Oak Park Chalets

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Find vacation rentals that suit your style

Check prices for these dates

No exact matches found, but these alternatives could be just right

Recommended hotels in Oak Park

1. Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1,218 reviews)
"Very nice efficient charming old hotel. I would stay again and I would try the restaurants for dinner and breakfast."
United States
Thomas
$109 nightly
The price is $121
Nov 15 - Nov 16
Total with taxes and fees
Carleton of Oak Park

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

Holiday Inn Express and Suites Chicago West Oak Park by IHG
2.5 star property
Oak Park
8.4 out of 10, Very good, (108 reviews)
"Great overall experience - good location, very good breakfast, helpful and friendly staff, very comfortable bed and bedding."
United States
Laure
$135 nightly
The price is $150
Nov 22 - Nov 23
Total with taxes and fees
Holiday Inn Express and Suites Chicago West Oak Park by IHG

3. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (138 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
$258 nightly
The price is $286
Nov 9 - Nov 10
Total with taxes and fees
Harvey House Bed & Breakfast

4. Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.6 out of 10, Exceptional, (75 reviews)
"Had an amazing stay and would definitely book again!"
United States
Makenna
$189 nightly
The price is $216
Nov 17 - Nov 18
Total with taxes and fees
Chic Suite/Mins to L Train /Laundry/Free Parking

5. Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (115 reviews)
"Excellent communication from the host, we also appreciated their modern, organized and clean home."
United States
Robin D.
$210 nightly
The price is $241
Nov 17 - Nov 18
Total with taxes and fees
Stylish Luxe King bed w/Free Parkng near DT Oak Pk

6. Luxury Retreat w/ King Bed, 3-in-1 Pool Table, 15 Min to Chicago, Free Parking

Luxury Retreat w/ King Bed, 3-in-1 Pool Table, 15 Min to Chicago, Free Parking
Oak Park
9.0 out of 10, Wonderful, (2 reviews)
"We had a very good stay overall and would definitely consider staying here again. The price was excellent for the location, and it was only about a 15–20 minute walk to the train, making it easy to get into the city. The neighborhood felt safe and had several great restaurants nearby.The unit is in an older apartment building, but it’s clear the hosts are putting effort into updating it, and we appreciated the improvements they’ve already made. The host was also very responsive and easy to...
United States
K G.
$216 nightly
The price is $247
Nov 26 - Nov 27
Total with taxes and fees
Luxury Retreat w/ King Bed, 3-in-1 Pool Table, 15 Min to Chicago, Free Parking

7. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (82 reviews)
"Excellent place to stay!"
United States
Alicia K.
$236 nightly
The price is $270
Nov 10 - Nov 11
Total with taxes and fees
Cozy, Comfortable and Convenient apartment. Close to everything!

8. Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Oak Park
10.0 out of 10, Exceptional, (4 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
$363 nightly
The price is $415
Nov 10 - Nov 11
Total with taxes and fees
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

9. Bright & Spacious Oak Park Getaway 2BR, 1.5BA + Covered Garage Parking

Bright & Spacious Oak Park Getaway 2BR, 1.5BA + Covered Garage Parking
Oak Park
$318 nightly
The price is $364
Nov 6 - Nov 7
Total with taxes and fees
Bright & Spacious Oak Park Getaway 2BR, 1.5BA + Covered Garage Parking

10. Oak Park 3BR/2BA Walk to Frank Lloyd Wright & Hemingway Home, 15 Min to Chicago

Oak Park 3BR/2BA Walk to Frank Lloyd Wright & Hemingway Home, 15 Min to Chicago
Oak Park
9.6 out of 10, Exceptional, (5 reviews)
"Great, walkable, location to Concordia University Chicago (River Forest), restaurants and coffee shops, Green Line train to downtown. Beautiful neighborhoods.Upstairs tenants occasionally could be heard walking around, but nothing too bad."
United States
Brian T.
$490 nightly
The price is $561
Nov 16 - Nov 17
Total with taxes and fees
Oak Park 3BR/2BA Walk to Frank Lloyd Wright & Hemingway Home, 15 Min to Chicago

11. Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (33 reviews)
"Would stay there again"
United States
Margaret L.
$481 nightly
The price is $551
Nov 10 - Nov 11
Total with taxes and fees
Oak Park Victorian by FLW Studio

12. Comfy Premier Luxe Retreat with Free Parking

Comfy Premier Luxe Retreat with Free Parking
Oak Park
$220 nightly
The price is $252
Nov 17 - Nov 18
Total with taxes and fees
Comfy Premier Luxe Retreat with Free Parking

13. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,308 reviews)
"Loved the continental breakfast and how close different bars and restaurants were at :)"
United States
Carole
$149 nightly
The price is $177
Nov 22 - Nov 23
Total with taxes and fees
Hyatt House Chicago/West Loop-Fulton Market

14. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,526 reviews)
"Enjoyed my stay will book again!"
United States
Jordan
$134 nightly
The price is $158
Nov 27 - Nov 28
Total with taxes and fees
Hilton Chicago

15. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,216 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
United Kingdom
Kanokkan
$139 nightly
The price is $166
Dec 6 - Dec 7
Total with taxes and fees
Hilton Vacation Club Hotel Blake Chicago

16. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,003 reviews)
"Great stay!"
United States
Miya
$176 nightly
The price is $209
Dec 6 - Dec 7
Total with taxes and fees
Hotel 505 River North

17. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,789 reviews)
"Nice hotel and location was perfect."
United States
Chriselda
$115 nightly
The price is $137
Nov 22 - Nov 23
Total with taxes and fees
Crowne Plaza Chicago West Loop by IHG

18. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,577 reviews)
"Great location and beautiful hotel!"
United States
Jodi
$103 nightly
The price is $120
Nov 22 - Nov 23
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile

19. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,692 reviews)
"Great location and the front desk staff was exceptional - Addy, Julian and the whole crew on Thursday and Friday morning!"
United States
maribeth
$118 nightly
The price is $140
Nov 23 - Nov 24
Total with taxes and fees
Hyatt Place Chicago/Downtown - The Loop

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

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,765 reviews)
"Best stay, wonderful property."
Canada
Bonnie
$160 nightly
The price is $190
Nov 23 - Nov 24
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton
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.

Learn more about Oak Park

Frank Lloyd Wright's stunning homes and Ernest Hemingway's birthplace draw architecture and literary fans to this historic suburb. Explore the Wright Home and Studio tour, then stroll tree-lined neighborhoods where Prairie School buildings showcase revolutionary American design.

A historic house with a porch, a tower, and a sign indicating it is the birthplace of Ernest Hemingway.

Top reviews in Oak Park

Explore a world of travel with Expedia