Check availability for 450 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
135 reviews

480 US$

min. price/night

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

2713 West Balmoral Avenue, Hotel in Chicago, United States

Excellent
42 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
23 reviews

Lincoln Park Living - Suite 1

West Diversey Parkway, Hotel in Chicago, United States

713 US$

min. price/night

Stunning Condo #2 - Downtown River North

811 N Sedgwick St, Hotel in Chicago, United States

39 US$

min. price/night

Lincoln Park Living - 3 Queen Beds - Sleeps 6

1147 West Diversey Parkway, Hotel in Chicago, United States

139 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

Blue Birdhouse - Indiana Dunes - Pet Friendly

5 West Beam Street, Hotel in Chesterton, United States

259 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

Black Cabin Getaway In Woods I Valpo

4607 Claussen Lane, Hotel in Valparaiso, United States

Excellent
18 reviews

111 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

The Black And White Suite

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

313 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

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

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

Excellent
14 reviews

67 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

579 US$

min. price/night

New Lake Como Condo With Lake Views

Lausanne Court 33, Hotel in Lake Geneva, United States

Good
20 reviews

182 US$

min. price/night

Spacious Row Home Next Transit Near Downtown W Parking

3133 West Fulton Street, Hotel in Chicago, United States

Excellent
15 reviews

452 US$

min. price/night

Cozy Home In Lake Geneva Wi Area

N3415 Queen Road, Hotel in Lake Geneva, United States

Excellent
18 reviews

76 US$

min. price/night

Lincoln Park Living - Suite 2

1147 West Diversey Parkway, Hotel in Chicago, United States

178 US$

min. price/night

Beautiful Home In Beach Park Il

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

Excellent
14 reviews

Chic Green L Near Downtown & Il Medical District

602 South Western Avenue, Hotel in Chicago, United States

118 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

Henrys Hideaway In Lake Geneva!

727 Henry Street, Hotel in Lake Geneva, United States

1000 US$

min. price/night

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

Chicago Home With Spacious Yard 14 Mi To Dtwn

Chicago, United States

112 US$

min. price/night

Luxe 4Br With Hot Tub & Game Room

1654 West Ohio Street, Hotel in Chicago, United States

967 US$

min. price/night

Breathtaking Downtown Penthouse A - Sleeps 11

811 N Sedgwick St, Hotel in Chicago, United States

329 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

Roomy Retreat-Family & Friends 2 King Bed Game Room

130 Washington Avenue, Hotel in Chesterton, United States

Excellent
5 reviews

Harvest Haven- Cozy Downtown Winnebago Retreat

205 South Swift Street, Hotel in Rockford, United States

Excellent
7 reviews

190 US$

min. price/night

Magnificent New Home W/8 Beds & Free Parking

2019 North Bingham Street, Hotel in Chicago, United States

Excellent
8 reviews

301 US$

min. price/night

Cozy Maple House Family Lake Como Retreat

Maple Road N3348, Hotel in Lake Geneva, United States

Excellent
7 reviews

Luxurious House, 25 Min Downtown, 10Min Midway

7801 Mason Avenue, Hotel in Burbank, United States

207 US$

min. price/night

Cozy Home Close To, State Street And Downtown

1019 23Rd Street, Hotel in Rockford, United States

5 Mi To Millennium Park Apartment With Fireplaces

3461 W Adams St, Hotel in Chicago, United States

162 US$

min. price/night

Beautifully Remodeled Flat Downtown #3N

858 North Orleans Street #3N, Hotel in Chicago, United States

239 US$

min. price/night

My Happy Place

1030 Lake Geneva Boulevard, Hotel in Lake Geneva, United States

Beautiful Remodeled Penthouse Unit In Old Town

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

139 US$

min. price/night

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
7 reviews

280 US$

min. price/night

Serene Lakefront Escape Boat Dock And Grill!

405 Waldeck Dr, Hotel in Twin Lakes, United States

Excellent
3 reviews

The Logandale: Huge Mid-Century Home, Sleeps 15

2920 North Gresham Avenue, Hotel in Chicago, United States

Excellent
5 reviews

698 US$

min. price/night

Historic Luxury Townhouse In Downtown Chicago

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

Excellent
7 reviews

1891 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

Early Check In- Late Check Out Free Day!

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

Excellent
7 reviews

508 US$

min. price/night

Pet Friendly Ranch Home 30 Mins From O'Hare

1300 Kingston Lane, Hotel in Schaumburg, United States

Excellent
8 reviews

Arbor Garden Cove

609 Arbor Avenue, Hotel in Winfield, United States

Your New Luxury Lakeview Condo W Pool Access

Aspen Road 81, Hotel in Lake Geneva, United States

Excellent
9 reviews

106 US$

min. price/night

Luxe 3Br, 2Ba + Hot Tub

1326 Degener Avenue, Hotel in Elmhurst, United States

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

208 S Lake Ave, Hotel in Twin Lakes, United States

Good
4 reviews

218 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 Bannockburn Barrington Bartlett Beach Park Bedford Park Belvidere Bensenville Berwyn Blue Island 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 Norridge North Aurora North Chicago Northbrook Northlake Oak Forest Oak Lawn Oak Park Oakbrook Terrace Orland Park Oswego Palatine Park Forest Park Ridge Plainfield Plano Pleasant Prairie Portage Porter Powers Lake Prospect Heights Richmond River Grove Riverwoods Rochelle Rockford Rolling Meadows Romeoville Roselle Saint Charles Salem Sandwich Sauk Village Schererville Shorewood Skokie South Holland Spring Grove Steger Streamwood Sturtevant Sycamore Tinley Park Tolleston Twin Lakes Valparaiso Vernon Hills Villa Park Wadsworth Warrenville Waukegan West Dundee Westchester Westmont Wheaton Wheeling Willow Springs 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

Aparthotels

Guest houses

Villas

Resorts

Hostels

Campsites

Lodges

Chalets

Capsule hotel

Country house

Hotels near Popular Places to visit in Chicago Metropolitan Area

Midway International

Chicago O'Hare International

Chicago Rockford International

Wrigley Field Navy Pier Chicago Michigan Avenue Chicago United Center Chicago Union Station

Chicago Theater

Donald E. Stephens Convention Center

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

Tinley Park Convention Center

Guaranteed Rate Field

University of Chicago

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