Villas and Beach houses in Chicago, IL

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Chicago, IL villas
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634 Villa rentals in Chicago, IL

Best Chicago, IL villas and beach houses with a pool

Among the 634 accommodations in Chicago, IL, here are the 4 best villas and beach houses with a pool

Sleeps7 • 2br • Coffee Station • Backyard W/ Grill - Chicago, IL
Chicago, IL
09/07 – 12/07
1835 ﺩ.ﺇ/nighttotal: 5505 ﺩ.ﺇ (3 )

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

2 2
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.
Extended Stay: Walk To Uic Campus & Train! - Chicago, IL
Chicago, IL
14/10 – 14/12
1558 ﺩ.ﺇ/nighttotal: 95038 ﺩ.ﺇ (61 )

Extended Stay: Walk To Uic Campus & Train!

2 1
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.
Forest Park Oasis - Dog Friendly - Parks - The "L" - Chicago, IL
9.9 23 reviews
Chicago, IL
25/06 – 28/06
1391 ﺩ.ﺇ/nighttotal: 4173 ﺩ.ﺇ (3 )

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

1 4
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.
102 M² House ∙ 3 Bedrooms ∙ 6 Guests - Chicago, IL
Chicago, IL
01/01 – 31/01
1220 ﺩ.ﺇ/nighttotal: 36600 ﺩ.ﺇ (30 )

102 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 6
house , Des Plaines
Vacation house for 6 people. This accommodation is located in Des Plaines.
Facilities and services include a dish washer, a kitchen and a freeze. Take a dip in the pool of this house in Des Plaines!

Best family friendly Chicago, IL villas and beach houses

Among the 634 accommodations in Chicago, IL, here are the 4 best family friendly villas and beach houses

Envitae Hotel 4br Luxury Modern Apartments - Chicago, IL
10 1 review
Chicago, IL
20/08 – 19/09
3090 ﺩ.ﺇ/nighttotal: 92700 ﺩ.ﺇ (30 )

Envitae Hotel 4br Luxury Modern Apartments

4 2
house , Chicago
This spacious four-bedroom apartment in Chicago offers convenient access to North Avenue Beach, located 2.7 kilometres away, and is within 3.4 kilometres of Water Tower Chicago and the Museum of Contemporary Art.
This property provides a fully equipped kitchen, air conditioning, free WiFi, a fitness centre, and on-site casino and water park facilities, with a floor area of 130 square metres and capacity for 15 guests.
Cozy Downtown Mich Ave Gym And Rooftop #7 - Chicago, IL
Chicago, IL
03/08 – 11/08
2771 ﺩ.ﺇ/nighttotal: 22168 ﺩ.ﺇ (8 )

Cozy Downtown Mich Ave Gym And Rooftop #7

2 2
house , Chicago
This apartment is located in central Chicago, 966 metres from Grant Park and the Art Institute of Chicago, and within a 30-minute walk of the CIBC Theatre and Millennium Park.
This holiday home offers 64 square metres of living space with 2 bedrooms, 2 bathrooms, and can accommodate up to 7 guests, featuring a fully equipped kitchen, WiFi, and a fitness centre.
Spacious 8 Bdr + 2 Kitchens + Garage! Sleeps 16! - Chicago, IL
9.4 87 reviews
Chicago, IL
24/07 – 27/07
4145 ﺩ.ﺇ/nighttotal: 12435 ﺩ.ﺇ (3 )

Spacious 8 Bdr + 2 Kitchens + Garage! Sleeps 16!

8 8
house , Chicago
This Avondale property, situated 24km from O'Hare International Airport and two blocks from a highway, offers easy access to Chicago's attractions and the neighbourhood's restaurants.
Sleeping sixteen guests comfortably across eight bedrooms and six bathrooms, this spacious house boasts two fully equipped kitchens, three gathering areas, a garden, and two garage parking spaces.
The Village Inn By Dakota Gal Digs - Chicago, IL
10 3 reviews
Chicago, IL
04/12 – 09/12
1920 ﺩ.ﺇ/nighttotal: 9600 ﺩ.ﺇ (5 )

The Village Inn By Dakota Gal Digs

3 2
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.

Frequently Asked Questions about villa rentals in Chicago, IL

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Best Chicago, IL houses with parking

Updated Bungalow With Koi Pond Oasis - Chicago, IL
9.9 41 reviews
Chicago, IL
27/08 – 30/08
1082 ﺩ.ﺇ/nighttotal: 3246 ﺩ.ﺇ (3 )

Updated Bungalow With Koi Pond Oasis

1 1
bungalow , Maywood
This Maywood detached house offers excellent access to Downtown Chicago, situated 17.7 kilometres away and reachable via the 290 expressway or the Blue Line, and is also conveniently located near Brookfield Zoo and The Shops of Downtown Oak Park.
This property boasts a spacious 11,000 sq ft lot with an 11,000-gallon Koi pond, a shaded gazebo with a waterfall, a 'Man Cave' featuring shuffleboard and air hockey, and a state-of-the-art kitchen, accommodating up to 4 guests with 1 bedroom and 1 bathroom.
Upscale 4-bedroom Townhouse W/garage - Location - Chicago, IL
9.8 144 reviews
Chicago, IL
23/06 – 25/06
2182 ﺩ.ﺇ/nighttotal: 4364 ﺩ.ﺇ (2 )

Upscale 4-bedroom Townhouse W/garage - Location

1 10
house , Chicago
This stylish townhouse is situated in Chicago's River West neighbourhood, just a short walk from the vibrant West Loop, River North, and the Loop, offering easy access to the city's best restaurants, bars, and attractions. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The property is spread across three floors, offering four bedrooms and five beds, comfortably accommodating up to 10 guests. The townhouse features a modern design, a private patio, a fully equipped kitchen, and a private garage, ensuring a comfortable and convenient stay.
Cheerful & Spacious 3br Getaway, Free Parking. - Chicago, IL
9.8 142 reviews
Chicago, IL
14/07 – 18/07
1386 ﺩ.ﺇ/nighttotal: 5544 ﺩ.ﺇ (4 )

Cheerful & Spacious 3br Getaway, Free Parking.

1 5
house , Dunning
This charming Chicago property is situated in a family-friendly neighbourhood, just 25 kilometres from O'Hare airport, with convenient access to public transport for exploring Wrigleyville and the city centre. It has consistently received excellent ratings for location, cleanliness, and overall experience.
This three-bedroom home comfortably accommodates up to six guests. It offers a range of amenities including a fully equipped kitchen, air conditioning, a garden, and parking, ensuring a comfortable and enjoyable stay.
Beautiful Home In Bridgeview! - Chicago, IL
10 2 reviews
Chicago, IL
21/07 – 23/07
1935 ﺩ.ﺇ/nighttotal: 3870 ﺩ.ﺇ (2 )

Beautiful Home In Bridgeview!

1 5
house , Bridgeview
This Bridgeview dwelling is situated 9 kilometres from Midway International Airport and 22.5 kilometres from Guaranteed Rate Field, offering convenient access to Chicago's landmarks.
This one-bedroom property accommodates up to 15 guests, featuring air conditioning, complimentary WiFi, and a fully equipped kitchen, with private on-site parking available.

Best Chicago, IL houses with a garden

Beautiful Lincoln Park/ De Paul Complimentary Parking Permit - Chicago, IL
10 312 reviews
Chicago, IL
06/07 – 10/07
942 ﺩ.ﺇ/nighttotal: 3768 ﺩ.ﺇ (4 )

Beautiful Lincoln Park/ De Paul Complimentary Parking Permit

1 2
house , Chicago
This one-bedroom flat is situated in the Armitage/Sheffield neighbourhood, a short walk from the Brown and Red Line stations, making it easy to explore Chicago's main attractions, including Millennium Park, just 2km away. The property has received excellent ratings for its location, cleanliness and overall experience.
The flat offers a spacious living room, a comfortable king-size bed and a large dining table, perfect for enjoying a meal with your travel companion. The kitchen is fully equipped with a fridge, freezer, microwave oven and dishwasher, and the flat also benefits from air conditioning, a garden and free parking.
Serene & Charming 5br Des Plaines Getaway - Chicago, IL
Chicago, IL
11/07 – 15/07
3504 ﺩ.ﺇ/nighttotal: 14016 ﺩ.ﺇ (4 )

Serene & Charming 5br Des Plaines Getaway

5 3
house , Des Plaines
This five-bedroom Des Plaines house, situated 1.9 kilometres from O'Hare International Airport, offers easy access to Chicago attractions such as Wrigley Field (22.5 km) and Loyola University (24 km).
The property boasts a spacious layout sleeping 23 guests, complete with a fully equipped kitchen, free Wi-Fi, private parking, and in-unit laundry facilities.
King Bed • 2br • Sleeps 13 • Historic Location - Chicago, IL
Chicago, IL
01/09 – 31/10
851 ﺩ.ﺇ/nighttotal: 51060 ﺩ.ﺇ (60 )

King Bed • 2br • Sleeps 13 • Historic Location

2 2
house , Elmwood Park
This Elmwood Park condo, situated 8km from Chicago O'Hare International Airport and 14-18km from attractions such as the United Center, Lincoln Park Zoo, and Wrigley Field, offers convenient access to major Chicago landmarks.
This two-bedroom, one-bathroom property boasts a 500 square metre floor area, sleeps up to 13 guests, and includes a fully equipped kitchen, garden, in-unit laundry, and free Wi-Fi; pets are welcome.
Whispering Oaks Retreat - Chicago, IL
Chicago, IL
30/08 – 06/09
2348 ﺩ.ﺇ/nighttotal: 16436 ﺩ.ﺇ (7 )

Whispering Oaks Retreat

5 4
house , Forest Park
Whispering Oaks Retreat, a Forest Park house, is conveniently located approximately 16 kilometres from both Union Station and DePaul University, offering easy access to major Chicago attractions.
This 177 square metre property sleeps up to 14 guests, boasting two bathrooms, a fully equipped kitchen, free Wi-Fi, a fireplace, and air conditioning; Midway International Airport is 13 kilometres away.
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