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Best-rated
The Avondale Guesthouse
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Terrace
- Family rooms
The 6-room The Avondale Guesthouse Chicago villa offers proximity to nearby tourist spots, such as the Dill Pickle Food Co-op, situated 25 minutes' walk away.
The Avondale Guesthouse
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Terrace
- Family rooms
The Avondale Guesthouse
The 6-room The Avondale Guesthouse Chicago villa offers proximity to nearby tourist spots, such as the Dill Pickle Food Co-op, situated 25 minutes' walk away.
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Great deal
Stunning Condo #2 - Downtown River North
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
The 3-bedroom Stunning Condo #2 - Downtown River North Chicago villa offers swift access to various city sites, such as the long-standing Carl Hammer Gallery, situated a mere 6 minutes' walk away.
Stunning Condo #2 - Downtown River North
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Stunning Condo #2 - Downtown River North
The 3-bedroom Stunning Condo #2 - Downtown River North Chicago villa offers swift access to various city sites, such as the long-standing Carl Hammer Gallery, situated a mere 6 minutes' walk away.
Lincoln Park Living - 3 Queen Beds - Sleeps 6
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Located around a 5-minute walk from Rosa's Lounge, the 1-bedroom Lincoln Park Living - 3 Queen Beds - Sleeps 6 Chicago villa provides access to various tourist attractions in the vicinity.
Lincoln Park Living - 3 Queen Beds - Sleeps 6
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Lincoln Park Living - 3 Queen Beds - Sleeps 6
Located around a 5-minute walk from Rosa's Lounge, the 1-bedroom Lincoln Park Living - 3 Queen Beds - Sleeps 6 Chicago villa provides access to various tourist attractions in the vicinity.
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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
- Children's play area
Situated a mere 6 minutes on foot from North Shore 7th Day Adventist Church, the 4-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago offers opportunities for badminton and darts in the area. Offering Wi-Fi, the Chicago villa is located 4.9 km from the baseball stadium "Wrigley Field".
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Children's play area
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find
Situated a mere 6 minutes on foot from North Shore 7th Day Adventist Church, the 4-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago offers opportunities for badminton and darts in the area. Offering Wi-Fi, the Chicago villa is located 4.9 km from the baseball stadium "Wrigley Field".
Lincoln Park Living - Suite 2
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
The 2-bedroom Lincoln Park Living - Suite 2 Chicago villa offers quick access to such tourist spots as Holy Covenant United Methodist Church, situated only 6 minutes' walk away.
Lincoln Park Living - Suite 2
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Lincoln Park Living - Suite 2
The 2-bedroom Lincoln Park Living - Suite 2 Chicago villa offers quick access to such tourist spots as Holy Covenant United Methodist Church, situated only 6 minutes' walk away.
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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
- Family rooms
Located in Near North Side, which is home to iconic skyscrapers like the 1920s Wrigley Building, as well as 360 Chicago, a 94th-floor observation deck, 6 minutes' walk from Plum Market Old Town, Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa offers garden views.
Designer Themed 4 Bedroom In Best Location With Patio And Fireplace
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Family rooms
Designer Themed 4 Bedroom In Best Location With Patio And Fireplace
Located in Near North Side, which is home to iconic skyscrapers like the 1920s Wrigley Building, as well as 360 Chicago, a 94th-floor observation deck, 6 minutes' walk from Plum Market Old Town, Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa offers garden views.
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 provides easy access to various city attractions, such as the long-standing Carl Hammer Gallery, situated merely a 6-minute walk away. With space for up to 10 guests, this Chicago holiday home provides a patio boasting 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 provides easy access to various city attractions, such as the long-standing Carl Hammer Gallery, situated merely a 6-minute walk away. With space for up to 10 guests, this Chicago holiday home provides a patio boasting views of the city.
Lincoln Park Living - Suite 1
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
The 2-bedroom Lincoln Park Living - Suite 1 Chicago villa offers proximity to nearby tourist spots, such as the Margaret Donahue Park, situated 19 minutes' walk away.
Lincoln Park Living - Suite 1
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Lincoln Park Living - Suite 1
The 2-bedroom Lincoln Park Living - Suite 1 Chicago villa offers proximity to nearby tourist spots, such as the Margaret Donahue Park, situated 19 minutes' walk away.
Victorian Mansion In Garfield Park
- Cookware/ Kitchen utensils
-
Car park
Charges may apply
- Express check-in/ -out
- Flat-screen TV
- Terrace
- Board games
Located 14 minutes' walk from the 184-acre Garfield Park Conservatory, Victorian Mansion In Garfield Park Villa Chicago gives access to various tourist sites in the vicinity.
Victorian Mansion In Garfield Park
- Cookware/ Kitchen utensils
-
Car park
Charges may apply
- Express check-in/ -out
- Flat-screen TV
- Terrace
- Board games
Victorian Mansion In Garfield Park
Located 14 minutes' walk from the 184-acre Garfield Park Conservatory, Victorian Mansion In Garfield Park Villa Chicago gives access to various tourist sites in the vicinity.
Spacious Row Home Next Transit Near Downtown W Parking
- Picnic area/ Tables
- Free parking
- Security
- Air conditioning
- Garden area
- Family rooms
Overlooking the garden, Spacious Row Home Next Transit Near Downtown W Parking Chicago enjoys a prime setting 250 metres from Central Memorial M.B. Church.
Spacious Row Home Next Transit Near Downtown W Parking
- Picnic area/ Tables
- Free parking
- Security
- Air conditioning
- Garden area
- Family rooms
Spacious Row Home Next Transit Near Downtown W Parking
Overlooking the garden, Spacious Row Home Next Transit Near Downtown W Parking Chicago enjoys a prime setting 250 metres from Central Memorial M.B. Church.
Beautiful Remodeled Penthouse Unit In Old Town
- Cookware/ Kitchen utensils
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
Offering city views, Beautiful Remodeled Penthouse Unit In Old Town Villa Chicago is situated just a 5-minute walk from the Chicago History Museum.
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
Offering city views, Beautiful Remodeled Penthouse Unit In Old Town Villa Chicago is situated just a 5-minute walk from the Chicago History Museum.
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 swift access to various city sites, such as the long-standing Carl Hammer Gallery, situated a mere 6 minutes' walk 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
Breathtaking Downtown Penthouse B - Sleeps 11 Villa Chicago offers swift access to various city sites, such as the long-standing Carl Hammer Gallery, situated a mere 6 minutes' walk away.
Personal Gym Luxury Balcony Condo
- Cookware/ Kitchen utensils
- Tea and coffee facilities
The spacious Near O'Hare • Personal Gym & Balcony • Safe Area Chicago apartment offers easy access to such tourist sites as St. Joseph the Betrothed Ukranian Catholic Church, located about 5 minutes' walk away. The maximum occupancy at the apartment is 4 guests.
Personal Gym Luxury Balcony Condo
- Cookware/ Kitchen utensils
- Tea and coffee facilities
Personal Gym Luxury Balcony Condo
The spacious Near O'Hare • Personal Gym & Balcony • Safe Area Chicago apartment offers easy access to such tourist sites as St. Joseph the Betrothed Ukranian Catholic Church, located about 5 minutes' walk away. The maximum occupancy at the apartment is 4 guests.
Spacious 5-Br House Near Transit W Parking
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Sun terrace
- Family rooms
Spacious 5-Br House Near Transit W Parking Chicago villa, located 6 minutes' walk from Blessed Sacrament Catholic Youth Center, can host up to 16 guests.
Spacious 5-Br House Near Transit W Parking
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Sun terrace
- Family rooms
Spacious 5-Br House Near Transit W Parking
Spacious 5-Br House Near Transit W Parking Chicago villa, located 6 minutes' walk from Blessed Sacrament Catholic Youth Center, can host up to 16 guests.
The Village Inn By Dakota Gal Digs
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Patio
- Family rooms
The 3-bedroom The Village Inn By Dakota Gal Digs Chicago villa hosts up to 8 guests and is nestled merely 1.9 km from natural sites such as the botanical garden "Lincoln Park Conservatory".
The Village Inn By Dakota Gal Digs
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Patio
- Family rooms
The Village Inn By Dakota Gal Digs
The 3-bedroom The Village Inn By Dakota Gal Digs Chicago villa hosts up to 8 guests and is nestled merely 1.9 km from natural sites such as the botanical garden "Lincoln Park Conservatory".
New Modern 3Br • Gym • Workspace • Quiet Location
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Board games
New Modern 3Br • Gym • Workspace • Quiet Location Chicago apartment features a prime location a 10-minute drive from the Harlem-Irving Plaza Shopping Center and hosts up to 8 guests. Providing a Jacuzzi, this apartment ensures a more relaxing stay.
Guests might as well have access to a fitness club to assist with keeping them fit.
New Modern 3Br • Gym • Workspace • Quiet Location
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Board games
New Modern 3Br • Gym • Workspace • Quiet Location
New Modern 3Br • Gym • Workspace • Quiet Location Chicago apartment features a prime location a 10-minute drive from the Harlem-Irving Plaza Shopping Center and hosts up to 8 guests. Providing a Jacuzzi, this apartment ensures a more relaxing stay.
Guests might as well have access to a fitness club to assist with keeping them fit.
Boutique Garden House Chicago 3-Story Sleeps 12
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Situated a 10-minute ride from the Sprawling hands-on Museum of Science and Industry, Boutique Garden House Chicago 3-Story Sleeps 12 Villa entices guests to explore various tourist attractions in the area.
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
Situated a 10-minute ride from the Sprawling hands-on Museum of Science and Industry, Boutique Garden House Chicago 3-Story Sleeps 12 Villa entices guests to explore various tourist attractions in the area.
Perfect Location Across From Park & Train Station
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
- Family rooms
Staying at the 5-bedroom Perfect Location Across From Park & Train Station Villa Chicago, guests can easily reach Midwest Athletic Club, located only 450 metres away. The Chicago villa is suitable for up to 13 guests and features private parking.
Perfect Location Across From Park & Train Station
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
- Family rooms
Perfect Location Across From Park & Train Station
Staying at the 5-bedroom Perfect Location Across From Park & Train Station Villa Chicago, guests can easily reach Midwest Athletic Club, located only 450 metres away. The Chicago villa is suitable for up to 13 guests and features private parking.
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 |
9.6 / 10 (129 Reviews) |
From 240$ | |
| Stunning Condo #2 - Downtown River North |
8.5 / 10 (34 Reviews) |
From 39$ | |
| Lincoln Park Living - 3 Queen Beds - Sleeps 6 |
8.7 / 10 (53 Reviews) |
From 112$ | |
| Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find |
9.8 / 10 (38 Reviews) |
From 270$ | |
| Lincoln Park Living - Suite 2 |
8.4 / 10 (22 Reviews) |
From 178$ |
More accommodations in Chicago
Frequently Asked Questions
What Chicago family villas are near downtown attractions?
Lincoln Park Living offers spacious suites just a mile from downtown. The spacious Row Home is also a great choice for easy access to family-friendly sites.
Book your stay at Lincoln Park Living before summer to take advantage of lower rates and fewer tourists.
Which familial villas are close to parks in Chicago?
The Village Inn By Dakota Gal Digs is excellent for families, located near parks. You can also consider the Spacious 5-Br House, close to public parks for outdoor activities.
Visit parks like Lincoln Park in the early morning on weekends to enjoy quiet walks and avoid crowds.
What villas in Chicago are pet-friendly for families?
Northside Famlynest Lincoln Sq is a great pet-friendly option for families. It provides ample space for both children and pets.
Check for pet-friendly parks in the area, such as the nearby Welles Park, for fun family outings.
Which Chicago family villas offer parking?
The Spacious Row Home offers parking, which is essential for families traveling by car. The Designer Themed 4 Bedroom also provides convenient parking options.
Check for parking discounts and availability with your hotel several days before arrival to avoid higher fees.
Where can I find family villas with multiple bedrooms in Chicago?
Look for options like the Boutique Garden House Chicago, which accommodates up to 12 guests. The Lincoln Park Living also has multi-bedroom suites perfect for larger families.
Book at least 3 months in advance to secure large family suites during peak seasons.
Which family villas in Chicago are ideal for exploring local culture?
Consider the Beautiful Remodeled Penthouse Unit in Old Town, located near cultural landmarks. It provides easy access to Chicago's rich history and cultural events.
Plan a visit during the Old Town Art Fair, typically in June, for a unique cultural experience.
What accommodations are available for families looking for affordable stays in Chicago?
Lincoln Park Living offers budget-friendly options with ample space. It's a great option for families without breaking the bank.
Consider visiting during off-peak months like January or February for the lowest rates in Chicago.
How safe are the neighborhoods for family trips in Chicago?
Lincoln Park and Near North Side are safe with low crime rates, making them suitable for families. Stay aware of surroundings and avoid less populated areas at night.
Stick to well-lit streets and main avenues after dark, especially around tourist districts.
How can families get around Chicago easily?
The Chicago Transit Authority operates a convenient bus and train system. Stay near a train station like Clark/Lake for quick access to major attractions.
Buy a Ventra Card at the airport, which offers unlimited rides on trains and buses for 24 hours.
What seasonal events should families not miss in Chicago?
Families should visit the Chicago Air and Water Show in August and the Magnificent Mile Lights Festival in November. These events offer fun activities for all ages.
Arrive early to secure good viewing spots, especially for the Air Show along North Avenue Beach.