Hillside Holiday Homes

More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers

Flexibility matters
24/7 support, so you can book with confidence

Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^

Featured Holiday Homes in Hillside

Don't see what you're looking for?
See all available properties in Hillside
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Holiday Accommodation Hillside

You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Hillside are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Hillside itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.

Hillside holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.

If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Hillside, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.

Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Hillside with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.

Hillside Holiday Homes essential information

Accommodation
601 Holiday Homes
Lowest Price
NZ$190
Highest Price
NZ$540
Popular accommodation
Cozy Midway Home , Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!, Lincoln Park Living - Suite 2!, Great 3 bedroom rental unit near Logan Square, Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!, Elegant Mayor's Manor in Central Chicago - 9 Beds + Futons, Close to Downtown!, Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design, Charming 3-bedroom house with AC and WiFi in serene Des Plaines near O’Hare , Chicago Bootlegger House Sleeps 11-22 with 3 parking spots, ⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐, Wicker Park Entire House, Private Yard and Parking!, Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Top trending hotels in Hillside

^Eligibility requirements and conditions apply