Lakefront Trail Pet Friendly Vacation Rentals

     

Apartment

Toca Bella ~ 7mins to Downtown

• Chicago
• ·
• Bronzeville
• 0.42 mi to center

10.0

Exceptional

(31 Reviews)

1 Bedroom 1 Bath 4 Guests 750 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $183/Night 7 Nights - US $1,284

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Apartment

Walkable 2BR Apartment in Chicago South Loop with Optional Parking and Gym Access Near McCormick Place, Museum Campus & Lakefront

• Chicago
• ·
• Near South Side
• 0.34 mi to center

10.0

Exceptional

(4 Reviews)

2 Bedrooms 2 Baths 8 Guests 8611.13 ft²

• 
  EV Charge Station
• 
  Parking
• 
  Air Conditioner
• 
  Internet

US $437/Night 7 Nights - US $3,061

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      Highly Rated

Apartment

Kasa South Loop Chicago

• Chicago
• ·
• The Loop
• 0.60 mi to center

9.4

Exceptional

(496 Reviews)

1 Bedroom 1 Bath 2 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $186/Night 7 Nights - US $1,302

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      Price Dropped

Condo

Cozy Downtown MICH AVE #7 | gym+rooftop

• Chicago
• ·
• South Loop
• 0.68 mi to center

10.0

Exceptional

(14 Reviews)

2 Bedrooms 2 Baths 4 Guests 689 ft²

• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

US $359/Night 7 Nights - US $2,515

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Apartment

Modern 4BR Pilsen Retreat Near Illinois Medical District & Chicago Downtown

• Chicago
• ·
• Pilsen
• 0.06 mi to center

10.0

Exceptional

(4 Reviews)

4 Bedrooms 3 Baths 10 Guests 107.64 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  View
• 
  Air Conditioner

US $354/Night 7 Nights - US $2,475

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      Highly Rated

Apartment

Sentral Michigan Avenue

• Chicago
• ·
• The Loop
• 0.47 mi to center

9.0

Exceptional

(1306 Reviews)

1 Bedroom 1 Bath 2 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $208/Night 7 Nights - US $1,456

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      Price Dropped

Apartment

Dtown Penthouse 11+Parking, Gym, Pvt Patio

• Chicago
• ·
• Printers Row
• 0.13 mi to center

10.0

Exceptional

(11 Reviews)

2 Bedrooms 2 Baths 7 Guests 1109 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $530/Night 7 Nights - US $3,712

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Apartment

Spacious 2BR South Loop Suite with Skyline View, Optional Parking and Gym Access Close to McCormick Place, Grant Park, Museum Campus & CTA Lines

• Chicago
• ·
• Near South Side
• 0.34 mi to center

10.0

Exceptional

(2 Reviews)

2 Bedrooms 2 Baths 8 Guests 796.53 ft²

• 
  EV Charge Station
• 
  Parking
• 
  Air Conditioner
• 
  Internet

US $272/Night 7 Nights - US $1,907

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House

Villa Dubois Guest House

• Chicago
• ·
• Bronzeville
• 0.16 mi to center

7.6

Very Good

(126 Reviews)

1 Bedroom 1 Bath

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $176/Night 7 Nights - US $1,233

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      Price Dropped

Apartment

Family style pet friendly Pilsen apartment with park/playground access

• Chicago
• ·
• Lower West Side
• 1.59 mi to center

10.0

Exceptional

(3 Reviews)

2 Bedrooms 1 Bath 8 Guests

• 
  Air Conditioner
• 
  Internet
• 
  Pet Friendly
• 
  Child Friendly

US $381/Night 7 Nights - US $2,669

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Apartment

McCormick Place 2BR Spacious Corner Unit with Optional Parking Sleeps 6 Guests Near Soldier Field and Grant Park

• Chicago
• ·
• Near South Side
• 0.34 mi to center

10.0

Exceptional

(1 Review)

2 Bedrooms 2 Baths 6 Guests 904.17 ft²

• 
  EV Charge Station
• 
  Parking
• 
  Air Conditioner
• 
  Internet

US $818/Night 7 Nights - US $5,729

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Apartment

Serene Loop 1BR w/Gym, Roof & Lounge, same block as L, by Blueground

• Chicago
• ·
• The Loop
• 0.45 mi to center

10.0

Exceptional

(1 Review)

1 Bedroom 1 Bath 2 Guests 583 ft²

• 
  Kitchen
• 
  Air Conditioner
• 
  Internet
• 
  Pet Friendly

US $95/Night 7 Nights - US $664

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Apartment

Group Friendly Spacious 3BR Suite with Optional Parking and Gym Access Sleeps 10 Guest Near McCormick Place and Soldier Field

• Chicago
• ·
• Near South Side
• 0.34 mi to center

10.0

Exceptional

(1 Review)

3 Bedrooms 2 Baths 10 Guests 1194.79 ft²

• 
  EV Charge Station
• 
  Parking
• 
  Air Conditioner
• 
  Internet

US $549/Night 7 Nights - US $3,845

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      Highly Rated

Condo

Downtown Lake VIEWS, Mich Ave, Museums 2bd/2ba

• Chicago
• ·
• South Loop
• 0.43 mi to center

9.8

Exceptional

(54 Reviews)

2 Bedrooms 2 Baths 6 Guests 958 ft²

• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

US $360/Night 7 Nights - US $2,517

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Apartment

MICH AVE, Downtown, Grant Park 2bd/2ba #23

• Chicago
• ·
• South Loop
• 0.44 mi to center

9.8

Exceptional

(35 Reviews)

2 Bedrooms 3 Baths 6 Guests 958 ft²

• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

US $727/Night 7 Nights - US $5,088

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New

Condo

MICH AVE Downtown 2bd, Grant Park Museums 25

• Chicago
• ·
• South Loop
• 0.44 mi to center

9.8

Exceptional

(32 Reviews)

2 Bedrooms 2 Baths 6 Guests 958 ft²

• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

US $688/Night 7 Nights - US $4,816

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Condo

MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba

• Chicago
• ·
• South Loop
• 0.43 mi to center

9.8

Exceptional

(28 Reviews)

2 Bedrooms 2 Baths 6 Guests 958 ft²

• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

US $627/Night 7 Nights - US $4,390

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      Price Dropped

Apartment

DTown Penthouse 2bd +Parking, Gym, Pvt Patio

• Chicago
• ·
• The Loop
• 0.45 mi to center

9.8

Exceptional

(19 Reviews)

2 Bedrooms 1 Bath 6 Guests 1109 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $505/Night 7 Nights - US $3,536

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      Price Dropped

Condo

Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba

• Chicago
• ·
• South Loop
• 0.39 mi to center

9.8

Exceptional

(17 Reviews)

2 Bedrooms 3 Baths 6 Guests 10764 ft²

• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

US $352/Night 7 Nights - US $2,466

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Apartment

Bridgeport Place -free parking, McCormick-Sox Park

• Chicago
• ·
• Bridgeport
• 0.46 mi to center

9.8

Exceptional

(9 Reviews)

1 Bedroom 1 Bath 4 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $291/Night 7 Nights - US $2,038

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      Price Dropped

Apartment

Downtown Penthouse #5 | Vintage +gym & balcony

• Chicago
• ·
• Printers Row
• 0.13 mi to center

9.6

Exceptional

(22 Reviews)

1 Bedroom 1 Bath 7 Guests 710 ft²

• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

US $534/Night 7 Nights - US $3,739

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      Price Dropped

Apartment

Spacious Downtown Penthouse | vintage, balcony&gym

• Chicago
• ·
• The Loop
• 0.43 mi to center

9.6

Exceptional

(18 Reviews)

1 Bedroom 1 Bath 7 Guests 710 ft²

• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

US $280/Night 7 Nights - US $1,962

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      Price Dropped

Condo

Downtown Penthouse Lake Views #1|Gym, Parking

• Chicago
• ·
• The Loop
• 0.45 mi to center

9.6

Exceptional

(8 Reviews)

2 Bedrooms 2 Baths 7 Guests 1098 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $530/Night 7 Nights - US $3,712

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      Price Dropped

Condo

Luxuriant, Foodie, Culture,

• Chicago
• ·
• Pilsen
• 0.45 mi to center

9.4

Exceptional

(44 Reviews)

2 Bedrooms 2 Baths 8 Guests 1500 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $286/Night 7 Nights - US $2,000

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