Check availability for 437 accommodations in Chicago Metropolitan Area

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Chicago Metropolitan Area >
Holiday homes

Vacation Rentals Chicago Metropolitan Area, Holiday Rentals

Sorting by

The Avondale Guesthouse

2973 North Elston Avenue, Hotel in Chicago, United States

Excellent
141 reviews

432 US$

min. price/night

Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

2713 West Balmoral Avenue, Hotel in Chicago, United States

Excellent
38 reviews

270 US$

min. price/night

Designer Themed 4 Bedroom In Best Location With Patio And Fireplace

329 West Schiller Street Back, Hotel in Chicago, United States

Excellent
26 reviews

1112 US$

min. price/night

Romantic 3 Bed Home In The Heart Of The Park

5923 South Indiana Avenue, Hotel in Chicago, United States

393 US$

min. price/night

Family Home - 2 Bedroom, Kitchen, 1.5 Bath

4432 West Quill Lane, Hotel in Waukegan, United States

128 US$

min. price/night

Modern Lake Geneva Condo With Year-Round Views

84-07 Red Chimney Road, Hotel in Lake Geneva, United States

Excellent
12 reviews

218 US$

min. price/night

Stunning Condo #2 - Downtown River North

811 N Sedgwick St, Hotel in Chicago, United States

Excellent
24 reviews

39 US$

min. price/night

Black Cabin Getaway In Woods I Valpo

4607 Claussen Lane, Hotel in Valparaiso, United States

Excellent
16 reviews

111 US$

min. price/night

Dunes Home 3 Bedroom I 2 Baths I 2 Living Rooms

105 West Michigan Avenue, Hotel in Chesterton, United States

Excellent
19 reviews

Blue Birdhouse - Indiana Dunes - Pet Friendly

5 West Beam Street, Hotel in Chesterton, United States

Excellent
18 reviews

347 US$

min. price/night

New Lake Como Condo With Lake Views

Lausanne Court 33, Hotel in Lake Geneva, United States

Excellent
16 reviews

182 US$

min. price/night

Lincoln Park Living - Suite 1

West Diversey Parkway, Hotel in Chicago, United States

Excellent
22 reviews

499 US$

min. price/night

Large 5 Bed Lake Geneva Home 4 Blocks From Lake!

W3803 Magnolia Drive, Hotel in Lake Geneva, United States

Excellent
18 reviews

244 US$

min. price/night

Ivp Manor House By Lake Beach And Naval Base

North Sears Boulevard, Hotel in Gages Lake, United States

Excellent
9 reviews

479 US$

min. price/night

Spacious Row Home Next Transit Near Downtown W Parking

3133 West Fulton Street, Hotel in Chicago, United States

Excellent
11 reviews

296 US$

min. price/night

Williams Bay Retreat Walk To Lake Geneva And Town!

Williams Bay, Wi, 53191, Hotel in Lake Geneva, United States

Excellent
8 reviews

280 US$

min. price/night

Suite 2 On Southport 4 Queen Beds

2501 North Southport Avenue, Hotel in Chicago, United States

Excellent
15 reviews

487 US$

min. price/night

Sun-Lit Lake Geneva Sanctuary With Bbq Patio!

Lake Geneva, United States

Excellent
7 reviews

302 US$

min. price/night

Henrys Hideaway In Lake Geneva!

727 Henry Street, Hotel in Lake Geneva, United States

1000 US$

min. price/night

Beautiful Loft Style Townhouse-Vaulted Ceilings

510 Willow Court, Hotel in Romeoville, United States

New Charming Lakeview Haven 2Br Cozy Como Cottage With Lake Views

Acacia Road N3182, Hotel in Lake Geneva, United States

118 US$

min. price/night

Breathtaking Downtown Penthouse A - Sleeps 11

811 N Sedgwick St, Hotel in Chicago, United States

329 US$

min. price/night

Charming Lake Geneva, Wisconsin 3Br/2Bath Home - Shagbark Waters

6783 Cobble Creek Drive, Hotel in Lake Geneva, United States

Excellent
11 reviews

67 US$

min. price/night

The Black And White Suite

611 East 41St Street, Hotel in Chicago, United States

Excellent
10 reviews

313 US$

min. price/night

Beautiful Home In Beach Park Il

9873 East Yorkhouse Road, Hotel in Beach Park, United States

Excellent
12 reviews

Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub

3742 N. Keeler Avenue, Chicago,, Hotel in Chicago, United States

Excellent
7 reviews

Lincoln Park Living - 3 Queen Beds - Sleeps 6

1147 West Diversey Parkway, Hotel in Chicago, United States

Excellent
16 reviews

109 US$

min. price/night

The Katerina Residence

1582 Wentworth Avenue, Hotel in Calumet City, United States

150 US$

min. price/night

Luxurious House, 25 Min Downtown, 10Min Midway

7801 Mason Avenue, Hotel in Burbank, United States

Excellent
9 reviews

207 US$

min. price/night

2-Acre Highland Park Retreat With Heated Pool ~ 5*

2707 Mavor Lane, Hotel in Highland Park, United States

Excellent
9 reviews

Modern Beach Bungalow, Firepit, Foosball, Hot Tub, In Dunes Natl Park

710 N. Howard St., Hotel in Gary, United States

Excellent
5 reviews

167 US$

min. price/night

5 Mi To Dtwn Chicago Apartment In Garfield Park!

3461 W Adams St, Hotel in Chicago, United States

Excellent
2 reviews

162 US$

min. price/night

Chicago Home With Spacious Yard 14 Mi To Dtwn

Chicago, United States

Excellent
11 reviews

112 US$

min. price/night

Home With Yard And Patio About 30 Mi To Downtown Chicago

Matteson, IL, 60443, Hotel in Matteson, United States

Excellent
3 reviews

197 US$

min. price/night

Beautiful Remodeled Penthouse Unit In Old Town

1556 North La Salle Street, Hotel in Chicago, United States

Excellent
10 reviews

139 US$

min. price/night

Luxe 4Br With Hot Tub & Game Room

1654 West Ohio Street, Hotel in Chicago, United States

Excellent
6 reviews

967 US$

min. price/night

Family Home - Walk To Geneva Lake And Restaurants!

150 N Walworth Ave, Hotel in Lake Geneva, United States

516 US$

min. price/night

Chicago Home 6 Bd 4 Ba Home With 2 Car Garage Parking

4718 West Mclean Avenue, Hotel in Chicago, United States

Charming Family Haven, On The Mighty Kankakee

809 North River Drive, Hotel in Kankakee, United States

253 US$

min. price/night

The Young'S - Northern Indiana

1924 Hovey Place, Hotel in Gary, United States

Excellent
4 reviews

Spacious Luxury Retreat 8 Bed Oasis With 6 Baths

2630 South Throop Street, Hotel in Chicago, United States

Excellent
5 reviews

1636 US$

min. price/night

Williams Bay House - Cherry Street Retreat

39 Cherry Street, Hotel in Lake Geneva, United States

Excellent
3 reviews

1365 US$

min. price/night

A Terrific House For A Large Group.

4511 North Melvina Avenue, Hotel in Chicago, United States

Excellent
6 reviews

156 US$

min. price/night

Indiana Vacation Rental Near Lake Michigan

Valparaiso, United States

Excellent
3 reviews

134 US$

min. price/night

Family-Friendly Rockford Home With Private Yard!

3040 Louise St, Hotel in Rockford, United States

Good
5 reviews

185 US$

min. price/night

Twin Lakes Escape With Deck Less Than 1 Mi To Beach!

Twin Lakes, United States

Good
4 reviews

218 US$

min. price/night

Secluded Fenced Cottage W Dune Top Hot Tub Near Hiking Dog Friendly

246 N Hancock, Hotel in Gary, United States

Good
6 reviews

254 US$

min. price/night

Serene Lakefront Escape Boat Dock And Grill!

Twin Lakes, United States

Excellent
2 reviews

Classic Oak Park Home, 11 Mi To Downtown Chicago!

326 N Grove Ave, Hotel in Oak Park, United States

Excellent
2 reviews

639 US$

min. price/night

Modern 2Br Near Indiana Dunes, Beaches, Wineries, & Downtown Chesterton

1913 Broadway Avenue, Hotel in Porter, United States

Excellent
3 reviews

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 Elgin Saint Charles Aurora Deerfield Itasca Glenview Kenosha Valparaiso Downers Grove Skokie Warrenville Lincolnshire 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 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 West Dundee 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 Plano Powers Lake Roscoe 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

Aparthotels

Guest houses

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

Naval Station Great Lakes

Millennium Park

Woodfield Mall

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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