Vacation rentals in Hickory Hills

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Top-rated vacation rentals in Hickory Hills

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

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Top guest favorite

A quaint street scene features a coffee shop sign labeled 'Honey Hill Coffee' hanging above, with paved walkways lined by small businesses. Decorative plants are seen in hanging pots, and trees provide shade along the sidewalk, enhancing the inviting atmosphere.

Home in Wauconda

4.95 out of 5 average rating, 65 reviews

The Adorable "Blue Breeze"!

Enjoy time at our centrally-located, family-friendly home. Close by, you'll find a public fishing dock and the popular Phil's Beach. A peaceful space with an outside patio and grill, perfect for relaxing at end of day. We also have a large driveway that can accommodate your boat making it easy to enjoy a day on Bangs Lake or a short 15 min trip to Fox Lake. Nearby attractions include the Volo Museum, Jurassic Gardens, and Lake County Discovery Museum. Please note the backyard is not fenced in.

Guest favorite

Three kayaks, in shades of blue and green, rest on a grassy area near the Fox River. The gentle water flow can be seen in the background, with trees lining the riverbank, reflecting a peaceful outdoor setting.

Home in South Elgin

4.92 out of 5 average rating, 251 reviews

Riverfront rental with fun activity

Riverfront Rental Sits on a quiet street in downtown South Elgin. This home gives you complete access to the Fox River. The bedrooms are on the main level, along with a beautiful kitchen featuring cherry cabinets and an island with breakfast bar, and an awesome four-season porch overlooking the backyard and the beautiful river setting. The second-level loft has great natural light . Outside, you'll find concrete patio and walkway, and stairs leading down to the river and firepit. no pets

Guest favorite

A spacious living room features large windows allowing natural light to fill the space. A comfortable light-colored sectional sofa is situated in front of a glass coffee table, with a medium-sized rug underneath. A wooden side table and a television mounted on the wall are also visible.

Apartment in West Lake View

4.94 out of 5 average rating, 176 reviews

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

Superhost

Cottage in Miller

4.92 out of 5 average rating, 50 reviews

Miller Beach Cozy Cottage with indoor fireplace

Have fun with the whole family at this stylish place. Have fun with your friends. Have a quite time if you need to escape from a crowd. Just simple as it is. Just enjoy being here, in a modern costal farmhouse loaded with almost everything you need for perfect and relaxing getaway. Please be a guest of our lovley restaurants, brewery, be a visitor of our small downtown, explore the beaches, dunes, and hiking trails of Lake Michigan and surrounding areas! Only 45min from Chicago!

Guest favorite

A serene outdoor seating area is illuminated by string lights, creating a soft, inviting glow. Comfortable seating is arranged around a small table, surrounded by lush greenery. The nearby river reflects the gentle light, enhancing the peaceful ambiance.

Home in Momence

4.96 out of 5 average rating, 166 reviews

Riverfront Oasis: Parks+ Kayaks+Relaxation Await!

Escape to this beautifully renovated 3-bedroom home with stunning Kankakee River views! Relax on the spacious deck or riverside patio while enjoying wildlife and peaceful scenery. Steps from Conrad Park and Island Park, you can stroll to local restaurants and shops. With all the comforts of home and just 50 miles from Chicago, it’s perfect for a getaway. Need more room? Book the cozy cabin next door tha hosts 4 more people! Your riverside retreat awaits—reserve your stay today!

Superhost

A welcoming living space is bathed in natural light, featuring large windows adorned with elegant curtains. A plush, tufted sofa with decorative pillows invites relaxation. Neutral walls complement the modern décor, which includes a sleek table and artwork, creating a harmonious atmosphere.

Home in Homewood

4.91 out of 5 average rating, 123 reviews

Peaceful & Private Hot Tub Vacation Home Getaway

A Rare gem 💎in the heart of Homewood. This Quaint 2-bedroom remodeled home is charming, sophisticated and discrete. It is minutes away from the Metra station, golf course and downtown Homewood shops. The energy is very calm and quiet ☯️. This is the home away from home where details are everything and the pictures do not capture the essence of this luxurious space. Experience the love, the joy and the peace that continues to leave its mark. Peace and Love - Michael and KP💞

Guest favorite

A sandy path leads through tall grasses and dunes toward a tranquil beach and calm waters. Fluffy clouds float above, enhancing the serene landscape. Trees dot the scene, providing a natural frame to the tranquil view of the water and horizon.

Apartment in Miller

4.89 out of 5 average rating, 9 reviews

Miller Beach FairyForest Retreat

Escape to a whimsical retreat nestled atop the Indiana Dunes. Walk to the beach, only 3 blocks. Our mid-century modern 3-bedroom/1bth apartment boasts a magical fairy forest theme, enchanting guests from the moment they arrive. Perched on a sand dune within the bio-swale ecosystem, each room offers treetop views. The true gem is our sprawling 400sqft screened porch, an elevated haven that immerses you in the tranquility of the woodland, evoking the sense you’re in a treehouse.

Top guest favorite

A modern kitchen featuring a large island with seating for six, complemented by sleek cabinetry and stainless steel appliances. Natural light fills the space through a nearby window, and an adjacent dining area is visible, offering a blend of functionality and style.

Home in Avondale

5 out of 5 average rating, 11 reviews

Alluring Avondale Abode

Welcome to Alluring Avondale Abode, the perfect vacation rental for your next family trip or group getaway. A pet-friendly paradise, centrally located for easy travel to all the top attractions. A spacious kitchen, beautiful backyard deck, and patio create a wonderful backdrop for entertaining and relaxing. Find an array of fun games to keep all ages occupied. Book now and experience the laid-back vibe and unbeatable amenities that will make your vacation truly unforgettable.

Superhost

A bright living space features a sectional couch positioned around a glass coffee table. Large skylights and windows allow natural light to fill the room, which is accented by a decorative rug and a modern electric fireplace. A television hangs on one wall, displaying a scenic landscape.

Apartment in Logan Square

4.92 out of 5 average rating, 12 reviews

2-level PH w/ 2 Luxe Suites Combined; Spa Access

The top floor sprawling ranch with duplex down offers sky & outdoors views, privacy, & cathedral ceilings, it is connected to your rear 2nd floor suite with 10ft ceilings. A burgeoning neighborhood next to the 606 Trail Amenities: - Uber-fast Wifi streaming, - Hot tub house - 80" + 75" hi-def tv's - 3 sectional couches - European decor - 2 kitchens - The popular 606 Trail access is 100 ft away, - YMCA across the street with indoor Olympic size & kiddie-pools!

Guest favorite

A private fire pit area is surrounded by a black wooden fence, featuring six adirondack chairs positioned around a circular stone base. The ground is covered with light gravel, creating a cozy setting for gatherings and relaxation.

Home in Crystal Lake

5 out of 5 average rating, 7 reviews

-NEW- Blue Magnolia Cottage -3 King Beds- Luxury

Blue Magnolia Cottage is a newly renovate 4-Bedroom Home with Luxurious Marble Countertops, Private Backyard Featuring Fire Pit. Ideal for Families and Groups Seeking Comfort and Style. Offering 3 king beds, 1 queen bed and 2 single beds. Spacious Living Areas, Modern Amenities, Zen Den Yoga room and Serene Outdoor Space Make this home your most memorable stay. CHECKOUT OUR OTHER PROPERTIES HERE: www.airbnb.com/p/breganproperties

Guest favorite

Home in Miller

5 out of 5 average rating, 16 reviews

Miller Beach Family Getaway!

Escape to the tranquil shores of Miller Beach with our charming Airbnb getaway. Nestled along the picturesque Indiana Dunes National Parks, our cozy retreat offers quiet views, modern amenities, and easy access to the beach with only a 4 block walk from the house. Whether you're seeking a romantic weekend for two or a fun-filled family vacation, our meticulously curated space provides the perfect home base for your family adventure!

Superhost

Staircase steps lead down to a grassy area adjacent to a serene lake. Lush greenery surrounds the scene, with trees providing shade. The calm water reflects the sky, enhancing the tranquil atmosphere without direct access for swimming or boating.

Home in Manteno

4.85 out of 5 average rating, 13 reviews

On Walden Lake

Bring the whole family to this great place with lots of room to enjoy time with loved ones! Comforts abound from the double waterfall shower in the master bath to the beautifully updated kitchen. Windows let natural light pour into this space, and the lake views are breathtaking. A finished basement with a second kitchen and full bathroom provides plenty of room for family gatherings or co-working retreat.