House vacation rentals in Highland Park
Find and book unique houses on Airbnb
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
Sep 26 – Oct 3
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
Feb 9 – 16
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Aug 17 – 24
Home in Grayslake
5.0 out of 5 average rating, 15 reviewsFamily-sized Indoor Heated Pool & Movie Theater!
Jan 8 – 15
Home in McHenry
5.0 out of 5 average rating, 37 reviewsHighwood Haven
Oct 25 – Nov 1
Home in Genoa City
5.0 out of 5 average rating, 34 reviewsFamily Getaway by Lake Geneva - Games Pool & Yard
Feb 10 – 17
Home in Wonder Lake
4.81 out of 5 average rating, 63 reviewsGreat kayaking, biking, hiking get away
Jan 26 – Feb 2
Home in Glen Ellyn
4.94 out of 5 average rating, 16 reviewsGlen Ellyn Home
Jul 23 – 30
Weekly house rentals
Home in Chicago
4.98 out of 5 average rating, 206 reviewsWrigleyville Southport Studio
Dec 1 – 8
Home in Highland Park
4.98 out of 5 average rating, 59 reviewsCharming Ranch-Style Cottage
Nov 28 – Dec 5
Home in Highland Park
4.92 out of 5 average rating, 39 reviewsWitness Sunrise Over Lake Michigan
Oct 11 – 18
Home in Deerfield
4.96 out of 5 average rating, 26 reviewsLake Forest Country Estate
May 23 – 30
Home in Northbrook
5.0 out of 5 average rating, 17 reviewsNorthbrook Retreat with Ample Outdoor Space
Sep 8 – 15
Home in Wilmette
4.98 out of 5 average rating, 92 reviewsUnique porcelain-enamel paneled "Lustron" home
Sep 11 – 18
Home in Highland Park
4.86 out of 5 average rating, 43 reviewsA Wonderful Getaway Home on the North Shore!
Feb 27 – Mar 6
Home in Lake Forest
5.0 out of 5 average rating, 6 reviewsParkside Cottage Near the Train
Apr 14 – 21
Private house rentals
Home in North Chicago
4.95 out of 5 average rating, 57 reviewsThe Perfect home for the family!
Oct 10 – 17
Home in Waukegan
4.91 out of 5 average rating, 65 reviewsThe Indigo Cottage
Mar 26 – Apr 2
Home in Libertyville
5.0 out of 5 average rating, 12 reviewsPrivate Get A Way
Oct 5 – 12
Home in Antioch
4.96 out of 5 average rating, 27 reviewsHideaway Lakehouse
May 9 – 16
Home in North Chicago
4.97 out of 5 average rating, 33 reviewsSpacious 2-br, 1 bath home w/AC near Naval Base
Aug 30 – Sep 6
Home in Evanston
5.0 out of 5 average rating, 55 reviewsLarimer Park Carriage House
Dec 24 – 31
Home in Berwyn
5.0 out of 5 average rating, 77 reviewsRetro Modern Bungalow | free parking | fire pit
Nov 3 – 10
Home in Arlington Heights
5.0 out of 5 average rating, 18 reviewsSun-filled luxury, walk to AHdowntown, fenced yard
Feb 10 – 17
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
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