Holiday rentals 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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Top guest favourite
A warm living room features a brick fireplace as the focal point, framed by two arched windows allowing natural light. Comfortable seating arrangements include a plush sofa and armchairs, complemented by a wooden coffee table. A children's playhouse adds a touch of whimsy to the space.
Home in Carol Stream
4.93 out of 5 average rating, 121 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

Guest favourite
A bright living area features a comfortable sofa arranged around a modern coffee table. A work desk is positioned near the window, with natural light spilling in. Artwork adorns the walls, and greenery adds a touch of life to the space, enhancing the welcoming atmosphere.
Flat in West Dundee
4.93 out of 5 average rating, 152 reviews

Charming Riverfront Stay | Heart of Downtown

Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

Superhost
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
4.78 out of 5 average rating, 50 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 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, 860 reviews

Enchanted Garden Treehouse (Amenity*)

Spring is here, the flowers out, the treehouse warm and cozy, and the hot tub ready! Relax on cool evenings in our luxurious, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall cuts thru snow into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits, foxes and hawks. We are 420 friendly. Come experience the magic and make a special memory!

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, 82 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.

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
4.98 out of 5 average rating, 238 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
4.82 out of 5 average rating, 100 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
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.
Flat in Warrenville
4.93 out of 5 average rating, 104 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!

Guest favourite
A modern camper interior features a well-equipped kitchen with dark cabinets and a spacious countertop. A comfortable seating area is visible, along with a light-colored sofa. Natural light enters through windows adorned with dark blinds, creating a practical and inviting environment.
Camper van/Motorhome in Lombard
4.96 out of 5 average rating, 26 reviews

Private camper near horse barn

Large camper on acres of small horse ranch. Near a river, woods with walking trail, and an expansive dog park. Surrounded by nature it is common to see deer and other wildlife. 2nd bedroom has two beds and a table that converts to a third bed. 3 TVs one in each bedroom and one in main area. A modern camper experience that is also a great escape from the day to day grind. Conveniently located close to 355 expressway.

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, 140 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!

Guest favourite
A modern kitchen and dining area is presented with sleek finishes. A round wooden table is surrounded by six light grey upholstered chairs. A stainless steel refrigerator and stove complement the contemporary cabinetry. Large windows allow natural light to fill the space.
Home in Schaumburg
4.89 out of 5 average rating, 18 reviews

The Green House

Freshly fabulous is this completely renovated home with all new furnishings. Set in the heart of Schaumburg and centrally located in a great neighborhood with parks and walking trails. The home underwent a full renovation with gorgeous modern kitchen, sleek & stylish bathrooms, and modern furnishings throughout. Expansive living room and yard space make this home great for families or traveling professionals.

Top guest favourite
The open-concept living area showcases a spacious layout with soft-colored furnishings and a large area rug. The space includes a comfortable seating arrangement facing a TV, and a dining area with white chairs around a round table. A well-equipped kitchen is visible in the background.
Guest suite in Wheaton
5 out of 5 average rating, 72 reviews

Charming & Cozy Wheaton Stay- Great Location!

You are booking a Cozy, Modern, and SPACIOUS Basement Apartment with a Private Entrance, Exclusive Laundry Room, and a large open-concept Guest Suite! Located in one of Wheaton’s most charming neighborhoods – it’s less than a mile from Wheaton College and the Metra train station, and 1.5 miles from Wheaton’s delightful downtown. Host occupies the separate first floor.

Popular amenities for Bloomingdale holiday rentals

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