Vacation Rentals in Hillside, IL: Compare 10+ Sites & Save

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272 Best Vacation Rentals in Hillside (Starting from $88)

Westchester Retreat King bed
Westchester Retreat King bed
House
Westchester, IL, USA
2.5k from Hillside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$444
Average price / night
Check Availability
Cozy Westchester Retreat Near Chicago & Parks
Cozy Westchester Retreat Near Chicago & Parks
House
Westchester, IL, 60154, United States
1.6k from Hillside center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

4 Bedrooms8 Guests
New to Booking
$659
Average price / night
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Luxury King Bd w Game Room & Fire Pit 17 miles to Downtown
Luxury King Bd w Game Room & Fire Pit 17 miles to Downtown
House
Westchester, IL, USA
2.8k from Hillside center

Luxury, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$507
Average price / night
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A beautiful home in quiet Westchester
A beautiful home in quiet Westchester
House
Westchester, IL, 60154, United States
1.6k from Hillside center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
9.4

Superb

13 reviews

$432
Average price / night
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13 Mi to Dtwn Chicago Maywood Home with Fireplace
13 Mi to Dtwn Chicago Maywood Home with Fireplace
House
Maywood, IL, USA
3.6k from Hillside center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$244
Average price / night
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Welcoming 3-bedroom house with central air located in charming Westchester
Welcoming 3-bedroom house with central air located in charming Westchester
House
Westchester, IL, 60154, United States
2.0k from Hillside center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$364
Average price / night
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Whole house near city with private parking
Whole house near city with private parking
House
Maywood, IL, USA
5.0k from Hillside center

Air Conditioner, Pet Friendly, Internet, Parking, Child Friendly

2 Bedrooms4 Guests
New to Booking
$138
Average price / night
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Enamored in Elmhurst
Enamored in Elmhurst
House
Elmhurst, IL, 60126, United States
2.1k from Hillside center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms14 Guests
10.0

Exceptional

16 reviews

$507
Average price / night
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Elmhurst 3BR House with Modern Farmhouse Charm
Elmhurst 3BR House with Modern Farmhouse Charm
House
Elmhurst, IL, USA
6.3k from Hillside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$449
Average price / night
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Spacious 4BR house in lovely Bellwood Near O'Hare for all occasions
Spacious 4BR house in lovely Bellwood Near O'Hare for all occasions
House
Bellwood, IL, 60104, United States
2.1k from Hillside center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms12 Guests
New to Booking
$532
Average price / night
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Perfect Location Near Ohare LCP Collection
Perfect Location Near Ohare LCP Collection
House
Melrose Park, IL, USA
6.4k from Hillside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$929
Average price / night
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Modern 2Bdrm Westchester Home with brand-new out door HOT TUB
Modern 2Bdrm Westchester Home with brand-new out door HOT TUB
House
Westchester, IL, 60154, United States
2.1k from Hillside center

Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Laundry, No Smoking

2 Bedrooms5 Guests
10.0

Exceptional

20 reviews

$264
Average price / night
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Convenient Mid and Extended Stay Near Airport
Convenient Mid and Extended Stay Near Airport
Apartment
Franklin Park, IL, USA
6.5k from Hillside center

Apartments, Accommodations, Parking, Lodgings, Places to stay

5 Bedrooms12 Guests
New to Booking
$88
Average price / night
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Charming 2-bedroom apartment in fabulous Westchester with AC, WiFi
Charming 2-bedroom apartment in fabulous Westchester with AC, WiFi
Apartment
Westchester, IL, 60154, United States
2.2k from Hillside center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms8 Guests
8.0

Good

1 reviews

$433
Average price / night
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Sleeps 10 + Coffee bar + Game Room + Train to CHGO
Sleeps 10 + Coffee bar + Game Room + Train to CHGO
House
Brookfield, IL, USA
6.8k from Hillside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

4 Bedrooms13 Guests
New to Booking
$357
Average price / night
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LUXE 3 BR, 2 BA + Hot Tub
LUXE 3 BR, 2 BA + Hot Tub
House
Elmhurst, IL, 60126, United States
2.2k from Hillside center

AC, Dryer, Heater, Internet, Kitchen, Laundry, No Smoking, Patio, Washer

3 Bedrooms8 Guests
8.8

Fabulous

40 reviews

$287
Average price / night
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Peaceful One Bedroom Home near Chicago
Peaceful One Bedroom Home near Chicago
Apartment
Forest Park, IL, USA
6.9k from Hillside center

Parking, Security/Safety, Fireplace/Heating, Internet, Laundry, Air Conditioner, Child Friendly

1 Bedroom2 Guests
New to Booking
$223
Average price / night
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King Bed, Game Room & Fire Pit | LCP Collection
King Bed, Game Room & Fire Pit | LCP Collection
House
Westchester, IL, 60154, United States
2.3k from Hillside center

AC, Barbecue, Fireplace, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
8.0

Good

4 reviews

$508
Average price / night
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Comfy One Bed Apartment in Forest Park
Comfy One Bed Apartment in Forest Park
Apartment
Forest Park, IL, USA
6.9k from Hillside center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
8.0

Good

1 reviews

$207
Average price / night
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Stylish Buckingham Getaway / Game Room, Fire Pit & Outdoor Lounge
Stylish Buckingham Getaway / Game Room, Fire Pit & Outdoor Lounge
House
Westchester, IL, 60154, United States
2.4k from Hillside center

AC, Dryer, Heater, Laundry, No Smoking, Washer

4 Bedrooms8 Guests
9.4

Superb

3 reviews

$540
Average price / night
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Whispering Oaks Retreat
Whispering Oaks Retreat
House
Forest Park, IL, USA
7.0k from Hillside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

5 Bedrooms11 Guests
New to Booking
$915
Average price / night
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Cozy Chic Home close to Oakbrook
Cozy Chic Home close to Oakbrook
House
Westchester, IL, 60154, United States
2.4k from Hillside center

AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms8 Guests
New to Booking
$293
Average price / night
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PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
House
Westchester, IL, 60154, United States
2.5k from Hillside center

AC, Balcony, Barbecue, Breakfast Included, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms10 Guests
9.8

Exceptional

20 reviews

$534
Average price / night
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Modern 3BR Home w/ Huge Backyard | LCP Collection
Modern 3BR Home w/ Huge Backyard | LCP Collection
House
Westchester, IL, 60154, United States
2.5k from Hillside center

AC, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$391
Average price / night
Check Availability
3-bedroom building in lovely Westchester with AC, WiFi. Enjoy your stay
3-bedroom building in lovely Westchester with AC, WiFi. Enjoy your stay
House
Westchester, IL, 60154, United States
2.7k from Hillside center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms5 Guests
8.0

Good

2 reviews

$301
Average price / night
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Bright & Cozy Elmhurst Stay • 3BR/2BA
Bright & Cozy Elmhurst Stay • 3BR/2BA
House
Elmhurst, IL, 60126, United States
4.2k from Hillside center

AC, Barbecue, Free Parking, Internet, Kitchen, No Smoking, TV, Washer

8.0

Good

1 reviews

$423
Average price / night
Check Availability
King Bed - Entire Home - Private corner lot
King Bed - Entire Home - Private corner lot
House
Elmhurst, IL, 60126, United States
4.4k from Hillside center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.4

Superb

22 reviews

$312
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Hillside.

Stay Near Hillside's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Hillside Vacation Rentals on the Map

Frequently Asked Questions

You can explore 272 verified vacation rentals in Hillside. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Hillside vary depending on the season, property size, and location. Rates typically start from around $88 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Hillside include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Hillside welcome pets. Currently, 49 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Hillside often include amenities such as Fireplace/Heating, Laundry, and Pet Friendly. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.