Find hotels near Pleasant Home, Chicago from AED 376

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Pleasant Home hotels

Carleton of Oak Park

Carleton of Oak Park
3.0 star property
0.3 km from Pleasant Home
9.2 out of 10, Wonderful, (1006)
"Spacious room, quiet night's sleep in a very pleasant historic hotel."
United States
Edward
Carleton of Oak Park

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
10.5 km from Pleasant Home
9.8 out of 10, Exceptional, (382)
"Ray's is such a fun, quirky place to stay - tons of creativity has gone into making it a unique stay. The breakfast is fabulous, on-site parking is convenient, and there is excellent attention to safety and security. I thoroughly enjoyed my stay and look forward to visiting again!"
United States
Tala
The price is AED 539
AED 609 total
includes taxes & fees
16 Dec - 17 Dec
Ray's Bucktown B&B

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC
2.5 star property
10.2 km from Pleasant Home
9.6 out of 10, Exceptional, (361)
"Room was immaculate, breakfast was very good and there was plenty of shops and eats near by "
United States
Surayah
The price is AED 320
AED 376 total
includes taxes & fees
18 Dec - 19 Dec
Hampton Inn & Suites Chicago Medical District UIC

Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
4.5 star property
11.1 km from Pleasant Home
9.4 out of 10, Exceptional, (1911)
"Great theater location. "
United States
Stephen
The price is AED 511
AED 582 total
includes taxes & fees
13 Dec - 14 Dec
Loews Chicago O'Hare Hotel

Hyatt Place Chicago/Wicker Park

Hyatt Place Chicago/Wicker Park
3.0 star property
11.3 km from Pleasant Home
9.4 out of 10, Exceptional, (1001)
"Absolutely wonderful and we will definitely be staying here again☺️"
United States
Victoria
The price is AED 465
AED 546 total
includes taxes & fees
28 Dec - 29 Dec
Hyatt Place Chicago/Wicker Park

The Rose Chicago, Tapestry Collection by Hilton

The Rose Chicago, Tapestry Collection by Hilton
4.0 star property
11.5 km from Pleasant Home
9.4 out of 10, Exceptional, (1000)
"Such a hospitable team. Loved my stay. "
United States
Isabel
The price is AED 479
AED 546 total
includes taxes & fees
21 Dec - 22 Dec
The Rose Chicago, Tapestry Collection by Hilton

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
12.5 km from Pleasant Home
9.4 out of 10, Exceptional, (757)
"Great location, amenities and staff. "
United States
Nicholas
The price is AED 1,139
AED 1,337 total
includes taxes & fees
21 Dec - 22 Dec
Nobu Hotel Chicago

Hampton Inn & Suites Rosemont Chicago O'Hare

Hampton Inn & Suites Rosemont Chicago O'Hare
2.5 star property
12.9 km from Pleasant Home
9.4 out of 10, Exceptional, (1017)
"All around, great stay. "
United States
Eric
The price is AED 364
AED 415 total
includes taxes & fees
3 Jan - 4 January 2026
Hampton Inn & Suites Rosemont Chicago O'Hare

Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport
2.5 star property
10.1 km from Pleasant Home
9.2 out of 10, Wonderful, (2127)
"Great and clean - shuttle service to the airport was really nice"
Canada
Amanda
The price is AED 375
AED 427 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Chicago-O'Hare International Airport

The Robey, Chicago, a Member of Design Hotels

The Robey, Chicago, a Member of Design Hotels
3.5 star property
10.5 km from Pleasant Home
9.2 out of 10, Wonderful, (999)
"Good location, great staff!"
United States
Veronica
The price is AED 468
AED 640 total
includes taxes & fees
4 Jan - 5 January 2026
The Robey, Chicago, a Member of Design Hotels

The Emily Hotel

The Emily Hotel
4.0 star property
12.3 km from Pleasant Home
9.2 out of 10, Wonderful, (1277)
"great hotel! amazing staff and very clean!"
United States
Marielle
The price is AED 1,181
AED 1,387 total
includes taxes & fees
13 Dec - 14 Dec
The Emily Hotel

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
12.7 km from Pleasant Home
9.2 out of 10, Wonderful, (357)
"Great hotel!"
United States
Giselle
Level Chicago Fulton Market

Hyatt House Chicago Medical/University District

Hyatt House Chicago Medical/University District
3.5 star property
10.6 km from Pleasant Home
9.0 out of 10, Wonderful, (1239)
"Good staff and excellent room."
Mexico
Mario Alberto Cervera
The price is AED 340
AED 399 total
includes taxes & fees
14 Dec - 15 Dec
Hyatt House Chicago Medical/University District

The Hotel at Midtown

The Hotel at Midtown
4.0 star property
11 km from Pleasant Home
9.0 out of 10, Wonderful, (832)
"Beautiful rooms, great workout area, and shops close by! Doesn’t get any better!"
United States
Tony
The Hotel at Midtown

Hyatt Place Chicago Medical/University District

Hyatt Place Chicago Medical/University District
3.0 star property
10.6 km from Pleasant Home
9.0 out of 10, Wonderful, (1412)
"The food was delicious "
United States
Frank
The price is AED 325
AED 381 total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Place Chicago Medical/University District

Hyatt House Chicago Oak Brook

Hyatt House Chicago Oak Brook
3.0 star property
11.2 km from Pleasant Home
9.0 out of 10, Wonderful, (1003)
"Nice staff, clean rooms and good hot breakfast."
United States
Patrick
The price is AED 511
AED 556 total
includes taxes & fees
22 Dec - 23 Dec
Hyatt House Chicago Oak Brook

Aloft Chicago O'Hare

Aloft Chicago O'Hare
3.0 star property
11.6 km from Pleasant Home
9.0 out of 10, Wonderful, (1111)
"Excellent staff and location"
United States
Melvine
The price is AED 434
AED 495 total
includes taxes & fees
4 Jan - 5 January 2026
Aloft Chicago O'Hare

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
13 km from Pleasant Home
9.2 out of 10, Wonderful, (1002)
"Great location. Easy in and out. Friendly staff. "
United States
Alissa
The price is AED 438
AED 514 total
includes taxes & fees
20 Dec - 21 Dec
Hampton Inn Chicago West Loop Fulton Market Area

The Westin O'Hare

The Westin O'Hare
4.0 star property
12.5 km from Pleasant Home
9.0 out of 10, Wonderful, (1003)
"Very friendly staff and very clean room."
Canada
Kokila
The price is AED 529
AED 603 total
includes taxes & fees
20 Dec - 21 Dec
The Westin O'Hare

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
12.5 km from Pleasant Home
9.0 out of 10, Wonderful, (1001)
"Awesome hotel"
United States
Eligija
The Hoxton Chicago
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.

Top Pleasant Home Hotel Reviews

Hotels near other Pleasant Home attractions

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 74 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 74 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?
You'll want to browse the exhibits at Ernest Hemingway Museum and House and 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. Local parks like Garfield Park, Garfield Park Conservatory, and Oak Park Conservatory are peaceful spots to stop and take in some fresh air.

Explore a world of travel with Expedia