Holiday houses in Streamwood

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Top-rated holiday rentals in Streamwood

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

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Superhost

A cozy living area features a mix of seating options, including a dark sofa and a light brown couch adorned with colorful pillows. A wooden coffee table sits center stage on a patterned rug, while natural light filters through the sheer curtains of a large window.

Home in Streamwood

4.92 out of 5 average rating, 88 reviews

Cozy Retreat in a Prime location

Enjoy a clean and comfortable stay with a luxurious king bed and a private backyard. Located in a peaceful neighborhood, it provides convenient access to a variety of amenities and to forest trail/lake. Enjoy super fast internet for work. Within 10-minute drive, you'll find an array of restaurants, theaters and family friendly leisure activities. Not far from O'Hare. Chicago Downtown is a convenient 30 mi drive. This Airbnb is the ideal base for exploring all that the vibrant city has to offer.

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Top Guest favourite

The image showcases a serene riverbank along the Fox River, with manicured green grass leading to the water's edge. Two decorative stone vases sit beside a paved area that meets the river, and trees line the opposite bank under a clear blue sky.

Home in South Elgin

4.91 out of 5 average rating, 310 reviews

Riverfront rental

Riverfront Rental Sits on a quiet street in downtown South Elgin. This home gives you complete access to the Fox River. The bedrooms are on the main level, along with a beautiful kitchen featuring cherry cabinets and an island with breakfast bar, and an awesome four-season porch overlooking the backyard and the beautiful river setting. The second-level loft has great natural light . Outside, you'll find concrete patio and walkway, and stairs leading down to the river and firepit. no pets

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Guest favourite

A spacious living room features cozy seating with a blue sofa and patterned armchair. A coffee table sits in the center, complemented by soft carpet. Light enters through a window adorned with curtains, leading to a dining area with a wooden table illuminated by a chandelier.

Townhouse in Elgin

4.91 out of 5 average rating, 286 reviews

Modern Lagoon 3 br entire house sleeps 8. King bed

The modern lagoon is an entire townhouse with 3 br with 1 king , 2 queen and a sofa bed, private entrance with a homely feel. 1 car garage, 1 car driveway with plenty of parking for visitors. You are 25 mins away from O'Hare Airport and 35 mins from the epic downtown Chicago area. Staying local? There is plenty to do! 10 mins away from the NOW Center Arena, 10 mins from Woodfield Mall, and mins from the Arboretum, Main Event and more. Short Term welcomed. Key pad entry, make yourself at home !

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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, 885 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!

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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, 237 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, and WIFI provided. Washer/Dryer available upon request. Pool is for registered guests only. Owners on site to assist if needed.

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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.

Apartment in Aurora

4.98 out of 5 average rating, 276 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.

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Superhost

A neatly arranged bed is showcased with plush decorative pillows and soft layers of linen. A subtle floral pattern is visible on the sheets, while a textured throw blanket in earthy tones enhances the overall comfort of the sleeping area.

Apartment in West Dundee

4.9 out of 5 average rating, 116 reviews

Garden View Studio • Walk to Downtown • Fire Pit

✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each unit accommodates up to 4 guests. 1 queen, 1 full sofa bed. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Off-Street Parking: Convenient and secure parking for your stay. ✔ Exclusive Group Booking: Reserve just one or all five units for your entire party.

ValueFamilyOutdoor spaces

Guest favourite

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

4.89 out of 5 average rating, 390 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.

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Top Guest favourite

Loft in West Dundee

4.96 out of 5 average rating, 421 reviews

124 Lofts #1 - Downtown Dundee - Walk to Dining

124 Lofts is a boutique collection of modern, design-forward lofts set within a beautifully restored historic building in downtown West Dundee. This listing is for Loft #1, a one-bedroom space featuring exposed brick, timber ceilings, and clean finishes that feel both character-driven and easy to enjoy. Each loft includes a king bed, private bath, kitchenette, fast Wi-Fi, and a 60" smart TV, just steps from restaurants, shops, and the Fox River.

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Guest favourite

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

4.81 out of 5 average rating, 212 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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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

4.98 out of 5 average rating, 47 reviews

Work & Relax | Modern & Cozy

Guests booking must be 25+ (children and accompanying guests may be under 25). Enjoy a cozy, spotless modern home with an indoor fireplace, outdoor firepit, and spacious living areas. Amenities include a Peloton, weights, arcade game, fast Wi-Fi, and a fully equipped kitchen. Perfect for families or remote work. Conveniently located near dining and shopping—about 20 min to O’Hare and 30 min to downtown Chicago.

ValueFamilyAccuracy

Top Guest favourite

A comfortable living room is highlighted by dark leather sofas and contemporary side tables. A large flat-screen TV is mounted on the wall, opposite a stylish coffee table set atop a patterned area rug. Soft lighting enhances the inviting space, with blinds covering the window.

Home in Streamwood

4.95 out of 5 average rating, 94 reviews

Cozy Family Retreat: King Beds, Garage, Fast WiFi

Welcome to our cozy retreat! Enjoy the convenience of a 2-car garage, 2 king beds, and 3 smart TVs. Relax in the backyard oasis with a patio set, gas grill, and fire pit. Perfect for families with bunk beds, 2 full bathrooms, and fast internet. Easy access to main roads for exploring the area. Book now for an unforgettable stay!

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