A park with autumn trees, a playground, and green benches.

Oak Forest Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Oak Forest vacation rentals

Smart TV, fireplace

1. Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool

Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
Merrillville
9.8 out of 10, Exceptional, (7 reviews)
"The house was cozy and very clean. The hot tub was amazing! Check-in instructions were clear and easy to follow. The host was very helpful and responsive to messages. We would definitely stay again. Thank you!"
United States
Anonymous traveler
$423 nightly
The price is $474
Sep 3 - Sep 4
Total with taxes and fees
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
Interior

2. Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.6 out of 10, Excellent, (32 reviews)
"Great stay. Clean place. Happy to come back."
United States
David F.
$103 nightly
The price is $115
Sep 7 - Sep 8
Total with taxes and fees
Beautiful Rustic Cabin for Two!
Property grounds

3. Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Robertsdale
9.8 out of 10, Exceptional, (34 reviews)
"I had a fun stay "
United States
Jusu K.
$184 nightly
The price is $206
Sep 7 - Sep 8
Total with taxes and fees
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Coffee/tea maker, fridge, microwave, oven

4. 3BR | Complete & Well-Located Apt in Hyde Park

3BR | Complete & Well-Located Apt in Hyde Park
Hyde Park
7.6 out of 10, Good, (5 reviews)
"Enjoyed our stay. Thank you"
United States
Nicolle C.
$243 nightly
The price is $269
Sep 8 - Sep 9
Total with taxes and fees
3BR | Complete & Well-Located Apt in Hyde Park
4 bedrooms, iron/ironing board, travel crib, WiFi (free)

5. Private Yard Near Beach & Obama Center

Private Yard Near Beach & Obama Center
Woodlawn
$699 nightly
The price is $808
Sep 7 - Sep 8
Total with taxes and fees
Private Yard Near Beach & Obama Center
Coffee/tea maker, fridge, microwave, oven

6. ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
Kenwood
10.0 out of 10, Exceptional, (4 reviews)
"Exactly as described, would recommend"
United States
Anonymous traveler
$553 nightly
The price is $682
Sep 8 - Sep 9
Total with taxes and fees
ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
Exterior

7. Quaint Studio Unit in fantastic Beecher with refreshing AC

Quaint Studio Unit in fantastic Beecher with refreshing AC
Beecher
10.0 out of 10, Exceptional, (4 reviews)
"Clean, comfortable, quiet, excellent place to stay"
United States
Aaron S.
$189 nightly
The price is $200
Sep 13 - Sep 14
Total with taxes and fees
Quaint Studio Unit in fantastic Beecher with refreshing AC
Smart TV, books

8. Stylish 2BR Near Hyde Park, UChicago & Lake

Stylish 2BR Near Hyde Park, UChicago & Lake
Woodlawn
10.0 out of 10, Exceptional, (7 reviews)
"Definitely would rent again "
United States
Brittney J.
$331 nightly
The price is $408
Sep 7 - Sep 8
Total with taxes and fees
Stylish 2BR Near Hyde Park, UChicago & Lake
Exterior

9. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,298 reviews)
"A great place"
United States
Lahiru
$177 nightly
The price is $208
Sep 7 - Sep 8
Total with taxes and fees
Sentral Michigan Avenue
3 bedrooms, iron/ironing board, travel crib, WiFi

10. 3BR · Steps from McCormick · Balcony & Gym

3BR · Steps from McCormick · Balcony & Gym
Near South Side
9.6 out of 10, Exceptional, (9 reviews)
"Six of us made a trip to Chicago and stayed at this location. The place is very roomy with a full kitchen. There was public transportation nearby to get us ro everywhere we were going ( Field museum, Grant park, Navy pier)."
United States
Kathy
$680 nightly
The price is $839
Sep 12 - Sep 13
Total with taxes and fees
3BR · Steps from McCormick · Balcony & Gym
Interior

11. McCormick 4BR Huge Unit w/ Pool Table | Sleeps 11

McCormick 4BR Huge Unit w/ Pool Table | Sleeps 11
Near South Side
6.0 out of 10, (3 reviews)
"The location was good for our concert at Soldier Field. Very nice to be able to walk as the concert was sold out. The neighborhood is a little scary. The place was fine. We were on the 3rd floor and definitely heard the people upstairs walking around early in the mornings."
United States
Laura M.
$421 nightly
The price is $470
Sep 8 - Sep 9
Total with taxes and fees
McCormick 4BR Huge Unit w/ Pool Table | Sleeps 11
Coffee/tea maker, fridge, microwave, oven

12. Smart Simple and Spacious 4BR Apt

Smart Simple and Spacious 4BR Apt
Near South Side
8.0 out of 10, Very Good, (11 reviews)
"Some issues checking in, but otherwise a fantastic stay!"
United States
James B.
$372 nightly
The price is $404
Sep 8 - Sep 9
Total with taxes and fees
Smart Simple and Spacious 4BR Apt
Interior

13. Downtown Chicago Stay with Free In & Out Parking 6

Downtown Chicago Stay with Free In & Out Parking 6
Downtown Chicago
$425 nightly
The price is $478
Sep 9 - Sep 10
Total with taxes and fees
Downtown Chicago Stay with Free In & Out Parking 6
Coffee/tea maker, fridge, microwave, oven

14. Stylish friendly 3BR Suite near McCormick

Stylish friendly 3BR Suite near McCormick
Near South Side
$405 nightly
The price is $452
Sep 7 - Sep 8
Total with taxes and fees
Stylish friendly 3BR Suite near McCormick
Dining

15. LIVN Millennium Park Downtown Chicago Prem Studio

LIVN Millennium Park Downtown Chicago Prem Studio
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"The check in and out process was very quick. Communication with the host was great. "
United States
Raquel W.
$268 nightly
The price is $317
Sep 9 - Sep 10
Total with taxes and fees
LIVN Millennium Park Downtown Chicago Prem Studio
Travel crib, internet

16. Wabash 4BR - Pool, Free In & Out Parking 2

Wabash 4BR - Pool, Free In & Out Parking 2
Downtown Chicago
$297 nightly
The price is $367
Sep 13 - Sep 14
Total with taxes and fees
Wabash 4BR - Pool, Free In & Out Parking 2
Interior

17. Plymouth Collection: 3BD 2BA High Floor with Gym

Plymouth Collection: 3BD 2BA High Floor with Gym
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"The suite was excellent. Clean and very well furnished. The building is located within walking distance to many of the things that we did. We would stay in this place again in a heartbeat. Very pleased with our experience"
United States
Derek M.
$385 nightly
The price is $430
Sep 8 - Sep 9
Total with taxes and fees
Plymouth Collection: 3BD 2BA High Floor with Gym
Fitness facility

18. South Loop Rooftop With In & Out Parking 1

South Loop Rooftop With In & Out Parking 1
Downtown Chicago
9.4 out of 10, Exceptional, (3 reviews)
"We loved the property! It was well kept, clean, with a seamless check in and check out process! I wish the parking garage would have been closer but otherwise everything was great! Shout out to the host for his promptness with all my questions! I would recommend this place if they are looking for a place to stay! "
United States
Bridney K.
$492 nightly
The price is $560
Sep 3 - Sep 4
Total with taxes and fees
South Loop Rooftop With In & Out Parking 1
TV, fireplace, offices

19. Designer 3BR Near Beach & Obama Center

Designer 3BR Near Beach & Obama Center
Woodlawn
$715 nightly
The price is $817
Sep 7 - Sep 8
Total with taxes and fees
Designer 3BR Near Beach & Obama Center
Coffee/tea maker, fridge, microwave, oven

20. Designer Home | Steps to the Obama Center & Beach

Designer Home | Steps to the Obama Center & Beach
Woodlawn
$886 nightly
The price is $1,026
Sep 7 - Sep 8
Total with taxes and fees
Designer Home | Steps to the Obama Center & Beach
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 Oak Forest Hotel Reviews

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

10/10 Excellent
"Good location next to the train. Great option for the price."
Richard 1-night trip
Posted less than an hour ago
Holiday Inn & Suites Chicago - Downtown by IHG

Find out more about Oak Forest

Everything you need to know about Oak Forest 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 Oak Forest 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 Oak Forest vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oak Forest vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oak Forest. 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 Oak Forest 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 $72 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 Oak Forest rentals

At Expedia, we put the best Oak Forest 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 Oak Forest 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 Oak Forest 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 Oak Forest. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Oak Forest?

Yes, we have vacation rentals near the most popular points of interest in Oak Forest, or you can select a secluded option if you'd like a relaxing place to stay. The shops and restaurants are several reasons why visitors like Oak Forest. Make sure you have time to check out the forests and live music during your trip.

What's the top vacation rental in Oak Forest?

Townhome 3 bedroom 2 bath with Parking - near McCormick Place , Chinatown Sox: Visitors like this Oak Forest vacation home rental. It is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Oak Forest?

Expedia has 3 vacation rentals for your stay in Oak Forest.

What can I see and do in Oak Forest?

Explore the area and family-friendly sights such as Odyssey Fun World, or get out into nature at a spot like Lake Katherine Nature Center. Gaelic Park and Chicago Gaelic Park are other places to visit while you're in town.

What are vacation rentals like in Oak Forest?

Vacation rentals are private accommodations you can stay in for several days or longer in Oak Forest. Vacation rentals offer amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family getaway.