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Chicago Metropolitan Area >
Holiday homes

Vacation Rentals Chicago Metropolitan Area, Vacation Rentals

Sorting by

The Avondale Guesthouse

2973 North Elston Avenue, Hotel in Chicago, United States

Excellent
125 reviews

165 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
28 reviews

Lincoln Park Living - 3 Queen Beds - Sleeps 6

1147 West Diversey Parkway, Hotel in Chicago, United States

Excellent
38 reviews

77 US$

min. price/night

Blue Birdhouse - Indiana Dunes - Pet Friendly

5 West Beam Street, Hotel in Chesterton, United States

Excellent
29 reviews

139 US$

min. price/night

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

2713 West Balmoral Avenue, Hotel in Chicago, United States

Excellent
43 reviews

270 US$

min. price/night

Lincoln Park Living - Suite 1

West Diversey Parkway, Hotel in Chicago, United States

Excellent
34 reviews

713 US$

min. price/night

Stunning Condo #2 - Downtown River North

811 N Sedgwick St, Hotel in Chicago, United States

Excellent
30 reviews

39 US$

min. price/night

The Black And White Suite

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

Good
20 reviews

313 US$

min. price/night

Suite 2 On Southport 4 Queen Beds

2501 North Southport Avenue, Hotel in Chicago, United States

614 US$

min. price/night

Lincoln Park Living - Suite 2

1147 West Diversey Parkway, Hotel in Chicago, United States

Excellent
18 reviews

178 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
29 reviews

479 US$

min. price/night

Beautiful Home In Beach Park Il

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

Excellent
19 reviews

Serenity On The Shores

6069 South Dune Harbor Drive, Hotel in Portage, United States

Excellent
18 reviews

215 US$

min. price/night

Stunning Duplex Condo #1 - Downtown River North

811 N Sedgwick St, Hotel in Chicago, United States

Excellent
26 reviews

276 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

Charming Oak Park Retreat

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

New Lake Como Condo With Lake Views

Lausanne Court 33, Hotel in Lake Geneva, United States

Good
19 reviews

182 US$

min. price/night

The Young'S - Northern Indiana

1924 Hovey Place, Hotel in Gary, United States

Excellent
11 reviews

515Escape - Near Downtown, Private Backyard, Firepit, Bbq, Fun!

515 Madison St, Hotel in Lake Geneva, United States

Excellent
11 reviews

550 US$

min. price/night

The Gilded Cottage Entire Home

205 South Swift Street, Hotel in Rockford, United States

Excellent
12 reviews

190 US$

min. price/night

Spacious 5-Br House Near Transit W Parking

1868 South Millard Avenue, Hotel in Chicago, United States

Excellent
17 reviews

357 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

Modern Lake Geneva Condo With Year-Round Views

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

Excellent
14 reviews

118 US$

min. price/night

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

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

Excellent
11 reviews

Spacious Row Home Next Transit Near Downtown W Parking

3133 West Fulton Street, Hotel in Chicago, United States

Excellent
16 reviews

452 US$

min. price/night

Breathtaking Downtown Penthouse B - Sleeps 11

811 N Sedgwick St, Hotel in Chicago, United States

Excellent
14 reviews

909 US$

min. price/night

Roomy Retreat-Family & Friends 2 King Bed Game Room

130 Washington Avenue, Hotel in Chesterton, United States

Sun-Lit Lake Geneva Sanctuary With Bbq Patio!

N3295 Narcissus Rd, Hotel in Lake Geneva, United States

Excellent
7 reviews

302 US$

min. price/night

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

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

Excellent
8 reviews

Spacious Oak Park Home, 11 Mi To Downtown Chicago!

1129 Augusta St Unit 1, Hotel in Oak Park, United States

Excellent
6 reviews

689 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

Gorgeous A-Frame On Cedar Lake

7209 West 136Th Avenue, Hotel in Cedar Lake, United States

Cozy House In Schererville

7833 Durbin Street, Hotel in Schererville, United States

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

Farmhouse On Wells

412 South Wells Street, Hotel in Lake Geneva, United States

Excellent
3 reviews

793 US$

min. price/night

New Pet-Friendly Lake Geneva Escape

West Barry Drive 3163, Hotel in Lake Geneva, United States

Excellent
3 reviews

Historic Luxury Townhouse In Downtown Chicago

71 East Bellevue Place The Townhouse, Hotel in Chicago, United States

Excellent
11 reviews

1472 US$

min. price/night

1 Mi To Indiana Dunes Natl Park Home With Patio!

1211 N Wayne St, Hotel in Gary, United States

Excellent
4 reviews

271 US$

min. price/night

Lake Geneva Family Fall Escape

3169 West Barry Drive, Hotel in Lake Geneva, United States

Excellent
3 reviews

New Lake View Retreat Pool 4Min To Beach

Interlaken Drive 12, Hotel in Lake Geneva, United States

Excellent
4 reviews

163 US$

min. price/night

Arbor Garden Cove

609 Arbor Avenue, Hotel in Winfield, United States

Excellent
3 reviews

House In The Park 5 Min From O'Hare

2025 Lee Street, Hotel in Des Plaines, United States

Excellent
3 reviews

The Village Inn By Dakota Gal Digs

2111 North Kenmore Avenue Unit 1, Hotel in Chicago, United States

Excellent
3 reviews

973 US$

min. price/night

Riverfront Libertyville Retreat With Outdoor Kitchen

910 E Rockland Rd, Hotel in Libertyville, United States

Good
3 reviews

The Logandale: Huge Mid-Century Home, Sleeps 15

2920 North Gresham Avenue, Hotel in Chicago, United States

698 US$

min. price/night

Cozy 4Bd House Fireplace And Pond

8813 South Euclid Avenue, Hotel in Chicago, United States

535 US$

min. price/night

Modern Wrigley Oasis With Parking!

3406 N Seminary Ave, Hotel in Chicago, United States

Chicago Home Near Navy Pier And Shedd Aquarium!

Chicago, United States

159 US$

min. price/night

Kayaks And Fire Pits Waterfront Portage Getaway!

5275 Plaza Ave, Hotel in Portage, United States

Excellent
4 reviews

Charming Contemporary Family Home Home

3347 Thornberry Lane, Hotel in Glenview, United States

Excellent
3 reviews

264 US$

min. price/night

Other Places to Stay in Chicago Metropolitan Area

Popular Areas in Chicago Metropolitan Area

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

Types of Accomodations in Chicago Metropolitan Area

Apartments Hotels Holiday homes

Motels

Inns

Homestays

Bed & Breakfasts

Guest houses

Villas

Aparthotels

Resorts

Hostels

Lodges

Capsule hotels

Campsites

Country house

Hotels near Popular Places to visit in Chicago Metropolitan Area

Chicago Rockford International

Chicago O'Hare International Airport

Chicago Midway International Airport

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

Rivers Casino

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

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