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Holiday rentals in Bloomingdale

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Top-rated holiday rentals in Bloomingdale

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Top guest favourite
Guest suite in Wood Dale
4.91 out of 5 average rating, 546 reviews

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 .

Top guest favourite
An outdoor patio is illuminated by string lights, creating a cozy ambiance. The hot tub is set against a backdrop of snowy ground, with comfortable seating arrangements nearby. The lake is visible in the background, enhancing the tranquil atmosphere.
Home in Carol Stream
4.92 out of 5 average rating, 119 reviews

LakeHome Cozy Retreat! HotTub •FirePit•Bar•Fishing

Come enjoy our beautiful home it's the perfect place to relax, unwind & enjoy peaceful lake views. Whether you’re fishing, soaking in the hot tub or sipping coffee on the deck, it’s a quiet home away from home on a serene cul-de-sac. Enjoy stunning views of the lake while grilling or relaxing by the firepit on the beautifully landscaped patio & in the hot tub 🥂 🐶 Up to 2 furry babies are welcome & they’ll love the almost 1-acre fenced yard! 🌅 See weekly & monthly discounts for longer stays

Top guest favourite
An open living area is presented, featuring a mix of comfortable seating options in neutral tones. A wooden coffee table sits in the center, while large windows allow natural light to brighten the space. The adjoining room reveals a modern kitchen and access to the backyard.
Home in Schaumburg
5 out of 5 average rating, 35 reviews

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.

Guest favourite
A modern kitchen features sleek white cabinetry and a spacious island with a quartz countertop. Stools in warm tones surround the island, while stainless steel appliances and a stylish exhaust hood are prominent. Natural light filters through nearby windows onto the open layout.
Home in Schaumburg
4.85 out of 5 average rating, 48 reviews

Cozy Modern Renovated 3bd House

Relax and enjoy your stay in our stylish modern house on a quiet cul-de-sac. This 3 bedroom 1.5 bath house has just been completely renovated Fully equipped kitchen with premium cabinetry, quartz counter, breakfast peninsula formal dining room, King and Queen beds. Cozy fenced backyard with deck, grill, firepit. Game room with air hockey, foosball tables, and dartboard. Close to 3 major expressways, Woodfield Mall, Legoland, exquisite restaurants, convention centers, 30 minutes to O-Hare.

Top guest favourite
A serene outdoor area features a curved pool surrounded by a wooden deck and lush greenery. Potted flowers add color to the scene, while a shaded umbrella provides seating comfort. Tall trees offer natural privacy, enhancing the tranquil ambiance of the space.
Guest suite in Bartlett
4.96 out of 5 average rating, 227 reviews

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, WIFI, and cable provided. Washer/Dryer available upon request. Pool is for registered guests only. Owners on site to assist if needed.

Top guest favourite
The living area features a modern couch adorned with yellow and white pillows, accompanied by two accent chairs. A dining table with blue chairs is set on a cozy area rug. Natural light enters through sliding glass doors, leading to a small balcony.
Flat in Warrenville
5 out of 5 average rating, 17 reviews

Naperville Escape 2BR - Pool, Gym & Pickleball!

A premium, resort-like experience in a professionally managed property, providing the perfect balance of luxury and comfort for business travelers and families. Explore nearby downtown Naperville (8 mins), classy Oakbrook Terrace, the beautiful Morton Arboretum and downtown Chicago, a short drive or train ride away! Enjoy countless amenities, including the pool, courtyard w/ firepits, a fitness center, pool table, pickleball court, and in-unit laundry - convenience is at your fingertips!

Top guest favourite
Guest suite in Saint Charles
5 out of 5 average rating, 306 reviews

Peaceful Private Coach-House in St. Charles

Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed with mattress topper, studio area includes Smart TV, water station, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

Top guest favourite
A bright bedroom contains a queen bed and a twin bed, both dressed in white linens. Decorative floral art pieces adorn the walls. A bedside table with a lamp is positioned next to the queen bed. Light enters through a window, complemented by light curtains.
Flat in Medinah
5 out of 5 average rating, 48 reviews

Updated 2 Bedroom/1 Bath Condo - Walk to Train!

Updated 2 bedroom/ 1 bath apartment. Short walking distance to the Metra train stop which takes you into the city. Enjoy local restaurants and shops in Roselle or Schaumburg or take the train to the city of Chicago! Walk in nature at nearby parks. 10 min drive to Woodfield Mall; 15 min drive to Schaumburg Convention Center; 30 min drive to O'hare International Airport. Convenient location by Schaumburg, Elk Grove Village and Bloomingdale! Easy access to major highways like I-290, I-90.

Top guest favourite
A cozy living area features comfortable seating arrangements, including a white wicker sofa adorned with colorful cushions. A round white coffee table sits at the center, topped with a magazine and a vase of flowers. Light blue and green accents are displayed in the rug and chairs, creating a cheerful ambiance.
Guest suite in Wheaton
5 out of 5 average rating, 44 reviews

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 a private driveway parking space and lovely fenced backyard with patio. The adorable back porch is the perfect spot to enjoy your morning coffee, unwind with a glass of wine, or curl up with a good book. Everything you need is waiting for you at The Garden Flat in Wheaton.

Top guest favourite
A spacious living area features a light-coloured sofa set positioned around a wooden coffee table, with a television mounted on the wall. A large area rug enhances the space, while plants and natural light provide a fresh atmosphere. Dining space is visible in the background.
Home in Schaumburg
5 out of 5 average rating, 12 reviews

Paradise with Pool & Games

Welcome to our home. Enjoy lazy summer days by our sparkling pool, where you can soak up the sun and cool off with refreshing dips. Our well-appointed kitchen is ideal for preparing delicious meals together, and the cozy living areas provide plenty of space for relaxation and bonding. With nearby attractions and easy access to downtown Chicago, our home offers the perfect balance of suburban serenity and urban excitement. We can't wait to host you for an unforgettable stay!

Top guest favourite
Home in Wheaton
4.89 out of 5 average rating, 71 reviews

Little House on the Prairiepath by Wheaton College

Little House on the Prairie Path Cozy, gemütlich, hygge cottage in quiet unincorporated Wheaton, close to Lincoln Marsh, on the Prairie Path. International traveler decorated. This house offers extreme coziness. Very kid and pet friendly. Large back yard with fire pit overlooks pond with ducks, egrets, herons. Close to Central DuPage Hospital, Wheaton College, Metra train to Chicago. Perfect for family gatherings. Kitchen is fully equipped for cooking real meals!

Guest favourite
Flat in Melrose Park
4.9 out of 5 average rating, 42 reviews

Kng+Qn 2 bedroom/free parking/18 min O'Hare/Allstate

-18 minutes to O’Hare & Allstate Arena -35 minutes to DT Chicago - 2 King bedrooms + 2 twin daybed/trundle -Free designated parking -Board games, books, poker chips, & large screen TV for entertainment. -Tea & Coffee station -Family friendly/toys/pack&play -Relax in our tropical Japandi interior design setting -walk to local restaurants at corner or playground and outside seating up the street. -early check-in and late checkouts can be arranged ahead of time

Popular amenities for Bloomingdale holiday rentals

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