Photo by Erik Rowley

Oak Forest Holiday Rentals

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Holiday Rentals in Oak Forest

Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (400)
"It was amazing to have a whole apartment for the price of a hotel room... less actually. Their system is simple and painless. I will book here again!"
The price is NZ$288
per night
27 May - 28 May
Sentral Michigan Avenue
Interior
Sonder Market Hall
3.5 star property
8.2 out of 10, Very good, (79)
"Gorgeous rooms. Simple and quiet property. "
The price is NZ$194
per night
27 May - 28 May
Sonder Market Hall
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (295)
"Overall the stay was amazing. We will definitely be booking here again."
The price is NZ$372
per night
28 May - 29 May
Sonder South Wabash
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Exterior
Sonder The Burnham
3.5 star property
8.8 out of 10, Excellent, (55)
"Convenient and easy to access"
The price is NZ$372
per night
28 May - 29 May
Sonder The Burnham
50-inch Smart TV with satellite channels
The Neighborhood Hotel-Little Italy
2.0 star property
9.8 out of 10, Exceptional, (30)
"Beautiful, spacious, clean rooms. Cozy safe neighborhood. Prompt and responsive communication. Would absolutely stay here again!!"
The Neighborhood Hotel-Little Italy
Exterior
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, (101)
"The entire experience was fantastic. Clear instructions in how to get into the building and the apartment, fully stocked kitchen and extremely comfortable bed"
The price is NZ$376
per night
28 May - 29 May
Sonder Jewelers Row
Family Apartment, 3 Bedrooms, Non Smoking, Balcony | Living area
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (161)
"Highly recommend! Amazing view of the city and the lake, clean and quiet yet close to everything. Thoughtfully furnished with nice surprises like power strips, white noise machine in bedroom, electric kettle etc. It was ideal and we’d stay there again. "
Kasa South Loop Chicago
City view from property
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very good, (66)
"Great place to stay and visit Chicago on foot. The property was exactly what we hoped for. "
The price is NZ$505
per night
27 May - 28 May
Sonder The Plymouth
3 bedrooms, WiFi, bed sheets
Your Home Away From Home
2.0 out of 10, (1)
"No me agradó"
The price is NZ$282
per night
17 May - 18 May
Your Home Away From Home
Private kitchen
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (106)
"The host communicated well. The area was busy but felt safe. I felt it was expensive for the location. Very clean."
Luxury Home Away From Your Home
Fridge, microwave, oven, stovetop
LakeHouse
10.0 out of 10, Exceptional, (6)
"I loved this house. It was clean, spacious, the piano made it that much better. I will definitely be back again."
LakeHouse
Smart TV, books
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
9.6 out of 10, Exceptional, (7)
"Great unit! Spacious and clean. We were able to have the best family mini vacay sharing tons of laughs and memories. I believe it is family owned, which is a bonus for us. We even crossed paths with the grandmother who was very kind and accommodating. The only downside was that the neighborhood looked a bit rough in the harsh light of day. However, we only encountered polite neighbors and an adorable doggo next door."
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
40-inch flat-screen TV with digital channels, TV
Sonder Greektown
3.5 star property
8.8 out of 10, Excellent, (29)
"LOCATION was terrific - central and close to all our 'outings'. Downside was NOT being able to control the thermostat. And NO response to any of our efforts to contact the property manger(s)."
The price is NZ$550
per night
28 May - 29 May
Sonder Greektown
Exterior
Cozy modern unit w/ easy access to downtown Chi
9.6 out of 10, Exceptional, (18)
"It’s really confortable clean and accesible easy"
Cozy modern unit w/ easy access to downtown Chi
Exterior
Chic Suite/Mins to L Train /Laundry/Free Parking
9.6 out of 10, Exceptional, (17)
"The manager had unbelievable communication. He has his phone with him constantly and responds immediately. It's a good walking neighborhood lots of sidewalks and pleasant surroundings. The condo itself is exceptionally clean. For the price in that neighborhood it is a very good value."
The price is NZ$305
per night
22 May - 23 May
Chic Suite/Mins to L Train /Laundry/Free Parking
Private kitchen
LUXE 3 BR, 2 BA + Hot Tub
9.2 out of 10, Wonderful, (9)
"Our team had a one day conference in Chicago. Although it was near the highway it wasn't very loud. Decent neighborhood and the good part is that it was near the highway. Lower level bed is uncomfortable, no other way to say that. I still give it 5-stars as it is as advertised. Communication with owner was timely."
The price is NZ$444
per night
19 May - 20 May
LUXE 3 BR, 2 BA + Hot Tub
Exterior
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
10.0 out of 10, Exceptional, (176)
"Great stay! All of the rooms were wonderful! Really close to food! There are a lot of stairs so make sure you are able to walk up but really great place!"
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
Outdoor dining
national historic home near downtown airports no parties no events
9.4 out of 10, Exceptional, (19)
"Had a great time used space for birthday event!!"
The price is NZ$564
per night
19 May - 20 May
national historic home near downtown airports no parties no events
Fridge, microwave, oven, dishwasher
Stay in “STYLE” Apartment, close to CHI downtown
9.8 out of 10, Exceptional, (61)
"We booked this apartment for a quick trip and it is just as pictured. They had so many little extras in the bathroom, just in case you forgot something! I felt horrible for the tenant under due to our heavy footed children!"
Stay in “STYLE” Apartment, close to CHI downtown
Smart TV, printers
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago
Don't see what you're looking for?
See all available properties in Oak Forest
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.

Other types of properties in Oak Forest you may be interested in

Lobby
Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, (6741)
"Very nice, beautiful hotel. The staff is amazing, both friendly and professional. My only issue was the shower, which we found lacking in both temperature and water pressure. It wasn’t a major problem, and somewhat understandable given the age of the hotel. Otherwise, it was a great stay."
The price is NZ$285
per night
27 May - 28 May
Congress Plaza Hotel
Exterior
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, (3051)
"The hotel and staff are great. The beds are terrible, rooms need some maintenance "
The price is NZ$275
per night
28 May - 29 May
Club Quarters Hotel, Central Loop, Chicago
Meeting facility
Palmer House a Hilton Hotel
4.0 star property
8.0 out of 10, Very good, (1208)
"This hotel is stunning. My stay here was accidental as I had made a mistake booking a short distance away and failed to book my first night at The Holiday Inn. What was disappointing (having to leave and find another hotel) ended up being a delightful discovery. This hotel is elegant, charming, and historic. I thought I had stumbled into a strange Great Gatsby-style dream. Pricing was reasonable and my room was fantastic. I would recommend. "
The price is NZ$429
per night
26 May - 27 May
Palmer House a Hilton Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oak Forest holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oak Forest. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oak Forest. Seeing all the best attractions is bound to make you fall in love with Oak Forest. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oak Forest short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Oak Forest?

Yes, there are holiday rentals close to the most popular sights in Oak Forest, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Oak Forest has to offer?

Luxury Home Away From Your Home: This holiday home rental outside of Oak Forest has air conditioning and cable TV to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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 Centennial Park. Gaelic Park and George Dunne National Golf Club are other places to visit while you're in town.

What are holiday rentals like in Oak Forest?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oak Forest. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family gatherings.

Recent reviews of Oak Forest properties
Expedia verified reviews

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

5/5 Excellent
"Courteous staff, clean rooms, great location."
A verified traveller stayed at Travelodge by Wyndham Downtown Chicago
Posted 18 hours ago
Travelodge by Wyndham Downtown Chicago