Private Villas in Chicago

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2025-06-15
2025-06-16

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2025-06-15
2025-06-16

Maximum period that can be booked is 30 days. Please enter alternative dates.

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Free Wi-Fi
9.2
Excellent
The Avondale Guesthouse
The Avondale Guesthouse

The Avondale Guesthouse

Excellent
140 reviews
9.2
2973 North Elston Avenue, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cycling
Paid shuttle service
Cots
Air conditioning
No pets allowed
Located 400 metres from Riverview Park, The Avondale Guesthouse offers a terrace with a view over the street. This 6-room villa features opportunities for cycling in the area, at a medium distance…
9.8
Excellent
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

Excellent
39 reviews
9.8
2713 West Balmoral Avenue, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 9.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi
Express check-in/ -out
Beach access
Tennis court
Cycling
Darts
Badminton
Cots
Children's play area
Game room
Air conditioning
The 2-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa boasts a location merely a 6-minute walk from North Shore 7th Day Adventist Church and offers guests to enjoy live performances…
Romantic 3 Bed Home In The Heart Of The Park
Romantic 3 Bed Home In The Heart Of The Park

Romantic 3 Bed Home In The Heart Of The Park

5923 South Indiana Avenue, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
Wi-Fi
2-bedroom Romantic 3 Bed Home In The Heart Of The Park offers quick access to such tourist spots as Greater Metropolitan MB Church, situated around 500 metres away.
9.2
Excellent
Stunning Condo #2 - Downtown River North
Stunning Condo #2 - Downtown River North

Stunning Condo #2 - Downtown River North

Excellent
25 reviews
9.2
811 N Sedgwick St, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
The 2-bedroom Stunning Condo #2 - Downtown River North is situated a 6-minute walk from St. Joseph Parish, featuring such comforts as Wi-Fi and a car park.
8.8
Excellent
Designer Themed 4 Bedroom In Best Location With Patio And Fireplace
Designer Themed 4 Bedroom In Best Location With Patio And Fireplace

Designer Themed 4 Bedroom In Best Location With Patio And Fireplace

Excellent
26 reviews
8.8
329 West Schiller Street Back, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Beach access
Golf course
Hiking
Business centre
Cots
Located merely a 5-minute stroll from Eva's Cafe, Couture Themed 3 Bedroom In Prime Spot With Patio, Parking, Fireplace, Pets Welcome offers a terrace with a view over the garden. The 3-bedroom villa…
8.8
Excellent
Lincoln Park Living - Suite 1
Lincoln Park Living - Suite 1

Lincoln Park Living - Suite 1

Excellent
25 reviews
8.8
West Diversey Parkway, Chicago, United States
Wi-Fi
Air conditioning
No pets allowed
Situated only 0.8 km from Saint George Greek Orthodox Church, Lincoln Park Living - Suite 1 invites guests to relax at a sunny patio.
8.6
Excellent
Suite 2 On Southport 4 Queen Beds
Suite 2 On Southport 4 Queen Beds

Suite 2 On Southport 4 Queen Beds

Excellent
17 reviews
8.6
2501 North Southport Avenue, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
The 2-bedroom Suite 2 On Southport 4 Queen Beds offers quick access to such city attractions as Rotofugi Gallery, located merely a 5-minute walk away.
Breathtaking Downtown Penthouse A - Sleeps 11
Breathtaking Downtown Penthouse A - Sleeps 11

Breathtaking Downtown Penthouse A - Sleeps 11

811 N Sedgwick St, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
Wi-Fi
The 3-bedroom Breathtaking Downtown Penthouse A - Sleeps 11 Villa is situated just 400 metres from Holy Family Lutheran Church, featuring such comforts as Wi-Fi and a car park.
9.4
Excellent
Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub
Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub

Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub

Excellent
7 reviews
9.4
3742 N. Keeler Avenue, Chicago,, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi
Jacuzzi
Children's play area
Air conditioning
Situated within a 15-minute drive of Wrigley Field, the 2-bedroom Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub features a terrace with views of the garden. Offering…
8.2
Excellent
The Black And White Suite
The Black And White Suite

The Black And White Suite

Excellent
12 reviews
8.2
611 East 41St Street, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi
Air conditioning
Pets allowed
Located approximately 7 km from Skydeck Chicago, 4-bedroom The Black And White Suite provides access to various tourist attractions in the vicinity.
8.8
Excellent
Lincoln Park Living - 3 Queen Beds - Sleeps 6
Lincoln Park Living - 3 Queen Beds - Sleeps 6

Lincoln Park Living - 3 Queen Beds - Sleeps 6

Excellent
25 reviews
8.8
1147 West Diversey Parkway, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
Along with Wi-Fi and parking, the 1-bedroom Lincoln Park Living - 3 Queen Beds - Sleeps 6 offers proximity to Willis Tower, located a 15-minute ride away.
8.4
Excellent
5 Mi To Dtwn Chicago Apartment In Garfield Park!
5 Mi To Dtwn Chicago Apartment In Garfield Park!

5 Mi To Dtwn Chicago Apartment In Garfield Park!

Excellent
2 reviews
8.4
3461 W Adams St, Chicago, United States
Very good location
This property boasts very good location. It has a score 7.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
No pets allowed
Located around 7 km from Skydeck Chicago, the 1-bedroom Griffin Mansion With Yard, 5 Mi To Dtwn Chicago! Villa offers a sunny patio with views of the garden. Offering Wi-Fi, the accommodation is just…
8.6
Excellent
Beautiful Remodeled Penthouse Unit In Old Town
Beautiful Remodeled Penthouse Unit In Old Town

Beautiful Remodeled Penthouse Unit In Old Town

Excellent
10 reviews
8.6
1556 North La Salle Street, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
Beautiful Remodeled Penthouse Unit In Old Town Villa provides easy access to various city attractions, such as Couch Tomb, situated only 6 minutes' walk away.
9
Excellent
Beautifully Renovated House 10 Mins From Downtown
Beautifully Renovated House 10 Mins From Downtown

Beautifully Renovated House 10 Mins From Downtown

Excellent
6 reviews
9
4244 South Prairie Avenue, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi
Express check-in/ -out
Beach access
Water slides
Baby pushchair
Children's pool
Children's play area
Game room
Air conditioning
Overlooking the garden, the 5-bedroom Beautifully Renovated House 10 Mins From Downtown Villa is located nearly a 10-minute ride from educational points of interest such as the leading research…
Luxe 4Br With Hot Tub & Game Room
Luxe 4Br With Hot Tub & Game Room

Luxe 4Br With Hot Tub & Game Room

1654 West Ohio Street, Chicago, United States
Wi-Fi in rooms
Cots
Positioned 2.9 km from bustling shopping destinations such as The Merchandise Mart Mall, Luxe 4Br With Hot Tub & Game Room offers guests to use parking.
10
Excellent
Historic Luxury Townhouse In Downtown Chicago
Historic Luxury Townhouse In Downtown Chicago

Historic Luxury Townhouse In Downtown Chicago

Excellent
5 reviews
10
71 East Bellevue Place The Townhouse, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Cots
Air conditioning
Pets allowed
Offering garden views, Historic Luxury Townhouse In Downtown Chicago Villa is situated at a distance of 500 metres from 360 Chicago Observation Deck.
8.8
Excellent
Luxurious Gold Coast Villa With Parking For Up To 12 Guests
Luxurious Gold Coast Villa With Parking For Up To 12 Guests

Luxurious Gold Coast Villa With Parking For Up To 12 Guests

Excellent
5 reviews
8.8
111 West Elm Street, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Air conditioning
Pets allowed
The 4-bedroom Luxurious Gold Coast Villa With Parking For Up To 12 Guests offers proximity to such city sites as Ruth Page Center for the Arts Dance School, located merely a 5-minute walk away.
A Terrific House For A Large Group.
A Terrific House For A Large Group.

A Terrific House For A Large Group.

4511 North Melvina Avenue, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
The 2-bedroom A Terrific House For A Large Group. Villa is situated within 300 metres of Montrose Baptist Church, featuring such comforts as Wi-Fi and parking.
8.2
Excellent
Lakefront Rooftop Parking
Lakefront Rooftop Parking

Lakefront Rooftop Parking

Excellent
6 reviews
8.2
7346 South South Shore Drive, Chicago, United States
Free Wi-Fi
Beach access
Non-smoking rooms
Air conditioning
Situated at a distance of 500 metres from Saint Luke's Missionary Baptist Church, the 3-bedroom Rooftop Lakefront Parking offers easy access to numerous tourist spots in the area. Providing guests…
10
Excellent
The Village Inn By Dakota Gal Digs
The Village Inn By Dakota Gal Digs

The Village Inn By Dakota Gal Digs

Excellent
2 reviews
10
2111 North Kenmore Avenue Unit 1, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi
Air conditioning
Pets allowed
2-bedroom The Village Inn By Dakota Gal Digs offers easy access to such tourist spots as All She Wrote, located approximately 5 minutes' walk away. Providing guests with Wi-Fi and a car park, this…

All hotels in Chicago are booked for your dates. Try other dates

2025-06-15
2025-06-16

Maximum period that can be booked is 30 days. Please enter alternative dates.

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