Far Southeast Side Vacation Rentals

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Vacation Rentals in Far Southeast Side

Vacation Home in Calumet Heights

9.6 out of 10, Exceptional, (13)
"Great place to stay. Host responded quickly to questions. Location was good and neighbor was quite. "
United States
Marchand J.
A Home Away From Home!

Condo in South Chicago

10.0 out of 10, Exceptional, (3)
"Clean apartment and great communication with host. Fixed any small problems very quickly. "
United States
Catherine F.
South Shore Chicago Condo-1 Block to Lake-WiFi-AC-Elevator-420 Friendly

Aparthotel in Downtown Chicago

4.0 star property
9.2 out of 10, Wonderful, (997)
"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "
United States
Nicole
$126 nightly
The price is $148
Dec 7 - Dec 8
Total with taxes and fees
Sentral Michigan Avenue

Aparthotel in Downtown Chicago

4.0 star property
9.0 out of 10, Wonderful, (390)
"Property was clean, centrally located with wonderful staff. Will definitely stay again."
United States
Michelle
$211 nightly
The price is $248
Dec 1 - Dec 2
Total with taxes and fees
Level Chicago – Old Town

Aparthotel in Downtown Chicago

4.0 star property
9.2 out of 10, Wonderful, (639)
"Room was very nice, location was wonderful."
United States
Nicholas
Kasa Magnificent Mile Chicago

Aparthotel in Downtown Chicago

4.0 star property
9.4 out of 10, Exceptional, (378)
"An excellent place to stay in Chicago downtown."
United States
ABDULHAFEEZ
Kasa South Loop Chicago

Aparthotel in Near West Side

4.0 star property
9.6 out of 10, Exceptional, (221)
"Staff was courteous. Great location."
United States
Pamela
The Neighborhood Hotel-Little Italy

Aparthotel in Downtown Chicago

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job."
Canada
pouya
$254 nightly
The price is $299
Dec 1 - Dec 2
Total with taxes and fees
Chicago luxury home suites

Aparthotel in Lakeview

2.0 star property
9.6 out of 10, Exceptional, (26)
"Excellent location and very clean! Would stay again!"
United States
Jacob
$84 nightly
The price is $99
Dec 1 - Dec 2
Total with taxes and fees
Wrigleyville Suites

Aparthotel in Downtown Chicago

4.0 star property
9.4 out of 10, Exceptional, (180)
"Awesome stay "
United States
Sally
$347 nightly
The price is $407
Dec 5 - Dec 6
Total with taxes and fees
Kasa River North Chicago

Apartment in Lakeview

9.0 out of 10, Wonderful, (37)
"Perfect for our needs, clean, convenient and great value. "
United States
Lisa B.
$145 nightly
The price is $159
Dec 1 - Dec 2
Total with taxes and fees
Clean & Equipped 1BR Apt

Aparthotel in Harvey

3.0 star property
3.8 out of 10, (67)
"Good "
United States
Abel
$81 nightly
The price is $91
Dec 1 - Dec 2
Total with taxes and fees
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Condo in West Town

10.0 out of 10, Exceptional, (200)
"Great house with a great rooftop. "
United States
Francisco
NEW LUXURY PENTHOUSE CONDO

Aparthotel in Bridgeport

2.0 star property
$331 nightly
The price is $389
Dec 1 - Dec 2
Total with taxes and fees
Stylish Apartment near Chicago Downtown

Apartment in Lakeview

9.2 out of 10, Wonderful, (27)
"The apartment was as described and the customer service was amazing! "
United States
Michael M.
$165 nightly
The price is $180
Dec 8 - Dec 9
Total with taxes and fees
Lakeview 2BR Apartment

Aparthotel in West Town

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
United States
tomonobu
Art Villa

Apartment in Downtown Chicago

10.0 out of 10, Exceptional, (10)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
United States
Jacob D.
$163 nightly
The price is $180
Dec 8 - Dec 9
Total with taxes and fees
Stylish 1BR in West Loop

Apartment in Near West Side

10.0 out of 10, Exceptional, (269)
"Beautiful property fully loaded with amenities."
United States
Allie P.
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

Apartment in Downtown Chicago

9.6 out of 10, Exceptional, (14)
"Host was easy to communicate with and very thoughtful. We were in town for a concert and they gifted us with ear protection for us all. Location was great too "
United States
Tiffany N.
$168 nightly
The price is $184
Dec 2 - Dec 3
Total with taxes and fees
Twice as Nice: Chic 2BR Stay with Style & Space

Vacation Home in South Shore

9.4 out of 10, Exceptional, (24)
"Everything was perfect with the property and the host even came to help right away when we had one issue with the lights."
United States
Isaiah P.
LakeHouse
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 Far Southeast Side Hotel Reviews

Find out more about Far Southeast Side

Everything you need to know about Far Southeast Side vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Far Southeast Side vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Far Southeast Side vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Far Southeast Side vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Far Southeast Side. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Far Southeast Side in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $91 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Far Southeast Side rentals

At Expedia, we put the best Far Southeast Side vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Far Southeast Side rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Far Southeast Side vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Far Southeast Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.