Bloomingdale Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Bloomingdale holiday rentals

Private kitchen
Spacious 4-bedroom house with AC in beautiful Bloomingdale

Spacious 4-bedroom house with AC in beautiful Bloomingdale

Spacious 4-bedroom house with AC in beautiful Bloomingdale
2.0 star property
Bloomingdale
Spacious 4-bedroom house with AC in beautiful Bloomingdale
Interior
Less is more! Pet friendly Tiny Home near Chicago!

Less is more! Pet friendly Tiny Home near Chicago!

Less is more! Pet friendly Tiny Home near Chicago!
Burr Ridge
9.8 out of 10, Exceptional, (35)
"We loved it!!! Perfect space for the 3 of us area is beautiful!! "
United States
Aaliyah G.
The price is HK$805
HK$1,626 total
includes taxes & fees
31 Dec - 1 Jan 2026
Less is more! Pet friendly Tiny Home near Chicago!
2 bedrooms, iron/ironing board, travel cot, WiFi
Warm & Stylish 2BR Apt

Warm & Stylish 2BR Apt

Warm & Stylish 2BR Apt
Albany Park
10.0 out of 10, Exceptional, (1)
"Met my expectations. Nice comfortable unit located in a great part of Chicago. Host was very responsive."
United States
Maureen B.
The price is HK$560
HK$1,528 total
includes taxes & fees
28 Dec - 29 Dec
Warm & Stylish 2BR Apt
Fridge, microwave, oven, stovetop
1BR Homey Apt in Irving Park

1BR Homey Apt in Irving Park

1BR Homey Apt in Irving Park
Irving Park
9.0 out of 10, Wonderful, (4)
"It was wonderful and wil stay agian"
United States
Crystal P.
The price is HK$498
HK$1,319 total
includes taxes & fees
28 Dec - 29 Dec
1BR Homey Apt in Irving Park
Interior
Trendy & Comfy Studio Unit

Trendy & Comfy Studio Unit

Trendy & Comfy Studio Unit
Portage Park
9.6 out of 10, Exceptional, (4)
"Older property. Landlord special in the bathroom. Definitely needs better window coverings. Otherwise, comfortable, safe, and clean. "
United States
Courtney V.
The price is HK$467
HK$1,205 total
includes taxes & fees
30 Dec - 31 Dec
Trendy & Comfy Studio Unit
Fridge, microwave, oven, stovetop
Chic Suite/Mins to L Train /Laundry/Free Parking

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, (57)
"Super convenient if you want to see the Frank Lloyd wright house - walked to studio and train and great cafes. Perfect location "
United States
Travis S.
The price is HK$500
HK$1,507 total
includes taxes & fees
5 Jan - 6 Jan 2026
Chic Suite/Mins to L Train /Laundry/Free Parking
Children’s area
Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer

Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer

Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer
West Ridge
10.0 out of 10, Exceptional, (5)
"This spot was perfect for our Chicago visit where we mostly needed a place to sleep, not hang out. It seemed to have been refinished recently, so beds were comfy, bathroom lovely, and sitting area big enough for the two of us. "
United States
Deb B.
The price is HK$735
HK$1,866 total
includes taxes & fees
4 Jan - 5 Jan 2026
Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer
2 bedrooms, iron/ironing board, WiFi, bed sheets
Comfortable 2BR Chicago Apt

Comfortable 2BR Chicago Apt

Comfortable 2BR Chicago Apt
Albany Park
9.6 out of 10, Exceptional, (4)
"Perfect location for our trip. Very functional and comfortable. "
United States
Michael
The price is HK$568
HK$1,518 total
includes taxes & fees
4 Jan - 5 Jan 2026
Comfortable 2BR Chicago Apt
TV, offices
Cozy 1BR in Walkable Area

Cozy 1BR in Walkable Area

Cozy 1BR in Walkable Area
Lincoln Square
9.8 out of 10, Exceptional, (7)
"The place was just as pictured and spotless. Very comfortable apartment in a beautiful area. Close walk to the L and to stores on the nearby avenue. Easy check-in. "
United States
Dan C.
The price is HK$490
HK$1,310 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy 1BR in Walkable Area
Property grounds
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Downers Grove
9.6 out of 10, Exceptional, (30)
"Great option for a relatively affordable place to stay near family."
United States
Erick B.
The price is HK$467
HK$865 total
includes taxes & fees
19 Jan - 20 Jan 2026
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
2 bedrooms, iron/ironing board, WiFi, bed sheets
Warm & Inviting 2BR Apt

Warm & Inviting 2BR Apt

Warm & Inviting 2BR Apt
Hermosa
10.0 out of 10, Exceptional, (4)
"Comfortable beds, great location"
United States
Jason
The price is HK$568
HK$1,518 total
includes taxes & fees
4 Jan - 5 Jan 2026
Warm & Inviting 2BR Apt
Fridge, microwave, oven, stovetop
Special Skevanston Space 2mi to Northwestern University & beach

Special Skevanston Space 2mi to Northwestern University & beach

Special Skevanston Space 2mi to Northwestern University & beach
Evanston
9.0 out of 10, Wonderful, (22)
"Very nice stay. Host was super nice and accommodating. "
United States
Melissa K.
The price is HK$653
HK$1,697 total
includes taxes & fees
6 Jan - 7 Jan 2026
Special Skevanston Space 2mi to Northwestern University & beach
1 bedroom, iron/ironing board, travel cot, WiFi
Prime City Stay in a 1BR Apt

Prime City Stay in a 1BR Apt

Prime City Stay in a 1BR Apt
Irving Park
9.2 out of 10, Wonderful, (12)
"Nice property "
United States
William S.
The price is HK$498
HK$1,319 total
includes taxes & fees
28 Dec - 29 Dec
Prime City Stay in a 1BR Apt
Fridge, oven, stovetop, toaster
Homey 2BR Apt w/ Parking

Homey 2BR Apt w/ Parking

Homey 2BR Apt w/ Parking
Portage Park
9.8 out of 10, Exceptional, (7)
"It was clean and well maintained unit. It’s next to grocery store and pharmacy which was very convenient. It’s not too far from downtown. I would stay again here in future if available."
United States
Jatin
The price is HK$560
HK$1,528 total
includes taxes & fees
28 Dec - 29 Dec
Homey 2BR Apt w/ Parking
2 bedrooms, WiFi, bed sheets
Cozy & Inviting 2BR Apartment

Cozy & Inviting 2BR Apartment

Cozy & Inviting 2BR Apartment
Albany Park
10.0 out of 10, Exceptional, (1)
The price is HK$568
HK$1,527 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy & Inviting 2BR Apartment
2 bedrooms, iron/ironing board, travel cot, WiFi
Chic 2BR Haven Near Irving Park

Chic 2BR Haven Near Irving Park

Chic 2BR Haven Near Irving Park
Irving Park
9.8 out of 10, Exceptional, (9)
"Beautiful place. The host was awesome with communication and recommendations. Will definitely stay again when we come to the city"
United States
Katie L.
The price is HK$568
HK$1,518 total
includes taxes & fees
4 Jan - 5 Jan 2026
Chic 2BR Haven Near Irving Park
Fridge, microwave, oven, stovetop
Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago

Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago

Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago
Oak Park
8.8 out of 10, Excellent, (25)
"The house was very comfortable and clean. We definitely enjoyed our stay there, and will keep it in mind next time we visit the area."
United States
Jill S.
The price is HK$560
HK$1,620 total
includes taxes & fees
30 Dec - 31 Dec
Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago
Fridge, microwave, oven, stovetop
Lovely 2BR with Parking Near United Center & Wrigley

Lovely 2BR with Parking Near United Center & Wrigley

Lovely 2BR with Parking Near United Center & Wrigley
Portage Park
9.0 out of 10, Wonderful, (4)
"The place was spacious and quiet at night. It was warm and cozy for a winter nights' stay. If you are a coffee person, bring your own! Host was responsive and helpful. "
United States
Kierstin A.
The price is HK$560
HK$1,548 total
includes taxes & fees
30 Dec - 31 Dec
Lovely 2BR with Parking Near United Center & Wrigley
2 bedrooms, WiFi, bed sheets
Chic & Fully Furnished 2BR Apt!

Chic & Fully Furnished 2BR Apt!

Chic & Fully Furnished 2BR Apt!
Avondale
10.0 out of 10, Exceptional, (2)
"Our stay was great! The apartment is very clean and comfortable. Nicely furnished. On a residential street in a lovely neighborhood. Wifi and A/C units worked well (we were there in August). We found street parking pretty easily. And Kristine was a really responsive host. Would absolutely stay again!"
United States
Stephanie D.
The price is HK$568
HK$1,518 total
includes taxes & fees
4 Jan - 5 Jan 2026
Chic & Fully Furnished 2BR Apt!
Microwave, oven, stovetop
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
2.0 star property
Northlake
10.0 out of 10, Exceptional, (2)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
The price is HK$739
HK$957 total
includes taxes & fees
11 Jan - 12 Jan 2026
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
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 Bloomingdale Hotel Reviews

Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport

10/10 Excellent
"It was perfect"
Nicholas 1-night trip
Posted 2 days ago
Sonesta Simply Suites Chicago O'Hare Airport

Find out more about Bloomingdale

Search for holiday rentals in Bloomingdale on Expedia! You can easily find your home rentals, villas, holiday apartments in Bloomingdale using one of the methods below:

  • View our selection of featured holiday rentals in Bloomingdale
  • Use the map to find apartments and other holiday homes in the Bloomingdale neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bloomingdale while they last

Look no further and take a look at our great range of rental properties in Bloomingdale!

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?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Bloomingdale offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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.