.Oak Park
7.0 out of 10, Good, (2 reviews)
"The house was super clean , very quiet neighborhood !! Check in was super easy we enjoyed our stay"
kerston b.
The price is €204
includes taxes & fees
3 Aug - 4 Aug
8. Master qtr close to nature & easy urban facilities
Master qtr close to nature & easy urban facilitiesRiverwoods
9.8 out of 10, Exceptional, (86 reviews)
"A 5 star property. "
James A.
The price is €186
includes taxes & fees
4 Aug - 5 Aug
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.
Find holiday rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Northwest Side Hotel Reviews
Hotel Riu Plaza Chicago
10/10 Excellent
Find out more about Northwest Side
Northwest Side Holiday Homes information
Number of reviews | 345 |
|---|---|
Accommodation | 357 Holiday Homes |
Lowest Price | €185 |
Highest Price | €904 |
Explore a world of travel with Expedia
- 3 Star Hotels in North Side
- 4 Star Hotels in Northwest Side
- 5 Star Hotels in Belmont Cragin
- 5 Star Hotels in Northwest Side
- Apartments in Addison
- Albany Park Hotels
- Hotels near Athenaeum Theatre
- Austin Hotels
- Avondale Hotels
- Belmont Cragin Hotels
- Bucktown Hotels
- B&B in Burbank
- Hostels in Central Chicago
- Aparthotels in Chicago
- Apartments in Chicago
- B&B in Chicago
- Guest Houses in Chicago
- Hostels in Chicago
- Motels in Chicago
- Apartments in Deerfield
- East Garfield Park Hotels
- Edison Park Hotels
- Lgbt-Friendly Hotels in Elmwood Park
- Apartments in Far Southeast Side
- Apartments in Far Southwest Side
- Forest Glen Hotels
- B&B in Forest Park
- The Peninsula Group Hotels in Forest Park
- Forest Park Hotels
- Hotels near Frank Lloyd Wright Historic District
- Hotels near Holy Innocents Church
- Humboldt Park Hotels
- Irving Park Hotels
- Jefferson Park Hotels
- B&B in Kenilworth
- Logan Square Hotels
- Mayfair Hotels
- Maywood Hotels
- Montclare Hotels
- Motels in Ned Brown Forest Preserve
- Villas in Ned Brown Forest Preserve
- Niles Hotels
- Resorts in North Riverside
- Apartments in Northbrook
- Villas in Northwest Chicago
- Norwood Park Hotels
- Norwood Park East Hotels
- Holiday Homes in Oak Brook
- Romantic Hotels in Oak Park
- Holiday Homes in Oak Park Station
- Lgbt-Friendly Hotels in O'Hare
- O'hare Hotels
- Apartments in River Forest
- Red Roof Inn Hotels in River Forest
- Sage Hospitality Hotels in River Forest
- River Grove Hotels
- B&B in Riverdale
- Guest Houses in Riverdale
- Hotels near Rosehill Cemetery
- Apartments in Rosemont
- Sauganash Hotels
- Aparthotels in Schaumburg
- Casino Hotels in Schiller Park
- Cheap Hotels in Schiller Park
- B&B in South Side
- Ukrainian Village Hotels
- Aparthotels in West Side
- Hostels in West Side
- West Town Hotels
- Wildwood Hotels
- Holiday Homes in Willowbrook
- Hilton Hotels in Wrigleyville
- Marriott Hotels & Resorts in Wrigleyville
- Wrigleyville Hotels
- Advocate Illinois Masonic Medical Center
- Athenaeum Theatre
- Visit Avondale
- Visit Dunning
- Visit Jefferson Park
- Visit Lakeview
- Visit Smith Park
- Visit Ukrainian Village
- Ernest Hemingway Museum and House
- Visit Forest Park
- Frank Lloyd Wright Historic District
- Visit Harwood Heights
- Visit Lincolnwood
- Norridge Holidays
- Oak Park Holidays
- Visit Oak Park
- Unity Temple