Hot Tub Vacation Rentals - Vacation Rentals in Original Playboy Mansion

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From US $293

         

10.0 (191 Reviews)

Condo

NEW LUXURY CONDO WITH PATIO DECK

• Air Conditioner
• Parking
• Pet Friendly

• Chicago
• Ukrainian Village

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From US $1,582

         

|

10.0 (4 Reviews)

Apartment

Lux Apts with Lake Views and Top Amenities

• Air Conditioner
• Parking
• Pool

• Chicago
• The Loop

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From US $1,030

         

|

10.0 (2 Reviews)

Apartment

Art Villa

• Parking
• Pet Friendly
• View

• Chicago
• West Town

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From US $384

         

10.0 (100 Reviews)

Apartment

Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE

• Air Conditioner
• Parking
• TV

• Chicago
• Lakeview

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From US $587

         

|

9.6 (32 Reviews)

Bed & Breakfast

Villa D' Citta

• Air Conditioner
• Parking
• View

• Chicago
• Lincoln Park

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From US $480

         

|

9.8 (1000 Reviews)

Hotel

The Langham, Chicago

• Air Conditioner
• Parking
• Pool

• Chicago
• Downtown Chicago

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From US $897

         

10.0 (94 Reviews)

House

Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath

• Air Conditioner
• Parking
• TV

• Chicago
• River West

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From US $531

         

|

9.2 (17 Reviews)

Apartment

K2 Sky High Apartments with Stunning Chicago Views in West Loop

• Air Conditioner
• Parking
• Pool

• Chicago
• Downtown Chicago

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From US $464

         

|

9.6 (1002 Reviews)

Hotel

Park Hyatt Chicago

• Air Conditioner
• Parking
• Pool

• Chicago
• Magnificent Mile

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From US $1,696

         

10.0 (56 Reviews)

House

Luxury House in the heart of Old Town with Parking

• Air Conditioner
• Parking
• Pet Friendly

• Chicago
• Old Town

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From US $425

         

10.0 (32 Reviews)

Condo

Prime Location! Modern 3 Bed 3 Bath Rental in Chicago

• Air Conditioner
• Parking
• Pet Friendly

• Chicago
• West Town

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From US $788

         

10.0 (30 Reviews)

Apartment

City Center, River North Condo HUGE 3BR, Patio, Parking(2x)

• Air Conditioner
• Parking
• TV

• Chicago
• Killgubbin

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From US $214

         

10.0 (24 Reviews)

Condo

LOCATION! 2b/2b Condo, 51st Floor AMAZING Views, Pool and other Amenities!

• Air Conditioner
• Parking
• Pool

• Chicago
• Near North Side

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From US $430

         

10.0 (16 Reviews)

House

Spacious Townhome! 3 bedrooms & 2 complete bath and 2 outdoor Patios, Near Train

• Air Conditioner
• Parking
• Pet Friendly

• Chicago
• Ranch Triangle

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From US $227

         

10.0 (12 Reviews)

Condo

Spacious Downtown Chicago Condo with Spa Bath, King Bed, Patio, 3 Blocks to L

• Air Conditioner
• Parking
• TV

• Chicago
• Noble Square

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From US $458

         

10.0 (9 Reviews)

Apartment

Top Floor Views + Central Comfort

• Air Conditioner
• Parking
• Pool

• Chicago
• West Loop Gate

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From US $1,606

         

10.0 (6 Reviews)

Apartment

Luxury Penthouse: Iconic Views + Exclusive Comfort

• Air Conditioner
• Parking
• Pool

• Chicago
• Downtown Chicago

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From US $956

         

10.0 (6 Reviews)

House

Spacious Newly Renovated Home in Lincoln Park that's Dog Friendly!

• Air Conditioner
• Pet Friendly
• TV

• Chicago
• Sheffield Neighbors

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From US $679

         

10.0 (6 Reviews)

Apartment

GROUP LUX in Old Town/Gold Coast (+private roof)

• Air Conditioner
• Parking
• TV

• Chicago
• Old Town

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From US $624

         

10.0 (4 Reviews)

Apartment

Penthouse Escape + Vibrant West Loop Access

• Air Conditioner
• Pool
• TV

• Chicago
• Downtown Chicago

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From US $430

         

10.0 (4 Reviews)

Apartment

West Loop 2BR with Skyline Views + Prime Location

• Air Conditioner
• Parking
• Pool

• Chicago
• Downtown Chicago

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From US $1,032

         

10.0 (3 Reviews)

Apartment

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

• Air Conditioner
• Pool
• TV

• Chicago
• The Loop

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From US $668

         

10.0 (3 Reviews)

Apartment

West Loop PH: Unmatched Views & Private Deck

• Air Conditioner
• Pool
• TV

• Chicago
• Downtown Chicago

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From US $636

         

10.0 (3 Reviews)

Apartment

Sky-High 3BR Penthouse in West Loop

• Air Conditioner
• Pool
• TV

• Chicago
• Downtown Chicago

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