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

102 M² House ∙ 3 Bedrooms ∙ 6 Guests - Chicago, IL
No reviews

102 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Des Plaines
Vacation house rental for up to 6 people. This accommodation is located in Des Plaines.
Services and facilities include a washing machine, a freeze and an iron. This house in Des Plaines also has a terrace!
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.
House 5863- Chicago's Premier Bed And Breakfast - Chicago, IL
9.2 644 reviews

House 5863- Chicago's Premier Bed And Breakfast

B&B, Chicago
Chicago's Premier Bed and Breakfast is situated in the Andersonville neighbourhood, just a short distance from Wrigley Field, Lincoln Park Zoo, and DePaul University. The property consistently receives excellent reviews for its location, cleanliness, and overall experience.
The guesthouse offers a range of modern amenities including a shared kitchen, a terrace, and a garden. Guests can enjoy a continental breakfast, relax in the lounge, or make use of the barbecue facilities.
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

House To Relax - Chicago, IL
9.7 112 reviews

House To Relax

house, Berwyn
This Berwyn apartment is conveniently located near local restaurants and gambling establishments, with easy access (within 16km) to Oak Park, Brookfield Zoo, and major hospitals.
The two-bedroom, one-bathroom flat sleeps four guests and offers free street parking (one permit per night), a fully equipped kitchen including a dishwasher, a 50" smart TV, and air conditioning.
Victorian Mansion In Garfield Park - Chicago, IL
9.4 60 reviews

Victorian Mansion In Garfield Park

house, Chicago
This three-bedroom house is situated in Chicago, just five miles from the city centre and a short distance from the United Center. The property has received excellent ratings for its cleanliness, location, and overall experience, making it a great choice for travellers.
The house provides 139 square metres of space, accommodating up to five guests. It features a fully equipped kitchen, a private patio and garden, air conditioning, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Casa De Samuel⭐️ Nice,cozy & Clean 3br  Unit - Chicago, IL
9.9 61 reviews

Casa De Samuel⭐️ Nice,cozy & Clean 3br Unit

house, Cicero
This family-friendly apartment is situated just 5 kilometres from the highway, making it a convenient base for exploring Cicero and the surrounding areas. The apartment has consistently received excellent ratings for location, cleanliness and overall user experience.
The property features three bedrooms, accommodating up to eight guests, and a fully equipped kitchen with a dishwasher, microwave, fridge and freezer. Guests can enjoy a private driveway parking space, air conditioning, and a range of amenities including a Keurig coffee maker, toaster, and a dartboard.
Northside Famlynest Lincoln Sq 4br/1.5ba/2p - Chicago, IL
10 62 reviews

Northside Famlynest Lincoln Sq 4br/1.5ba/2p

house, Chicago
This three-storey townhouse is situated in Chicago's Lincoln Square neighbourhood, a family-friendly area with easy access to restaurants, shops, and bars. The property has received excellent ratings for cleanliness, location, and user experience.
The house offers 149 square metres of space and can accommodate up to nine guests in its four bedrooms. It features a fully equipped kitchen, a private backyard with a BBQ grill and fire pit, a basement entertainment area, and free high-speed Wi-Fi throughout.

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Best Chicago, IL houses with parking

Private Cozy Cottage In Lincoln Park With Porch - Chicago, IL
9.9 36 reviews

Private Cozy Cottage In Lincoln Park With Porch

house, Chicago
This private coach house in Chicago's Lincoln Park district is located a short walk from DePaul University and Pequod's Pizza, offering convenient train access to Downtown and Wrigley Field.
This one-bedroom, one-bathroom cottage accommodates up to four guests and features a fully stocked kitchen, air conditioning, parking, and a patio, with easy access to public transport and local attractions.
City Condo With Garage  7 Min Walk To Train - Chicago, IL
9.8 434 reviews

City Condo With Garage 7 Min Walk To Train

house, Chicago
This one-bedroom apartment is located in a quiet residential neighbourhood, approximately three miles west of Chicago's downtown "Loop" and Lakefront, with easy access to the United Center. It has received excellent ratings for location, cleanliness, and user experience.
The apartment is suitable for up to four guests and features a fully equipped kitchen, a comfortable living room with a 48-inch TV, and a private bathroom. Guests can enjoy amenities such as free garage parking, in-unit laundry, and a game room, as well as a helpful "Chicago House Manual" with local tips and recommendations.
Spacious Oak Park Home, 11 Mi To Downtown Chicago! - Chicago, IL
9.4 71 reviews

Spacious Oak Park Home, 11 Mi To Downtown Chicago!

house, Oak Park
This comfortable house is situated in Oak Park, just 18 kilometres from downtown Chicago and 14 kilometres from the United Center, offering easy access to the city's attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
This spacious three-bedroom home, spanning 223 square metres, comfortably accommodates up to six guests. The house boasts a well-equipped kitchen, laundry facilities, a garden, and parking, ensuring a comfortable and enjoyable stay.
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.

Best Chicago, IL houses with a garden

Downtown Mich Ave - 6 Penthouses, Sleep 25 - Chicago, IL
No reviews

Downtown Mich Ave - 6 Penthouses, Sleep 25

house, Chicago
This expansive penthouse is located in Downtown Chicago, offering a 9-minute walk to Grant Park and a 17-minute walk to Cloud Gate, placing it near the Art Institute of Chicago and the Chicago Symphony Orchestra.
This property boasts a 310 square meter floor area, with 10 bedrooms and 9 bathrooms suitable for up to 36 guests, and includes a fitness centre and lake views.
Luxury River West Townhome With Garage - Chicago, IL
9.9 262 reviews

Luxury River West Townhome With Garage

house, Chicago
This charming house is situated in River West, a trendy neighbourhood just 3km from the Chicago Loop, easily accessible by public transport. It has received excellent ratings for location, cleanliness and overall user experience.
The property offers 4 bedrooms and 3 bathrooms, comfortably accommodating up to 8 guests. Amenities include a private garage, a rooftop deck with city views, a Yamaha grand piano, a fully equipped kitchen, a jacuzzi tub, a workspace, and laundry facilities.
Spacious Row Home Next Transit Near Downtown W Parking - Chicago, IL
8.2 18 reviews

Spacious Row Home Next Transit Near Downtown W Parking

house, Chicago
This spacious Chicago townhouse is situated near the city centre, approximately 3.2km from the United Centre and 6.4km from Union Station, offering easy access to public transport and major attractions.
The 260 square metre property boasts four bedrooms, three living rooms, and three bathrooms, comfortably accommodating up to 31 guests, and includes a fully equipped kitchen, private parking, and outdoor space with a balcony and picnic area.
Beautifully Renovated House 10 Mins From Downtown - Chicago, IL
8.2 15 reviews

Beautifully Renovated House 10 Mins From Downtown

house, Chicago
This renovated house is situated in Chicago, just 1.6km from Oakwood Beach and 3.2km from Guaranteed Rate Field, offering easy access to the city's attractions and a peaceful neighbourhood setting. The property has received excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This spacious home spans 297 square metres and comfortably accommodates up to 29 guests, making it ideal for large families or groups. The house offers a fully equipped kitchen, a terrace, a garden, a dedicated kids' pool, an indoor play area, and outdoor play equipment, ensuring a relaxing and entertaining stay for everyone.
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