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Browse Select Chicago Holiday Homes
101 Marengo Ave, Forest Park, IL
Situated in Forest Park, this holiday home is 1 mi (1.7 km) from Frank Lloyd Wright Home and Studio and within 6 miles (10 km) of Brookfield Zoo and Garfield Park Conservatory. United Center and Douglas Park are also within 9 miles (15 km). Harlem-Lake Station (Green Line) is 6 minutes by foot and Oak Park Station is 9 minutes.
5/5 Exceptional! (22 reviews)
Welcoming and Comfortable
"We had a great stay. I really appreciated that they had plenty of the essentials like toilet paper, paper towels and soap. Would definitely stay again the next time we visit Chicago"
Reviewed on 13 Jan 2022
419 S East Ave, 1A, Oak Park, IL
Situated in Oak Park, this holiday home is 1.4 mi (2.2 km) from Frank Lloyd Wright Home and Studio and within 6 miles (10 km) of United Center and Humboldt Park. Brookfield Zoo and Willis Tower are also within 9 miles (15 km). Oak Park Station (Green Line) is 12 minutes by foot and Oak Park Station (Blue Line) is 13 minutes.
5/5 Exceptional! (9 reviews)
Chateau 419, Oak Park
"Ali makes you feel very welcome. All the check-in and departure instructions were clear and concise. The condo is well equipped and has a great location for walking to Oak Park shopping and easy access to downtown Chicago and suburbs. The only improvement needed would be more comfortable and additional ..."
Reviewed on 29 Nov 2021
1045 Nottingham Lane, Hoffman Estates, IL
Situated in a rural location, this romantic holiday home is within 3 miles (5 km) of Schaumburg Medieval Times, Advocate Health Care and Bridges of Poplar Creek Country Club. St. Alexius Medical Center and Fresenius Medical Care at St. Alexius Medical Center - Aph. are also within 3 miles (5 km).
5/5 Exceptional! (2 reviews)
A memorable weekend!
"Lovely and warm home decorated beautifully. The homeowners thought of everything to make you feel at home even down to providing robes and slippers for the hot tub. We were blessed to of met the owners and we will surely be back. Gracias J&E!"
Reviewed on 17 Nov 2021
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514 N Arizona Ave, Glenwood, IL
Situated in the suburbs, this holiday home is 2.3 mi (3.7 km) from Ravisloe Country Club and within 6 miles (10 km) of Coyote Run Golf Course and Midwest Carvers Museum. Franciscan St. James Health - Chicago Heights and Advocate South Suburban Hospital are also within 6 miles (10 km).
5/5 Exceptional! (1 review)
The Best place on earth!
"This house was perfect! Everything needed was supplied! Clean and with great stuff! I Loved my host and his attention was great! Quick responses and daily check in’s. I will surly return!"
Reviewed on 5 Nov 2021
7340 W 111th St, Worth, IL
This family-friendly Worth holiday home is located in a rural location, within 2 mi (3 km) of Water's Edge Golf Club and Lake Katherine Nature Center. Chicago Ridge Shopping Mall and Palos Community Hospital are also within 3 miles (5 km). Worth Station is 9 minutes by foot and Palos Heights Station is 24 minutes.
5/5 Exceptional! (3 reviews)
New Go-To Stay
"This was the perfect house for us to stay while visiting family for the holidays. Entire house is newly renovated and stocked with essentials. Fenced-in backyard was a fabulous surprise and allowed our pup to play! Close to tons of retail and grocery stores. Host checked in to ensure we had everything ..."
Reviewed on 12 Jan 2022
1602 Palisades Ln, Hoffman Estates, IL
Located in Hoffman Estates, this family-friendly holiday home is 1.9 mi (3.1 km) from NOW Arena, and within 6 mi (10 km) of Santa's Village and Grand Victoria Casino. Arboretum of South Barrington and Villa Olivia Country Club are also within 6 miles (10 km).
4.9/5 Exceptional! (12 reviews)
Excellent retreat experience
"Host was great with communication. Location was perfect for our retreat and location to ohare airport. House had all we needed for 2 days of strategic planning with WiFi, number of beds and baths and kitchen necessities. Definitely recommended."
Reviewed on 21 Jan 2022
628 North Prairie Avenue, Mundelein, IL
Located in Mundelein, this family-friendly holiday home is 2.7 mi (4.3 km) from Lakeview Beach and Dock, and within 6 mi (10 km) of Lake County Fairgrounds and Lambs Farm. Independence Grove Beach and MainStreet Libertyville are also within 6 miles (10 km). Mundelein Station is 17 minutes by foot.
4.9/5 Exceptional! (30 reviews)
Wonderful experience
"Everything about this rental process and property was on point. We really enjoyed our stay. Definitely will be returning if ever we take another trip to Chicago. Thank you for such a great weekend getaway! 🖤"
Reviewed on 21 Dec 2021
6531 27th St, Berwyn, IL
Set in the centre of Berwyn, this family-friendly holiday home is 3 mi (4.9 km) from Brookfield Zoo, and within 6 mi (10 km) of Douglas Park and Frank Lloyd Wright Home and Studio. Field Museum of Natural History and Grant Park are also within 9 miles (15 km). Berwyn LaVergne Station is 15 minutes by foot and Berwyn Station is 16 minutes.
1620 Thelin Court, 2, Evanston, IL
Located in the heart of Evanston, this holiday home is 1.1 mi (1.8 km) from Northwestern University and 1.4 mi (2.3 km) from Lake Michigan. Ryan Field and Baha'i House of Worship are also within 3 miles (5 km). Dempster Station is 16 minutes by foot and Evanston Davis Street Station is 20 minutes.
221 E Wrightwood Ave, Glendale Heights, IL
Situated in Glendale Heights, this holiday home is within 2 miles (3 km) of Adventist GlenOaks Hospital, AMITA Health Medical Center and Mediplus USA. Wheaton College and Bloomingdale Golf Club are also within 6 miles (10 km).
326 N Grove Ave, Oak Park, IL
Located in Oak Park, this family-friendly holiday home is 0.3 mi (0.5 km) from Frank Lloyd Wright Home and Studio, and within 6 mi (10 km) of Garfield Park Conservatory and Humboldt Park. Brookfield Zoo and Parkway Bank Park Entertainment District are also within 9 miles (15 km). Oak Park Station (Green Line) is 9 minutes by foot and Harlem-Lake Station (Green Line) is 14 minutes.
5/5 Exceptional! (1 review)
Lovely, well equipped house in great location.
"Great kitchen and common areas. Bathrooms are in basement and on second floor. Host was very responsive. Thank you!"
Reviewed on 27 Dec 2021
47 Chicago Ave, #2, Oak Park, IL
Located in Oak Park, this family-friendly holiday home is 1.4 mi (2.2 km) from Frank Lloyd Wright Home and Studio, and within 6 mi (10 km) of Garfield Park Conservatory and Humboldt Park. Concord Music Hall and United Center are also within 6 miles (10 km). Austin Station (Green Line) is 14 minutes by foot and Ridgeland Station (Green Line) is 17 minutes.
4.4/5 Wonderful! (9 reviews)
Good place to stay in Oak Park
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Reviewed on 6 Jan 2022
110 E Sunnyside Ave, Libertyville, IL
Situated in Libertyville, this holiday home is within 1 mile (2 km) of MainStreet Libertyville and Advocate Condell Child Day Center. Lambs Farm and Cuneo Mansion and Gardens are also within 3 miles (5 km). Libertyville Station is 16 minutes by foot.
4.5/5 Wonderful! (4 reviews)
Amazing little cozy get away!
"My partner and I stayed here over Christmas. It’s warm and cozy, clean and bright. Everything stocked just like your home and the garage was super convenient to have. It is tucked away from the street and was super quiet (though keep this in mind when looking for it at night! It’s just one over from ..."
Reviewed on 29 Dec 2021
204 N Mason Ave, Chicago, IL
Located in Austin, this holiday home is 2 mi (3.2 km) from Frank Lloyd Wright Home and Studio and within 6 miles (10 km) of United Center and Humboldt Park. Douglas Park and Garfield Park Conservatory are also within 6 miles (10 km). Austin Station (Green Line) is 5 minutes by foot and Central Station (Green Line) is 13 minutes.
4.5/5 Wonderful! (4 reviews)
Fun in Chicago
"Had a great visit to Chicago with my wife and three teenage girls. The location was perfect. Easy walk to the "L" Austin station for a straight shot into the Loop. Also very close to Oak Park for restaurants, Frank Lloyd Wright, and other attractions. Apartment was as advertised. The 3 bedroom unit ..."
Reviewed on 22 Apr 2019
2142 Dewey Ave., Evanston, IL
Situated in Evanston, this holiday home is within 1 mi (2 km) of Ryan Field and Northwestern University. Lake Michigan is 1.6 mi (2.6 km) away. Noyes Station is 14 minutes by foot and Evanston Central Street Station is 13 minutes.
5/5 Exceptional! (3 reviews)
Chicago Christmas Trip
"Great place to stay with friends. We loved this rental and was impressed by how nice and new all the furnishings were. Cute decor and great stocked kitchen. 6 of us stayed with plenty of space. We will book again and thanks to Sarah for being a great host."
Reviewed on 6 Dec 2021
127 Custer Ave, Evanston, IL
Situated in Evanston, this holiday home is within 3 miles (5 km) of Lake Michigan, Northwestern University and Loyola University Chicago. Wrigley Field and Lincoln Park are also within 6 miles (10 km). Howard Station is 9 minutes by foot and South Boulevard Station is 11 minutes.
174 Willow Blvd, Willow Springs, IL
Located in the heart of Willow Springs, this holiday home is within 6 miles (10 km) of Burr Ridge Village Center, SeatGeek Stadium and Southwest Medical Consultants. Creekside Park and Chicago Ridge Shopping Mall are also within 6 miles (10 km). Willow Springs Station is 6 minutes by foot.
5/5 Exceptional! (1 review)
WONDERFUL stay on the outskirts of Chicago
"Tira’s home was excellently accommodated, very clean, and was a great location. The townhome is just down the road from a nice Italian restaurant and driving distance to local restaurants, bars, and coffee houses. The house was just as described with a ton of room including a garage we could use. ..."
Reviewed on 29 Sep 2021
28W541 Warrenville Rd, Warrenville, IL
Situated in a rural location, this holiday home is 0.7 mi (1.1 km) from Blackwell Forest Preserve and within 6 miles (10 km) of Morton Arboretum and Arrowhead Golf Club. DuPage Children's Museum and Centennial Beach are also within 6 miles (10 km).
4.9/5 Exceptional! (11 reviews)
Perfect place to reconnect with family and friends!
"We moved away from the area several years ago and were looking for a place we could celebrate the holidays with our family and friends. The house is perfect for entertaining. We easily accommodated our entire extended family for Thanksgiving dinner. The kitchen was a blessing. The only downside is ..."
Reviewed on 27 Dec 2021
5/5 Exceptional! (1 review)
Long Weekend to Schaumburg
"We had 5 adult family members stay at the house. Plenty of room, beds and eating space. Owner goes the extra mile to make sure you have the comforts of home. Home is very clean and easy to locate. Owner is super quick at responding to messages."
Reviewed on 11 Jan 2022
706 Quassey Ave, Lake Bluff, IL
Located in the heart of Lake Bluff, this holiday home is 2.1 mi (3.3 km) from Lambs Farm and 2.8 mi (4.5 km) from Northwestern Lake Forest Hospital. Naval Base Great Lakes and Lake Michigan are also within 6 miles (10 km).
4.8/5 Exceptional! (6 reviews)
Thanks
"The house its great very clean"
Reviewed on 12 Jan 2022
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Other property types in Chicago
LondonHouse Chicago, Curio Collection by Hilton
85 East Wacker Drive, Chicago, IL
4.6/5 Wonderful! (2,924 reviews)
"The room was beautiful floor to ceiling windows with a beautiful view. The staff was very attentive and texted daily while we were there to make sure we were enjoying our stay and to inquire if we needed anything. Definitely would recommend."
Reviewed on 22 Jan 2022
Eurostars Magnificent Mile
660 North State Street, Chicago, IL
4.2/5 Excellent! (1,970 reviews)
"Customer service was amazing and around the clock. Great room and overall service."
Reviewed on 22 Jan 2022
DoubleTree by Hilton Chicago - Magnificent Mile
300 E Ohio St, Chicago, IL
4.2/5 Excellent! (1,786 reviews)
"Parking was ridiculous, but I think the hotel was nice."
Reviewed on 22 Jan 2022
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
expedia verified reviews
Loews Chicago Hotel
5/5 Excellent
"Everything was extremely clean and the staff were outstanding. "
A verified traveller stayed at Loews Chicago Hotel
Posted 8 hours ago
Hyatt Centric Chicago Magnificent Mile
5/5 Excellent
"Wonderful location for the price"
A verified traveller stayed at Hyatt Centric Chicago Magnificent Mile
Posted 16 hours ago
Swissotel - Chicago
5/5 Excellent
"near to all tourist atractions. Good locations ans safe area"
A verified traveller stayed at Swissotel - Chicago
Posted 20 hours ago
LondonHouse Chicago, Curio Collection by Hilton
5/5 Excellent
"The room was beautiful floor to ceiling windows with a beautiful view. The staff was very attentive and texted daily while we were there to make sure we were enjoying our stay and to inquire if we needed anything. Definitely would recommend. "
A verified traveller stayed at LondonHouse Chicago, Curio Collection by Hilton
Posted 1 day ago
DoubleTree by Hilton Chicago - Magnificent Mile
5/5 Excellent
"Parking was ridiculous, but I think the hotel was nice."
A verified traveller stayed at DoubleTree by Hilton Chicago - Magnificent Mile
Posted 1 day ago
Best Western Grant Park Hotel
5/5 Excellent
"Nice hotel near to the park"
A verified traveller stayed at Best Western Grant Park Hotel
Posted 1 day ago
Eurostars Magnificent Mile
5/5 Excellent
"Customer service was amazing and around the clock. Great room and overall service. "
A verified traveller stayed at Eurostars Magnificent Mile
Posted 2 days ago
InterContinental Chicago Magnificent Mile, an IHG Hotel
5/5 Excellent
"Best location best staff best service "
A verified traveller from KINGWOOD stayed at InterContinental Chicago Magnificent Mile, an IHG Hotel
Posted 2 days ago
theWit Chicago - a DoubleTree by Hilton Hotel
5/5 Excellent
"Beautiful hotel, clean spacious room and right in the middle of everything. I will absolutely be returning to the Wit."
A verified traveller stayed at theWit Chicago - a DoubleTree by Hilton Hotel
Posted 2 days ago