
Vacation rentals in Bloomingdale
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Bloomingdale
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Garden Flat
Discover comfort and charm in this fully renovated LL garden flat, 2 blocks from Wheaton College. Walk to downtown Wheaton and the train. This delightful bungalow, tucked away in a peaceful neighborhood, offers private driveway parking and a lovely fenced backyard with patio. Adorable back porch is perfect for morning coffee or evening wine. Everything you need is waiting at The Garden Flat in Wheaton. A thoughtfully maintained residential home, it’s personally managed to ensure a peaceful stay.

The Deer Suite
This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

At the center of it all, a secret suburban gem!
You’ll be SO close to everything! Stay in centrally-located Itasca. Minutes from Ohare airport, major highway interchanges, & Metra train. Explore Woodfield Mall, golf courses, nature preserves, business parks, and famous Chicago food options! This quiet & safe freshly remodeled 3bed, 2full bath townhome has a front porch for sunrise, back patio/pergola for sunset, front & back entry, full furnishings & amenities, and is quiet and comfortable. Perfect for families or business travelers! An A+

Charming 3bed/2 Bath Schaumburg
Welcome to this entirely updated, and fully equipped home in Schaumburg. It offers a private backyard,BBQ and patio.Located just 30 min from O'Hare,12 min from Woodfield mall,20 min from soon-to be home of the Chicago Bears,all major interstates,shopping,one of a kind dining and much more.Enjoy amenities like WiFi,TV in each room,washer and dryer,coffee machine,Iron,central AC,and much more.The 2 full baths come equipped with a hair dryer and more.We look forward to welcoming you to our place.

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!

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

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.

Cozy & Spacious Suite in Quiet Neighborhood
This 950 sq. ft. guest suite is in a quiet, upscale neighborhood, less than 1/2 mile from Bartlett Hills Golf Club and a mile from Metra Train Station. 50 min. train ride to downtown Chicago. 10 min. walk to downtown Bartlett. A private entrance makes check-in easy and convenient, while offering privacy during your stay. Full kitchen, accessible bathroom, and WIFI provided. Washer/Dryer available upon request. Pool is for registered guests only. Owners on site to assist if needed.

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.

Modern & Clean 3 Bedroom Ranch House with Sunroom
Kick back and relax in this fully renovated and stylish space. House is stocked with new kitchenware, appliances, smart TVs. This rental has everything you need! 6 miles to Schaumburg Convention Center, 17 miles to O'Hare Airport, 5 miles to Woodfield Mall. Enjoy restaurants, parks, golf courses, Legoland, Medieval Times and much more. This is a 3 bedroom 1 bathroom house with a beautiful sunroom that sleeps up to 6 people (2 in each bedroom). Garage is not available for guests' use.

Chicagoland-Schaumburg/ORD 3-BR Ranch Home, sleeps 7
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.

124 Lofts #2 - Downtown Dundee - Walk to Dining
124 Lofts is a boutique collection of modern, design-forward lofts set within a beautifully restored historic building in downtown West Dundee. This listing is for Loft #2, a one-bedroom space featuring exposed brick, timber ceilings, and clean finishes that feel both character-driven and easy to enjoy. Each loft includes a king bed, private bath, kitchenette, fast Wi-Fi, and a 60" smart TV, just steps from restaurants, shops, and the Fox River.
Popular amenities for Bloomingdale places to stay
Other great vacation rentals in Bloomingdale

Centrally Located - proximity to O' Hare Airport

Glamorous: Sauna & Bar

Cozy 2 bedroom home in a wonderful neighborhood.

The Green House

Couples camper on a quaint horse ranch

Casa de Chicago in Schaumburg!

Cozy 5BD Home with Scandinavian Vibes

Webster
Destinations to explore
- Chicago Vacation rentals
- Indianapolis Vacation rentals
- Columbus Vacation rentals
- St. Louis Vacation rentals
- Louisville Vacation rentals
- Cincinnati Vacation rentals
- Detroit Vacation rentals
- Milwaukee Vacation rentals
- Traverse City Vacation rentals
- Des Moines Vacation rentals
- Downtown Chicago Vacation rentals
- Ann Arbor Vacation rentals
- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- 875 North Michigan Avenue
- Naval Station Great Lakes
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Chicago River Walk
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Union Park
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory
- Illinois Beach State Park





