Holiday rentals in Barrington Hills

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Top-rated holiday rentals in Barrington Hills

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

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Top guest favourite
An open-concept living area features a cathedral ceiling with wooden beams. A leather couch and a recliner are positioned for comfort. A dining table is set nearby, alongside a fully equipped kitchen with wooden cabinetry and appliances, creating a warm and functional space.
Home in Cary
4.92 out of 5 average rating, 84 reviews

Riverfront, 2 beds, White Turtle welcomes you!

Welcome to 1-bedrm, 1-bath home on Fox River! It offers king-size bed in bedroom & sleeper sofa in cathedral-ceiling living room. Home is perfect for couples, families, solo travelers. Fully equipped kitchen with appliances & essentials for your convenience. For entertainment, there is pool table in basement for a friendly game, or river-view patio for outside fun. Home is 10-minute walk to Cary Metra station, offering easy access to downtown Chicago. Plus, it is close to shopping, restaurants.

Top guest favourite
A bright living area features a cozy sofa and an armchair, arranged around a small desk workspace. Sliding glass doors open to an outdoor patio area, allowing natural light to fill the room. Soft curtains frame the doors, enhancing the inviting atmosphere.
Flat in Elgin
4.99 out of 5 average rating, 113 reviews

Peaceful Elgin APT King Bed

Located in a sleepy suburban neighborhood, this freshly renovated apartment offers everything for a weekend getaway, business trip, or extended stay with a full kitchen, open living space & bedroom. Enjoy peace & nature while still being minutes away from restaurants, shopping, outdoor activities & all the Chicago suburbs have to offer. The Tipi BNB is a walkout lower-level basement APT that provides guests with the privacy and accessibility of a separate entrance and self check in/check out

Guest favourite
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg
4.94 out of 5 average rating, 887 reviews

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot/cool tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

Top guest favourite
A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.
Guest suite in Riverwoods
4.95 out of 5 average rating, 501 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

Guest favourite
The exterior showcases a charming blue cottage surrounded by a tree-lined yard, featuring a gravel firepit area with four adirondack chairs. A spacious deck with a dining table provides a view of the surrounding greenery, creating an inviting outdoor retreat.
Home in Barrington
4.83 out of 5 average rating, 46 reviews

Cozy 3 bedroom river cottage w/ indoor fireplace

Relax in this tranquil coastal inspired river cottage with beautiful water views just steps away from a private community beach. Snuggle up with a cup of coffee or hot cocoa on the couch by a wood burning fireplace. This cozy home is nestled on a wooded lot with an outdoor firepit, deck with a dining table and gas grill. The outdoor space is magical at night with string lights strung throughout the yard. The space is renovated with high end finishes of handmade tiles, marble and quartz.

Guest favourite
A spacious living area features a large sectional sofa adorned with decorative pillows and accompanied by a wooden coffee table. A plant sits at the center of the table. Natural light filters through the window, illuminating the room's neutral tones and artwork on the wall.
Home in Carpentersville
4.86 out of 5 average rating, 57 reviews

Emerald spacious 3 bedroom 4 beds one king

Forget your worries in this spacious and serene space. The modern emerald a very cozy ambiance for you, your family or friends. A group of 8 can enjoy the stay comfortably. Master bedroom with a king size bed, full bath and 43” Tv, Second and third bedrooms offering queen sized beds and 43” Tv in each. Sofa bed in family room Make your self home with cozy layout. Watch 50” tv in the family room, enjoy ! The large back yard with a furnished patio. Garage not include at this moment.

Guest favourite
A spacious outdoor deck is covered with a bright shade sail, providing relief from the sun. Comfortable wicker chairs with soft cushions create a cozy seating area, overlooking the peaceful river and surrounding greenery.
Home in Algonquin
4.87 out of 5 average rating, 133 reviews

The River House Sauna/Kayaks/Hot Tub/Fire Pit

The newly remodeled water front 4 bd 2 bath home is within walking distance of Algonquin’s fabulous "Old Town District", restaurants, pubs and entertainment. Likewise, the gorgeously landscaped River Park is a short stroll away, giving one much to see and do. The residence feature a beautiful kitchen; large dining area adjoins the kitchen as does a brightly sun shined living room complete with big glass doors overlooking the water. A picturesque living for both work and play awaits!

Guest favourite
A serene garden features a flower-filled barrel planters, a stone birdbath, and lush greenery. A calm river is visible in the background, bordered by a wooden bridge and adjacent seating areas, creating a peaceful outdoor space for relaxation.
Flat in Algonquin
4.81 out of 5 average rating, 149 reviews

Riverview apartment in quaint downtown Algonquin

Apartment overlooking the Fox River. Walking distance to downtown Algonquin. Free wifi & cable TV. Don't impose on family or friends, or settle for the bland experience of a box hotel. Instead, book a comfortable stay with great amenities and enjoy the river and downtown entertainment. You'll be able to relax, get a restful sleep, and enjoy your visit. You'll also notice the little touches and the extra effort made to assure you have an awesome stay. Private Bathroom and Kitchen.

Superhost
A neatly arranged bed is showcased with plush decorative pillows and soft layers of linen. A subtle floral pattern is visible on the sheets, while a textured throw blanket in earthy tones enhances the overall comfort of the sleeping area.
Flat in West Dundee
4.9 out of 5 average rating, 117 reviews

Garden View Studio • Walk to Downtown • Fire Pit

✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each unit accommodates up to 4 guests. 1 queen, 1 full sofa bed. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Off-Street Parking: Convenient and secure parking for your stay. ✔ Exclusive Group Booking: Reserve just one or all five units for your entire party.

Guest favourite
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
4.9 out of 5 average rating, 391 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 favourite
A charming cottage is framed by lush greenery and colorful flower planters. The white exterior features multiple windows, allowing ample natural light. A welcoming front porch leads to the entrance, adorned with patriotic bunting, inviting guests to enjoy the serene surroundings.
Cottage in Barrington
4.99 out of 5 average rating, 139 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!

Top guest favourite
Loft in West Dundee
4.96 out of 5 average rating, 424 reviews

124 Lofts #1 - Downtown Dundee - Walk to Dining

124 Lofts is a boutique collection of modern, design-forward lofts set within a beautifully restored historic building in downtown West Dundee. This listing is for Loft #1, a one-bedroom space featuring exposed brick, timber ceilings, and clean finishes that feel both character-driven and easy to enjoy. Each loft includes a king bed, private bath, kitchenette, fast Wi-Fi, and a 60" smart TV, just steps from restaurants, shops, and the Fox River.

Popular amenities for Barrington Hills holiday rentals