Villas and Beach houses in Chicago, IL

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Chicago, IL villas
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772 Villa rentals in Chicago, IL

Best Chicago, IL villas and beach houses with a pool

Among the 772 accommodations in Chicago, IL, here are the 4 best villas and beach houses with a pool

Stylish Escape With Spacious Living Area And Modern Comforts - Chic Retreat - Chicago, IL
No reviews

Stylish Escape With Spacious Living Area And Modern Comforts - Chic Retreat

house, Chicago
This South Shore dwelling is situated a 5-minute walk from Lake Michigan, offering convenient access to Hyde Park, the Museum of Science and Industry, and the future Obama Presidential Library.
This spacious five-bedroom house accommodates up to 12 guests, featuring a fully equipped kitchen, a living area with a fireplace, air conditioning, a swimming pool, and parking, with the option of a Pack 'n Play/Travel Crib and on-site laundry for families.
Extended Stay: Walk To Uic Campus & Train! - Chicago, IL
No reviews

Extended Stay: Walk To Uic Campus & Train!

house, Chicago
This Chicago flat is located near the University of Illinois Chicago (UIC) campus, offering convenient access within 3.4 kilometres of Willis Tower and 4 kilometres of Union Station.
This 116 square metre apartment accommodates up to seven guests with two bedrooms and two bathrooms, featuring air conditioning, a fully equipped kitchen, complimentary Wi-Fi, and an outdoor swimming pool.
Sleeps7 • 2br • Coffee Station • Backyard W/ Grill - Chicago, IL
No reviews

Sleeps7 • 2br • Coffee Station • Backyard W/ Grill

apartment, Chicago
This Chicago detached house is located approximately 12 kilometres from the United Centre and 12.2 kilometres from Lincoln Park Zoo, offering straightforward access to several key city attractions.
This detached house provides accommodation for up to 7 guests across 2 bedrooms, featuring a fully equipped kitchen with an oven and microwave, complimentary WiFi, and a backyard with a grill, all within a 1000 square metre floor area.
Forest Park Oasis - Dog Friendly - Parks - The "L" - Chicago, IL
9.9 31 reviews

Forest Park Oasis - Dog Friendly - Parks - The "L"

house, Forest Park
This newly renovated Forest Park townhouse is situated directly opposite Forest Park, Roos Recreation Centre, tennis courts and a swimming pool, and a 0.8 km walk from the Harlem Blue Line station, offering easy access to downtown Chicago and O'Hare Airport.
The two-bedroom, one-bathroom property sleeps four, features a fully equipped kitchen with a bean-to-cup coffee machine, smart TVs, a dedicated workspace, a fenced yard with a pet door, and includes board games; free on-street parking supplements the designated parking space.

Best family friendly Chicago, IL villas and beach houses

Among the 772 accommodations in Chicago, IL, here are the 4 best family friendly villas and beach houses

Huge 4br Townhouse Fultonmarket/westloop! - Chicago, IL
10 281 reviews

Huge 4br Townhouse Fultonmarket/westloop!

house, Chicago
This spacious four-bedroom townhouse is situated in Chicago's West Loop/Fulton Market district, offering easy access to Restaurant Row and major attractions such as Navy Pier and the Loop, all within a convenient distance.
The 91-metre-squared, four-storey property comfortably sleeps up to 15 guests, boasting a fully equipped kitchen, private parking, two outdoor spaces including a rooftop terrace, and high-speed internet access; nearby activities include exploring the culinary delights of Fulton Market and utilising excellent public transport links to O'Hare Airport.
Historic Luxury Townhouse In Downtown Chicago - Chicago, IL
9.6 350 reviews

Historic Luxury Townhouse In Downtown Chicago

house, Chicago
This townhouse is perfectly situated in downtown Chicago, just a short walk from Oak Street Beach and 360 Chicago, with other popular attractions easily accessible. The property consistently receives excellent ratings for its location, cleanliness, and user experience.
The townhouse offers ample space with five bedrooms and three bathrooms, ideal for families or groups. Guests can enjoy modern amenities like a fully equipped kitchen, free Wi-Fi, air conditioning, and even a spa, making it a comfortable and convenient base for exploring the city.
Spacious Backyard And Stylish Interiors - Inviting Modern Retreat - Chicago, IL
No reviews

Spacious Backyard And Stylish Interiors - Inviting Modern Retreat

house, Westchester
This Westchester residence offers 3 bedrooms and 2 bathrooms, accommodating up to 6 guests with amenities including Wi-Fi, air conditioning, and a fully equipped kitchen, located just 4 kilometres from Brookfield Zoo and Oakbrook Centre Mall, and 40 kilometres from downtown Chicago.
The property boasts a spacious garden for outdoor activities and is conveniently situated near diverse dining options and major transport links, making it ideal for families and travellers seeking comfortable stays in the area.
Stylish Rooftops And Sauna - Chic Urban Oasis - Chicago, IL
No reviews

Stylish Rooftops And Sauna - Chic Urban Oasis

house, Chicago
This Wicker Park residence is situated just steps from shops and nightlife, offering a 10-20 minute drive or transit ride to downtown Chicago landmarks such as Millennium Park and the Magnificent Mile.
This spacious 5-bedroom property accommodates up to 16 guests, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, a jacuzzi, terrace, sauna, and private parking, alongside an entertainment basement with air hockey and foosball.

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Best Chicago, IL houses with parking

Dearborn Duplex L Sleeps 10 L Free Parking - Chicago, IL
No reviews

Dearborn Duplex L Sleeps 10 L Free Parking

house, Chicago
This Dearborn Duplex is situated 0.64 kilometres from Chicago's city centre, a 12-minute walk from the Chicago Museum of Contemporary Art, and 1.6 kilometres from Millennium Station.
This 186 square metre apartment offers accommodation for up to 12 guests, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, and complimentary WiFi.
The Village Inn By Dakota Gal Digs - Chicago, IL
9.5 4 reviews

The Village Inn By Dakota Gal Digs

house, Chicago
The Village Inn, a Chicago house rental, is conveniently located in Lincoln Park, approximately 2.9 kilometres from both Fullerton and North Avenue Beaches and 3.2 kilometres from Wrigley Field.
This 93-square-metre property sleeps up to 15 guests, offering three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, free Wi-Fi, and a garden with patio seating; Midway International Airport is only 21 kilometres away.
Chicago Mid-century Gem By United Center - Chicago, IL
8.3 3 reviews

Chicago Mid-century Gem By United Center

house, Chicago
This four-bedroom Chicago house, near the United Centre, is conveniently located 4.2km from Union Station and within walking distance of the arena.
The 325 square metre property offers a fully equipped kitchen, four bathrooms, sleeps 28 guests, and boasts a garden, parking, and air conditioning; nearby attractions include the CIBC Theatre and DePaul University.
113 M² House ∙ 3 Bedrooms ∙ 6 Guests - Chicago, IL
No reviews

113 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Westchester
Vacation rental for up to 6 guests. Your accommodation will be located in Westchester.
Services and facilities include an iron, free parking and a freeze. You can bring your favorite pets this house!

Best Chicago, IL houses with a garden

Located On Beautiful And Quite Boulevard! - Chicago, IL
9.7 70 reviews

Located On Beautiful And Quite Boulevard!

bungalow, Chicago
This Wrightwood neighbourhood three-bedroom house is conveniently located near Healy Metra station, offering easy access to Chicago's city centre (a 24km train journey or 32km drive), O'Hare International Airport, and popular areas such as Lakeview and Wicker Park (both approximately 32km away).
The property boasts a spacious layout sleeping up to nine guests, features a fully equipped kitchen, a large garden with outdoor games and a gas barbecue, plus free on-street and adjacent parking; nearby amenities include Starbucks, Aldi, and Walmart.
Classic Forest Park Foursquare < 1 Mi To Blue Line - Chicago, IL
No reviews

Classic Forest Park Foursquare < 1 Mi To Blue Line

house, Forest Park
This Foursquare property in Forest Park offers convenient access to the Blue Line, situated less than 1 kilometre away, providing straightforward journeys to downtown Chicago landmarks such as Union Station and the Willis Tower, both 16 kilometres distant, and the United Centre, 12.7 kilometres away.
This 104 square metre holiday home accommodates up to 13 guests with three bedrooms and two living rooms, featuring a fully equipped kitchen with a dishwasher and coffee machine, air conditioning, free WiFi, a private patio, and an outdoor dining area, with Midway International Airport 13.9 kilometres distant.
Historic Estate 10 Br, Sleeps 16, Game Room - Chicago, IL
No reviews

Historic Estate 10 Br, Sleeps 16, Game Room

house, Chicago
This substantial 10-bedroom historic estate in Chicago offers expansive accommodation for up to 16 guests, situated approximately 3.9 kilometres from the United Centre and 6.1 kilometres from the Water Tower Chicago.
Boasting 344 square metres of floor area, this detached house features seven bathrooms, a fully equipped kitchen with a dishwasher, complimentary WiFi, and a dedicated games room, alongside a patio and private entrance.
The Avondale Guesthouse - Chicago, IL
9.7 398 reviews

The Avondale Guesthouse

house, Chicago
The Avondale Guesthouse is situated in the Avondale neighbourhood of Chicago, just a short distance from Wrigley Field and Lincoln Park Zoo, making it a great base for exploring the city. The guesthouse consistently receives excellent ratings for its cleanliness, location, and overall user experience.
The property has three bedrooms, accommodating up to six guests, and is ideal for families or groups of friends. You can enjoy modern amenities like free Wi-Fi, a fully equipped kitchen, and a private patio, as well as explore the neighbourhood by bike or relax in the garden.
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