Guest house holiday rentals in North Side
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Top-rated guest house rentals in North Side
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in North Side
Family-friendly guest house rentals
Guest house in Miller Beach
4.17 out of 5 average rating, 29 reviewsCoach House, Dunes Nat’l Park, 10min hike to Beach
Guest house in Wheaton
4.95 out of 5 average rating, 397 reviewsCozy private coach house in Wheaton
Guest house in Oak Park
4.88 out of 5 average rating, 463 reviewsCoachhouse in central OP 4 blk to L
Guest house in Chicago
4.88 out of 5 average rating, 253 reviewsThe Rectory
Guest house rentals with a patio
Guest house in Chicago
4.94 out of 5 average rating, 16 reviewsPrivate Coach House / Easy Commute
Guest house in Villa Park
4.83 out of 5 average rating, 48 reviewsTranquil Pondview + New Kitchen + King Bed + WFH
Guest house in Chicago
5.0 out of 5 average rating, 36 reviews2 br, 2 bt, detached, UChicago Coachman's House
Guest house in Chicago
5.0 out of 5 average rating, 28 reviewsMultiManor: A Renovated Bucktown Coach House
Guest house in Wheaton
Guesthouse Adjacent to Wheaton College
Guest house in Chicago
4.98 out of 5 average rating, 44 reviewsBotanical BnB. House in Avondale/Logan Square.
Guest house in Gary
5.0 out of 5 average rating, 5 reviewsFarm Themed Guesthouse! (NEW)
Guest house in Chicago
4.95 out of 5 average rating, 19 reviewsLogan Square Coach House
Guest house rentals with a washing machine and dryer
Guest house in Chicago
4.94 out of 5 average rating, 90 reviewsQuiet, Cozy 1-Bedroom Carriage House in Chicago
Guest house in Oak Park
4.99 out of 5 average rating, 77 reviewsStylish Coachhouse in lovely Oak Park!
Guest house in Villa Park
4.9 out of 5 average rating, 82 reviewsEclectic Coach House Apartment
Guest house in Chicago
4.88 out of 5 average rating, 74 reviewsHidden Cottage in Logan Square
Guest house in Evanston
4.91 out of 5 average rating, 78 reviewsCozy Guesthouse near NU - next to Lee Street Beach
Guest house in Lake Forest
4.95 out of 5 average rating, 98 reviewsThe Green Door - safe and calm with walkability
Guest house in Chicago
4.94 out of 5 average rating, 33 reviewsCharming private coach house
Guest house in Arlington Heights
4.92 out of 5 average rating, 25 reviewsCozy Chicago Suburban Apartment
Destinations to explore
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- Rentals with outdoor seating North Side
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