Holiday houses in Bloomingdale

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Top-rated holiday rentals in Bloomingdale

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg
4.94 out of 5 average rating, 880 reviews

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot/cool tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

Top Guest favourite
Guest suite in Carol Stream
4.95 out of 5 average rating, 332 reviews

Lakefront Hot Tub-Fishing-Kayak & Pool Table Suite

Large guest suite w/3 separate areas. Just like your own apartment, just not your own entrance. Great for friends traveling together! ENTRANCE IS THRU THE MAIN PART OF THE HOUSE THAT WE LIVE IN This is just for the basement but you have complete privacy downstairs. Large yard, hot tub, patio, bbq, firepit, fishing or sitting watching the sunsets. Stocked lake, walking path, 3 parks! Check out the pictures to see all our home has to offer! Full kitchen,laundry room & yard are shared space

Top Guest favourite
A spacious ranch house is depicted, surrounded by matured trees and a well-maintained lawn. The facade features a combination of brick and siding, with a large garage and a welcoming front porch. Sunlight filters through the leaves, creating a serene atmosphere.
Home in Itasca
4.99 out of 5 average rating, 85 reviews

RANCH, House-tel: updated full kitchen, comfy beds

Ranch House with 3 bedrooms, 3 queen beds and 2 full bathrooms, spacious living room, 2 car garage and a long driveway. Lovely, quiet and safe neighborhood with matured trees making your stay a relaxing one while viewing the backyard. About 20 minutes to O’hare airport, just over 10 minutes to the Woodfield Mall/Schaumburg business district, approximately 30-45 minutes to downtown Chicago-largest Starbucks in the world, Skydeck and The Bean. Few minutes drive to restaurants and groceries.

Guest favourite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Apartment in Aurora
4.98 out of 5 average rating, 270 reviews

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Guest favourite
Home in Carol Stream
4.83 out of 5 average rating, 111 reviews

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area

Discover this charming 3-bedroom, 2.5-bathroom home located in a serene and secure neighborhood. Enjoy peace of mind in a quiet area while being just minutes away from a variety of shopping, dining, and entertainment options. Perfect for families, this home offers spacious living areas, a modern kitchen, and a cozy backyard. The nearby water park, only a 5-minute drive away, provides endless fun for all ages. Embrace comfort and convenience in this delightful residence.

Guest favourite
Home in Elk Grove Village
5 out of 5 average rating, 6 reviews

Chicagoland-Schaumburg/ORD 3BR Ranch Home, sleeps7

Enjoy a comfortable stay in this charming Schaumburg home featuring 3 private bedrooms with queen beds, 1 full bathroom, and 1 extra single bed, perfect for up to 7 guests. Ideal for travel nurses, families, or small groups, the home offers a fully equipped kitchen, washer/dryer, Wi-Fi, free parking, and a fenced yard. Conveniently located just minutes from LEGOLAND, Woodfield Mall, Boomers Stadium, and iFLY, with easy access to O’Hare Airport and downtown Chicago.

Top Guest favourite
A cozy living area features a black leather sofa paired with decorative pillows. A glass coffee table sits atop a patterned rug, complemented by a lamp and a small plant. The staircase leads to an upper level, with a wall map artwork enhancing the space.
Townhouse in Hoffman Estates
4.9 out of 5 average rating, 386 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Top Guest favourite
The living area features a comfortable seating arrangement with a sofa and two armchairs. A round coffee table sits in the center on a patterned area rug. Soft lighting enhances the neutral wall tones, while a decorative plant adds a touch of greenery.
Apartment in Warrenville
4.94 out of 5 average rating, 125 reviews

“The remote retreat”

We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!

Top Guest favourite
A welcoming living room is highlighted by a comfortable sectional sofa with decorative pillows. A patterned area rug covers the hardwood floor, and a reading nook features a unique egg chair. Artwork adorns the walls, complemented by greenery from potted plants.
Home in Lombard
4.99 out of 5 average rating, 150 reviews

Modern Boho house in Lombard 7 min to Metra

Kick back and relax in this calm, stylish space. Visiting family in Chicagoland area? Traveling for work? Lombard is centrally located 30 min to everywhere! The house is only 6 min to Oakbrook Shopping and Business Center and upscale shopping and fabulous restaurants like RH with rooftop restaurant, 8 min to Yorktown Shopping Center. Whatever your travel purpose is, we will be happy to host you! Welcome home!

Top Guest favourite
Home in Schaumburg
5 out of 5 average rating, 20 reviews

High-End Modern Home with Chic Interior

Relax with the whole family at this peaceful and modern retreat. Featuring bright interiors, cozy living spaces, and a fully equipped kitchen, it’s the perfect place to unwind after a day of exploring. Conveniently located near shopping, dining, and local attractions — this home offers comfort, style, and tranquility all in one. with the whole family at this peaceful place to stay.

Guest favourite
A large, two-story brick home is set against a colorful sky at dusk. The exterior features a mix of brick and stone accents, with several illuminated windows showcasing the warm interior. A well-maintained lawn and driveway are visible in front of the house.
Home in Roselle
4.93 out of 5 average rating, 60 reviews

Chicago suburban vacation home!

Bring the whole family to this great home with lots of room for fun. 3600 sq ft with 3 car garage! Walking distance to the train for day trips to downtown and easy drives to golf, shopping, great dining/bars and unlimited community events! Perfect for large family vacations and special events! Easy 25 minutes to OHare airport! Walking distance to Medinah Country Club.

Top Guest favourite
A dining area offers a large table surrounded by six grey upholstered chairs. A contemporary chandelier illuminates the space, complemented by a decorative wall clock. Large windows provide natural light, framed by sheer white curtains, enhancing the room's openness.
Home in Winfield
4.99 out of 5 average rating, 200 reviews

Cozy, Clean & Well-Stocked Home!

CLEAN AND WELL-OUTFITTED HOME. Great for families, a staycation, or a work-from-home-alternative. Superfast wifi (200mb), laptop-friendly workspace, parking on premises, contactless entry, accessible-height beds, crib for babies and toddlers, self check-in, and kid friendly home. Sleeps 6 guests.

Popular amenities for Bloomingdale holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. DuPage County
  5. Bloomingdale