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Compare 764 Vacation Homes in Hillside with updated reviews, rates, and availability.

Great 3 bedroom rental unit near Logan Square

9.4 out of 10, Exceptional, (30)
"Safe neighborhood and super responsive host. I would definitely book again."
Great 3 bedroom rental unit near Logan Square

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

10.0 out of 10, Exceptional, (166)
"Great location, lots of space for gathering and hanging out. Tons of sleeping areas, air mattresses couches, futons, etc. Great for large groups of adults. Caution: Lots of stairs."
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

Cozy 3-bedroom house in family-oriented Melrose Park.

10.0 out of 10, Exceptional, (9)
Cozy 3-bedroom house in family-oriented Melrose Park.

Updated Forest Park 3 BR Bungalow

10.0 out of 10, Exceptional, (102)
"This Forest Park bungalow was perfect for our ladies weekend. It is clean, comfortable, updated, charming, well stocked with supplies, has off-street parking, and is convenient to the city. I highly recommend this lovely home."
Updated Forest Park 3 BR Bungalow

Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East

10.0 out of 10, Exceptional, (4)
"This property was great for our group! It was clean and ready to use when we got there. There was even snacks left out for us! "
Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

9.2 out of 10, Wonderful, (90)
"Short walk to so many great restaurants, bars, cafes, and more. Great location and the stay was great. Communication and expectations were clear from the start and made for an easy stay. "
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Charming ModernRetro Home!

9.2 out of 10, Wonderful, (14)
"The property was great, there were plenty of beds and the neighborhood was alive and vibrant. Would highly recommend a stay here."
Charming ModernRetro Home!

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (164)
"Very clean and well maintained. Would stay again for sure. "
Historic home with easy access to Chicago

Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

9.4 out of 10, Exceptional, (12)
"House was clean and the check in process was easy. The gated driveway easily fit 3 cars with room to spare."
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!

9.4 out of 10, Exceptional, (18)
"Property in a nice neighborhood. Nice location near a lot amenities. Easy checkin. Plenty space as needed. "
2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!

Berwyn Beauty

10.0 out of 10, Exceptional, (15)
"Very nice place to stay"
Berwyn Beauty

BoHo House - A Chic, 1903 Chicago Workers Cottage

10.0 out of 10, Exceptional, (10)
"Perfect location! A+ for all the little details and cleanliness. "
BoHo House - A Chic, 1903 Chicago Workers Cottage

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

LUXE 3 BR, 2 BA + Hot Tub

9.0 out of 10, Wonderful, (24)
"Everything was nice and cleaned.Will stay again "
The price is SAR 1,032
SAR 1,709 total
includes taxes & fees
27 May - 28 May
LUXE 3 BR, 2 BA + Hot Tub

Spacious 5-bedroom house with movie room, game room and more!

10.0 out of 10, Exceptional, (3)
"We had an amazing stay everything was nice abd very well maintained. If I’m ever in the area again will stay again "
Spacious 5-bedroom house with movie room, game room and more!

House with garage, outdoor dining and basement bar

House with garage, outdoor dining and basement bar

Spacious and Sleek 4BD/2.5BA - Logan Square!

9.4 out of 10, Exceptional, (18)
"Our stay was very comfortable for 3 days while we explored Chicago with friends. Bedrooms are very functional and property manager is very responsive to needs or issues that need immediate attention. "
Spacious and Sleek 4BD/2.5BA - Logan Square!

Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

9.6 out of 10, Exceptional, (9)
"Very quiet and close to CTA , Old Town easy access to the city"
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

Great place to stay in Warrenville

10.0 out of 10, Exceptional, (55)
"We rented this property for a family wedding in the area. The spacious layout was great for family gatherings. "
Great place to stay in Warrenville

Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

9.6 out of 10, Exceptional, (20)
"The home was perfect for us. Very comfortable and the dogs enjoyed the back yard."
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
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.
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Other property types in Hillside

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (737)
"Great family place to stay. "
The price is SAR 507
SAR 705 total
includes taxes & fees
30 Apr - 1 May
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (484)
"Great stay "
The price is SAR 440
SAR 517 total
includes taxes & fees
26 May - 27 May
Sonder South Wabash

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (276)
"Charming, minimalist, accessible and modern, just what I needed, ideal for couples or single people who want to enjoy the city."
The price is SAR 489
SAR 574 total
includes taxes & fees
26 May - 27 May
Sonder Market Hall
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.