Holiday rentals in Barrington Township

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Top-rated holiday rentals in Barrington Township

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A spacious living area features a large, grey sectional sofa and a wooden coffee table. Natural light enters through multiple windows, illuminating a vibrant orange chair and a green indoor plant. A television is positioned on a console across from the seating.
Townhouse in Schaumburg
4.88 out of 5 average rating, 73 reviews

Casa de Chicago in Schaumburg!

The home is a fully remodeled cozy townhouse with 3 bedrooms and 2 full bathrooms. The first bedroom is a master suite with a king size bed, second bedroom has a queen bed and the third room has a bunk bed that the kids love. The neighborhood has a kids playground, walking trail and plenty of greenery. We are about 10-15 minutes away from the most famous Woodfield mall and Schaumburg city center. Very close to many corporate offices. 3 minutes away from Target, Jewel Osco and many restaurants.

Top 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
4.94 out of 5 average rating, 171 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

Top guest favourite
A modern two-story home is showcased from an aerial perspective, featuring a neatly trimmed yard and a fenced area. The property is positioned near a marina, with views of parked boats on the lake. An attached garage is visible, along with a spacious driveway.
Home in Wauconda
5 out of 5 average rating, 72 reviews

Modern 4BR Lake Retreat • Walk to Beach & Main St

Lakeside Haven, a 4BR retreat on Bangs Lake. Steps from Main Street’s dining, shopping, and beaches, this modern home offers:
 🌊 Lake views & open living spaces 💻 High-speed Wi-Fi & workspace 🍳 Fully equipped kitchen & laundry 🚤 Nearby hiking, boat rentals, & events 🛏️ King & queen beds 🪟 Blackout screens Perfect for families, Navy graduations, and long stays. Enjoy the Triathlon, farmers market, cruise nights, ice fishing derby, and more. Dates fill quickly in every season. Book today!

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, 881 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!

Top guest favourite
A spacious living area features modern furniture, including a plush blue sofa and two accent chairs. Unique pendant lights provide ambient illumination, while an open kitchen with a sleek design offers an inviting atmosphere. Large windows allow natural light to fill the space.
Home in Saint Charles
4.98 out of 5 average rating, 55 reviews

Luxury Meets Cozy

Experience the perfect blend of luxury and comfort at our premier ranch house, designed with sophistication and relaxation in mind. Recently renovated with an eye for detail, this exquisite property is ideal for both festive gatherings and intimate romantic escapes. Nestled amidst lush greenery, the house boasts a sprawling backyard that serves as the ultimate entertainment haven. Every element has been thoughtfully considered to ensure your stay is not only memorable but truly unparalleled.

Guest favourite
A spacious living area features a large sectional sofa adorned with decorative pillows and accompanied by a wooden coffee table. A plant sits at the center of the table. Natural light filters through the window, illuminating the room's neutral tones and artwork on the wall.
Home in Carpentersville
4.87 out of 5 average rating, 53 reviews

Emerald spacious 3 bedroom 4 beds one king

Forget your worries in this spacious and serene space. The modern emerald a very cozy ambiance for you, your family or friends. A group of 8 can enjoy the stay comfortably. Master bedroom with a king size bed, full bath and 43” Tv, Second and third bedrooms offering queen sized beds and 43” Tv in each. Sofa bed in family room Make your self home with cozy layout. Watch 50” tv in the family room, enjoy ! The large back yard with a furnished patio. Garage not include at this moment.

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, 270 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 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
4.9 out of 5 average rating, 387 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.

Top guest favourite
A charming cottage is framed by lush greenery and colorful flower planters. The white exterior features multiple windows, allowing ample natural light. A welcoming front porch leads to the entrance, adorned with patriotic bunting, inviting guests to enjoy the serene surroundings.
Cottage in Barrington
5 out of 5 average rating, 133 reviews

Cozy French Inspired Cottage in rural setting

Relax and escape to our charming, one of a kind cottage. Beautifully decorated with period furniture and tastefully updated with modern amenities. The cottage offers slate tile and hardwood floors. Original pine floors line the upstairs loft bedrooms. Cook in a French inspired country kitchen with butcher block counter tops. Rural setting, yet minutes away from everything! Downtown is a 20 min. walk and the Metra will take you to the city in 45 minutes!

Top guest favourite
Loft in West Dundee
4.96 out of 5 average rating, 416 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.

Top guest favourite
A stylish bedroom showcases a decorative white fireplace beneath a large flat-screen TV. Dark wood cabinets flank the fireplace, while contemporary artwork is displayed on the walls. A plush black chair with a decorative pillow sits on a soft area rug, creating a cozy reading nook.
Flat in East Dundee
5 out of 5 average rating, 25 reviews

Enjoy the Blacksmith Suite!

This charming 2nd floor apt. is located in a thriving culinary district. This cozy space features 2 bedrooms, a fireplace, balcony & 3 large-screen TVs. Enjoy the convenience of a full kitchen, eating area, washer & dryer, coffee bar, 2 parking spaces, WiFi, and more. Local restaurants and shops -all within walking distance- include Italian, Mexican and American dining, whiskey bar, breweries, coffee shops, taverns, and local music venue.

Top guest favourite
A well-maintained in-ground pool is shown surrounded by a concrete deck and lush greenery. A wooden fence encloses the yard, offering privacy. Tall trees and shrubs provide a natural backdrop, while the bright blue sky adds to the inviting atmosphere.
Home in Crystal Lake
5 out of 5 average rating, 39 reviews

Hot tub. Heated Pool. In town location.

In ground pool!! (Seasonal) Rent this entire home, experienced hosts, near town, 5 min drive to Crystal Lake main beach OR Three Oaks Beach/Recreation. Clean, Updated Home, with fenced in yard and pet friendly. 4 beds total (3 bedrooms) and 1 full bath. Fully stocked kitchen with all cooking supplies that you need. Hot tub. Basketball hoop in driveway, bags set in yard, great summertime home! Walk to Marianos/CVS/Walgreens, near it all!

Popular amenities for Barrington Township holiday rentals