Far Southeast Side Holiday Rentals, Chicago: Private House Rentals

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Our top choices for Far Southeast Side hotels

A multi-story building with a brick facade, multiple windows, and a covered walkway.

A hallway with a glass door, a window with a view of the outside, and a ceiling-mounted air conditioning unit.

A hotel room with a bed, a dresser, a desk, and a mirror.

A bathroom with a toilet, sink, and bathtub.

1. Admiral Motel By Oyo Chicago I-94

Chatham

Arlex

Rp1.478.690

Rp1.735.833 total

includes taxes & fees

27 Oct - 28 Oct

A spacious lobby with a modern design, featuring a seating area with sofas and armchairs, a staircase, and large windows providing natural light.

A Wingate by Wyndham hotel with a symmetrical facade, large windows, and a central entrance.

A hotel room with a bed, a desk, a chair, a sofa, and a television.

A swimming pool with lounge chairs and a view of the outside.

2. Wingate by Wyndham Tinley Park

Tinley Park

Gregory

Rp2.215.789

Rp2.503.398 total

includes taxes & fees

12 Oct - 13 Oct

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.

3. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Shanequa

Rp4.890.832

Rp6.434.695 total

includes taxes & fees

29 Oct - 30 Oct

A modern kitchen with a large window, a dining area, and a view of the sea.

A modern restaurant interior with a long counter, booths, and tables.

A modern bar area with a long counter, multiple bar stools, and a mix of seating options including a high table and chairs.

A modern living room with a sectional sofa, a fireplace, and a large window offering a city view.

4. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Cecilia

Rp3.454.150

Rp4.106.640 total

includes taxes & fees

25 Oct - 26 Oct

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

A residential street with a sidewalk, houses, and greenery.

A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

5. Carleton of Oak Park

Oak Park

Brad

Rp2.200.874

Rp2.442.530 total

includes taxes & fees

5 Oct - 6 Oct

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

A modern gym with various exercise equipment, large windows, and a city view.

A modern lounge area with seating, a bar, and large windows offering views.

A view from a window with a cityscape in the background, including modern buildings and a clear sky.

6. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Joel

Rp4.477.269

Rp5.323.026 total

includes taxes & fees

31 Oct - 1 Nov

A large, historic building with a central courtyard surrounded by trees.

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

7. Hilton Chicago

Downtown Chicago

Alan

Rp2.979.319

Rp4.076.794 total

includes taxes & fees

30 Oct - 31 Oct

A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

A spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.

A swimming pool with a glass wall, a seating area with sofas, and an exit sign.

A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.

8. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Eliana

Rp3.955.281

Rp4.702.433 total

includes taxes & fees

26 Oct - 27 Oct

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

A modern hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

9. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

Rp3.347.163

Rp3.979.444 total

includes taxes & fees

25 Oct - 26 Oct

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A bar area with a marble countertop, bar stools, and a variety of bottles.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

10. Hotel Riu Plaza Chicago

Downtown Chicago

Sean Robert

Rp4.249.344

Rp5.564.419 total

includes taxes & fees

25 Oct - 26 Oct

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.

A reception area with a desk, a seating area with a blue sofa, and a bookshelf filled with books.

11. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

John

Rp5.679.119

Rp6.751.904 total

includes taxes & fees

14 Oct - 15 Oct

A room with two chairs and a small table, a large window with a city view at night.

A modern hotel lobby with a large window, seating area, and a reception desk.

A modern living room with a sectional sofa, a round ottoman, a dining area with chairs and a table, and a large mirror on the wall.

A modern bar area with a circular seating arrangement, a staircase leading to an upper level, and a view of the city through large windows.

12. Eurostars Magnificent Mile

Downtown Chicago

Will

Rp3.870.950

Rp4.602.173 total

includes taxes & fees

29 Oct - 30 Oct

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

A modern hotel room with a desk, a sofa, a coffee machine, a TV, and a unique wall art piece.

A modern hotel room with a large bed, a desk, a sofa, and a view of the city.

A modern room with a view of a river and high-rise buildings.

13. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Sharee

Rp4.661.574

Rp6.076.901 total

includes taxes & fees

25 Oct - 26 Oct

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.

14. The Wade

Downtown Chicago

Erin

Rp2.679.169

Rp3.185.266 total

includes taxes & fees

25 Oct - 26 Oct

A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

A modern living room with a large window, a potted plant, and a variety of seating options including a sofa, armchairs, and ottoman.

A multi-story hotel with a modern glass facade, located in an urban setting with a parking lot and street views.

A vending machine with various beverages and snacks.

15. Hyatt Place Chicago/River North

Downtown Chicago

Iminique

Rp3.883.896

Rp4.617.567 total

includes taxes & fees

31 Oct - 1 Nov

An outdoor seating area with modern furniture and potted plants.

A modern hotel with a rooftop pool, surrounded by high-rise buildings and a clear view of the city skyline.

A modern skyscraper with a unique wavy facade, surrounded by other high-rise buildings.

A modern interior with a staircase, glass railings, and a visible restaurant area.

16. Radisson Blu Aqua Hotel Chicago

Downtown Chicago

Phillip

Rp3.939.997

Rp5.240.056 total

includes taxes & fees

31 Oct - 1 Nov

The Intercontinental hotel facade with a large American flag and a floral display.

A person sitting by a window with a cityscape view.

A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.

17. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Kenan

Rp4.117.649

Rp5.524.808 total

includes taxes & fees

31 Oct - 1 Nov

A dining area with a table set for four, large windows offering a cityscape view at dusk.

A modern interior with a central fireplace, seating area, and wall-mounted lighting.

A breakfast table with croissants, a bowl of berries, a glass of orange juice, and a smoothie, set against a cityscape view through a window.

A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.

18. The Royal Sonesta Chicago Downtown

Downtown Chicago

ShaRona

Rp4.746.984

Rp6.219.082 total

includes taxes & fees

30 Oct - 31 Oct

A modern kitchen with a marble island, fruit bowls, and a city view.

A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.

A modern hotel room with a city view, a seating area with two sofas and a coffee table, and a dining area with a table and chairs.

A modern bar area with a central bar, seating, and a distinctive ceiling design.

19. Fairmont Chicago at Millennium Park

Downtown Chicago

Ruby

Rp3.041.486

Rp4.257.406 total

includes taxes & fees

31 Oct - 1 Nov

A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.

A bar area with a long counter, multiple shelves of bottles, and four bar stools.

A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

20. L7 Chicago by LOTTE

Downtown Chicago

Emily

Rp4.456.770

Rp5.298.654 total

includes taxes & fees

31 Oct - 1 Nov

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Stay near popular Far Southeast Side attractions

Abbott Park

Abbott Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

See properties

Harborside International Golf Center

Enjoy a round of golf in Chicago at Harborside International Golf Center. Stroll along the lakeside or attend a sporting event in this vibrant area.

See properties

Pullman Historic District

Find out about the history of Chicago when you take a trip to Pullman Historic District. Take in the museums while you're in the area.

See properties

Jones Convocation Center

Catch an event at Jones Convocation Center during your trip to Chicago. Amble around the area's parks or visit its shops.

See properties

Chicago State University

Explore the campus of Chicago State University as part of your travels around Chicago. Amble around the area's parks or visit its shops.

See properties

Mahalia Jackson Residence

You can find out about the history of Chicago with a stop at Mahalia Jackson Residence. Experience the area's entertainment choices and live music.

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William W. Powers State Recreation Area

You can take time to visit William W. Powers State Recreation Area during your travels to Chicago.

See properties

A. Philip Randolph Pullman Porter Museum

You can spend time studying the exhibits at A. Philip Randolph Pullman Porter Museum in Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

See properties

Learn more about Far Southeast Side

Discover things to see and do in Far Southeast Side as you venture to popular sights like Lake Michigan.

See all hotels in Far Southeast Side

A man standing on a rocky outcrop with a large concrete structure in the background.

Top Far Southeast Side Hotel Reviews

Hilton Chicago

8/10 Good

"It was my first time in Chicago. Stay was ok. But breakfast was not included."

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

8/10 Good

"The breakfast at Sonesta was very good! Could add more seating when when girl is full."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Muy bueno todo . Excelente ubicación"

River Hotel

8/10 Good

"The rooms were clean and beds were comfortable. The staff were very helpful and friendly"

L7 Chicago by LOTTE

8/10 Good

"Nice bed in our king room. Location was perfect for us for all we had planned and coming in the CTA from midway . Disappointed no bar just the one next door at the restaurant that wasn’t open late at all . We flew in very early in morning hoped to get into a room early even if we had to pay extra but the check in person was no help at all in regards to check in early or any of our questions . Our family came in the next morning same time and this time a different check in person actually offered them to check in early ! We had nowhere to go so we walked a lot of the city waiting to check in . I think we walked 13 miles . Our room ,once we got it ,was nice tho we didn’t get the city view just the view across to a building and parking . Location was definitely the highlight of this hotel ."

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Great"

Central Loop Hotel

10/10 Excellent

"Clean room"

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"The only improvement would be lighting above the desk."

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent

"Traveling cross country and stayed at several hotel. This one was on point, from entering the hotel, smelling clean, the staff checking in was great, and the room was clean. I had an awesome stay."

More cheap stays in Far Southeast Side

Motel 6 Bridgeview, IL

9625 S 76th Ave Bridgeview IL

Rp1.107.265

Rp1.239.915 total

13 Oct - 14 Oct

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

Rp1.451.570

Rp1.625.468 total

7 Oct - 8 Oct

includes taxes & fees

6.4/10 (1,292 reviews)

Quality Inn O'Hare Airport

3801 North Mannheim Road Schiller Park IL

Rp1.690.831

Rp1.943.961 total

4 Oct - 5 Oct

includes taxes & fees

7.6/10 Good! (2,372 reviews)

Sleep Inn Midway Airport Bedford Park

6650 S Cicero Ave Chicago IL

Rp1.912.009

Rp2.246.229 total

25 Oct - 26 Oct

includes taxes & fees

8/10 Very good! (2,144 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

Rp2.805.036

Rp3.334.908 total

25 Oct - 26 Oct

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

Rp3.652.840

Rp4.342.860 total

25 Oct - 26 Oct

includes taxes & fees

8/10 Very good! (1,640 reviews)

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Book Hotels in Far Southeast Side on Expedia.com

Find hotels in Far Southeast Side, IL from Rp1.239.915

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Far Southeast Side

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Far Southeast Side hotels

1. Admiral Motel By Oyo Chicago I-94

2. Wingate by Wyndham Tinley Park

3. Sable at Navy Pier Chicago, Curio Collection by Hilton

4. Homewood Suites by Hilton Chicago Downtown South Loop

5. Carleton of Oak Park

6. Hyatt House Chicago/West Loop-Fulton Market

7. Hilton Chicago

8. Embassy Suites by Hilton Chicago Downtown River North

9. Hilton Garden Inn Chicago Downtown South Loop

10. Hotel Riu Plaza Chicago

11. Hilton Vacation Club Hotel Blake Chicago

12. Eurostars Magnificent Mile

13. LondonHouse Chicago, Curio Collection by Hilton

14. The Wade

15. Hyatt Place Chicago/River North

16. Radisson Blu Aqua Hotel Chicago

17. InterContinental Chicago Magnificent Mile by IHG

18. The Royal Sonesta Chicago Downtown

19. Fairmont Chicago at Millennium Park

20. L7 Chicago by LOTTE

Stay near popular Far Southeast Side attractions

Abbott Park

Harborside International Golf Center

Pullman Historic District

Jones Convocation Center

Chicago State University

Mahalia Jackson Residence

William W. Powers State Recreation Area

A. Philip Randolph Pullman Porter Museum

Learn more about Far Southeast Side

Top Far Southeast Side Hotel Reviews

Hilton Chicago

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

The Chicago Hotel Collection - Magnificent Mile

River Hotel

L7 Chicago by LOTTE

The Royal Sonesta Chicago Downtown

Central Loop Hotel

Club Quarters Hotel, Central Loop, Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

More cheap stays in Far Southeast Side

Motel 6 Bridgeview, IL

Red Roof Inn PLUS+ Chicago - Willowbrook

Quality Inn O'Hare Airport

Sleep Inn Midway Airport Bedford Park

Travelodge by Wyndham Downtown Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Explore a world of travel with Expedia

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