Vacation rentals in Bloomingdale

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Top-rated vacation rentals in Bloomingdale

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

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Top guest favorite

Home in Carol Stream

4.92 out of 5 average rating, 128 reviews

Lake Home Retreat-HotTub• FirePit• Kayak• 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

FamilyValueBackyard

Guest favorite

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, 890 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!

LocationFamilyParks

Top guest favorite

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, 88 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.

ValueFamilyAccess

Guest favorite

The exterior of a single-story home is framed by lush green grass and dark mulch landscaping. A welcoming pathway leads to the front door, adorned with a seasonal wreath. A large tree provides shade, and a white fence marks the boundary of the yard.

Home in Naperville

4.86 out of 5 average rating, 182 reviews

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

LocationFamilyAmenities

Guest favorite

The exterior of the vintage garage apartment is shown, featuring a bright yellow facade with two white garage doors. A large window is positioned above the doors, with greenery surrounding the property, contributing to the charming appearance.

Guesthouse in Villa Park

4.93 out of 5 average rating, 164 reviews

Eclectic Coach House Apartment

Vintage Charmer! 1935 Sears Craftsman Coach House garage apartment. Beautiful safe neighborhood surrounded by historic homes and just steps from the Illinois prairie path, parks, brewery's/bars, restaurants and more! With an eclectic boho chic vibe, featuring full kitchen and on site private washer/dryer. Overlooking an accessible lovely backyard! Close to airports and easy access to public transportation/major highways. Just 30 min from the Chicago Loop!

ValueFamilyAccuracy

Top guest favorite

The exterior of a modern ranch-style home is showcased, featuring a strategic arrangement of greenery and colorful landscaping. A paved driveway leads to a welcoming entrance, flanked by two garage doors. The home is complemented by a clear blue sky and mature trees in the background.

Home in Schaumburg

4.93 out of 5 average rating, 98 reviews

Cozy Schaumburg 5 br/3.5ba w/ bonus rooms/office

Luxurious–Cozy Ranch Stunning 5-bedroom, 3.5-bath home offers spacious modern living on a quiet cul-de-sac. The home features a gourmet kitchen with a Viking 48” stove and Omega cabinets, a master suite with a coffee bar, his-and-hers bathrooms, and a jacuzzi tub. Enjoy two fireplaces, three wet bars, and a basement with a pool table, arcade games, an 85” TV, and a kids' playroom. Outside, the backyard has a patio, gazebo, and firepit.

ValueFamilyCheck-in

Top guest favorite

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, 135 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!

FamilyLocationParks

Top guest favorite

A bright living area is presented with a light-colored sofa and a welcoming cushion. Colorful floral artwork decorates the wall above. A round, dark wood coffee table is centered, complemented by a small planter with decorative flowers and a potted plant in the corner.

Home in Elk Grove Village

4.93 out of 5 average rating, 103 reviews

Modern Aesthetic 3bd Family Haven w/ King Bd, Yard

Unwind in this spacious, family-friendly haven in Elk Grove Village. Featuring a king bed, modern amenities, and a private yard, it’s the perfect spot for a relaxing getaway or a convenient home base to explore the area. The home is centrally located near O'hare Airport and Woodfield Mall, plus it is conveniently located near the intersection of Chicago's two major highways: I-90 and I-290, ready to take you to your destination.

FamilyValueOutdoor spaces

Top guest favorite

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, 154 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!

FamilyValueSleep quality

Guest favorite

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

4.94 out of 5 average rating, 62 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.

LocationValueBackyard

Top guest favorite

A comfortable living area is highlighted by a leather couch adorned with a yellow cushion. A wooden coffee table sits at the center, topped with a vase of bright flowers. A large television is mounted on the wall, while a desk and chair are positioned near the window.

Home in Wheaton

4.96 out of 5 average rating, 138 reviews

Beautiful Redone Townhome Next to Wheaton College

This townhome is steps across from the Wheaton College Soccer and Football fields. Fully updated with new floors, paint, bathrooms, and furniture. Lots of space to spread out and many working areas. Close to both downtown Wheaton and Downtown Glen Ellyn where wonderful restaurants abound. 2 parking passes included for parking vehicles.

LocationFamilyParking

Superhost

A spacious living area is centered around a modern electric fireplace, set against a stylish accent wall. Deep blue sofas with decorative cushions surround a sleek coffee table, while a large area rug adds warmth. Natural light enters through multiple windows, enhancing the inviting space.

Home in Wheaton

4.84 out of 5 average rating, 32 reviews

Glamorous: Sauna & Bar

Step into your stylish escape at this beautifully updated ranch, where every detail has been designed for a truly glamorous experience. From the fully renovated kitchen to the dreamy indoor sauna, or the modern bar, this home offers a blend of upscale comfort and fun that’s perfect for your next getaway.

ValueFamilyDecor