Bloomingdale Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Bloomingdale

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (71)
"Plenty of space. Great location. We enjoyed our stay very much. My only suggestion would be go in the day before guest check in and make sure everything smells and looks clean. "
Furnished Private home in Aurora sleeps 9 guests

Historic Oak Park Residence

2.0 star property
9.4 out of 10, Exceptional, (6)
"This was quite a charming home. The access to public transportation was great. One mile walk or drive to parking garage. We ventured into the city every day but could have easily stayed in Oak Park."
The price is AU$521
includes taxes & fees
26 Nov - 27 Nov
Historic Oak Park Residence

Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago

9.2 out of 10, Wonderful, (17)
"Really nice place and the host was super helpful (he even answered when we called at almost 3 in the morning). It has almost every kitchen utensils except for a comal (us mexicans use it a lot lol) "
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago

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

9.6 out of 10, Exceptional, (35)
"Had a great stay! Thank you!"
Chic Suite/Mins to L Train /Laundry/Free Parking

Experience Chicago living near United Center

9.4 out of 10, Exceptional, (12)
"Our family stayed for a corporate training and we had a great experience. The neighborhood wasn't the best but we felt very secure with having a garage to use. Very thankful for the quick communication! from the p "
Experience Chicago living near United Center

Chic, Cozy home, by Blue Line Train Stop + Free parking

9.6 out of 10, Exceptional, (35)
"Very nice apartment. Could use more pillows (or fluffier). Just as advertised. "
Chic, Cozy home, by Blue Line Train Stop + Free parking

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (116)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home

Lovely 2-Bdrm unit with pool. Home away from home.

8.6 out of 10, Excellent, (20)
"The condo was clean but was needed to be updated. "
Lovely 2-Bdrm unit with pool. Home away from home.

Oak Park Queen

9.2 out of 10, Wonderful, (9)
"I was mostly confused about how to go about checking in so i had to call. We were told we would get an email soon telling us everything we needed to know which is fine, but we didnt know that till almost check in time. A minor inconvenience but not serious. Loved the area!"
The price is AU$402
includes taxes & fees
26 Nov - 27 Nov
Oak Park Queen

LUXE 3 BR, 2 BA + Hot Tub

8.8 out of 10, Excellent, (15)
"Older property which matched description well. Comfortably fit 5 adults and teens for 4 night stay. Quiet neighborhood even though it is right next to highway. Grocery store within a few mins. We traveled several times to downtown Chicago and Rosemont without issues (other than normal chicago traffic). There are stairs from any entrance, so just be prepared if you have a heavy cooler like we did. :) Could have been a bit cleaner, but that would not stop me from staying again. The host...
The price is AU$709
includes taxes & fees
2 Dec - 3 Dec
LUXE 3 BR, 2 BA + Hot Tub

Sunny Coach House in Historic Oak Park

9.8 out of 10, Exceptional, (47)
"Hosts were great place check on easy! Would stay again."
Sunny Coach House in Historic Oak Park

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (162)
"Very clean and well maintained. Would stay again for sure. "
Historic home with easy access to Chicago

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (48)
"Our family of 4 had a wonderful stay here! Great neighborhood and a spacious home! The beds were super comfy & the home was decorated nicely! Thank you for having us Amanda! We’ll be back :) "
Spacious open concept home w/ game room + firepit

Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6

9.4 out of 10, Exceptional, (12)
"This is an amazing location minutes from everything - including the green line to downtown. This is a well maintained, well stocked, comfortable rental in a perfect location. With a very hospitable and communicative host. We would book this again in a minute "
Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6

Chicago Dickens place 1 bd. Garden unit Centralized loc.

9.2 out of 10, Wonderful, (25)
"Great location and clean apartment. The host was very quick to respond to any question, and we had a great time on our trip "
Chicago Dickens place 1 bd. Garden unit Centralized loc.

Comforting Retreat Near Woodfield Mall by RedAwning

9.4 out of 10, Exceptional, (10)
"Nice place to stay, will definitely stay again. "
Comforting Retreat Near Woodfield Mall by RedAwning

Near Chicago & O’Hare/ King Bed + Game room

10.0 out of 10, Exceptional, (22)
"We had 5 people stay. 3 bedrooms and the two couches that fold out into beds. We hung out on the deck each night, but never ended up using the fire pit. Was a warm night anyway. Great stay. "
The price is AU$675
includes taxes & fees
1 Dec - 2 Dec
Near Chicago & O’Hare/ King Bed + Game room

Riverfront rental with fun activities

10.0 out of 10, Exceptional, (22)
"Great place, awesome host. Would definitely recommend. "
The price is AU$348
includes taxes & fees
1 Dec - 2 Dec
Riverfront rental with fun activities

Modern 2 King BR Apt, Relax in Style!!

9.8 out of 10, Exceptional, (41)
"The environment was comfortable and very clean. Great accommodations. Would stay again."
Modern 2 King BR Apt, Relax in Style!!

3BR Spacious Home Away From Home

10.0 out of 10, Exceptional, (28)
"Stayed here while I was running the Chicago marathon. Was perfect for my infant and toddler and everything we needed for the weekend. Nice neighborhood, easy parking, great communication through the stay. Would definitely stay here again."
3BR Spacious Home Away From Home
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.
Don't see what you're looking for?
See all available properties in Bloomingdale
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Bloomingdale you may be interested in

Hilton Chicago O'Hare Airport

4.0 star property
7.8 out of 10, Good, (2081)
"Everything is great"
The price is AU$356
includes taxes & fees
30 Nov - 1 Dec
Hilton Chicago O'Hare Airport

Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel

3.0 star property
8.8 out of 10, Excellent, (1559)
"Close to airport. Shuttle on time every 30 mins. Good dining options. Convenient to outside dining and shopping. Accommodating staff "
The price is AU$173
includes taxes & fees
27 Nov - 28 Nov
Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel

Marriott Chicago O'Hare

3.5 star property
8.4 out of 10, Very good, (1014)
"Desk & Restaurants services set the bar "
The price is AU$269
includes taxes & fees
13 Dec - 14 Dec
Marriott Chicago O'Hare
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Bloomingdale?

Yes, there are holiday rentals in Bloomingdale close to The Oasis Water Park, 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 Bloomingdale. While you're here, grab a bite or have a drink at the bars.

What are some of the best holiday rentals that Bloomingdale has to offer?

Furnished Private home in Aurora sleeps 9 guests: This holiday home rental outside of Bloomingdale offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Bloomingdale?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Bloomingdale stay.

What’s there to see and do in Bloomingdale?

Cultural attractions include Bloomingdale Park District Museum, whereas The Oasis Water Park is just one of the family-friendly sights. While here, Bloomingdale Golf Club and Stratford Square Mall are other places worth a visit.

What’s a holiday rental in Bloomingdale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bloomingdale. Holiday rentals offer amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.