Villa holiday rentals in Barrington

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Top-rated villa rentals in Barrington

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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, 70 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!

A spacious brick home with a prominent entrance is surrounded by lush greenery. The circular driveway provides ample parking space, and large windows offer a welcoming appearance. A tree and shrubs enhance the natural scenery, creating a peaceful setting.

Villa in Elgin

4.27 out of 5 average rating, 15 reviews

Hot Tub & Sauna: Hoffman Estates Villa in Elgin!

Pets Welcome w/ Fee | 2 Kitchens | Cookout Ready | Quiet 80 Acres This tranquil retreat offers rustic luxury with plenty of space to relax and reconnect. A spacious living and dining area makes it ideal for family gatherings. Set on a peaceful estate, the home features serene views of nature and horses. While it feels secluded, it’s just 36 miles from downtown Chicago, offering easy access to city amenities. You can even watch the Hoffman Estates fireworks from this 6-bedroom, 5-bath home!

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.

Guest favourite

A relaxing hot tub is surrounded by green foliage and colorful plants, creating a serene outdoor space. The bubbling water is inviting, and a small yellow rubber duck floats gently on the surface. Plush seating is available nearby, enhancing the atmosphere.

Villa in West Town

4.82 out of 5 average rating, 17 reviews

HUGE!3BRPrivateHome+Garage+360°Roof+HotTub+EV+12pp

🎉 3-Story 1,700 sqft Home | Sleeps 12 🎉 ✅DM for YOUR SPECIAL RATE! 🎯 Free Private Garage 🎯 Hot Tub 🎯 360° Roof Deck with Skyline + Willis Tower Views Perfect for family trips, romantic escapes, or friend getaways! ✨ Private keyless entry 🛏 Luxury KING, 2 QUEEN beds + cozy fireplace 🍽 Full kitchen + balcony 📺 3 Smart TVs (Netflix, Disney+, Prime) 🚀 Super-fast WiFi Book now for your unforgettable Chicago stay!

Guest favourite

An outdoor patio space is illuminated by string lights against a twilight backdrop. A fire pit occupies the center, surrounded by four chairs. The wooden railing features horizontal slats, adding texture to the setting, while large windows of the house reflect the warm glow.

Villa in Lake Geneva

4.87 out of 5 average rating, 30 reviews

Secluded 3 br Villa Patio BBQ, EV-Charger! Sleeps9

Newly renovated in 2021. Located in a secluded area and surrounded by trees/woods. 5 min drive to Walmart, Target, HomeDepot, and Downtown Lake area. Close to many bars and wineries. 5min drive to Grand Geneva Ski and resort 20min drive to Alpine Valley and Wilmot Mountain Ski Resort Perfect place for great family time and lots of fun in a stylish atmosphere.

Guest favourite

A stone entrance gate with a tower stands at the beginning of a well-maintained road. Lush green trees line both sides of the driveway, providing a natural frame for the welcoming entryway to the resort.

Villa in Lake Geneva

4.9 out of 5 average rating, 80 reviews

2 Bedroom Villa at Lake Geneva's GRAND Resort

Enjoy a spacious, two-bedroom lock-off villa that sleeps up to 8 adults at the AAA 4-Diamond GRAND GENEVA RESORT, voted one of the top resorts in the Midwest by Condé Nast Traveler. Comfortable accommodations and countless resort amenities make for a fun and relaxing getaway.

Top Guest favourite

An indoor heated pool is surrounded by a wooden ceiling and grassy flooring. The pool features a gentle curve and a gently sloping entry. Lounge chairs are positioned nearby, with recreational equipment visible in the background. Large windows allow natural light to fill the space.

Villa in Ringwood

4.91 out of 5 average rating, 194 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