-
Best-rated
The Avondale Guesthouse
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Terrace
Offering a terrace overlooking the street, the 6-room The Avondale Guesthouse Chicago villa is located merely a 5-minute walk from the Algonquin Park.
The Avondale Guesthouse
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Terrace
The Avondale Guesthouse
Offering a terrace overlooking the street, the 6-room The Avondale Guesthouse Chicago villa is located merely a 5-minute walk from the Algonquin Park.
-
Great deal
Stunning Condo #2 - Downtown River North
- Free parking
- Air conditioning
- Heating
Located only a 6-minute walk from the long-standing Carl Hammer Gallery, Stunning Condo #2 - Downtown River North Chicago villa offers a patio with a view over the city.
Stunning Condo #2 - Downtown River North
- Free parking
- Air conditioning
- Heating
Stunning Condo #2 - Downtown River North
Located only a 6-minute walk from the long-standing Carl Hammer Gallery, Stunning Condo #2 - Downtown River North Chicago villa offers a patio with a view over the city.
Lincoln Park Living - 3 Queen Beds - Sleeps 6
- Free parking
- Air conditioning
- Heating
Situated around a 5-minute walk from Rosa's Lounge, Lincoln Park Living - 3 Queen Beds - Sleeps 6 Chicago villa provides access to numerous tourist attractions in the area.
Lincoln Park Living - 3 Queen Beds - Sleeps 6
- Free parking
- Air conditioning
- Heating
Lincoln Park Living - 3 Queen Beds - Sleeps 6
Situated around a 5-minute walk from Rosa's Lounge, Lincoln Park Living - 3 Queen Beds - Sleeps 6 Chicago villa provides access to numerous tourist attractions in the area.
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Beach access
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
Situated a mere 6 minutes on foot from North Shore 7th Day Adventist Church, the 2-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago offers opportunities for badminton and darts in the area. Featuring access to a patio, the Chicago villa is located 3.9 km from the Foster Beach.
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find
Situated a mere 6 minutes on foot from North Shore 7th Day Adventist Church, the 2-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago offers opportunities for badminton and darts in the area. Featuring access to a patio, the Chicago villa is located 3.9 km from the Foster Beach.
Lincoln Park Living - Suite 2
- Free parking
- Air conditioning
- Heating
Lincoln Park Living - Suite 2 Chicago villa offers quick access to such city attractions as Holy Covenant United Methodist Church, located only 6 minutes' walk away.
Lincoln Park Living - Suite 2
- Free parking
- Air conditioning
- Heating
Lincoln Park Living - Suite 2
Lincoln Park Living - Suite 2 Chicago villa offers quick access to such city attractions as Holy Covenant United Methodist Church, located only 6 minutes' walk away.
-
Beach access
Designer Themed 4 Bedroom In Best Location With Patio And Fireplace
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
Offering a terrace overlooking the garden, Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa is located 6 minutes' walk from Plum Market Old Town.
Designer Themed 4 Bedroom In Best Location With Patio And Fireplace
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
Designer Themed 4 Bedroom In Best Location With Patio And Fireplace
Offering a terrace overlooking the garden, Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa is located 6 minutes' walk from Plum Market Old Town.
Stunning Duplex Condo #1 - Downtown River North
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Stunning Duplex Condo #1 - Downtown River North Chicago villa is situated just 6 minutes' walk from the long-standing Carl Hammer Gallery, featuring such comforts as Wi-Fi and a car park. Located 2.1 km from Millennium Public Park, this Chicago holiday home boasts a patio with views of the city.
Stunning Duplex Condo #1 - Downtown River North
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Stunning Duplex Condo #1 - Downtown River North
Stunning Duplex Condo #1 - Downtown River North Chicago villa is situated just 6 minutes' walk from the long-standing Carl Hammer Gallery, featuring such comforts as Wi-Fi and a car park. Located 2.1 km from Millennium Public Park, this Chicago holiday home boasts a patio with views of the city.
Lincoln Park Living - Suite 1
- Free parking
- Air conditioning
- Heating
Lincoln Park Living - Suite 1 Chicago villa provides easy access to various city attractions, such as the petite South Lakeview Playground Park, situated approximately 5 minutes' walk away.
Lincoln Park Living - Suite 1
- Free parking
- Air conditioning
- Heating
Lincoln Park Living - Suite 1
Lincoln Park Living - Suite 1 Chicago villa provides easy access to various city attractions, such as the petite South Lakeview Playground Park, situated approximately 5 minutes' walk away.
Victorian Mansion In Garfield Park
- Cookware/ Kitchen utensils
-
Car park
Charges may apply
- Flat-screen TV
- Ironing facilities
- Heating
- Garden area
Situated 7 km from the Skydeck Chicago, Victorian Mansion In Garfield Park Villa Chicago invites guests to relax at a patio.
Victorian Mansion In Garfield Park
- Cookware/ Kitchen utensils
-
Car park
Charges may apply
- Flat-screen TV
- Ironing facilities
- Heating
- Garden area
Victorian Mansion In Garfield Park
Situated 7 km from the Skydeck Chicago, Victorian Mansion In Garfield Park Villa Chicago invites guests to relax at a patio.
Spacious Row Home Next Transit Near Downtown W Parking
- Picnic area/ Tables
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Garden area
Situated 6 km from the Skydeck Chicago, Spacious Row Home Next Transit Near Downtown W Parking Chicago invites guests to relax at a patio.
Spacious Row Home Next Transit Near Downtown W Parking
- Picnic area/ Tables
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Garden area
Spacious Row Home Next Transit Near Downtown W Parking
Situated 6 km from the Skydeck Chicago, Spacious Row Home Next Transit Near Downtown W Parking Chicago invites guests to relax at a patio.
Beautiful Remodeled Penthouse Unit In Old Town
- Cookware/ Kitchen utensils
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
Beautiful Remodeled Penthouse Unit In Old Town Villa Chicago offers proximity to nearby tourist spots, such as the Oak Magnificent Mile Street, situated 2.3 km away.
Beautiful Remodeled Penthouse Unit In Old Town
- Cookware/ Kitchen utensils
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
Beautiful Remodeled Penthouse Unit In Old Town
Beautiful Remodeled Penthouse Unit In Old Town Villa Chicago offers proximity to nearby tourist spots, such as the Oak Magnificent Mile Street, situated 2.3 km away.
Breathtaking Downtown Penthouse B - Sleeps 11
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Breathtaking Downtown Penthouse B - Sleeps 11 Villa Chicago offers quick access to such city attractions as the long-standing Carl Hammer Gallery, located a mere 6 minutes' walk away. This accommodation includes parking and a patio with views of the city.
Breathtaking Downtown Penthouse B - Sleeps 11
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Breathtaking Downtown Penthouse B - Sleeps 11
Breathtaking Downtown Penthouse B - Sleeps 11 Villa Chicago offers quick access to such city attractions as the long-standing Carl Hammer Gallery, located a mere 6 minutes' walk away. This accommodation includes parking and a patio with views of the city.
Personal Gym Luxury Balcony Condo
- 24-hour reception
- Air conditioning
- Luggage storage
- Laundry
- Heating
Situated 6 km from the Allstate Arena, Personal Gym Luxury Balcony Condo Chicago villa entices guests to explore various tourist attractions in the area.
Personal Gym Luxury Balcony Condo
- 24-hour reception
- Air conditioning
- Luggage storage
- Laundry
- Heating
Personal Gym Luxury Balcony Condo
Situated 6 km from the Allstate Arena, Personal Gym Luxury Balcony Condo Chicago villa entices guests to explore various tourist attractions in the area.
Spacious 5-Br House Near Transit W Parking
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Offering a location an 8-minute stroll from Brotherly Love Baptist Church, Spacious 5-Br House Near Transit W Parking Chicago villa gives access to various tourist spots in the area.
Spacious 5-Br House Near Transit W Parking
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Spacious 5-Br House Near Transit W Parking
Offering a location an 8-minute stroll from Brotherly Love Baptist Church, Spacious 5-Br House Near Transit W Parking Chicago villa gives access to various tourist spots in the area.
The Village Inn By Dakota Gal Digs
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Patio
The Village Inn By Dakota Gal Digs Chicago villa is located within 10 minutes' drive of the super - tall skyscraper "Willis Tower", giving access to various tourist spots nearby.
The Village Inn By Dakota Gal Digs
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Patio
The Village Inn By Dakota Gal Digs
The Village Inn By Dakota Gal Digs Chicago villa is located within 10 minutes' drive of the super - tall skyscraper "Willis Tower", giving access to various tourist spots nearby.
New Modern 3Br, Gym, Workspace, Quiet Location
- 24-hour reception
- Air conditioning
- Laundry
- Heating
- Fitness centre
- Jacuzzi
During the stay at New Modern 3Br, Gym, Workspace, Quiet Location Chicago villa, guests can indulge in a Jacuzzi or visit the Frank Lloyd Wright Home and Studio, located 7 km away.
New Modern 3Br, Gym, Workspace, Quiet Location
- 24-hour reception
- Air conditioning
- Laundry
- Heating
- Fitness centre
- Jacuzzi
New Modern 3Br, Gym, Workspace, Quiet Location
During the stay at New Modern 3Br, Gym, Workspace, Quiet Location Chicago villa, guests can indulge in a Jacuzzi or visit the Frank Lloyd Wright Home and Studio, located 7 km away.
Boutique Garden House Chicago 3-Story Sleeps 12
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Located a 10-minute ride from the Sprawling hands-on Museum of Science and Industry, Boutique Garden House Chicago 3-Story Sleeps 12 Villa gives access to various tourist sites in the vicinity.
Boutique Garden House Chicago 3-Story Sleeps 12
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Boutique Garden House Chicago 3-Story Sleeps 12
Located a 10-minute ride from the Sprawling hands-on Museum of Science and Industry, Boutique Garden House Chicago 3-Story Sleeps 12 Villa gives access to various tourist sites in the vicinity.
Perfect Location Across From Park & Train Station
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
Located only 450 metres from Midwest Athletic Club, Perfect Location Across From Park & Train Station Villa Chicago provides access to various tourist attractions in the vicinity.
Perfect Location Across From Park & Train Station
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
Perfect Location Across From Park & Train Station
Located only 450 metres from Midwest Athletic Club, Perfect Location Across From Park & Train Station Villa Chicago provides access to various tourist attractions in the vicinity.
Are you in a hurry?
Here is a quick list of hotels in Chicago, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| The Avondale Guesthouse |
9.5 / 10 (126 Reviews) |
From 450$ | |
| Stunning Condo #2 - Downtown River North |
9.3 / 10 (31 Reviews) |
From 39$ | |
| Lincoln Park Living - 3 Queen Beds - Sleeps 6 |
9.1 / 10 (41 Reviews) |
From 77$ | |
| Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find |
9.6 / 10 (44 Reviews) |
From 270$ | |
| Lincoln Park Living - Suite 2 |
8.9 / 10 (20 Reviews) |
From 178$ |
More accommodations in Chicago
Frequently Asked Questions
Which luxury villas in Chicago are ideal for large groups?
The Stunning Duplex Condo #1 in Downtown River North and the Boutique Garden House Chicago offer spacious accommodations that can comfortably host large groups. They provide amenities like multiple bedrooms and living areas for easy entertaining.
Consider booking the Duplex for a stay in early June, as group rates might be more favorable before the summer tourism peak.
What luxury villas near downtown Chicago offer great views?
The Breathtaking Downtown Penthouse B provides stunning city views right from its rooms. Staying here allows quick access to the city's vibrant skyline and landmark spots.
Book your stay for a weekday to enjoy lower rates and fewer tourists at popular viewing spots like the Willis Tower Skydeck.
What luxury villas in Chicago have a private patio or balcony?
The Designer Themed 4 Bedroom in Best Location features a lovely patio, perfect for weekday breakfasts, while the Personal Gym Luxury Balcony Condo also offers stunning outdoor views.
Choose the balcony suite for evenings, as sunset views over the city can be quite magnificent.
Which luxury villas in Chicago are pet-friendly?
The Northside Famlynest Lincoln Sq welcomes pets, ensuring your furry friends can join you on your trip. Spacious settings make it easy for everyone to feel at home.
Contact the villa ahead to confirm specific pet policies and to find nearby parks for walks, like Welles Park.
Are there luxury villas in Chicago with spa facilities?
Many luxury options, including some high-end hotels nearby, offer spa services. For a true luxury experience, check out spa treatments available at venues like The Spa at Four Seasons.
Book your spa appointments in advance for summer weekends, as they tend to fill up quickly.
What luxury villas in Chicago provide family-friendly amenities?
The Boutique Garden House offers amenities suitable for both adults and children, making it a good option for families. Spacious common areas accommodate everyone comfortably.
Consider visiting during the off-peak season for family-centered events in neighborhoods like Lincoln Park.
Which luxury villas near Chicago landmarks are best for sightseeing?
Stay at the Stunning Condo #2 in Downtown River North for walking distance to the Art Institute of Chicago and Millennium Park. This location enables you to explore easily.
Plan to visit Millennium Park early in the morning to enjoy art installations like the Cloud Gate before crowds arrive.
What events should I plan to see in Chicago throughout the year?
Chicago hosts many notable events, including Lollapalooza in late July, the Chicago Air and Water Show in August, and the Chicago Christmas Market in December. Each offers a unique experience and vibrant atmosphere.
Book accommodations early in February to secure the best rates, especially during Lollapalooza when demand is high.
What is the best way to get around Chicago's downtown area?
Using the Chicago Transit Authority (CTA) trains and buses is often the most efficient way to get around downtown. The Red Line connects many key areas including the Magnificent Mile and the Loop.
Purchase a Ventra card for unlimited rides, as it's more cost-effective than paying cash per trip.
Which areas in Chicago are safe for walking at night?
Districts like River North, Lincoln Park, and the Loop are known for being safe after dark, with plenty of nightlife and dining options. Staying in these neighborhoods helps ensure a secure environment.
Stick to well-lit streets and main thoroughfares when exploring at night, avoiding isolated alleyways.
Chicago and related destinations