Holiday Homes in West 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 West Side holiday homes
Sleeps 18 • 7BR • Gym • Game Room • Theater
Sleeps 18 • 7BR • Gym • Game Room • TheaterAustin
6.0 out of 10, (1 review)
"Ok place to fit large families if no other option available. Not suitable for kids with allergies as there are some opportunities in the cleanness and maintenance of the property.The communication were ok for reserving but very limited during the stay.The floor os severely damaged as well."
Adrian Cesar C.
The price is €764
includes taxes & fees
11 May - 12 May
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
9.6 out of 10, Exceptional, (24 reviews)
"I had a fun stay "
Jusu K.
The price is €174
includes taxes & fees
11 May - 12 May
The price is €491
includes taxes & fees
11 May - 12 May
Master qtr close to nature & easy urban facilities
Master qtr close to nature & easy urban facilitiesRiverwoods
9.8 out of 10, Exceptional, (80 reviews)
"Had a lovely stay in a beautiful home! The setting is very secluded and quiet."
Kyle M.
The price is €171
includes taxes & fees
7 May - 8 May
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."
Carl M.
The price is €385
includes taxes & fees
11 May - 12 May
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, (23 reviews)
"Easy to access, big place, great for a group that needs to have several rooms and beds. Would definitely stay again"
JOSE S.
The price is €258
includes taxes & fees
11 May - 12 May
✽ Charming Cottage ✽ close to College/Town/Station
✽ Charming Cottage ✽ close to College/Town/StationWheaton
10.0 out of 10, Exceptional, (64 reviews)
"This is a cozy little home close to all the things we love about visiting Wheaton. "
Nancy F.
The price is €263
includes taxes & fees
11 May - 12 May
LUXE 3 BR, 2 BA + Hot Tub
LUXE 3 BR, 2 BA + Hot TubElmhurst
8.8 out of 10, Excellent, (45 reviews)
"Nice overall"
Hell
The price is €314
includes taxes & fees
13 May - 14 May
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 West Side Hotel Reviews
Hotel Chicago West Loop, SureStay Collection by Best Western
8/10 Good
Find out more about West Side
West Side Holiday Homes information
Number of reviews | 460 |
|---|---|
Accommodation | 64 Holiday Homes |
Lowest Price | €171 |
Highest Price | €764 |
Explore a world of travel with Expedia
- 4 Star Hotels in Chicago
- 5 Star Hotels in Magnificent Mile
- 5 Star Hotels in The Loop
- Apartments in Addison
- Hotels near Anna and Frederick Douglass Park
- Bucktown Hotels
- B&B in Burbank
- Hostels in Central Chicago
- Aparthotels in Chicago
- Apartments in Chicago
- B&B in Chicago
- Hotels near Chicago Cultural Center
- Guest Houses in Chicago
- Hostels in Chicago
- Affinia Hotels in Chicago
- All Inclusive Hotels in Chicago
- Beach Hotels in Chicago
- Hotels with Parking in Chicago
- Hotels with Breakfast in Chicago
- Hotels with Yoga in Chicago
- La Quinta Inn & Suites Hotels in Chicago
- Romantic Hotels in Chicago
- Hotels with Spa in Chicago
- Chicago Hotels
- Motels in Chicago
- Cicero Hotels
- Hotels near Columbia College Chicago
- Hotels near Credit Union 1 Arena
- Apartments in Deerfield
- Hotels near DePaul University-Lincoln Park
- Green / Sustainable Hotels in Downtown Chicago
- Luxury Hotels in Downtown Chicago
- East Garfield Park Hotels
- East Village Hotels
- Apartments in Far Southeast Side
- Apartments in Far Southwest Side
- B&B in Forest Park
- Sonesta Hotel in Gold Coast
- Hotels near Holy Innocents Church
- Humboldt Park Hotels
- B&B in Kenilworth
- Little Italy Hotels
- Lower West Side Hotels
- Wedding Hotels in Magnificent Mile
- Near West Side Hotels
- Motels in Ned Brown Forest Preserve
- Villas in Ned Brown Forest Preserve
- North Lawndale Hotels
- Resorts in North Riverside
- Apartments in Northbrook
- Holiday Homes in Oak Brook
- Luxury Hotels in Oak Park
- Holiday Homes in Oak Park Station
- Hotels near Ogilvie Transportation Center
- Apartments in River Forest
- River North Hotels
- B&B in Riverdale
- Guest Houses in Riverdale
- Apartments in Rosemont
- Historic Hotels in Rush Street
- Aparthotels in Schaumburg
- Lgbt-Friendly Hotels in South Loop
- B&B in South Side
- Hostels in South Suburbs
- Extended Stay America Hotels in The Loop
- Hotels with Pool in The Loop
- Hotels with Yoga in The Loop
- Luxury Hotels in The Loop
- Tri-Taylor Hotels
- United Center Hotels
- Hotels near United Center
- Marriott Hotels & Resorts in West Loop
- Hotels with Spa in West Loop
- West Loop Hotels
- Aparthotels in West Side
- Hostels in West Side
- West Town Hotels
- Hotels near Willis Tower
- Holiday Homes in Willowbrook
- Ann and Robert H. Lurie Children's Hospital
- Art Institute of Chicago
- Canalport Riverwalk Park
- Visit Chinatown
- Visit Near West Side
- Visit Noble Square
- Visit North Lawndale
- Visit Printers Row
- Visit Smith Park
- Visit Ukrainian Village
- Visit United Center
- Chicago Holidays
- Credit Union 1 Arena
- Garfield Park Conservatory
- Newberry Library