Guest house holiday rentals in West Side
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Top-rated guest house rentals in West 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 West Side
Family-friendly guest house rentals
Guest house in Wheaton
4.95 out of 5 average rating, 390 reviewsCozy private coach house in Wheaton
Guest house in Chicago
4.95 out of 5 average rating, 368 reviewsCozy Coach House
Guest house in Oak Park
4.88 out of 5 average rating, 458 reviewsCoachhouse in central OP 4 blk to L
Guest house in Chicago
4.88 out of 5 average rating, 252 reviewsThe Rectory
Guest house rentals with a patio
Guest house in Villa Park
4.84 out of 5 average rating, 44 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
4.92 out of 5 average rating, 13 reviewsPrivate Coach House / Easy Commute
Guest house in Chicago
5.0 out of 5 average rating, 27 reviewsMultiManor: A Renovated Bucktown Coach House
Guest house in Wheaton
Guesthouse Adjacent to Wheaton College
Guest house in Chicago
4.75 out of 5 average rating, 36 reviewsHistoric Washington-Hyde Park Greystone
Guest house in Chicago
4.94 out of 5 average rating, 18 reviewsLogan Square Coach House
Guest house in Chicago
4.98 out of 5 average rating, 41 reviewsBotanical BnB. House in Avondale/Logan Square.
Guest house rentals with a washing machine and dryer
Guest house in Chicago
4.9 out of 5 average rating, 50 reviewsCharming Logan Square Coach House
Guest house in Chicago
4.88 out of 5 average rating, 72 reviewsHidden Cottage in Logan Square
Guest house in Chicago
4.94 out of 5 average rating, 86 reviewsQuiet, Cozy 1-Bedroom Carriage House in Chicago
Guest house in Chicago
4.94 out of 5 average rating, 32 reviewsCharming private coach house
Guest house in Villa Park
4.92 out of 5 average rating, 78 reviewsEclectic Coach House Apartment
Guest house in Chicago
4.97 out of 5 average rating, 79 reviewsPrivate Historic Coach House Wicker Park
Guest house in Evanston
4.91 out of 5 average rating, 77 reviewsCozy Guesthouse near NU - next to Lee Street Beach
Guest house in Chicago
4.93 out of 5 average rating, 84 reviewsModern Chicago Home Away from Home
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
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- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
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- Rentals with breakfast West Side
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- Flat rentals West Side
- Rentals with a firepit West Side
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- Rentals with a hot tub West Side
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- Pet-friendly rentals West Side
- Smoking-friendly rentals West Side
- Rentals with an EV charger West Side
- Rentals with a sauna West Side
- Rentals with beach access West Side
- Loft rentals West Side
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- Rentals with a cinema West Side
- Rentals with a washing machine and dryer West Side
- Rentals with pools West Side
- Rentals with outdoor seating West Side
- Rentals with a balcony West Side
- Rentals with a patio West Side
- Rentals with a fireplace West Side
- House rentals West Side
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- Apartment rentals West Side
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- House rentals Cook County
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- Yurt Rentals United States
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