Villa holiday rentals in Barrington

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Top-rated villa rentals in Barrington

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

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The living area features a gas fireplace, a white sofa with decorative pillows, and a wooden entertainment unit. A flat-screen TV is mounted above the fireplace. The open kitchen area is visible in the background, equipped with white cabinets and essential appliances.

Villa in Lake Geneva

4.87 out of 5 average rating, 69 reviews

Interlaken Villa: Steps to Lodge Geneva National!

The perfect retreat begins at this 1-bed, 1-bath vacation rental! Nestled steps away from the Lodge Geneva National- a short walk to Lake Como - and minutes from Lake Geneva and the downtown shops and restaurants, this villa makes the perfect home base for your stay. Spend your day sipping wine at the Apple Barn Orchard & Winery or hit the links at the Majestic Oaks Golf Course. After, return to this tastefully furnished villa and enjoy a home-cooked meal and a movie night with your loved ones!

The exterior of a spacious home is showcased, featuring a light gray facade with a variety of architectural details. Lush green grass and landscaped flower beds surround the entrance, complemented by a welcoming front porch with chairs and vibrant potted plants.

Villa in Wilmette

Luxury Chicago-Wilmette High End Private Residence

Our Property Is Best Described by Our Guests : 5/5 Amazing location and space to breathe We needed a long term place to stay, and wanted a place to LIVE. We needed a home and this was the perfect answer. Located in a beautiful safe neighborhood, literally minutes from the lake, from Old Orchard mall, grocery stores, and everything else we needed. Only a 5 minute drive to a park and ride for the train. Very quiet despite proximity to everything Perfect 10+ We will be back just ! Thank you!

Superhost

A grand piano occupies the foreground, showcasing a polished surface that reflects light. Behind it, a spacious area is visible with a row of blue chairs and a ceiling adorned with modern chandeliers, highlighting the open and elegant design of the indoor space.

Villa in South Shore

4.66 out of 5 average rating, 56 reviews

Rooftop | Villa | Events

Gorgeous designer space, a mini Villa but large throughout making it light, bright, airy with feelings of calm and tranquility. Party Backyard/Rooftop Indoor features Luminaire Chandeliers, 10 feet ceilings, Grand Piano, Music Box etc. Huge backyard offer spaces to entertain. You’re booking a private residence: Three levels of home exclusive to your guests/party. Guest can view cameras of all entrances; Roof deck, Front, Back & Alley via Monitor (HDMI-1) 24/7 record.

Superhost

A private terrace is accessible through a decorative metal door. The space features wooden flooring and a small bistro-style table with two chairs. A potted plant adds a touch of greenery, while textured walls in the background provide an urban backdrop.

Private room in South Shore

Queen Suite/Terrace in Lakefront Rooftop home

Enjoy a Private terrace view of Chicago life. A minute walk from Tennis court, Golf Course, Beach, Play ground and Cultural Center. A short drive from museums, lake shore, downtown, UofC, restaurants & night life. Enjoy upper home, from your own private patio, to a breathtaking rooftop and relaxing garden. This is 5 ⭐️ w/ Private Bath, Personal fridge/microwave. Massage table, Jacuzzi/spa bath, foot baths, amazing views indoors and outdoors. Enjoy a rooftop party.

Top guest favourite

A spacious living area features a green sectional sofa with decorative cushions, complemented by a wooden coffee table on a circular-patterned rug. The well-lit space includes a dining area with white chairs and a kitchen visible in the background, enhancing a comfortable setting for gatherings.

Villa in Ringwood

4.91 out of 5 average rating, 187 reviews

Living the High Life Pool House

Relax with family & friends at our large heated indoor pool with a tiki bar, game room & stylish, cozy living space & kitchen. With tons of gathering space, you can enjoy our home in all seasons. *New third bathroom just added 3/01/25*

Top guest favourite