Chicago Villas
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If You Are in a Hurry
Here’s a quick list of the best hotels in Chicago
Villas in Chicago fuse urban sophistication with serene, villa-style living—often found in Gold Coast, Lincoln Park, and boutique enclaves near the lake—offering historic architecture, modern amenities, and private outdoor spaces perfect for entertaining. When searching, prioritize proximity to transit and parks, inspect HOA and zoning details, and work with a local agent to uncover hidden gems and seasonal price trends that can maximize value and lifestyle.
Best Villas in Chicago
Romantic 3 Bed Home In The Heart Of The Park
Romantic 3 Bed Home In The Heart Of The Park is a 3-bedroom holiday home offering two living rooms with a TV and cable channels, a fully equipped kitchen with a dishwasher and an oven, and two bathrooms supplied with a hair dryer; towels and bed linen are provided, and the accommodation also features a cozy fireplace. - Two spacious living rooms with cable TV - Fully equipped kitchen (dishwasher and oven) - Two bathrooms with hair dryer - Towels and bed linen included - Fireplace for added ambiance
3 bedroom in Best Location Parking Fireplace Patio Home office Pets Welcome
Spacious 3-bedroom holiday home in a prime location offering convenient on-site parking, a cozy fireplace, private patio, and a dedicated home office—pets are welcome—situated just 2 km from 360 Chicago and 2.2 km from Water Tower Chicago, with Midway International Airport 20 km away. - Prime central location (2 km to 360 Chicago, 2.2 km to Water Tower) - On-site parking - Cozy fireplace and private patio - Dedicated home office/workspace - Pets welcome
Upscale Penthouse Private Balcony
Wrigley Penthouse with Private Roof Deck and Parking
Wrigley Penthouse with Private Roof Deck and Parking is located in Chicago, just 300 metres from Wrigley Field and 3.7 km from Lincoln Park Zoo; this non-smoking, air-conditioned holiday home features a balcony and patio, offers free WiFi and on-site parking, and is 6.7 km from 360 Chicago. - Prime location near Wrigley Field - Private roof deck and patio - Free WiFi and air conditioning - On-site parking - Non-smoking accommodation
The Avondale Guesthouse
The Avondale Guesthouse in Chicago is a recently renovated holiday home offering air-conditioned accommodation with a patio and free WiFi; it sits 4.6 km from Wrigley Field, 5.5 km from Lincoln Park Zoo, 7.2 km from United Center and 8.1 km from 360 Chicago, and on clear days guests can enjoy the outdoor fireplace or simply relax outdoors. - Recently renovated - Air-conditioned with patio - Free WiFi - Outdoor fireplace for relaxing - Close to major attractions
Vintage-Modern Hideaway in Logan Square
Vintage-Modern Hideaway in Logan Square is a non-smoking holiday home located in Chicago’s Logan Square neighborhood, offering free WiFi throughout the property, a fitness room and concierge service; it sits 6.7 km from Wrigley Field, 7.3 km from Lincoln Park Zoo, 8 km from the United Center and 10 km from 360 Chicago. - Free WiFi throughout - On-site fitness room - Concierge service - Non-smoking property - Close to major attractions (Wrigley Field, Lincoln Park Zoo, United Center, 360 Chicago)
Spacious 5-BR House near Transit w Parking
Spacious 5-BR House near Transit with Parking features five bedrooms, three bathrooms with walk-in showers, a fully equipped kitchen including a dishwasher and oven, a flat-screen TV, and a washing machine; the unit offers air conditioning, a dressing room, a cozy fireplace, an outdoor dining area, and convenient parking close to transit. - Five bedrooms, great for groups or families - Three bathrooms with walk-in showers - Fully equipped kitchen with dishwasher and oven - Air conditioning plus a fireplace - Outdoor dining area and on-site parking
West Town Hideaway Sleeps 18 plus with Parking!
West Town Hideaway Sleeps 18 plus with Parking! is a 7-bedroom holiday home offering free WiFi, a TV, a washing machine and a fully equipped kitchen with a dishwasher and oven; it sits 4.3 km from the Chicago Museum of Contemporary Art and 4.5 km from 360 Chicago, with Midway International Airport 15 km away. - Sleeps 18+ - Parking included - Free WiFi - Fully equipped kitchen (dishwasher, oven) - Close to downtown museums (≈4–4.5 km)