House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Highland Park house rentals
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 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 McHenry
4.98 out of 5 average rating, 46 reviewsHighwood Haven
Home in Genoa City
5.0 out of 5 average rating, 35 reviewsFamily Getaway by Lake Geneva - Games Pool & Yard
Home in Grayslake
5.0 out of 5 average rating, 17 reviewsFamily-sized Indoor Heated Pool & Movie Theater!
Home in Chicago
4.87 out of 5 average rating, 39 reviewsLuxury Cabin in Lakeview
Home in Glen Ellyn
4.94 out of 5 average rating, 18 reviewsGlen Ellyn Home
Weekly house rentals
Home in Des Plaines
4.79 out of 5 average rating, 312 reviewsUrban Farmhouse near O'Hare
Home in Chicago
4.9 out of 5 average rating, 338 reviewsPrivate 3rd Floor Apartment
Home in West Chicago
4.92 out of 5 average rating, 109 reviewsThe Train Conductor's Cottage
Home in Twin Lakes
4.93 out of 5 average rating, 135 reviewsCove at 420: Modern Lake Front Home near Chicago
Home in South Elgin
4.89 out of 5 average rating, 125 reviewsRiver Front 3 bed 2 bath! Custom luxury getaway!
Home in Elgin
4.89 out of 5 average rating, 107 reviewsCharming Elgin Home with a Great Location
Home in Waukegan
4.78 out of 5 average rating, 209 reviewsModern home. Near naval base, Six flags and Casino
Home in Chicago
4.95 out of 5 average rating, 328 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
Private house rentals
Home in Highland Park
4.87 out of 5 average rating, 45 reviewsA Wonderful Getaway Home on the North Shore!
Home in Northbrook
5.0 out of 5 average rating, 20 reviews*King bed *Outdoor Living *Sought-After Area
Home in Lake Forest
5.0 out of 5 average rating, 11 reviewsParkside Cottage Near the Train
Home in Highland Park
4.81 out of 5 average rating, 31 reviewsModern Luxe Home w/Gameroom and Electric Fireplace
Home in Waukegan
4.91 out of 5 average rating, 70 reviewsThe Indigo Cottage
Home in Palatine
4.86 out of 5 average rating, 42 reviewsPrivate Room with attach bath and personal kitchen
Home in North Chicago
4.94 out of 5 average rating, 36 reviewsSpacious 2-br, 1 bath home w/AC near Naval Base
Home in Grayslake
4.96 out of 5 average rating, 49 reviewsAdorable 2-bedroom home near downtown Grayslake!
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
$40 before taxes and fees
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