Holiday rentals 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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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
4.97 out of 5 average rating, 73 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.
Flat in West Dundee
4.93 out of 5 average rating, 116 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
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, 700 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 favourite
A studio space features a cozy sleeping area with a floral-patterned bedspread. A comfortable sofa and a small round table with decorative elements occupy the room. Bright orange curtains frame the window, and artwork adorns the walls, providing a relaxed atmosphere.
Private room in Mount Prospect
4.75 out of 5 average rating, 201 reviews

S1 Spacious bedroom for rest. 15 min 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.

Top guest favourite
A modern kitchen features sleek dark cabinetry paired with light wood finishes. Stainless steel appliances include a refrigerator, oven, and microwave. A spacious countertop offers ample prep space, and a window allows for natural light to brighten the area.
Home in Schaumburg
5 out of 5 average rating, 59 reviews

Suburban Fab

Truly fabulous 3 bedroom home set in a beautiful neighborhood. Expansive living room with 75 inch Sony smart TV and xfinity cable, large couch with chaise, and sleeper sofa. The cooks kitchen is outstanding with contrasting modern cabinetry, quartz countertop, all stainless steel appliances. The kitchen is fully stocked with any necessary amenities. Full sized washer and dryer just off the kitchen. Close proximity to Woodfield mall, streets of Woodfield, and Schaumburg Convention Center.

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, 60 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

Top guest favourite
Private room in Elgin
4.91 out of 5 average rating, 106 reviews

Private Room in Elgin Treehouse

Feel like you are in a treehouse in this cozy Mid Century home nestled on a hill on 3 acres of wooded property in a quiet, private neighborhood right outside Chicago. This space offers a private bedroom and private bathroom. It is 0.5 miles from Interstate 90, 3 miles from the Metra station that goes straight to downtown Chicago, and 25 miles from O’Hare international airport. This home backs up to Tyler Creek Forest Preserve, so enjoy the privacy and wildlife!

Superhost
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, 358 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.

Superhost
Private room in Crystal Lake
4.88 out of 5 average rating, 137 reviews

Cozy, Peaceful, and Beautiful Private Room

This beautiful, private and cozy room is located in a mid-to-high end neighborhood. You will find the Fox River and its beaches just minutes away, and several conservation areas including Moraine Hills State Park within minutes distance. Nearby you will find many recreational activities such as boating, fishing, paddle boating, kayaking, tube floating and boat rental. In addition, there are several restaurants and grocery stores nearby for your convenience.

Home in Streamwood
5 out of 5 average rating, 5 reviews

Streamwood Comfort House

Enjoy and relaxing in this home located in a quiet-safe neighborhood, just minutes away from shops, restaurants, nature reserves and the expressway. Perfect for families, couples or business travelers, this property offers all the comforts of home with a touch of luxury. Enjoy modern comfort with a full kitchen, nice bathrooms and cozy fireplace. Stay active with exercise equipment, unwind at the bar or spend time in the backyard with firepit and grill.

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.
Flat in Elgin
4.8 out of 5 average rating, 183 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.

Top guest favourite
A spacious living area features a large purple sofa with decorative pillows and a sleek side table. Vintage Chicago posters adorn the walls, while natural light fills the room through a window, complemented by soft, neutral tones throughout the space.
Flat in Palatine
4.97 out of 5 average rating, 183 reviews

Huge Sofa-King Bed-Easy Parking-Private Deck-Retro

<b>MId Century Modern 1 Bedroom With Private Entrance in Downtown Palatine! More Than 170 5 Star Reviews </b> ★★★★★ <b>"This place is amazing. It is so cute and cozy. The location is amazing, walking distance to everything downtown Palatine has to offer.." Abbey - February 2025</b> <b>700sf Retro Apartment with a King Bed & Private Outdoor Space. Safe Off Street Parking. Just Steps to Public Transportation, Bars, Restaurants & More.</b>

Popular amenities for South Barrington holiday rentals

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