Vacation rentals in South Barrington

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Top-rated vacation rentals in South Barrington

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Top guest favorite

A well-organized kitchen counter displays a coffee maker alongside labeled glass containers of cane sugar, decaf coffee, and regular coffee. A small glass bowl holds an assortment of creamers and sweeteners, creating a convenient coffee station for guests.

Townhouse in Hoffman Estates

4.97 out of 5 average rating, 34 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 favorite

The entrance to the loft is seen through an open door marked with 'One.' A narrow hallway features warm hardwood flooring, exposed brick walls, and several framed art pieces on the walls. Natural light enters from windows at the end of the corridor.

Loft in West Dundee

4.96 out of 5 average rating, 370 reviews

Hip Urban Loft-Small Town Charm - 124 LOFTS #1

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. Book one Loft or all four.

Guest favorite

The exterior of a remodeled townhouse is displayed, featuring a combination of brick and siding materials. A two-car garage is visible, along with a well-maintained lawn and pathway leading to the entrance. Shade trees and a clear blue sky add to the pleasant surroundings.

Townhouse in Schaumburg

4.96 out of 5 average rating, 23 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.

Guest favorite

A nightstand with a wood finish features a textured lamp made from ceramic. Power outlets are provided, situated along the wall behind the furniture. A soft throw pillow can be seen on a spacious bed, enhancing the room's comfort.

Apartment in West Dundee

4.96 out of 5 average rating, 74 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

A private entrance is visible, featuring sliding glass doors that lead to a wooden deck. Nearby, a lantern light fixture is mounted on the wall, with lush greenery enhancing the surroundings. The outdoor space offers a welcoming connection to the tranquil environment.

Guest suite in Carpentersville

4.93 out of 5 average rating, 14 reviews

Cozy Countryside Cottage with private patio

Escape to our charming cottage, the perfect retreat for a relaxing countryside getaway in DUNDEE. This hideaway is designed for travellers seeking tranquility, featuring all comforts of home. Immerse yourself in nature and enjoy the peaceful atmosphere from your PRIVATE PATIO. Discover charming shops and restaurants in downtown Dundee and Algonquin offering local cuisine and unique finds. Enjoy outdoor activities at the nearby Fox River Trail. This house is ideal for unwinding and recharging.

Guest favorite

An outdoor area features a refreshing pool surrounded by a wooden deck. A gazebo is positioned nearby, offering shaded seating under a vibrant orange umbrella. Lush greenery and a fenced area enhance the tranquil ambiance of this recreational space.

Guest suite in Bartlett

4.96 out of 5 average rating, 213 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 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.

Guest suite in Geneva

4.99 out of 5 average rating, 659 reviews

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, 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 suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

Top guest favorite

A cozy seating area features a gray sofa and a small table with decorative items. Natural wood walls add warmth, while large sliding glass doors frame the serene lake view, leading to an outdoor deck overlooking the water.

Home in Round Lake Beach

4.99 out of 5 average rating, 151 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!

Guest favorite

A well-lit hallway is showcased, featuring a wooden staircase with a polished handrail. Warm wooden flooring extends throughout the space, complemented by light-colored walls. A small area rug adds a touch of comfort, while family portraits are displayed on the wall, hinting at a personal atmosphere.

Home in Palatine

4.83 out of 5 average rating, 52 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 favorite

A spacious bed is dressed in a navy and white striped comforter. The clean lines of the bedding contrast with the light-colored walls. A mirrored closet can be seen in the background, enhancing the room's overall sense of space.

Apartment in Hoffman Estates

4.86 out of 5 average rating, 22 reviews

2 bedroom Lower level apt. In our home -

There are 2bedrooms , full bath, kitchenette and living room in this lower level apartment 1 bedroom has a queen size bed and the other bedroom is garden level and has a split king that adjusts with remotes. You are welcome to use the upstairs family room, kitchen and laundry room. We want you to feel like this is your home away from home. We do have 2 small hypoallergenic dogs and sometimes have a foster dog! You must walk through our home to access the stairs

Guest favorite

The bathroom features a neutral color palette, with a countertop and sink. A large mirror occupies the wall above the sink, and a towel is hanging from a wooden ring. Wooden storage cabinets are visible in the background, providing an organized appearance.

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 343 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 features a screened-in porch adorned with comfortable seating and greenery. A winding stone path leads to the entrance, surrounded by lush lawns and vibrant flower beds. Twinkling lights enhance the inviting exterior set amidst a natural landscape.

Cottage in Barrington

5 out of 5 average rating, 103 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!