Photo by Meghan hernandez

Search Guest Houses in Highland Park

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

Featured Guest Houses in Highland Park

Front of property
Wrigleyville Inn
3.0 star property
10.0 out of 10, Exceptional, (8)
"Peter was an excellent host. Property was perfect."
The price is NZ$677
per night
14 May - 15 May
Wrigleyville Inn
Front of property
Chicago Guest House on Henderson Street
3.0 star property
9.8 out of 10, Exceptional, (8)
"I normally stay in hotels, but for this trip I couldn't find one that worked well in this neighborhood, so I "took a chance" on Chicago Guest House. Winner! This place is on a wonderful residential block in the Wrigley Field area. The unit itself (3rd floor) is a beautifully maintained, charming, three bedroom apartment. The rooms are separated by a good distance, so everyone has some privacy. The living room is bright and features a large TV (for that inevitable down time). The kitchen...
Chicago Guest House on Henderson Street
Don't see what you're looking for?
See all available properties in Highland Park
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 Highland Park

Private kitchen
Modern Luxe home w/Gameroom and Electric Fireplace
8.4 out of 10, Very good, (6)
"We really loved our stay at this house with group of our friends. This place was just perfect, newly renovated and exactly looked like it is in pictures. The house has everything needed from games in basement to the cozy beds to rest at night. Host was incredibly responsive and made us feel right at home. Recommended nearby places to explore and we had a great getaway overall. I would stay here again when in town. 10/10!!"
Modern Luxe home w/Gameroom and Electric Fireplace
Front of property - evening/night
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (206)
"Nice"
The price is NZ$434
per night
12 May - 13 May
Level Chicago – Old Town
1 bedroom, premium bedding, pillowtop beds, desk
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (184)
"Very nice property "
The price is NZ$126
per night
12 May - 13 May
WoodSpring Suites Chicago Addison
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.

Highland Park Guest Houses information

Number of reviews
16
Accommodation
2 Guest Houses
Lowest Price
NZ$677
Highest Price
NZ$677

Recent Reviews in Highland Park
Expedia verified reviews