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Vacation rental on the North Shore
Our directory has 28 vacation rental on the North Shore. They are spread over 2 towns, led by Skokie and Evanston. About 25% list a website.
28 places Checked October 2026
By town
CCasa 22 Luxury & Modern 3BD 2BA Home in SkokieLodging · Vacation rentalSkokie, IL 60077, SkokieWebsiteGGorgeous 15BD & 5.5BR House w/Ninja Gym - Skokie!Lodging · Vacation rentalSkokie, IL 60076, SkokieWebsiteLLovely 2-bedroom apartment with AC in enjoyable SkokieLodging · Vacation rentalSkokie, IL 60077, SkokieWebsiteLLuxury 6BD & 5.5BR House w/Ninja Gym Near ChicagoLodging · Vacation rentalSkokie, IL 60076, SkokieWebsiteMMid Century Elegance in Evanston: Vintage Apt 2 BR + Office / Den Guest RoomLodging · Vacation rentalEvanston, IL 60201, EvanstonWebsiteNNew Chic 6bd 2 bth Ranch Home, Skokie w/basementLodging · Vacation rentalSkokie, IL 60077, SkokieWebsiteSSkokie Gem: Walk to Train, I-94 Access & Pet-FriendlyCottage · Vacation rentalSkokie, IL 60077, SkokieWebsiteAAcross St Francis Hospital and near NorthwesternApartments · Vacation rentalEvanston, IL 60202, EvanstonBBright and Spacious 2-Bedroom Skokie Home – With 2 Parking SpotsLodging · Vacation rentalSkokie, IL 60077, SkokieCCasa 22 Luxury Modern 3BD 2BA Home in SkokieCottage · Vacation rentalSkokie, IL 60077, SkokieCCharming 2 bedroom Apartment Near Everything- Monthly rentalLodging · Vacation rentalSkokie, IL 60077, SkokieCCozy 1-Bedroom House in Tranquil Skokie With ParkingCottage · Vacation rentalSkokie, IL 60077, SkokieCCozy 2 bedroom house /w garage in SkokieHouse · Vacation rentalSkokie, IL 60077, SkokieCCozy 2 bedroom house/w garage in SkokieCottage · Vacation rentalSkokie, IL 60077, SkokieCCozy 4-bedroom house in adorable Evanston with WiFi, ACLodging · Vacation rentalEvanston, IL 60201, EvanstonCCozy Skokie Home about 16 Mi to Downtown Chicago! - Vacation HomeLodging · Vacation rentalSkokie, IL 60077, SkokieCCozy Skokie Home ~ 16 Mi to Downtown Chicago!House · Vacation rentalSkokie, IL 60077, SkokieFFamily-Friendly 4BR Skokie Home - GarageCottage · Vacation rentalSkokie, IL 60076, SkokieGGorgeous 12BD 5.5BR House w /Ninja Gym - Skokie!Lodging · Vacation rentalSkokie, IL 60076, SkokieHHistoric Manor House Private Guest Suite EvanstonLodging · Vacation rentalEvanston, IL 60202, EvanstonHHoliday home with 3 bedrooms for 6 personsLodging · Vacation rentalSkokie, IL 60076, SkokieHHome Sweet Home \nSpacious 4bedroom house with WiFi Parking in fantastic SkokieLodging · Vacation rentalSkokie, IL 60076, SkokieLLarge house in Chicago suburb\nLodging · Vacation rentalSkokie, IL 60076, SkokiePPet-Friendly Family Apartment - Near NU Campus! - ApartmentLodging · Vacation rentalEvanston, IL 60201, EvanstonQQuiet cozy 2-bedroom apartment with AC in vibrant SkokieLodging · Vacation rentalSkokie, IL 60077, SkokieSSkokie 9 bed 4 bedrooms houseHouse · Vacation rentalSkokie, IL 60077, SkokieSSpacious newly rehabbed, 5-bedroom house in nice Skokie with AC, WiFiHouse · Vacation rentalSkokie, IL 60076, SkokieSStunning home in Skokie - Four-Bedroom HouseHouse · Vacation rentalSkokie, IL 60076, Skokie