Holiday houses in South Barrington

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Top-rated holiday rentals in South Barrington

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

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Guest favourite

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

4.94 out of 5 average rating, 71 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.

Top Guest favourite

A spacious living area features a large, light grey sectional sofa positioned around a circular coffee table. A vibrant area rug adds color beneath the furniture. A wall-mounted TV is visible above a white fireplace, with natural light filtering through sheer curtains.

Townhouse in Hoffman Estates

4.96 out of 5 average rating, 78 reviews

Game Room | Exercise Area | Firepit | Sanitized

Make yourself at home in this cozy, private townhouse, perfect for families and groups! Conveniently located 20 min from O’Hare, 40 min to downtown Chicago, and near NOW Arena, Schaumburg Convention Center, Woodfield Mall and St. Alexius Hospital. Sanitized after each guest, it features a full kitchen, family games, foosball table, walking pad, Smart TVs, fireplace, laundry room, and a yard with a firepit. With extra futons in the basement, there’s plenty of space. Message me with any questions!

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.

Apartment in West Dundee

4.93 out of 5 average rating, 126 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 favourite

An outdoor patio area features a round table with four accompanying chairs. A large blue umbrella provides shade over the seating. Lush greenery and colorful flower beds surround the space, while a charcoal grill is positioned nearby for outdoor cooking.

Apartment in Algonquin

4.9 out of 5 average rating, 30 reviews

Waterfront 2 Room Studio w/Kitchenette, Downtown

Casual Living - Prairie Trail Apartment Studio apartment overlooking the Fox River. Walking distance to downtown Algonquin with kitchenette and bathroom. Free business class wifi & cable TV. Don't impose on family or friends, or settle for the bland experience of a box hotel. Instead, book a comfortable stay with great amenities and enjoy the river and downtown entertainment. Relax, get a restful sleep, and enjoy your visit. Little touches & the extra effort assure you have an awesome stay.

Top Guest favourite

An open living area is presented, featuring a mix of comfortable seating options in neutral tones. A wooden coffee table sits in the center, while large windows allow natural light to brighten the space. The adjoining room reveals a modern kitchen and access to the backyard.

Home in Schaumburg

5 out of 5 average rating, 31 reviews

Charming 3bed/2 Bath Schaumburg

Welcome to this entirely updated, and fully equipped home in Schaumburg. It offers a private backyard,BBQ and patio.Located just 30 min from O'Hare,12 min from Woodfield mall,20 min from soon-to be home of the Chicago Bears,all major interstates,shopping,one of a kind dining and much more.Enjoy amenities like WiFi,TV in each room,washer and dryer,coffee machine,Iron,central AC,and much more.The 2 full baths come equipped with a hair dryer and more.We look forward to welcoming you to our place.

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, 225 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 favourite

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, 445 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 favourite

A spacious bedroom features a queen bed dressed in crisp white linens, accompanied by decorative pillows. Soft lighting is provided by a bedside lamp, while an accent rug adds warmth to the wood floor. A built-in shelf displays various decorative items.

Guest suite in Saint Charles

5 out of 5 average rating, 303 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 favourite

A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.

Home in Round Lake Beach

4.99 out of 5 average rating, 178 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

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

4.94 out of 5 average rating, 18 reviews

Modern & Cozy | Work & Relax

Unwind in this cozy, spotlessly clean modern home with everything you need for work and play. Enjoy the indoor fireplace, outdoor firepit, spacious living areas. Peloton bike, weights, and an arcade game in the basement. Perfect for families or remote workers. Minutes from top restaurants, shops, and entertainment. Fast Wi-Fi, a fully equipped kitchen, and inviting outdoor space make it easy to relax and feel at home. About 20 min from O’Hare, 30 min to downtown Chicago.

Guest favourite

A cozy bedroom is presented with a queen bed adorned with patterned bedding and two decorative pillows. Natural light enters through a window fitted with light curtains. A ceiling fan provides circulation, while a nightstand and lamp are positioned beside the bed.

Home in Palatine

4.82 out of 5 average rating, 62 reviews

Private Room w/ attached bath and personal kitchen

The entire basement is for the guest except few restricted areas in the basement. This a quiet bedroom located in the look out 1500 sq foot basement which has a queen bed, attached bath ( with jacuzzi tub), private kitchen ( with refrigerator, dishwasher, stove) entirely for guest use, sitting area and a theatre room ( with owners permission) and high speed WI-FI. The location is great and very close to USMLE. DISCOUNT PROVIDED FOR WEEKLY AND MONTHLY RENTAL, PLS ASK

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, 361 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.