Vacation rentals in South Barrington

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Top-rated vacation rentals in South Barrington

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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

4.97 out of 5 average rating, 61 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

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

4.96 out of 5 average rating, 104 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

Private room in Glen Ellyn

4.89 out of 5 average rating, 119 reviews

Private 1 bedroom suite.

Take a break and unwind or get to work in a private space. You will enjoy a 1 bedroom suite with full/queen bed, dedicated workspace, private luxurious ensuite bathroom with tub and shower, and a large walk in closet. The kitchen and dining loft are shared spaces with other renters. Complimentary coffee and tea available. Our house is located on a wooded lot with views from the bedroom. In the warmer months a patio, and side yard are available to guests. One parking spot on shared driveway.

Top guest favorite

A light-filled living area features a comfortable seating arrangement with two chairs and a round table. A fully equipped kitchen is visible in the background, complemented by modern appliances and soft cabinetry. Large windows allow natural light to brighten the space, adorned with elegant drapes.

Apartment in West Dundee

5 out of 5 average rating, 74 reviews

Charming Downtown Farmhouse Apartment #1

Welcome to Kildahl House where 4 separate one-bedroom farmhouse apartments await! Book just 1 or all 4. Each charming suite is light, airy and tastefully decorated to provide a luxury experience. Each unit features a comfortable seating area, a large bathroom with a Carrera marble shower surround, a separate bedroom with a king-size bed and a fully equipped galley style kitchen with brand new Samsung appliances. Kick back and relax in this calm, stylish space. Suite #1 is on the first floor.

Guest favorite

The exterior of the home features light-colored siding and red shutters, complemented by neatly trimmed shrubs. A stone pathway leads to a white front door, flanked by large windows that allow for ample natural light. Lush green grass surrounds the entrance.

Private room in Geneva

4.99 out of 5 average rating, 682 reviews

Room within a Cozy Cottage

Private room in cozy basement. Bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, electric kettle and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go. Not staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the Airbnb area. By "shared space" it is the host rarely passing through living room when noone is there for laudary.

Guest favorite

Private room in Mount Prospect

4.88 out of 5 average rating, 138 reviews

S2 Private studio in the house. 15min to O'Hare

A separate studio in the house with a wonderful placement in the city. It has everything for your convenience: - a private bathroom - a refrigerator and a microwave - a work desk - expensive mattresses - a quiet air conditioner. It's like a small apartment in a building, but without the noisy upstairs and downstairs neighbors. There is also free parking space for one car. There is no TV here, but you can use your devices to watch videos as you will have access to free high speed WiFi.

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, 825 reviews

Enchanted Garden Treehouse (Amenity*)

Fall is here, the treehouse is heated and cozy, and the hot tub ready! Relax on cool evenings in our luxurious, 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 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!

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, 350 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, 116 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!

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, 179 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.

Guest favorite

A shared common room features a king-sized bed with dark bedding layered over gray sheets. A television sits on a nearby black dresser, and a wooden nightstand is positioned next to the bed. Natural light enters through partially open window blinds.

Shared room in East Rogers Park

4.83 out of 5 average rating, 181 reviews

05a. Common Room King

We have a King-sized bed in a Common Room. This is in a shared common room space. Up to 3 other guests my be booked in this room. The room has limited storage and NO DOOR. This space is best for those with little to no bags. Breakfast is included in your stay. We keep the pantry stocked with eggs, bacon, milk, orange juice, jam, bread, fruit, pancake mix, coffee and tea. Any of these items can be used to make yourself breakfast in the morning.