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
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
4.92 out of 5 average rating, 532 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 .

Guest favorite
A cozy living area is highlighted by a plush navy sofa adorned with a yellow accent pillow. A light-colored area rug with stripes lies beneath. The room features a decorative painting of trees and a stained glass window, adding character to the inviting space.
Guest suite in Wheaton
4.92 out of 5 average rating, 201 reviews

✽ Charming Cottage ✽ close to College/Town/Station

Charming and cozy single family home fully renovated in a superb location! This house is walking distance to the Chicago metra rail system and Wheaton College, as well as a 6 minute drive to both downtown Wheaton and downtown Glen Ellyn! Relax and unwind in this darling home that we fell in love with! The health and safety of our guests is important to us. Due to COVID-19 we are taking extra care to professionally disinfect frequently and completely between every reservation UP TO CDC STANDARDS

Top guest favorite
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, 116 reviews

LakeHome Cozy Retreat-Hot Tub • FirePit • Bars

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

Superhost
A spacious backyard features a circular stone fire pit surrounded by six blue adirondack chairs. In the background, a gazebo provides shade, while a well-maintained lawn with green grass and trees offers a relaxing outdoor space.
Home in Roselle
4.74 out of 5 average rating, 39 reviews

Game Room | Fire Pit | Full Gym

This house features a full game room - PAC-man, Air hockey, Putting green, foosball, basketball hoop and more! Relax in the stylish living room and dining area as you prepare food in the full stocked kitchen. The gym in the garage features a squat rack, smith machine, dumbbells and a heater for the winter. Stretch out in any of the three bedrooms located on the second floor, with the master featuring an en suite bathroom and walk-in closets! 1.1 Mi to Schaumburg Metra Train 1 Mi to 390 Express

Guest favorite
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.
Apartment in West Dundee
4.94 out of 5 average rating, 112 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

Guest favorite
A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.
Guest suite in Riverwoods
4.95 out of 5 average rating, 432 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

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 Medinah
5 out of 5 average rating, 71 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 favorite
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.
Apartment in Aurora
4.98 out of 5 average rating, 197 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 favorite
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, 106 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 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
4.93 out of 5 average rating, 835 reviews

Enchanted Garden Treehouse (Amenity*)

Fall is here, the treehouse is heated 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 tumbles 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!

Guest favorite
A cozy living area features a black leather sofa paired with decorative pillows. A glass coffee table sits atop a patterned rug, complemented by a lamp and a small plant. The staircase leads to an upper level, with a wall map artwork enhancing the space.
Townhouse in Hoffman Estates
4.9 out of 5 average rating, 353 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Guest favorite
The exterior of the Victorian Sherwood House showcases its distinct pink siding accented with green trim. Stained glass windows add character, and multiple gabled roofs enhance its architectural design. A canopy of trees provides a natural backdrop to this charming residence.
Apartment in Elgin
4.8 out of 5 average rating, 182 reviews

Sherwood House

Enjoy the ambience of the Sherwood House, an 1884 Victorian built for Judge David Sherwood. Use of entire first floor apartment including a full kitchen is perfect for longer term stays. Original features include multiple stained glass windows, beautiful wood work, multiple decorative fireplaces and hardwood floors. Located just blocks from downtown Elgin, walk to shops, restaurants, the casino, bike trail or Metra. WiFi and off street parking.

Popular amenities for Bloomingdale places to stay

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