The Best Hotels Closest to Pleasant Home in Chicago for 2026

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Our top choices for Pleasant Home hotels

A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

A cozy living room with a brown leather sofa, a matching ottoman, a wooden side table with a lamp, and a wooden chair with a book.

A spacious living room with a fireplace, a piano, and a dining area with a table and chairs.

A neatly arranged bedroom with a large bed, bedside lamps, a nightstand, a dresser, and a built-in fireplace.

1. Harvey House Bed & Breakfast

1 km from Pleasant Home

Monica

SAR 969

SAR 1,075 total

includes taxes & fees

5 Nov - 6 Nov

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

A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

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

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

2. Carleton of Oak Park

0.2 km from Pleasant Home

Brad

SAR 459

SAR 510 total

includes taxes & fees

27 Oct - 28 Oct

A modern dining area with tables and chairs, a reception desk, and a large screen wall.

A modern hotel lobby with a sofa, chairs, a desk, and a map on the wall.

A hotel room with a bed, desk, chair, TV, and large windows with a city view.

A gym with treadmills, elliptical machines, and free weights.

3. Holiday Inn Express and Suites Chicago West Oak Park by IHG

0.5 km from Pleasant Home

Heather

SAR 627

SAR 695 total

includes taxes & fees

19 Nov - 20 Nov

A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

A modern kitchen with white cabinets, a stainless steel dishwasher, and a wooden countertop.

A two-story house with a front porch, a staircase leading to the second floor, and a well-maintained garden.

A living room with a sofa, a coffee table, and a TV mounted on the wall.

4. Classic Forest Park Foursquare < 1 Mi to Blue Line

1.2 km from Pleasant Home

SAR 908

SAR 1,782 total

includes taxes & fees

27 Oct - 28 Oct

A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

A living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining table.

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining table with benches.

5. The Sono Chicago

13.4 km from Pleasant Home

Tavarion

SAR 495

SAR 581 total

includes taxes & fees

2 Nov - 3 Nov

A neatly made bed with a blue patterned bedspread, wooden headboard, and a bedside table with a lamp.

A building with a large window, a bench, and a sign that reads "RAY'S BUCKTOWN BED & BREAKFAST".

A cozy interior with a wooden staircase, a seating area with chairs and a table, and shelves with various items.

A bathroom with a glass-tiled wall, a sink, and a shower area.

6. Ray's Bucktown B&B

10.5 km from Pleasant Home

Lora

SAR 713

SAR 805 total

includes taxes & fees

25 Oct - 26 Oct

A modern indoor pool area with lounge chairs, a wooden table, and large windows.

A modern hotel lobby with a reception desk, seating area, and artwork on the walls.

A modern hotel room with a large bed, a desk, a chair, a TV, and a sliding door leading to a shower area.

A hotel reception area with a counter displaying pastries and coffee, a coffee machine, and a golden clock.

7. Hampton Inn & Suites Chicago Medical District UIC

10.2 km from Pleasant Home

Bobby

SAR 686

SAR 815 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a dining area, large windows, and a view of a high-rise building.

A modern apartment with a kitchen, dining area, and living room. It features a large window, a sofa, a dining table, and a kitchen with a microwave and refrigerator.

8. ENVITAE Hotel

12.6 km from Pleasant Home

Brian

SAR 661

SAR 1,565 total

includes taxes & fees

3 Nov - 4 Nov

A hotel with a stone facade, multiple windows, and a well-lit entrance.

A hotel room with a bed, a desk, a chair, a shower, and a window with curtains.

A spacious hotel lobby with a large seating area, a bar, and a view of the city.

An outdoor patio with wicker furniture, a pergola, and a view of the cityscape.

9. Hampton Inn & Suites Rosemont Chicago O'Hare

12.9 km from Pleasant Home

Keerthika

SAR 459

SAR 523 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.

An indoor swimming pool with clear windows, green chairs, and a tiled deck.

A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.

10. Hampton Inn Chicago-O'Hare International Airport

10.1 km from Pleasant Home

Jennifer

SAR 465

SAR 535 total

includes taxes & fees

25 Oct - 26 Oct

A modern lounge area with a fire feature, seating, and a bar.

A group of people seated at a table with drinks and a salad, in a modern indoor setting with large windows and a bar area.

A modern lobby with a reception desk, seating area, and elevators.

A modern lounge area with a sectional sofa, red chairs, a glass coffee table, and a patterned rug.

11. Hyatt Place Chicago/Wicker Park

11.3 km from Pleasant Home

Tyler

SAR 604

SAR 709 total

includes taxes & fees

8 Nov - 9 Nov

An outdoor seating area with tables and chairs, a sofa, and a lamp post.

A spacious lobby with a reception desk, seating area, and a fire feature.

A hotel room with a large bed, a sofa, a TV mounted on the wall, a small table, and a floor lamp.

A modern living room with a sofa, a glass coffee table, and a pink armchair.

12. The Rose Chicago, Tapestry Collection by Hilton

11.5 km from Pleasant Home

melissa

SAR 699

SAR 796 total

includes taxes & fees

30 Oct - 31 Oct

A grand foyer with a wooden staircase, a chandelier, and a large window.

A courtyard with brick arches, outdoor seating, and potted plants.

A stone entrance with a black metal gate, a black mat, and two lion statues.

A room with a wooden table, a coffee machine, a clock, and a framed sign on the wall.

13. Villa D' Citta

13.2 km from Pleasant Home

Hernando

SAR 945

SAR 1,109 total

includes taxes & fees

26 Oct - 27 Oct

A modern hotel lobby with a seating area, a bar, and a kitchen.

A modern living room with a fireplace, a flat-screen TV, a pool table, and a chess table.

A DoubleTree by Hilton hotel with a modern design, a covered entrance, and well-maintained landscaping.

A modern hotel room with a sofa, a flat-screen TV, a fireplace, and a dining area.

14. DoubleTree by Hilton Chicago Midway Airport

13.3 km from Pleasant Home

Kelly

SAR 551

SAR 647 total

includes taxes & fees

14 Nov - 15 Nov

A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.

A modern hotel room with a large window, a wooden desk, a bathroom with a mirror, and a view of the cityscape.

A modern lobby with a sofa, a coffee table, and a vase of flowers.

A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.

15. Nobu Hotel Chicago

12.5 km from Pleasant Home

Abhay

SAR 1,706

SAR 2,122 total

includes taxes & fees

15 Nov - 16 Nov

A grand hotel facade with classical architecture, featuring tall columns, ornate detailing, and a prominent entrance with a marquee.

A spacious lobby with a grand staircase, modern seating, and a large window providing natural light.

A modern hotel lobby with a long bar, seating area, and large windows.

A spacious living area with a pool table, comfortable seating, a fireplace, and large windows.

16. Hyatt House Chicago Medical/University District

10.6 km from Pleasant Home

Andrea

SAR 859

SAR 1,022 total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a modern design, featuring a large seating area with sofas and chairs, a coffee table, and a dining table with chairs. Large windows provide a view of the outdoors.

A modern hotel lobby with a reception desk, a seating area, and a view of the lobby leading to the business center.

A modern interior with a blue sofa, wooden walls, and a dining area with tables and chairs.

A bar area with wooden walls, bar stools, and a bar counter.

17. The Westin O'Hare

12.6 km from Pleasant Home

Anne

SAR 739

SAR 843 total

includes taxes & fees

30 Oct - 31 Oct

A breakfast setting with a plate of toast, a bowl of fruit, a cup of coffee, and a newspaper on a table by a window with a city view.

A bar area with a circular bar, stools, and a well-stocked shelf of bottles.

A rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.

A modern interior with a bar area, seating, and large windows offering a city view.

18. The Robey, Chicago, a Member of Design Hotels

10.5 km from Pleasant Home

Patricia

SAR 765

SAR 991 total

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a large TV, a sofa, a coffee table, and a chair. There is a large window with a city view.

A bedroom with a large window overlooking a cityscape.

A rooftop patio with outdoor seating, a fire pit, and a city view.

A balcony with a city view, a table, and two chairs.

19. Level Chicago - River North

13.4 km from Pleasant Home

Sergio

SAR 732

SAR 952 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.

A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

A hotel room with a blue sofa, a small table, a TV, a desk with a chair, and a large window.

A hotel reception desk with a modern design, including a digital display and a sign indicating it is a non-smoking property.

20. Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

13.2 km from Pleasant Home

Roberto

SAR 503

SAR 591 total

includes taxes & fees

20 Nov - 21 Nov

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Top Pleasant Home Hotel Reviews

Luxury Home Away From Your Home

10/10 Excellent

"Ms. Linnie was an exceptional host! She was very easy to communicate with and helpful when I couldn't figure out how to open the gate. :) The entire house was spotless. There were 8 of us in my group and we were all very pleased with our accommodations. We easily found parking right in front of the house and just stayed parked there. The location was perfect it was only 10 minutes from the venue where the wedding we were attending was located. We would definitely stay there again."

Super 8 by Wyndham Chicago/Rosemont/O'Hare/SE

10/10 Excellent

"Neat and clean Reception staffs are unique, helpful but only for 5 min late we can't take breakfast except coffee"

Holiday Inn Express and Suites Chicago West Oak Park by IHG

10/10 Excellent

"Great location, friendly staff, clean rooms and comfortable beds!"

Chicago Avenue Inn

8/10 Good

"This is an affordable and comfortable option that's proximate and easy to access. The immediate area is a lil rough but it's blocks away from main avenues that connect you to many of the choice neighborhoods in Chicago. Christine is the onsite house manager and is sweet and helpful. They even had a lil business center which was handy and great. I'd stay there again and recommend it if you're going for a solid budget option."

Theater • Game Room • Gym • Firepit • 4BR Home

10/10 Excellent

"We had a wonderful and relaxing stay, and we were able to get some much-needed rest. The place was beautiful, clean, and comfortable. The only thing I noticed is that it takes a while for the shower to get hot, and the hot water runs out pretty quickly. But overall, it was a great stay. We only wish we could have stayed longer to enjoy it even more! We’d definitely love to come back for a longer stay next time. ❤️"

Chicago Haven simple comfort with a touch of style

10/10 Excellent

"Property was clean and accommodating."

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

8/10 Good

"Overall this was a decent property. Property does need a little TLC however. The sink in the 2nd bathroom was not working and the sink itself was damaged. It was raining while we were there and we woke up to water dripping from the ceiling of the upstairs bathroom and standing water in the basement. We ended up leaving a day early."

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

10/10 Excellent

"X"

Other attractions near Pleasant Home

Unity Temple

8.8/10 (11 reviews)

Unity Temple is just one of the places to see in Oak Park, so why not enjoy the other things to explore during your travels? Discover the top-notch restaurants and acclaimed art scene in this vibrant area.

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Mills Park

7.2/10 (7 reviews)

Mills Park is just one of the places to see in Oak Park, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.

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Oak Park Visitors Center

7.8/10 (8 reviews)

After visiting Oak Park Visitors Center, make a plan to see the other sights and activities in Oak Park. Discover the top-notch restaurants and acclaimed art scene in this vibrant area.

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Downtown Oak Park

Downtown Oak Park is just one of the places to see in Oak Park, so why not enjoy the other things to explore during your travels? Check out the shops and top-notch restaurants in this walkable area.

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Tre Sorelle Ristorante

Tre Sorelle Ristorante is just one of the places to see in Oak Park, so why not enjoy the other things to explore during your travels? Check out the shops and top-notch restaurants in this walkable area.

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Labyrinth

Enjoy an outing to Labyrinth during your stay in Oak Park. Check out the shops and top-notch restaurants in this family-friendly area.

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Oak Park Public Library

You can take time to visit Oak Park Public Library during your travels to Oak Park. Check out the shops and top-notch restaurants in this walkable area.

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Madison Street Theatre

7.0/10 (6 reviews)

You can make plans for a show at Madison Street Theatre during your trip to Oak Park. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.

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Frequently asked questions

What's the area like around Pleasant Home?

Pleasant Home is located in a vibrant area of Oak Park known for its array of dining options and stunning architecture. If you're looking for a convenient place to stay, check out the 101 hotels and other accommodations you'll find within a mile.

Where is the best place to stay close to Pleasant Home?

Adjacent to Pleasant Home, Carleton of Oak Park is one of the top choices for your stay based on our traveler data, and this hotel offers 2 restaurants and 2 bars. Other good choices close by include Holiday Inn Express and Suites Chicago West Oak Park by IHG and Harvey House Bed & Breakfast.

How many hotels should I expect to find close to Pleasant Home?

Expedia has 101 hotels and other accommodations within a mile from Pleasant Home.

If I need to cancel the hotel reservation for my stay near Pleasant Home, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Put your dates in and click on "Search", then use the filter option "fully refundable" to review top deals close to Pleasant Home.

Where can I learn more about changing or cancelling my trip in the area near Pleasant Home?

To access more information about changing or cancelling your stay near Pleasant Home, head over to our customer service page.

What can I see and do near Pleasant Home?

Study the collections at Ernest Hemingway Museum and House, Frank Lloyd Wright Home and Studio, or Trailside Museum of Natural History. While you're exploring, swing by Frank Lloyd Wright Historic District, Walt Disney House, and Unity Temple to learn a bit about the area. You can enjoy live performances at Madison Street Theatre and Distro Music Hall.

Find hotels near Pleasant Home, Chicago from SAR 510

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Our top choices for Pleasant Home hotels

1. Harvey House Bed & Breakfast

2. Carleton of Oak Park

3. Holiday Inn Express and Suites Chicago West Oak Park by IHG

4. Classic Forest Park Foursquare < 1 Mi to Blue Line

5. The Sono Chicago

6. Ray's Bucktown B&B

7. Hampton Inn & Suites Chicago Medical District UIC

8. ENVITAE Hotel

9. Hampton Inn & Suites Rosemont Chicago O'Hare

10. Hampton Inn Chicago-O'Hare International Airport

11. Hyatt Place Chicago/Wicker Park

12. The Rose Chicago, Tapestry Collection by Hilton

13. Villa D' Citta

14. DoubleTree by Hilton Chicago Midway Airport

15. Nobu Hotel Chicago

16. Hyatt House Chicago Medical/University District

17. The Westin O'Hare

18. The Robey, Chicago, a Member of Design Hotels

19. Level Chicago - River North

20. Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Top Pleasant Home Hotel Reviews

Luxury Home Away From Your Home

Super 8 by Wyndham Chicago/Rosemont/O'Hare/SE

Holiday Inn Express and Suites Chicago West Oak Park by IHG

Chicago Avenue Inn

Theater • Game Room • Gym • Firepit • 4BR Home

Chicago Haven simple comfort with a touch of style

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

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

Other attractions near Pleasant Home

Unity Temple

Mills Park

Oak Park Visitors Center

Downtown Oak Park

Tre Sorelle Ristorante

Labyrinth

Oak Park Public Library

Madison Street Theatre

Frequently asked questions