Hillside Holiday House Rentals from AU$374: Search Holiday Homes

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Our top choices for Hillside holiday homes

A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

1. LUXE 3 BR, 2 BA + Hot Tub

Elmhurst

Anonymous traveller

includes taxes & fees

16 Nov - 17 Nov

A spacious bedroom with a large bed, a desk, and a chair.

2. Westchester House | Sleeps 10 | Near Chicago & Parks | Close to Restaurants & Easy Local Transport Access | Long private driveway

Westchester

Jenny W.

includes taxes & fees

10 Nov - 11 Nov

A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

3. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Maywood

Carl T.

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a sofa, coffee table, and chairs. There is a bookshelf with books and a TV mounted on the wall.

4. New Elmhurst Gem|Sleeps 10|Game Room|Near City Ctr

Elmhurst

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with stainless steel appliances, a dining area with a wooden table and chairs, and a large cityscape painting on the wall.

5. Charming 3BR/2BA Retreat in Villa Park – Comfort, Space & Convenience!

Villa Park

Robin C.

includes taxes & fees

10 Nov - 11 Nov

A modern bedroom with a bed, bedside tables, a potted plant, and a patterned rug.

6. Lovely 3-bedroom house in Villa Park with WiFi and AC

Villa Park

Jessica F.

includes taxes & fees

10 Nov - 11 Nov

A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

7. Spacious 2BR • Full Basement w/Fireplace • Coffee Bar • Pets OK• Gam...

Brookfield

Steve H.

A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

8. Back Unit Patio, Balcony, Yard, Smart TVs, W/D

Westmont

Kelly K.

includes taxes & fees

1 Dec - 2 Dec

A modern living room with a grey sofa, a white armchair, a coffee table, and a TV. There is a kitchen area in the background with a dining table and chairs.

9. Cozy Home | King Bed | 10P | Metra |Chicago Suburb

Highland Hills

"I booked this property because I was told (before I made the reservation) that the bedroom and one of the bathrooms were on the main floor. I specifically inquired whether my mother-in-law would need to use stairs to access a bedroom and bathroom. In the words of the host, "the main living area, kitchen, two bedrooms and a full bathroom are on the main floor. Only the basement requires the use of steps ". This was not the case. The two bedrooms and a full bathroom are up a flight of 5...

Denise G.

includes taxes & fees

18 Nov - 19 Nov

A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

10. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Westmont

Tomas R.

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with dark cabinets, stainless steel appliances, and a patterned tile backsplash.

11. 5-minute walk to the largest old school arcade in America! Family friendly.

Brookfield

Ryan S.

includes taxes & fees

16 Nov - 17 Nov

12. Vibrant House, Walk to Train, Game Room

Brookfield

Chasity D.

A garage with a white door, brick pillars, and a car parked inside.

13. Bright & Spacious Oak Park Getaway 2BR, 1.5BA + Covered Garage Parking

Oak Park

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with a marble countertop, stainless steel appliances, and light wood flooring.

14. 3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare

Addison

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

15. Classic Forest Park Foursquare < 1 Mi to Blue Line

Forest Park

LEM R.

includes taxes & fees

10 Nov - 11 Nov

A single-story house with a covered porch, a front door, and a small garden area.

16. Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Oak Park

Willow M.

includes taxes & fees

10 Nov - 11 Nov

A dining table with a bottle of wine, two glasses, a vase with white flowers, and a cheese board with fruits.

17. Sleeps 18 • 8BR • Game Room • Gym • Theater

Portage Park

Anonymous traveller

includes taxes & fees

10 Nov - 11 Nov

A building with a sign reading 'Hale Street Cantina' and a brick facade.

18. ✽ Charming Cottage ✽ close to College/Town/Station

Wheaton

Laurie R.

includes taxes & fees

11 Nov - 12 Nov

Step into a bright, airy space where comfort and style flow seamlessly from the cozy living area into a chic dining room. Whether you're curled up on the sectional with a blanket and coffee or gathering around the modern wood table for a meal with fr

19. Theater • Game Room • Gym • Firepit • 4BR Home

Belmont Cragin

Jason

includes taxes & fees

10 Nov - 11 Nov

A white two-story house with a porch, steps, and a small table with chairs.

20. Oak Park Victorian by FLW Studio

Oak Park

Margaret L.

includes taxes & fees

10 Nov - 11 Nov

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Learn more about Hillside

This small village offers a peaceful escape with its charming Hillside Park and community events throughout the year. Grab a bite at local family restaurants before exploring nearby Forest Park's beautiful Concordia Cemetery or Oak Park's Frank Lloyd Wright attractions.

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