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

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

Magic Factory Loft 2West

5.0 (261)

3 Bedrooms • 10 Guests

$995 avg/night

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 (42)

4 Bedrooms • 16 Guests

$1,065 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 (179)

4 Bedrooms • 15 Guests

$1,351 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

United States Illinois Chicago vacation rental compare prices direct by owner 36737917

Skylit Penthouse | Luxe Rain Shower, Church View

4.9 (51)

2 Bedrooms • 4 Guests

$247 avg/night

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United States Illinois Chicago vacation rental compare prices direct by owner 36745984

Family& Pet Friendly Wicker Park Stay| Parking+

4.8 (45)

2 Bedrooms • 4 Guests

Small& Bright Studio|Wicker Park Night Life Nearby

4.7 (39)

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

4.6 (5)

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 (230)

2 Bedrooms • 6 Guests

$180 avg/night

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

Peaceful Warrenville Home: 1 Mi to Herrick Lake!

5.0 (42)

2 Bedrooms • 8 Guests

$358 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

$205 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

$250 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

$805 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

$1,290 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

$229 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

$2,225 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

$565 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 (113)

3 Bedrooms • 8 Guests

$634 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

$1,187 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

$705 avg/night

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