Vacation Apartment Rentals in Chicago

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Best Vacation Apartment Rentals in Chicago

Staying in vacation apartment rentals in Chicago offers travelers the comfort of home combined with convenient access to major attractions. Enjoy the flexibility of cooking with full kitchens while being close to world-class dining and entertainment.

5.5

Good

(350 Reviews)

+ 89 photos

Hollywood Rentals Llc

1656 West Hollywood Avenue
Wi-Fi
Electric kettle
Cookware/ Kitchen utensils
Flat-screen TV
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Hollywood Rentals LLC is situated 2 miles from Loyola University Chicago and just 3 miles from Wrigley Field. This property features free Wi-Fi and is located in a building dating back to 1970. Each unit includes a flat-screen TV, and some have kitchen amenities like a microwave and toaster. The property is also conveniently located near the Chicago O'Hare International Airport, which is 14 miles away.

Price comparison

Average Price 9 US$

8.2

Good

(110 Reviews)

+ 11 photos

Forrestville Ave Large Suite

4510 South Forrestville Avenue
Free Wi-Fi in rooms
Off-site parking lot
Electric kettle
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Express check-in/ -out
VIP check-in/ -out
Golf course
Beach access
Board games
No pets allowed
24-hour security
No smoking on site
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Located in Chicago, Forrestville Ave Large Suite is just 3 miles from the Museum of Science and Industry and 5 miles from the Field Museum. This air-conditioned suite features 2 bedrooms, a living room, and a kitchenette. The property offers private check-in and check-out for added convenience. With close proximity to local attractions like Adler Planetarium, guests will find activities both in and around the area.

Price comparison

Average Price 145 US$

9.3

Good

(48 Reviews)

+ 33 photos

Superior

1467 W. Superior
Wi-Fi
Off-site parking lot
Dryer
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Outdoor dining area
Cribs
No pets allowed
Non-smoking rooms
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The Superior apartment in Chicago offers spacious living with 3 bedrooms and 2 bathrooms, conveniently located 2 miles from United Center. This property includes a balcony with city views and garden access. The equipped kitchen and outdoor dining area enhance the social atmosphere. Guests can explore nearby attractions like Water Tower Chicago, just 2 miles away.

Price comparison

Average Price 482 US$

9.8

Good

(30 Reviews)

+ 28 photos

Wrigley Oasis! Steps From The Field! - 3Bd 1Ba

1207 West Eddy Street
Free Wi-Fi in rooms
Off-site parking lot
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
VIP check-in/ -out
Outdoor dining area
Pets allowed
No smoking on site
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Wrigley Oasis! is located just a 4-minute walk from Wrigley Field and offers spacious accommodations suitable for larger groups with 3 bedrooms. This apartment features free Wi-Fi and a fully equipped kitchen to self-cater during your stay. With Chicago Museum of Contemporary Art nearby, cultural excursions are easily accessible. Other attractions like Lincoln Park Zoo and Loyola University are also within a short distance.

Price comparison

Average Price 457 US$

8.3

Good

(166 Reviews)

+ 17 photos

Perfect Place To Enjoy The City Or Just Relax

1902 South Sawyer Avenue
Free Wi-Fi in rooms
Free parking
Electric kettle
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
VIP check-in/ -out
No pets allowed
No smoking on site
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This property is located 3 miles from the United Center and offers an air-conditioned apartment that features a private entrance. The accommodations include a fully-equipped kitchen and convenient proximity to nearby sites like Willis Tower and Field Museum of Natural History at 5 miles. A short distance from local restaurants enhances the urban experience while still providing the tranquility needed to relax.

Price comparison

Average Price 107 US$

Another type of stay: Holiday home, space for the whole group

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Vacation Apartment Rentals Downtown Chicago

Choosing vacation apartment rentals downtown Chicago allows guests to immerse themselves in the heart of the city's business and entertainment districts. Enjoy close proximity to landmarks, vibrant dining options, and easy access to public transportation.

8.4

Good

(34 Reviews)

+ 5 photos

Studio Flat In The Heart Of Downtown Chicago

71 East Bellevue Place Basement / Garden Flat
Free Wi-Fi in public areas
Electric kettle
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Outdoor dining area
Cribs
Pets allowed
No smoking on site
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The Studio Flat in Downtown Chicago offers a central location just a short walk from Oak Street Beach and various shopping venues. This air-conditioned apartment features a comfortable layout with a fully equipped kitchen and dining area. The proximity to major attractions like 360 Chicago and Millennium Station enhances the guest experience in the city's core.

Price comparison

Average Price 256 US$

8.7

Good

(11 Reviews)

+ 31 photos

Jeffjack Heated Pool Penthouse In Chicago'S West Loop

601 West Jackson Boulevard
Wi-Fi
Air conditioning
Flat-screen TV
Business center
VIP check-in/ -out
Fitness center
Jacuzzi
Indoor swimming pool
Rooftop pool
No pets allowed
24-hour reception
24-hour security
No smoking on site
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Located in Chicago's West Loop, Jeffjack Penthouse offers stunning city views and easy access to landmark sites like Willis Tower. With 2 bedrooms and a living area, this unit is perfect for families or groups. Guests benefit from an indoor pool, hot tub, and fitness facilities to unwind after a busy day. The property is also close to CIBC Theatre and the Art Institute of Chicago, enhancing cultural outings.

Price comparison

Average Price 364 US$

8.8

Good

(61 Reviews)

+ 96 photos

Aurelien Spacious Apartments In The Heart Of Gold Coast

833 North Clark Street
Wi-Fi
Dryer
Electric kettle
Cookware/ Kitchen utensils
Air conditioning
Elevator
Business center
Fitness center
Sun loungers
Cribs
Seasonal outdoor pool
Rooftop pool
No pets allowed
24-hour reception
24-hour security
No smoking on site
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Aurelien Spacious Apartments is located in the Downtown Chicago district, 0.5 miles from the city center, and features modern amenities alongside a rooftop pool. Each unit offers a fully equipped kitchen and air conditioning, providing a comfortable retreat for guests. The nearby Oak Street Beach, along with attractions like Water Tower Chicago, ensures that exciting adventures are just a short distance away.

Price comparison

Average Price 266 US$

+ 45 photos

Loop 1Br W Gym Pool Nr Financial District Chi-212

210 N Wells St, Chicago, Il 60606, Usa
Wi-Fi
Dryer
Cookware/ Kitchen utensils
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Loop 1Br features 1 bedroom and modern amenities located just a 15-minute walk from Millennium Park in Chicago's Financial District. Guests will enjoy Wi-Fi access and the convenience of a shared lounge for relaxing after exploring the city. With nearby attractions such as CIBC Theatre and Millennium Station, this property offers ample opportunity for business or leisure activities.

Price comparison

+ 43 photos

Loop 1Br W Gym Pool Wd Nr Financial District Chi-222

210 N Wells St, Chicago, Il 60606, Usa
Wi-Fi
Dryer
Cookware/ Kitchen utensils
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The Loop 1Br Wd offers a comfortable stay in Chicago's bustling downtown area, situated just a short walk from important landmarks like Millennium Park. The unit features a kitchen, private balcony, and indoor pool. Accessible public transit options nearby add convenience for exploring the wider city.

Price comparison

Founded in 1837, Chicago is known for its stunning architecture, vibrant arts scene, and rich history reflected through locations like the Art Institute of Chicago and Millennium Park. The iconic Willis Tower, formerly known as the Sears Tower, was once the tallest building in the world, standing at 1450 feet tall and showcasing breathtaking city views from its Skydeck. With over 400 hotels available, Chicago provides a wide range of lodging options, from chic boutique offerings to spacious rentals. Families, business travelers, and tourists alike can find convenient accommodations near popular attractions like Navy Pier and the Magnificent Mile, further enhancing their Chicago experience.

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