Vacation rentals in Bloomingdale

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Top-rated vacation rentals in Bloomingdale

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Top guest favorite
The exterior of a spacious stone home is shown, set against a clear blue sky. The property features a wrap-around driveway, accommodating multiple vehicles, and is bordered by well-maintained hedges and vibrant landscaping.
Home in South Elgin
4.9 out of 5 average rating, 181 reviews

Riverfront 3BR 2BA | Scenic Views & Historic Charm

River Front massive home Situated along an antique trolley railroad (electric trolleys, very quiet) beautiful views of the Fox River from the full window solarium. Walking path that is right in your HUGE backyard. 3 bedroom, 2 full bath, comfy family home. Classic dining room for 8-10. Large driveway! Railroad & historic memorabilia all over the grounds & in the home. Large 3000 sqft home, sleeps 7-8 easily & entertains up to 12 or more comfortably. Full laundry, cozy fireplace, WiFi & cable TV.

Top guest favorite
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 favorite
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 favorite
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 favorite
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.
Apartment 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 favorite
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 favorite
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.
Apartment 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 favorite
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 favorite
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 favorite
Apartment in Maywood
4.95 out of 5 average rating, 185 reviews

Cozy guest studio, great for couples!

This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Top guest favorite
Home in Streamwood
5 out of 5 average rating, 16 reviews

Streamwood Comfort House

Enjoy and relaxing in this home located in a quiet-safe neighborhood, just minutes away from shops, restaurants, nature reserves and the expressway. Perfect for families, couples or business travelers, this property offers all the comforts of home with a touch of luxury. Enjoy modern comfort with a full kitchen, nice bathrooms and cozy fireplace. Stay active with exercise equipment, unwind at the bar or spend time in the backyard with firepit and grill.

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, 189 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.

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