House holiday rentals in Highland Park
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Top-rated house rentals in Highland Park
Guests agree: these houses 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 house rentals in Highland Park
House rentals with a pool
Home in Grayslake
4.95 out of 5 average rating, 109 reviewsHuge Indoor Pool &Theater - link moved see details
Home in Miller
4.93 out of 5 average rating, 127 reviewsBayless Dune Lodge at West Beach - Indiana Dunes!
Home in Lake Geneva
4.91 out of 5 average rating, 126 reviewsHome away from Home
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Home in Grayslake
5 out of 5 average rating, 18 reviewsFamily-sized Indoor Heated Pool & Movie Theater!
Home in Plainfield
4.95 out of 5 average rating, 64 reviewsLarge Spanish style Home (w/heated pool)
Home in McHenry
4.98 out of 5 average rating, 48 reviewsHighwood Haven
Weekly house rentals
Home in North Park
4.95 out of 5 average rating, 133 reviewsChicago Riverhouse with private fenced in patio!
Home in Joliet
4.84 out of 5 average rating, 164 reviewsCozy Private Cottage in the Cathedral District
Home in West Loop
4.98 out of 5 average rating, 322 reviewsCozy garden apartment historic Jackson Bvld.
Home in Highland Park
4.97 out of 5 average rating, 66 reviewsCharming Ranch-Style Cottage
Home in Highland Park
4.93 out of 5 average rating, 41 reviewsWitness Sunrise Over Lake Michigan
Home in Deerfield
4.96 out of 5 average rating, 26 reviewsLake Forest Country Estate
Home in Highland Park
4.82 out of 5 average rating, 33 reviewsModern Luxe Home w/Gameroom and Electric Fireplace
Home in Highland Park
4.87 out of 5 average rating, 45 reviewsA Wonderful Getaway Home on the North Shore!
Private house rentals
Home in North Chicago
4.95 out of 5 average rating, 37 reviewsSpacious 2-br, 1 bath home w/AC near Naval Base
Home in Libertyville
5 out of 5 average rating, 14 reviewsPrivate Get A Way
Home in McHenry
5 out of 5 average rating, 8 reviewsThe Acorn @ Oaks on The Fox
Home in Grayslake
4.96 out of 5 average rating, 50 reviewsAdorable 2-bedroom home near downtown Grayslake!
Home in Arlington Heights
5 out of 5 average rating, 22 reviewsTop-notch clean, infants, kids, pets welcomed
Home in Evanston
5 out of 5 average rating, 62 reviewsLarimer Park Carriage House
Home in Berwyn
4.99 out of 5 average rating, 85 reviewsRetro Modern Bungalow | fire pit | pet friendly
Home in Kenosha
4.97 out of 5 average rating, 30 reviewsSister House Cottage-Beachy Charm-Screened Porch
Quick stats about house rentals in Highland Park
Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.1K reviews
Nightly prices starting at
€ 37 before taxes and fees
Destinations to explore
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