Chicago, IL, USA Vacation rentals • comparison for Airbnb, Vrbo and Booking prices

United States Illinois Chicago vacation rental compare prices direct by owner 11998257

Direct price

Magic Factory Loft 3East 4 Bd/4 Ba Families Groups

5.0 (145)

4 Bedrooms • 16 Guests

$1,707 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 11442436

Magic Factory Loft 2West

5.0 (258)

3 Bedrooms • 10 Guests

$1,012 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 11582485

Magic Factory Loft 2East 4 Bd/3 Ba Families Groups

5.0 (177)

4 Bedrooms • 15 Guests

$1,389 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 26512134

4BD Condo w/Parking & Game Room

4.8 (4)

4 Bedrooms • 10 Guests

Available on

Modern Getaway in Wicker Park|Parking+ Laundry

4.8 (44)

2 Bedrooms • 4 Guests

$293 avg/night

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United States Illinois Chicago vacation rental compare prices direct by owner 37850709

Bright& Spacious Studio | Nightlife nearby

4.7 (31)

1 Bedroom • 2 Guests

$154 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 37850727

Small& Bright Studio|Wicker Park Night Life Nearby

4.7 (38)

1 Bedroom • 2 Guests

$131 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 24093357

3BD Condo*2min->Wrigley Field*Street Parking

4.5 (68)

3 Bedrooms • 8 Guests

$250 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 40566167

3BR Near UChicago and Obama Center • Easy Parking

4.5 (4)

3 Bedrooms • 6 Guests

$419 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 24751221

3BD Condo in Trendy WrigleyVille/ Free St. Parking

0.0 (0)

3 Bedrooms • 7 Guests

$185 avg/night

United States Indiana Valparaiso vacation rental compare prices direct by owner 5158968

The Good Farm: 1853 Farmhouse on 44 acres

5.0 (15)

3 Bedrooms • 11 Guests

Available on

United States Indiana Valparaiso vacation rental compare prices direct by owner 26570167

The Good Farm: Barn BnB on 44 acres near Lake Mich

5.0 (240)

2 Bedrooms • 6 Guests

$176 avg/night

United States Illinois Warrenville vacation rental compare prices direct by owner 36167214

Peaceful Warrenville Home: 1 Mi to Herrick Lake!

5.0 (38)

2 Bedrooms • 8 Guests

$325 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 40778126

Cozy Private Retreat with Vintage Charm - Inviting and Comfortable

5.0 (15)

1 Bedroom • 2 Guests

$183 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 40850919

Captivating Balcony and Elegant Suite Amenities - Stylish Urban Oasis

5.0 (24)

1 Bedroom • 4 Guests

$220 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 40879830

Luxe 67th Flr 2BR: Endless Lake Views, Top Skydeck

5.0 (25)

2 Bedrooms • 5 Guests

$763 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 40879833

Front Row to the Lake & Skyline: Epic 60th Flr 3BR

5.0 (30)

3 Bedrooms • 7 Guests

$1,245 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 40850925

Stylish Kitchenette and Sophisticated Amenities - Elegant Airy Studio

5.0 (68)

1 Bedroom • 2 Guests

$234 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 40879771

Luxury Penthouse: Iconic Views + Exclusive Comfort

5.0 (36)

4 Bedrooms • 9 Guests

$2,098 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 40879803

West Loop Oasis: Skyline Views + Prime Location

5.0 (62)

2 Bedrooms • 5 Guests

$554 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 25858652

River West 3BR Penthouse Duo: Skyline Comfort

5.0 (29)

6 Bedrooms • 14 Guests

$1,124 avg/night

United States Indiana Gary vacation rental compare prices direct by owner 11384051

Lakefront Family Retreat w/ Grill: Steps to Beach!

5.0 (112)

3 Bedrooms • 8 Guests

$640 avg/night

United States Illinois Saint Charles vacation rental compare prices direct by owner 40860189

Resort Style Backyard and Heated Pool - Elegant Family Estate

5.0 (25)

6 Bedrooms • 16 Guests

$1,184 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 40879742

5-Star Gold Coast Experience in a Luxe 2BR Retreat

5.0 (122)

2 Bedrooms • 5 Guests

$663 avg/night

United States Illinois Chicago vacation rental compare prices direct by owner 40879746

Luxury 2BR near Millennium Park + 5-Star Reviews

5.0 (73)

2 Bedrooms • 5 Guests

$558 avg/night

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