Vacation rentals in South Barrington

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Top-rated vacation rentals in South Barrington

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

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Guest favorite

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

4.96 out of 5 average rating, 56 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 favorite

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, 52 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!

Top guest favorite

The spacious sleeping area features a king-size bed with crisp white linens, complemented by two bedside tables with lamps. Exposed brick walls add character, while a large window provides natural light, framed by dark curtains. A stylish area rug completes the look.

Loft in West Dundee

4.97 out of 5 average rating, 487 reviews

Hip Urban Loft-Small Town Charm - 124 LOFTS #2

Luxury one-bedroom loft in the heart of downtown Dundee. Newly renovated 125-year-old building with timber ceilings, exposed brick walls and beautifully restored hardwood floors. Tastefully decorated and features a king-size Beautyrest mattress, luxury bed linen, private bathroom, kitchenette with under counter refrigerator, Kuerig coffee maker and lightning fast Wi-Fi for streaming your favorite shows on the 60” LED smart TV. 124 LOFTS offers 4 separate luxury lofts. Loft 2 is our most spacious

Top 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

4.97 out of 5 average rating, 94 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

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

4.89 out of 5 average rating, 27 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.

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, 819 reviews

Enchanted Garden Treehouse (Amenity*)

Summer is here, flowers are blooming, the treehouse is air conditioned and cozy, and the hot tub ready! Relax in our luxurious, very private, 4' deep cedar hot/cool 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!

Top 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

4.96 out of 5 average rating, 420 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 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, 162 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 favorite

A spacious area is featured with a queen bed and a dark wooden headboard. A foosball table is positioned in the center, with a dining table and white chairs nearby. Natural light is provided by several windows, enhancing the neutral-toned walls.

Guest suite in Barrington

4.95 out of 5 average rating, 79 reviews

Quiet Barrington Retreat - Private Kitchen & Bath

Spacious suite in quiet 5 acre estate neighborhood, includes private bathroom & kitchen, seating area for viewing a big screen TV with 120 station cable service, WiFi and work area Queen bed with Egyptian cotton sheets! 900 square feet of fully remodeled space. Granite counter tops, full size refrigerator, gas range, microwave, toaster and coffee maker. Convenient off-street parking leads to private entrance. Easy access - no stairs. Enjoy the wildlife. Great area to walk

Guest favorite

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, 57 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 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, 346 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 favorite

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, 112 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!