Cottage vacation rentals in Barrington

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Top-rated cottage rentals in Barrington

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Top guest favorite

A wooden deck is set with a long table surrounded by six folding chairs, perfect for dining outdoors. Lush greenery envelops the scene, with a vegetable garden visible in the background. Sunlight filters through the trees, creating a serene and inviting atmosphere.

Cottage in Highland Park

4.98 out of 5 average rating, 81 reviews

Re-imagined 1880s cottage by Highwood, Metra, Lake

Step inside Step back in time Cozy, 1880 built, re-imagined, ravine edged garden cottage Your home away from home. Escape the city and relax in our newly renovated historic cottage and gardens. Peaceful yet centrally located, vintage yet modern, Mere Cottage has so much to offer. Inside: You'll enjoy updated amenities in harmony with a distinctive vintage charm. The common area has an open layout, perfect for socializing. The kitchen and pantry (my favorite room!) are new from top to bottom and are fully stocked with any cooking gadgets you may need. Two bedrooms are joined by a Jack & Jill bathroom. The living room has a sofa that pulls out into full size bed. Outside: Jordan and I had fun redesigning the grounds from front to back. Enjoy the front garden from the rocking chair on our wrap around porch. Out back we've added a vegetable and perennial garden for you to take in. Dinner out on the back deck overlooking the garden is highly recommended! Guests have access to the entire home and grounds. Jordan and I live in the neighborhood and will be available if you need us! Our cottage is located in Highland Park, about 25 miles north of Chicago on Lake Michigan. We like to think we have the best of both worlds- being in a quiet residential neighborhood with walking access to numerous amenities right around the corner. We're a quick 5 minute walk to Highwood (the north shore’s restaurant district) and an 8 minute walk to the Metra train that can take you from Chicago to Kenosha and any place in between. We're also right on the North Shore bike path (bring your bikes!). Fort Sheridan is also close by and worth exploring for its interesting history, architecture, and nature trails. On foot: Many errands can be done on foot. We have some of the best restaurants and watering holes north of Chicago within walking distance. There is also a Walgreens convenience store 2 blocks away. By car: Getting around by car is also easy. Parking is readily available almost anywhere you'll visit. You can get to downtown Chicago in 30 minutes in ideal traffic. Train: The Metra (our train system) can also conveniently get you to and from various attractions including downtown Chicago (a scenic 45 minute ride), Ravinia music venue, the Chicago Botanic Gardens, Great Lakes Naval Base and many more. Bike: Pack your bikes! We're located on the north shore bike trail. Head north on the trail to check out the beautiful Fort Sheridan, Lake Forest, and quaint Lake Bluff. Head south to Ravinia, Chicago Botanic Garden, and numerous other beautiful villages along Lake Michigan. I bike often and will gladly point you to some great hidden gems! If you're flying into O'hare, we recommend taking an Uber to our cottage. We're about a 30 minute drive from the airport. Six Flags Great America is also a 25 minute drive away. Keep in mind that the bathroom is a Jack & Jill and is accessed from either bedroom. There is no access from the common area, so it could pose an issue at night when sleeping our max number of 6. Please keep things tidy and wash any dishes used during your stay. Out of respect for our neighbors (this home is located in a quiet residential neighborhood), no parties or large gatherings are allowed. No pets allowed.

Guest favorite

A wooden bridge spans a gently flowing stream, surrounded by lush greenery. The water reflects the blue sky and nearby boats are visible on the lake in the background. Tall grass and vibrant foliage border the water, enhancing the serene setting.

Cottage in Williams Bay

4.98 out of 5 average rating, 129 reviews

Clover Cottage in Williams Bay - with Hot Tub!

Welcome to Clover Cottage, a non-smoking, family friendly home with modern updates, within short walk of beach, lake, coffee and restaurants (and ice-cream shops!). Enjoy coffee or tea on the porch and relax in the spacious backyard with Hot tub, grill and fire pit. Beach is 0.7mi walk. Kitchen is fully equipped, including blender, Keurig, espresso maker, and more. Local attractions include Music by the Lake, Kishwauketoe Nature Conservancy, Yerkes Observatory, and more Baby gate provided.

Top guest favorite

An open kitchen space is highlighted by a large island with a marbled countertop and modern seating. White cabinetry and stainless steel appliances are visible, with natural light filtering in through the window. A decorative sign hangs above, adding a welcoming touch.

Cottage in Saint Charles

5 out of 5 average rating, 30 reviews

Adorable 2 bedroom Cottage on the Fox River.

This unique 1928 riverside cottage is tastefully decorated and clean to ensure a 5 star stay. 2 bd 1 bath, Full kitchen, with everything you will need to prepare meals. Though the cottage is small in sq footage it's so much larger in person. Both bdrms provide a queen size bed with ample space. Perfect weekend getaway. Located on the Fox River with miles of boatable water. Minutes to downtown St. Charles and Geneva, Walking/paths, Restaurants and Shopping. 5 mi to Lamplight Equestrian Center.

Top guest favorite

A serene beach area is depicted, featuring golden sand leading to calm water. A couple of umbrellas provide shade for several groups enjoying the sun. Lush green grass frames the beach, with a few benches visible in the foreground, offering a peaceful view of the lake.

Cottage in Trevor

4.98 out of 5 average rating, 103 reviews

The Lakehouse-3bdr/Lakefront/Wi-Fi

Enjoy your stay at this cozy cottage just steps away from beautiful Cross Lake. This 3bdr, 1bath house features a 4 seasons porch so you can relax and unwind all year. Our large yard provides you additional space to enjoy the stunning view. From the first weekend of May-Sept 30th, you will also have access to our shared pier. Enjoy swimming, boating, fishing or other nearby activities: skiing, golfing and ziplining. Beach chairs/toys, fire pit, grill, games and folding chairs are also provided.

Guest favorite

A spacious deck is highlighted by comfortable seating and a dining table under an umbrella. A fire pit with decorative stones is centrally positioned. Lush greenery and nearby homes are visible in the background, enhancing the outdoor experience.

Cottage in Fox River Grove

4.86 out of 5 average rating, 22 reviews

Riverfront Cottage/sauna/kayaks/firepit/dock

Enjoy some time away at this peaceful cottage on the Fox River. There is a dock with jet ski lift and kayaks available to guests. Large deck with ample seating. There is a sand beach with volleyball court and playground within walking distance of home. Many places to dine and shop nearby. Some nice resteraunts on the water. Local attractions nearby including Norge Ski Club, Bettendorf Castle, Three Oaks Rec, ect. Fire pit next to river with wood included. Amazing sunset view and steam sauna.

Guest favorite

The exterior of the cozy cottage is highlighted by a blue facade, featuring a charming bay window with a small table and chair set in front. Lush greenery and garden beds add vibrancy to the entrance, creating a welcoming environment.

Cottage in Fox Lake

4.92 out of 5 average rating, 114 reviews

Cozy Cottage with Bedroom Lake Views!

Located on a hilltop peninsula overlooking Fox and Nippersink Lakes, Cozy Cottage is a 630 sq ft, 2 bed / 1 bath recently updated home with a large backyard — perfect for relaxing. You'll be conveniently located a 5 minute walk from waterfront bars and restaurants and have close driving proximity to: Downtown Fox Lake / Metra Station - 5 min Lake Geneva - 30 min Six Flags Great America - 30 min Illinois Beach State Park - 40 min Want to stay in? Our high speed wifi has you covered.

Top guest favorite

A coffee station is displayed, featuring a decorative sign that reads 'Rise & Shine, It's Coffee Time.' A mug holder showcases blue-patterned cups, while a bowl contains sugar packets and a variety of coffee creamers in cups, inviting guests to enjoy a warm beverage.

Cottage in Williams Bay

5 out of 5 average rating, 41 reviews

Blue Cottage in the Bay - Walk to beach and shops

Relax with family and friends at this cozy place to stay. Open and inviting floor plan gives a spacious gathering space. Home features two bedrooms (queen size beds) and two full bathrooms. Ideal space for two couples. If you are traveling with your children there is a bunk bed and two pull out sleeper sofas (plenty of extra pillows, linens, and blankets.) Kitchen is fully equipped. The cottage is walking distance to the lake, coffee shop, ice cream parlors, bars and restaurants.

Top guest favorite

An outdoor deck overlooking a scenic lake setting features a sectional sofa with neutral cushions and a small fire pit. A charcoal grill stands nearby under a colorful striped umbrella, complementing the vibrant natural surroundings, including trees and blue skies.

Cottage in Wonder Lake

4.93 out of 5 average rating, 142 reviews

The Cozy Lake House/Perfect Lake Front Getaway!

Welcome to The Cozy Lake House, your year-round haven for relaxation and celebration! Savor breathtaking sunsets, indulge in boating, watersports, and high-speed internet, and make special memories during holidays, bachelorette party's getaways, birthdays, family reunions, micro weddings, and more. With a fully equipped kitchen, spacious rooms, and the tranquil lakeside setting, every moment here is magical. Reserve your spot now and experience the ultimate in lakeside living!

Guest favorite

A designated outdoor seating area is visible, featuring six green Adirondack chairs arranged around a circular fire pit. The area is surrounded by smooth stones, and a small green side table complements the seating. A manicured lawn provides a spacious backdrop.

Cottage in Crystal Lake

4.95 out of 5 average rating, 44 reviews

Modern Cottage by the Beach

Modern Cottage Escape Just One Block from Crystal Lake Beach Nestled in the heart of beautiful Crystal Lake, IL, this newly renovated 2-bedroom cottage offers the perfect blend of comfort and style, just a block from the beach. Step inside and cozy up in luxurious king-size pillow-top beds, dressed with Egyptian cotton sheets, oversized pillows, and extra throw blankets for ultimate relaxation. CHECKOUT OUR OTHER PROPERTIES HERE: www.airbnb.com/p/breganproperties

Top guest favorite

Cottage in Barrington

5 out of 5 average rating, 102 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

A modern kitchen showcases sleek cabinetry and a minimalist design. A stainless steel toaster and a coffee maker are positioned on the countertop, alongside a basket and a glass blender. Natural light enters through a nearby window, creating a bright atmosphere.

Cottage in Fontana-on-Geneva Lake

5 out of 5 average rating, 45 reviews

Beautifully Designed Lake Geneva Escape

Welcome to the most peaceful, relaxing and beautiful space in Fontana. Our Fontana Cottage is located on the quiet side of Lake Geneva, just 1.5 miles from Abbey Harbor and town center. Recently renovated, the cottage will give you a high end experience, space for you and your guests ample space to spread out and plenty of opportunities to take in the beauty of natures surroundings. Instagram @fontanacottage for more!

Superhost

A sandy beach area is surrounded by green grass and features a shallow swimming area. Several individuals are enjoying the water, while others are seated under blue umbrellas on a deck. A large building with a covered patio overlooks the beach.

Cottage in Antioch

4.83 out of 5 average rating, 101 reviews

#4: Cute 2 bedroom cottage on the beach!

Come relax at Turtle Beach Marina! Rent a Pontoon, Kayak, or even a Wave Runner. Spend the day at the beach and at the beach bar (Beach bar is open Thursday through Sunday until the first weekend in October). Quaint cottage has 2 bedrooms with a full bed in each. Up to 4 people allowed. There is no oven but has a 2 burner electric cook top. A grill is also available. Beach themed cottage is completely remodeled. 💜