Check availability for 433 accommodations in Chicago Metropolitan Area

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Chicago Metropolitan Area >
Holiday homes

Vacation Rentals Chicago Metropolitan Area, Holiday Rentals

Sorting by

Pearly Gates L 3 Bed L Sleeps 5 L W 2-Car Garage

1033 South Harlem Avenue, Hotel in Forest Park, United States

Excellent
9 reviews

The Art Deco Dugout - Steps From Wrigley Field

1128 West Addison Street, Hotel in Chicago, United States

Excellent
1 review

West End Escape -Screened-In Porch - Private Balconies - Lake View - Walking Distance To Public Beach

120 West Main Street, Hotel in Lake Geneva, United States

Excellent
1 review

White House On Wisconsin-Carriage House - Renovated Colonial Revival -Steps To Main St - Parking For 2

816 Wisconsin Street, Hotel in Lake Geneva, United States

Excellent
1 review

Spacious Row Home Next Transit Near Downtown W Parking

3133 West Fulton Street, Hotel in Chicago, United States

Excellent
12 reviews

286 US$

min. price/night

Steps From Journeyman In Downtown Valparaiso

357 Franklin Street, Hotel in Valparaiso, United States

Excellent
2 reviews

315 US$

min. price/night

Stunning 5Br Home In Heart Of Chicago With 2 Rooftops

1307 North Bell Avenue, Hotel in Chicago, United States

Excellent
1 review

1501 US$

min. price/night

Early Check In- Late Check Out Free Day!

601 Country Club Drive, Hotel in Lake Geneva, United States

Excellent
6 reviews

508 US$

min. price/night

Boutique Garden House Chicago 3-Story Sleeps 12

7131 South Michigan Avenue, Hotel in Chicago, United States

Excellent
2 reviews

449 US$

min. price/night

Entire Building-Walk To Lincoln Park Or The Beach

1147 West Diversey Parkway, Hotel in Chicago, United States

Excellent
1 review

1499 US$

min. price/night

Pistakee Lake Estate With Boat Dock And Launch!

Johnsburg, United States

Excellent
1 review

Charming Oak Park Retreat With Fenced Backyard!

Oak Park, United States

Excellent
2 reviews

Family-Friendly Twin Lakes Home Near Lake Mary!

Twin Lakes, United States

Excellent
1 review

The Chicago Retreat Just 10 Mins From Chicago Bulls Arena

545 North Wood Street, Hotel in Chicago, United States

Excellent
1 review

445 US$

min. price/night

Villa Santorini

1228 North County Line Road, Hotel in Gary, United States

Good
1 review

1552 US$

min. price/night

Magnificent New Home W/8 Beds & Free Parking

2019 North Bingham Street, Hotel in Chicago, United States

Excellent
6 reviews

301 US$

min. price/night

Spacious Family Glenwood Estates Home With Hot Tub!

Glenwood, United States

Excellent
4 reviews

425 US$

min. price/night

Lakefront Home With Game Room, Theater And Dock!

Fox Lake, United States

Excellent
1 review

474 US$

min. price/night

Fox River Grove Home Pets Welcome!

Fox River Grove, United States

Excellent
2 reviews

Luxury Retreat With Home Theater

West Beach Avenue 1621, Hotel in Chicago, United States

Excellent
1 review

161 US$

min. price/night

Fontana Fen Getaway Home

190 Dewey Avenue, Hotel in Lake Geneva, United States

Excellent
1 review

Pet Friendly Ranch Home 30 Mins From O'Hare

1300 Kingston Lane, Hotel in Schaumburg, United States

Excellent
6 reviews

Riverfront Cottage

310 North River Road, Hotel in Fox River Grove, United States

Excellent
1 review

Historic Hermosa 1896

1820 North Keeler Avenue, Hotel in Chicago, United States

Excellent
1 review

Lincoln Park Living - Suite 2

1147 West Diversey Parkway, Hotel in Chicago, United States

Excellent
11 reviews

49 US$

min. price/night

Lakefront Oasis With Boat Dock, Fire Pit, Grill

Bristol, United States

Excellent
1 review

New Lake View Retreat Pool 4Min To Beach

Interlaken Drive 12, Hotel in Lake Geneva, United States

Excellent
3 reviews

163 US$

min. price/night

4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome

329 West Schiller Street, Hotel in Chicago, United States

Excellent
5 reviews

2199 US$

min. price/night

Arbor Garden Cove

609 Arbor Avenue, Hotel in Winfield, United States

Excellent
2 reviews

New Pet Friendly Walking Distance To Lake Front

Fremont Avenue 523, Hotel in Lake Geneva, United States

Excellent
1 review

Two Bedroom Home In Downtown Naperville

15 South Webster Street, Hotel in Naperville, United States

Excellent
2 reviews

Perfect Location Across From Park & Train Station

244 North Hamlin Avenue, Hotel in Chicago, United States

Excellent
1 review

612 US$

min. price/night

Lake Home With Scenic View, Private Pier, And Hot Tub

21929 116Th Street, Hotel in Bristol, United States

Excellent
2 reviews

New Lake Como Retreat With Bar And Pool Table

Robin Road N3179, Hotel in Lake Geneva, United States

Excellent
1 review

Modern Sfh Near Mccormick Place & Soldier Field

1614 S Desplaines St, Hotel in Chicago, United States

Excellent
1 review

2823 US$

min. price/night

Charming Oak Park Retreat

1403 North Harlem Avenue, Hotel in Oak Park, United States

Excellent
4 reviews

Spacious 5-Br House Near Transit W Parking

1868 South Millard Avenue, Hotel in Chicago, United States

Excellent
13 reviews

631 US$

min. price/night

Sun-Lit Lake Geneva Sanctuary With Bbq Patio!

Lake Geneva, United States

Excellent
7 reviews

302 US$

min. price/night

Spacious Oak Park Home, 11 Mi To Downtown Chicago!

Oak Park, United States

Excellent
3 reviews

689 US$

min. price/night

Casa De Nello - Whole Home

26048 W Forest Ave, Hotel in Antioch, United States

Excellent
1 review

370 US$

min. price/night

Schaumburg Paradise Oasis With A Secret Garden And Private Pool

1514 Revere Circle, Hotel in Schaumburg, United States

Excellent
1 review

Lakefront Fox Lake Home With Furnished Deck!

Fox Lake, United States

Excellent
1 review

253 US$

min. price/night

Chicago Home With Spacious Yard 14 Mi To Dtwn

Chicago, United States

Good
12 reviews

112 US$

min. price/night

Beautiful 4+ Bed 3 Bath Condo 20 Minutes To Madison

217 Morningside Drive, Hotel in Deerfield, United States

Good
1 review

Harbor Haven Game Room Gym

524 Thompson Avenue, Hotel in Winthrop Harbor, United States

Excellent
1 review

Urban Oasis - Kid Friendly - Quiet Street

8311 Kolmar Avenue, Hotel in Skokie, United States

Excellent
5 reviews

297 US$

min. price/night

5Br 5Ba Architectural Estate-Theatre Gym Rooftop

1856 North Fairfield Avenue, Hotel in Chicago, United States

Good
1 review

Pet-Friendly Lake Getaway 1 Block To Beach!

Gary, United States

Excellent
1 review

369 US$

min. price/night

Dream Retreat Indiana Dunes National Park

701 North Howard Street, Hotel in Tolleston, United States

Excellent
1 review

152 US$

min. price/night

Cozy Retreat With Game Room Lake Como Wi

N3232 Robin Road, Hotel in Lake Geneva, United States

Excellent
1 review

Other Places to Stay in Chicago Metropolitan Area

Popular Areas in Chicago Metropolitan Area

Chicago Rosemont Schaumburg Schiller Park Rockford Merrillville Elk Grove Village Lake Geneva Joliet Naperville Lombard Des Plaines Bedford Park Waukegan Gurnee Oakbrook Terrace Hammond Tinley Park Hoffman Estates Arlington Heights Evanston Portage Bolingbrook Oak Brook Saint Charles Aurora Elgin Deerfield Itasca Glenview Kenosha Valparaiso Downers Grove Warrenville Lincolnshire Skokie Bourbonnais Pleasant Prairie Romeoville Lansing Bensenville Chesterton Oak Lawn Matteson Bridgeview Burr Ridge Franklin Park Lisle Northbrook Willowbrook Alsip Hillside Schererville Elmhurst Libertyville Oak Park DeKalb Morris Rolling Meadows Wheeling Mundelein Crystal Lake Addison Countryside Zion Burbank Sycamore Sturtevant Porter Niles Vernon Hills Harvey Munster Rochelle Mount Prospect Bloomingdale Markham South Holland Woodstock North Chicago Morton Grove Yorkville Monee Wood Dale Orland Park Bannockburn Carol Stream Burlington Oswego Lyons Prospect Heights Northlake Geneva Lake Forest Glendale Heights Mokena Calumet Park Manteno Loves Park Palatine Mettawa West Dundee Glen Ellyn McHenry Buffalo Grove Oak Forest River Grove Calumet City Riverwoods Antioch North Aurora Grayslake East Chicago Westchester Lemont Sandwich Westmont Algonquin Crestwood Dinwiddie Roselle Kankakee Highland Park Harvard Lake Bluff Johnsburg Shorewood Lake Zurich Villa Park Deer Park Wilmette Lincolnwood Dwight Richmond Hanover Park Mount Pleasant Wadsworth Brookfield Hampshire Bartlett Bradley Huntley Channahon Lockport Barrington Broadview Minooka Crown Point Darien Cicero Homewood Plainfield Hazel Crest Lowell Fox Lake Belvidere Gary Hebron Cedar Lake Wauconda Winthrop Harbor Austin Beach Park Berwyn Blue Island Bristol Cary Chicago Ridge Country Club Hills Dolton Dunning East Hazel Crest Elmwood Park Forest Park Fox River Grove Frankfort Gages Lake Genoa City Glenwood Hobart Ingleside Ives Grove Lake in the Hills Maywood Melrose Park Montgomery Norridge Old Mill Creek Plano Powers Lake Salem Spring Grove Streamwood Tolleston Twin Lakes Wheaton Willow Springs Wilmington (Will County) Wonder Lake Worth

Types of Accomodations in Chicago Metropolitan Area

Apartments Hotels Holiday homes

Motels

Inns

Homestays

Bed & Breakfasts

Guest houses

Aparthotels

Villas

Resorts

Hostels

Campsites

Lodges

Luxury tent

Capsule hotel

Chalet

Hotels near Popular Places to visit in Chicago Metropolitan Area

Midway International

Chicago O'Hare International

Chicago Rockford International

Wrigley Field Navy Pier Chicago Grant Park Michigan Avenue Chicago United Center McCormick Place Chicago Union Station

Chicago Theater

Donald E. Stephens Convention Center

Naval Station Great Lakes

Millennium Park

Six Flags Great America

Brookfield Zoo

Allstate Arena

Loyola University Chicago

Chicago Riverwalk

CIBC Theatre

Gurnee Mills

House of Blues Chicago

Art Institute of Chicago

Willis Tower Chicago

Northwestern Memorial Hospital

Hollywood Casino Amphitheatre Tinley Park

Water Tower Place Chicago

Cloud Gate

Museum of Science and Industry

Tinley Park Convention Center

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