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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

185 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

Dunes Home 3 Bedroom I 2 Baths I 2 Living Rooms

105 West Michigan Avenue, Hotel in Chesterton, United States

Excellent
27 reviews

Lincoln Park Living - Suite 1

West Diversey Parkway, Hotel in Chicago, United States

713 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

Stunning Condo #2 - Downtown River North

811 N Sedgwick St, Hotel in Chicago, United States

39 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

Cozy Home In Lake Geneva Wi Area

N3415 Queen Road, Hotel in Lake Geneva, United States

Good
21 reviews

76 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

Black Cabin Getaway In Woods I Valpo

4607 Claussen Lane, Hotel in Valparaiso, United States

Excellent
21 reviews

111 US$

min. price/night

Serenity On The Shores

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

Excellent
18 reviews

252 US$

min. price/night

Charming Oak Park Retreat

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

Excellent
14 reviews

New Lake Como Condo With Lake Views

Lausanne Court 33, Hotel in Lake Geneva, United States

Good
19 reviews

182 US$

min. price/night

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

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

Excellent
19 reviews

67 US$

min. price/night

Large 5 Bed Lake Geneva Home 4 Blocks From Lake!

W3803 Magnolia Drive, Hotel in Lake Geneva, United States

Excellent
21 reviews

244 US$

min. price/night

Beautiful Home In Beach Park Il

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

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

Spacious 5-Br House Near Transit W Parking

1868 South Millard Avenue, Hotel in Chicago, United States

357 US$

min. price/night

Roomy Retreat-Family & Friends 2 King Bed Game Room

130 Washington Avenue, Hotel in Chesterton, United States

Excellent
6 reviews

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

Beautifully Renovated House 10 Mins From Downtown

4244 South Prairie Avenue, Hotel in Chicago, United States

Excellent
10 reviews

654 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

Lake Como Clubhouse

N3392 Club House Drive, Hotel in Lake Geneva, United States

323 US$

min. price/night

Early Check In- Late Check Out Free Day!

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

Excellent
8 reviews

508 US$

min. price/night

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

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

Good
10 reviews

718 US$

min. price/night

Cozy House In Schererville

7833 Durbin Street, Hotel in Schererville, United States

The Logandale: Huge Mid-Century Home, Sleeps 15

2920 North Gresham Avenue, Hotel in Chicago, United States

Excellent
6 reviews

698 US$

min. price/night

Gorgeous Downtown Bungalow, Walk Everywhere!!!

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

Excellent
6 reviews

1101 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

Fenced Yard Fox River Grove Home, Dogs Welcome

1003 N Rd, Hotel in Fox River Grove, United States

Excellent
5 reviews

Arbor Garden Cove

609 Arbor Avenue, Hotel in Winfield, United States

Excellent
3 reviews

Family-Friendly Rockford Home With Private Yard!

3040 Louise St, Hotel in Rockford, United States

Good
5 reviews

185 US$

min. price/night

House In The Park 5 Min From O'Hare

2025 Lee Street, Hotel in Des Plaines, United States

Excellent
3 reviews

Luxe 3Br, 2Ba + Hot Tub

1326 Degener Avenue, Hotel in Elmhurst, United States

Excellent
5 reviews

Indiana Vacation Rental Near Lake Michigan

603 Field Dr, Hotel in Valparaiso, United States

Good
4 reviews

134 US$

min. price/night

Dream Retreat Indiana Dunes National Park

701 North Howard Street, Hotel in Tolleston, United States

Good
4 reviews

152 US$

min. price/night

Cozy 4Bd House Fireplace And Pond

8813 South Euclid Avenue, Hotel in Chicago, United States

535 US$

min. price/night

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

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

Charming Contemporary Family Home Home

3347 Thornberry Lane, Hotel in Glenview, United States

Excellent
3 reviews

264 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

Peaceful Harvard Vacation Rental 3 Mi To Town!

6906 Rhonda Dr, Hotel in Harvard, United States

Excellent
2 reviews

191 US$

min. price/night

Extravagance In Schaumburg

409 Clifton Court, Hotel in Schaumburg, United States

Good
2 reviews

Classic Oak Park Home, 11 Mi To Downtown Chicago!

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

Excellent
5 reviews

639 US$

min. price/night

Chicago Treasure 4 Bed Getaway

712 North Willard Court, Hotel in Chicago, United States

Good
8 reviews

231 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

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 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 Glenwood Grayslake Gurnee Hampshire Hanover Park Harvard Harvey Hebron Highland Park Hillside Hobart Hoffman Estates Homewood Huntley Ingleside 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 Montgomery 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 Park Oswego Palatine Phoenix Plainfield Plano Pleasant Prairie Portage Porter Powers Lake Prospect Heights Richmond River Grove Riverwoods Rochelle Rockford Rockton Rolling Meadows Romeoville Roscoe Roselle Saint Charles Salem Sandwich Schererville Shorewood Skokie South Holland Spring Grove Stickney Streamwood Sturtevant Sycamore Tinley Park Tolleston Twin Lakes Valparaiso Vernon Hills Villa Park Wadsworth Warrenville Waukegan West Dundee Westchester Westmont Wheaton Wheeling Whiting Willowbrook Wilmette Wilmington (Will County) Winfield Winthrop Harbor Wood Dale Worth Yorkville Zion

Types of Accomodations in Chicago Metropolitan Area

Hotels Apartments Holiday homes

Motels

Inns

Homestays

Villas Bed & Breakfasts

Guest houses

Aparthotels

Resorts

Hostels

Lodges

Capsule hotels

Country house

Campsite

Chalet

Hotels near Popular Places to visit in Chicago Metropolitan Area

Chicago Rockford International

Chicago Midway International Airport

Chicago O'Hare 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

Brookfield Zoo

Rivers Casino

Allstate Arena

Loyola University Chicago

Chicago Riverwalk

CIBC Theatre

House of Blues Chicago

Art Institute of Chicago

Willis Tower Chicago

Northwestern Memorial Hospital

Water Tower Place Chicago

Cloud Gate

Museum of Science and Industry

Guaranteed Rate Field

University of Chicago

Northwestern University

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