Chicago

The Official Guide to Chicago – Your Trusted Source for the Best Stays!

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From: $200
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9+
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9.6
Excellent
129 Reviews

From

240$/night

The Avondale Guesthouse

2973 North Elston Avenue

Situated approximately 5 minutes on foot from Algonquin Park, the 3-bedroom The Avondale Guesthouse Chicago villa offers guests to take advantage of a terrace and a picnic area. Offering Wi-Fi, the Chicago holiday home is located 2.2 km from the neighborhood Chi Che Wang Playlot Park.

An equipped kitchen, as well as coffee and tea makers are featured in this accommodation.

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9
Excellent
6 Reviews

From

156$/night

A Terrific House For A Large Group.

4511 North Melvina Avenue

The 5-bedroom A Terrific House For A Large Group. Villa is 4.9 km from Rutherford Sayre Park, and 10 minutes by car from The Brickyard.

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9.7
Excellent
6 Reviews

From

1000$/night

Luxe 5Br 5Ba Single-Family Home With Free Parking & Pet Friendly!

2415 West Belle Plaine Avenue

Boasting the location approximately 15 minutes by car from the 35 - acre Lincoln Park Zoo, this 5-bathroom villa is also 2.9 km from Swedish American Museum. The Chicago villa features garden views and is provided with an equipped kitchenette area.

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Villas in Chicago

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8.6
Excellent
8 Reviews

Chicago Home 6 Bd 4 Ba Home With 2 Car Garage Parking

4718 West Mclean Avenue

The 6-bedroom Chicago Home 6 Bd 4 Ba Home With 2 Car Garage Parking is set in Chicago, about 10 minutes by car from Wonder Works Children's Museum and 2.4 km from Tony's Fresh Market. This property features street views and is provided with a fully equipped kitchen.

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9.6
Excellent
5 Reviews

From

602$/night

Flat In Lincoln Park 2-Flat Central To Everything

2645 North Dayton Street

The 2-bedroom Flat In Lincoln Park 2-Flat Central To Everything Villa is placed near Diversey tube station, 1.3 km from the environment-focused kid-friendly Peggy Notebaert Nature Museum. This accommodation features garden views and is provided with a fully equipped kitchen.

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9.5
Excellent
16 Reviews

From

301$/night

Magnificent New Home W/8 Beds & Free Parking

2019 North Bingham Street

Offering a sauna for a relaxing experience, Magnificent New Home W/8 Beds & Free Parking Chicago is located 7 km from the huge outdoor Cloud Gate Sculpture. Providing guests with Wi-Fi and parking, the 4-bedroom holiday home is a 15-minute drive from Skydeck Chicago.

Magnificent New Home W/8 Beds & Free Parking offers a kitchen with a refrigerator, an oven, and kitchenware. Guests can also enjoy the convenience of having coffee/tea making facilities at their disposal. Guests can dine at Kyoten, which is 5 minutes' walk away.

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Chicago Villa Rentals

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10
Excellent
1 Reviews

From

800$/night

Amazing City Getaway. Perfect For Entertaining!

2515 North California Avenue Front And Rear Units

Amazing City Getaway. Perfect For Entertaining! is located around 15 minutes' drive from the skyscraper 360 Chicago Observation Deck and 20 minutes' walk from Riverview Plaza Shopping Center. The 5-bedroom villa features garden views and is provided with a kitchen.

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9.8
Excellent
38 Reviews

From

270$/night

Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

2713 West Balmoral Avenue

Positioned 2.8 km from bustling shopping destinations such as Architectural Artifacts, the 4-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago offers guests to use private parking.

A refrigerator, an oven, and glassware are available for self-catering, as well as coffee and tea making facilities. Guests can also have meals at a dining area during their stay. Offering American dishes, Hilltop is situated about a 5-minute drive away.

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4.5
Good
2 Reviews

From

282$/night

Chic And Spacious Chicago Townhouse With Patio!

Located in the West Town district with RR #1 Chicago nearby, the 3-bedroom Chic And Spacious Chicago Townhouse With Patio! lies around a 10-minute ride from 360 Chicago Observation Deck.

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All Inclusive Villas in Chicago

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Chicago Mid-Century Gem Steps From United Center

2130 West Washington Boulevard

Located within a 6-km distance of the 5 million US gal Shedd Aquarium, the 4-star Chicago Mid-Century Gem Steps From United Center Hotel offers access to tourist attractions throughout Chicago. Guests who stay at this Chicago hotel can park their car on site.

Guests can enjoy meals of Thai cuisine at King Wok Gourmet Chinese, situated only 650 metres from the property.

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4
Good
1 Reviews

From

770$/night

Perfect Space For Relaxing & Entertaining!

3059 West Irving Park Road

The 5-bedroom Perfect Space For Relaxing & Entertaining! is placed at a 4.2 km distance from the baseball stadium "Wrigley Field" and only a few minutes' walk away from Immaculate Heart of Mary Parish. This Chicago villa is fitted with 3 bathrooms with a walk-in shower, a separate toilet and a bath.

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8.3
Very good
3 Reviews

From

736$/night

5 Bedroom Huge House In Best Location Parking Fireplace Back Yard

1426 North North Park Avenue

Staying at the 5-bedroom 5 Bedroom Huge House In Best Location Parking Fireplace Back Yard Chicago villa, guests can visit the private DePaul Catholic University, which is about a 25-minute walk away. This Chicago holiday home, located in Old Town with roots dating back to the mid-19th century, provides a sundeck and a golf course to ensure a memorable stay.

Guests can make use of coffee and tea making facilities provided in 5 Bedroom Huge House In Best Location Parking Fireplace Back Yard villa, as well as an equipped kitchen fitted with a fridge, an oven, and kitchenware. Kamehachi, serving Asian dishes, is only 250 metres from the property.

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Villas in Chicago with Private pool

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9.8
Excellent
20 Reviews

From

529$/night

Designer Themed 4 Bedroom In Best Location With Patio And Fireplace

329 West Schiller Street Back

Situated only 5 minutes on foot from The Noble Horse Theatre, the 4-bedroom Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa offers quick access to numerous city landmarks nearby.

The kitchen amenities at the Chicago accommodation feature a fridge, an oven, and kitchenware, provided in a dining area. To dine onsite, guests also have access to coffee and tea makers. Guests have access to coffee & tea Eva's Cafe, situated merely 400 metres from Designer Themed 4 Bedroom In Best Location With Patio And Fireplace villa.

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Urban Mansion Featuring A Rooftop City, City Views, And Basketball Court

1629 West Superior Street

This 5-bedroom and 4-bathroom villa is placed near Division tube station, 400 metres from Seek Vintage.

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8
Very good
26 Reviews

From

393$/night

Romantic 3 Bed Home In The Heart Of The Park

5923 South Indiana Avenue

Romantic 3 Bed Home In The Heart Of The Park Chicago offers proximity to nearby tourist spots, such as the Sprawling hands-on Museum of Science and Industry, situated approximately 10 minutes away by car.

Tea and coffee making facilities are available in the accommodation for self-catering. Guests can also make use of a refrigerator, an oven, and kitchenware to prepare their own meal. The Chicago property is around 1 km from restaurant Miss Lee Good Food.

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Luxury Villas in Chicago

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Spacious Chicago Getaway Deck, By White Sox!

The 5-bedroom Spacious Chicago Getaway Deck, By White Sox! is situated close to Progressive Baptist Church, within 5 minutes' stroll of Sox-35th tube station. Set close to Guaranteed Rate Field, the Chicago villa is within 6 km of the public Cloud Gate Sculpture.

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Charming 3-Br House In Logan Sq Villa

2515 North California Avenue Rear Unit

Set at a 2.6 km distance from Home and approximately 15 minutes' drive from the 35-acre Lincoln Park Zoo, the 4-bedroom Charming 3-Br House In Logan Sq Villa is located in Chicago. Overlooking the garden, the Chicago villa features a kitchen with a fridge, an oven and kitchenware.

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From

447$/night

Modern Townhouse About 7 Mi To Downtown Chicago!

The 4-bedroom Modern Townhouse About 7 Mi To Downtown Chicago! Villa offers accommodation in Chicago, at a 3.1 km distance from the Sprawling hands-on Museum of Science and Industry and around a 10-minute drive from Hyde Park Produce Market. This Chicago villa also has a kitchen with a microwave oven, a refrigerator and kitchenware.

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Holiday Villas in the Chicago

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Lincoln Park 2 Bedroom Condo Wmid Century Flair

2204 North Clybourn Avenue #2

The 2-bedroom Lincoln Park 2 Bedroom Condo Wmid Century Flair is situated in Chicago, at a 4.3 km distance from 360 Chicago Observation Deck and around a 10-minute drive from Gallagher Way. The villa is set in the Lincoln Park district of Chicago and offers accommodation with a kitchen and 2 bedrooms.

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10
Excellent
3 Reviews

From

401$/night

Serene Urban House Next Transit Near Downtown

2718 West Washington Boulevard

The 4-bedroom Serene Urban House Next Transit Near Downtown Villa is within 7 km of Buckingham Fountain, and Skydeck Chicago is approximately a 10-minute drive away. The Chicago villa features garden views and is provided with a kitchen.

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10
Excellent
2 Reviews

From

809$/night

Gold Coast Villa With Free Parking Garage Sleeps 10

113 West Elm Street

The 4-bedroom Gold Coast Villa With Free Parking Garage Sleeps 10 is 2.4 km from Millennium Park, while North Avenue Beach is around 15 minutes' walk away. Offering a terrace overlooking the courtyard, this Chicago villa is located close to the plain-looking Washington Square Park.

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Vacation Villas in Chicago,Illinois

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8.3
Very good
3 Reviews

From

293$/night

Chicago Home With Spacious Backyard!

Set about a 15-minute drive from Bronzeville Children's Museum and within 4.9 km of Tuley Park, the 3-bedroom Chicago Home With Spacious Backyard! is located in Chicago. Guests, staying at the Chicago villa, can use a kitchen with a microwave, a refrigerator and kitchenware to prepare home-cooked meals.

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8.2
Very good
18 Reviews

From

452$/night

Spacious Row Home Next Transit Near Downtown W Parking

3133 West Fulton Street

The 4-bedroom Spacious Row Home Next Transit Near Downtown W Parking Chicago offers easy access to such tourist spots as Central Memorial M.B. Church, located only a 5-minute walk away. Providing guests with Wi-Fi and a car park, this Chicago holiday home is within a 7-km distance of the huge outdoor Cloud Gate Sculpture.

Spacious Row Home Next Transit Near Downtown W Parking features an equipped kitchen, as well as tea/coffee making equipment for dining onsite. The kitchen also offers a fridge, an oven, and glassware. Pier 31 is located around 500 metres from the accommodation and offers a wide choice of American dishes.

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From

133$/night

Charming Chicago Home - 2 Mi To Jackson Park!

The 2-bedroom Charming Chicago Home - 2 Mi To Jackson Park! is situated in Chicago, within a 10-minute drive of Jackson Park's Japanese Garden and around a 5-minute walk from Our Lady Of Peace Catholic Church. A kitchen with a microwave oven, a refrigerator and kitchenware is included at this accommodation so that guests can cook for themselves.

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8.3
Very good
19 Reviews

From

262$/night

Spacious 5-Br House Near Transit W Parking

1868 South Millard Avenue

The 5-bedroom Spacious 5-Br House Near Transit W Parking Chicago villa accommodates up to 16 guests and offers a convenient location around a 10-minute ride from such places of worship as the Catholic church "Our Lady of Sorrows Basilica".

An equipped kitchen, as well as coffee and tea makers are featured in the property. You can also make use of a refrigerator, an oven, and glassware to prepare your own meal.

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8
Very good
1 Reviews

Lincoln'S Guesthouse-Brand New & Amazing Location!

2124 North Sedgwick Street

The 2-bedroom Lincoln'S Guesthouse-Brand New & Amazing Location! is at a 3.3 km distance from the baseball stadium "Wrigley Field", while the skyscraper 360 Chicago Observation Deck is 10 minutes' drive away. This accommodation is located in the Lincoln Park district of Chicago and consists of 2 bedrooms, a kitchen and 1 bathroom.

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Chicago

Chicago, also known as the Windy City, is a bustling metropolis that offers a myriad of attractions, cultural experiences, and mouthwatering cuisine. As you plan your trip to this vibrant city, one major decision you'll need to make is the type of accommodation to stay in. While hotels may be the go-to choice for many travelers, there is another option that shouldn't be overlooked - villas. In this blog post, we will delve into the reasons why choosing a villa can enhance your experience while exploring the wonders of Chicago.

One of the top reasons to opt for a villa in Chicago is the unparalleled level of privacy and space they provide. Unlike hotel rooms that can feel cramped and impersonal, villas offer multiple rooms, living areas, and often a private garden or pool. This means you can unwind in comfort after a long day of exploring the city, without worrying about noisy neighbors or crowded corridors, giving you the perfect sanctuary to relax and recharge.

Another advantage of staying in a villa is the opportunity to immerse yourself in the local neighborhood. While hotels tend to be located in central areas heavily geared towards tourists, villas can be found in more residential, authentic parts of the city. This allows you to experience the true culture and lifestyle of Chicago, as you mingle with locals, visit neighborhood cafes, and explore hidden gems that are often off the beaten path.

For those who value flexibility and independence, villas offer the ultimate freedom during your trip. Rather than adhering to the schedule of a hotel, you can wake up when you want, cook your own meals in a fully-equipped kitchen, and relax in your own space without the need to worry about hotel regulations. This level of autonomy allows you to make the most of your time in Chicago, whether it's venturing out for early morning photography in Millennium Park or enjoying a late-night stroll along the Navy Pier.

Last but certainly not least, choosing a villa can often be a more cost-effective option, especially for families, groups, or longer stays. With the ability to accommodate multiple guests in a single property, the cost per person can be significantly lower compared to booking multiple hotel rooms. Additionally, the availability of amenities such as laundry facilities, free parking, and outdoor spaces can help you save on additional expenses during your trip.

As you can see, opting for a villa when traveling to Chicago can offer a range of benefits that go beyond traditional hotel stays. From the privacy and space they provide, to the opportunity to immerse yourself in local culture, and the freedom to tailor your own itinerary, villas offer a unique way to experience the Windy City. So, why not consider this alternative accommodation option for your next visit to Chicago and make your trip even more memorable?

Location

Chicago, Illinois, United States, IL 60614

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