Alsip Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Alsip holiday rentals

Indoor pool
Sentral Michigan Avenue

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1026)
"My favorite place to stay hands-down"
United States
Michele
The price is HK$918
HK$1,306 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sentral Michigan Avenue
Front of property
Chicago luxury home suites

Chicago luxury home suites

Chicago luxury home suites
2.0 star property
Downtown Chicago
10.0 out of 10, Exceptional, (4)
"Amazing stay! The location is very central and close to everything. The room was spotless, and the mattress was very comfortable. I really appreciated that the property is pet friendly. I was able to bring my dog along, which made the trip even better. The view was absolutely stunning. The hosts were very responsive and helpful throughout our stay. Highly recommend!"
Canada
Alex
The price is HK$1,023
HK$1,201 total
includes taxes & fees
30 Dec - 31 Dec
Chicago luxury home suites
Interior
Gold Coast Living: Modern Studio Unit

Gold Coast Living: Modern Studio Unit

Gold Coast Living: Modern Studio Unit
Downtown Chicago
10.0 out of 10, Exceptional, (5)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is HK$536
HK$1,286 total
includes taxes & fees
4 Jan - 5 Jan 2026
Gold Coast Living: Modern Studio Unit
Fridge, microwave, oven, stovetop
West Loop Living – Bright 1BR

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (5)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is HK$490
HK$1,309 total
includes taxes & fees
4 Jan - 5 Jan 2026
West Loop Living – Bright 1BR
1 bedroom, WiFi, bed sheets
1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is HK$490
HK$1,309 total
includes taxes & fees
1 Jan - 2 Jan 2026
1BR Modern Luxe Apt with In-Unit Laundry
Interior
Twice as Nice: Chic 2BR Stay with Style & Space

Twice as Nice: Chic 2BR Stay with Style & Space

Twice as Nice: Chic 2BR Stay with Style & Space
Downtown Chicago
9.8 out of 10, Exceptional, (16)
"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "
United States
Shederia P.
The price is HK$536
HK$1,481 total
includes taxes & fees
1 Jan - 2 Jan 2026
Twice as Nice: Chic 2BR Stay with Style & Space
Fridge, microwave, oven, stovetop
Stylish 1BR in West Loop

Stylish 1BR in West Loop

Stylish 1BR in West Loop
Downtown Chicago
10.0 out of 10, Exceptional, (10)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is HK$490
HK$1,309 total
includes taxes & fees
1 Jan - 2 Jan 2026
Stylish 1BR in West Loop
Fridge, microwave, oven, stovetop
Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment
Downtown Chicago
10.0 out of 10, Exceptional, (2)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is HK$490
HK$1,309 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sun-Drenched 1BR Apartment
Interior
Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
2.0 star property
Downtown Chicago
The price is HK$490
HK$1,309 total
includes taxes & fees
5 Jan - 6 Jan 2026
Chicago-Themed 1BR in a Central Spot near Downtown
Fridge, microwave, oven, stovetop
The One: A 1BR Stay That Feels Like Home

The One: A 1BR Stay That Feels Like Home

The One: A 1BR Stay That Feels Like Home
Downtown Chicago
8.4 out of 10, Very good, (5)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
The price is HK$490
HK$1,309 total
includes taxes & fees
7 Jan - 8 Jan 2026
The One: A 1BR Stay That Feels Like Home
Business centre
Kasa River North Chicago

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (182)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Interior
River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (4)
"Great stay. I'm from the area but had friends visiting from out of town. This was a great location only a quick walk to Michigan Avenue and 15 minutes from the loop. The apartment was spacious, and I appreciated having disney plus/netflix signed into the TV. The check-in and check-out was really easy with an accompanying video and easy lockbox location. Host/company was also very communicative, and let me grab something I forgot in my rental after checking out!Parking space was also clutch, just...
United States
Amarah K.
The price is HK$777
HK$2,441 total
includes taxes & fees
5 Jan - 6 Jan 2026
River North Rooftop With In and Out Parking 3
Front of property – evening/night
Level Chicago – Old Town

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (406)
"Great location, clean room and friendly staff!"
United States
Scott
Level Chicago – Old Town
Private kitchen
ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments
2.0 star property
Near North Side
10.0 out of 10, Exceptional, (8)
"We loved at our stay at this property. It was one of the best stays we have had on vacation."
United States
Javeria
The price is HK$3,039
HK$5,200 total
includes taxes & fees
30 Dec - 31 Dec
ENVITAE Hotel 4 Bedroom Luxury Apartments
Fridge, microwave, oven, stovetop
Sleek 1BR Apt w/ Laundry

Sleek 1BR Apt w/ Laundry

Sleek 1BR Apt w/ Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveller
The price is HK$490
HK$1,309 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sleek 1BR Apt w/ Laundry
TV, offices
Complete 1BR Home Sum

Complete 1BR Home Sum

Complete 1BR Home Sum
Downtown Chicago
The price is HK$490
HK$1,309 total
includes taxes & fees
1 Jan - 2 Jan 2026
Complete 1BR Home Sum
Iron/ironing board, travel cot, bed sheets
Stylish Japanese-Themed 2BR Apt Close to Downtown

Stylish Japanese-Themed 2BR Apt Close to Downtown

Stylish Japanese-Themed 2BR Apt Close to Downtown
2.0 star property
Downtown Chicago
The price is HK$536
HK$1,481 total
includes taxes & fees
4 Jan - 5 Jan 2026
Stylish Japanese-Themed 2BR Apt Close to Downtown
Exterior
Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
9.4 out of 10, Exceptional, (18)
"Nice and cozy place to stay. We enjoyed our secluded area during our time here."
United States
Allison A.
The price is HK$521
HK$801 total
includes taxes & fees
31 Dec - 1 Jan 2026
Beautiful Rustic Cabin for Two!
Iron/ironing board, travel cot, WiFi, bed sheets
Modern Studio Near UChicago

Modern Studio Near UChicago

Modern Studio Near UChicago
Hyde Park
9.6 out of 10, Exceptional, (11)
"Clean room and convenient location! "
United States
Gabriela
The price is HK$443
HK$1,177 total
includes taxes & fees
4 Jan - 5 Jan 2026
Modern Studio Near UChicago
Interior
Sleek & Functional 2-Bedroom Apt

Sleek & Functional 2-Bedroom Apt

Sleek & Functional 2-Bedroom Apt
Hyde Park
9.6 out of 10, Exceptional, (4)
"Nice place for a girls trip weekend. "
United States
Madonna A.
The price is HK$451
HK$1,380 total
includes taxes & fees
5 Jan - 6 Jan 2026
Sleek & Functional 2-Bedroom Apt
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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Top Alsip Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"I had a great stay at this hotel. It was centrally located around so many things, the staff was incredibly friendly, and the room was exceptionally clean. I really enjoyed my stay and would definitely stay here again! The breakfast food at their restaurant was amazing as well! "
Cierra 1-night trip
Posted 20 hours ago
The Royal Sonesta Chicago Downtown

Find out more about Alsip

Search for holiday rentals in Alsip on Expedia! You can easily find your home rentals, villas, holiday apartments in Alsip using one of the methods below:

  • View our selection of featured holiday rentals in Alsip
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Look no further and take a look at our great range of rental properties in Alsip!

Frequently asked questions

Can I find holiday rentals in Alsip?

Yes, there are holiday rentals close to the most popular sights in Alsip, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Alsip. Make sure you have time to check out the football matches and cafés during your trip.

What are some of the best holiday rentals that Alsip has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Alsip offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

What can I see and do in Alsip?

While exploring the area, visit family-friendly sights like Childrens Museum of Oak Lawn, or get outside and enjoy nature at Millennium Park. Other popular places to visit in the area include Michigan Avenue and Soldier Field.

What are holiday rentals like in Alsip?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Alsip. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.