Holiday rentals in Bloomingdale

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Top-rated holiday rentals in Bloomingdale

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Top guest favourite
A spacious living area features a large, light grey sectional sofa positioned around a circular coffee table. A vibrant area rug adds color beneath the furniture. A wall-mounted TV is visible above a white fireplace, with natural light filtering through sheer curtains.
Townhouse in Hoffman Estates
4.96 out of 5 average rating, 78 reviews

Game Room | Exercise Area | Firepit | Sanitized

Make yourself at home in this cozy, private townhouse, perfect for families and groups! Conveniently located 20 min from O’Hare, 40 min to downtown Chicago, and near NOW Arena, Schaumburg Convention Center, Woodfield Mall and St. Alexius Hospital. Sanitized after each guest, it features a full kitchen, family games, foosball table, walking pad, Smart TVs, fireplace, laundry room, and a yard with a firepit. With extra futons in the basement, there’s plenty of space. Message me with any questions!

Guest favourite
A modern kitchen showcases dark wood cabinetry and stainless steel appliances, including a refrigerator and gas stove. A granite countertop extends into a bar area with three metal stools. A microwave and kettle are placed on the counter, illuminated by overhead lighting.
Guest suite in Wood Dale
4.91 out of 5 average rating, 539 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 upgraded patio features a hot tub illuminated in blue, with a scenic view of the lake and a vibrant sunset reflecting on the water. The outdoor dining area is nestled under string lights, adding a cozy touch to the serene atmosphere.
Home in Carol Stream
4.92 out of 5 average rating, 118 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, 31 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.

Top guest favourite
A red sofa is positioned in front of a brick fireplace, creating a cozy seating area. A wooden coffee table is placed in front of the sofa. Soft lighting is cast from a lamp beside the sofa, and framed photographs adorn the walls.
Guest suite in Bartlett
4.96 out of 5 average rating, 225 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
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 Medinah
5 out of 5 average rating, 76 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.

Superhost
Flat in Warrenville
5 out of 5 average rating, 4 reviews

Naperville 2BR Escape | Pool, Gym, Pickleball!

A premium, resort-like experience in a professionally managed 2 bedroom / 2 bathroom property, providing the perfect balance of luxury and comfort for business travelers and families. Enjoy the pool, pickleball court, kids play room, courtyard w/ firepits, fitness center, pool table, and sauna - convenience is at your fingertips! Explore nearby downtown Naperville (8 mins), classy Oakbrook Terrace, the beautiful Morton Arboretum and downtown Chicago, a short drive or train ride away!

Top 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.
Flat in Aurora
4.99 out of 5 average rating, 211 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.

Top guest favourite
A spacious living area features a cozy gray sofa adorned with colorful cushions, complemented by two vibrant blue chairs. A wooden coffee table rests on a floral area rug, while a flat-screen TV is mounted on the wall above a modern fireplace. Natural light enters through large windows.
Home in Schaumburg
4.96 out of 5 average rating, 111 reviews

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.

Guest favourite
The living area features a large sectional sofa positioned around a wooden coffee table. A sleek black refrigerator and kitchen area are visible in the background, complemented by subtle purple lighting. A fan hangs from the ceiling, and a window allows natural light to enter.
Flat in Roselle
5 out of 5 average rating, 10 reviews

Roselle Guesthouse

700sq 1 bedroom apartment located on the 2nd floor. Very cozy, private entrance and parking space. Queen size bed, a sofa sleeper, country setting, very quite, outdoor patio. The unit is above my work studio which I use when I get the time to tinker with a project. Very safe place. Less than 1 mile from the Metra train station. 20-25 minutes to O'Hare. Close to shopping. Neighboring towns Schaumburg, Bloomingdale, Glendale Heights, Carol Stream, Bartlett, Elgin, Streamwood.

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, 10 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
A modern living room is highlighted by a large brown sectional sofa adorned with patterned throw pillows. A round coffee table sits at the center, accompanied by a vase with fresh tulips. The open layout connects to a bright kitchen with pendant lighting.
Home in Streamwood
4.94 out of 5 average rating, 18 reviews

Modern & Cozy | Work & Relax

Unwind in this cozy, spotlessly clean modern home with everything you need for work and play. Enjoy the indoor fireplace, outdoor firepit, spacious living areas. Peloton bike, weights, and an arcade game in the basement. Perfect for families or remote workers. Minutes from top restaurants, shops, and entertainment. Fast Wi-Fi, a fully equipped kitchen, and inviting outdoor space make it easy to relax and feel at home. About 20 min from O’Hare, 30 min to downtown Chicago.

Popular amenities for Bloomingdale holiday rentals

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