Vacation rentals in Highland Hills

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Top-rated vacation rentals in Highland Hills

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Top guest favorite

An inviting kitchen is revealed, featuring stainless steel appliances and dark cabinetry. Light floods through the window, highlighting a seamless transition from the stairs, adorned with a striped runner, to the open space of the kitchen, creating a harmonious flow.

Home in Avon Lake

5 out of 5 average rating, 60 reviews

Charming cottage near Lake Erie/3 bedroom 1 bath

Get cozy in our newly renovated Lake Erie Clover Cottage. A short walk to the lake for stunning sunsets or enjoy lake breezes on the quiet front porch. Create a yummy dish in the fully equipped kitchen. Grab a cup of coffee or wine on the sunny breezeway. Our stylish living room boasts a large 65" Smart TV with surround sound. Sink into one of the comfy hybrid mattresses: 1 king and 1 queen. Basement has a full-sized washer/ dryer and space to play a board game, puzzle, or cornhole—fun for all!

Top guest favorite

A bright dining area is surrounded by three walls of large windows, offering scenic views of the lake. A rustic wooden table is accompanied by four green chairs. Soft lighting creates a cozy ambiance, and a small plant sits center on the table. A comfortable chair is positioned nearby.

Cottage in Burton

4.99 out of 5 average rating, 151 reviews

Eagles Watch Relax & Unwind, Lt.Punderson Lake

Quiet lake community with views that create a calmness and peacefulness one can hope for in this busy world. Open floor plan with warm golden wood floors, vaulted ceiling, stone fireplace and three sided windowed room with views of the lake. Large outdoor deck for plenty to sit and enjoy the sounds of nature and maybe witnessing an eagle fishing. Light a fire at designated fire-pit for evening gatherings to sit around and make our favorite summer treats, s'mores. If unwinding is your goal...

Superhost

A hot tub is illuminated with soft red lighting, set on a covered porch with wooden railings. The surrounding trees are visible outside, creating a serene atmosphere. The water surface reflects the glow, enhancing the tranquil environment at dusk.

Home in Streetsboro

4.75 out of 5 average rating, 4 reviews

Red Fox Run At Heron Hill Retreat Hot Tub on Lake!

Private 31-acre retreat! Unwind on the back porch with lake views, watching resident eagles, heron, and wild turkeys. Bring your fishing gear for some of the best fishing around! Minutes from golf courses, bike trails, and equipped with a brand new 6-person Ozone hot tub. Gather around the fire pit for s’mores and good memories. Only 7 mins to downtown Hudson or Kent for dining and entertainment, 20 mins to Blossom Music Center and Cuyahoga Valley National Park, 35 mins to downtown Cleveland!

Guest favorite

Cottage in Burton

4.93 out of 5 average rating, 169 reviews

Lakeside Cottage with Views and Charm

This charming & cozy lakeside cottage is heaven all year round. It has gorgeous views & everything you need for a peaceful & relaxing stay. The open plan main floor has big windows, fireplace, 55"tv & roomy, well-stocked kitchen. Enjoy drinks & dining on the gated deck. The basement is ideal for games & kids. Sleep well in the quiet with blackout shades. Stroll the lake, explore Punderson SP, cute towns & Amish country. Come to relax, play & enjoy. Bring your slippers & well-behaved pooches.

Top guest favorite

Chalet in Middleburg Heights

4.95 out of 5 average rating, 74 reviews

Groovy Cedar Chalet Forest View

Our retro inspired chalet offers a secluded forest setting with excellent access to convenient amenities! Our family-friendly space comfortably sleeps 6 guests. Each room has been thoughtfully appointed for your convenience and authentic aesthetic. The entire home is yours to use. The fully equipped kitchen and laundry room are a great bonus. On Sunny and rainy days alike- sip a fresh cup of coffee on the spacious front porch. An attached 3 car garage and driveway allows for ample parking.

Guest favorite

Home in Avon Lake

4.93 out of 5 average rating, 192 reviews

Avon Lake Home across from Lake Erie

Chose our 10% off option during checkout. This is your home away from home for a couple nights or longer. Boat parking available. Modern 3 bedroom 1.5 bath home across from Lake Erie, close to Parks, shopping, entertainment and night life. 25 minutes from downtown Cleveland, the Browns, the Indians, Jack Casino, Rock & Roll hall of fame, and airport. 50 minutes from Cedar Point 1 hr. drive to Port Clinton, and Put-In-Bay or Football Hall of Fame. 5 minute drive to Huntington beach.

Top guest favorite

The tiny home is viewed from the side of a clear blue pool, surrounded by a spacious patio. Outdoor seating is arranged, complemented by a privacy fence. The bright exterior of the house contrasts with the lush greenery of the surrounding trees.

Tiny home in Brunswick

5 out of 5 average rating, 35 reviews

The Pool Shed

Relax and enjoy this newly built tiny home. If you want to escape the city but still be close, this place is for you! Tiny house set amongst the trees. Fun place for a group of friends, small family or that romantic getaway. Open concept tiny home 25 mins to downtown Cleveland, as well as many more major cities in Ohio. Close to a variety of restaurants and bars. Far away enough to enjoy peace and quiet. Close to our beautiful Metropark System. Ask about our Cedar Point special.

Superhost

A wooden dining table is set with six chairs, showcasing placemats in calming blue patterns. Centerpieces of silver teapots and decorative items add detail. The background reveals a glimpse of a kitchen area with blue shelves and subtle coastal decorations.

Home in Lakewood

4.89 out of 5 average rating, 111 reviews

Life's a Beach - 2 Bedroom Home with Parking

Beachy Decor, 2 bedroom home (with Queen Beds) on second floor of Duplex. Our home comes fully stocked with bedding, towels, dishes and cooking utensils. Families and Pets are welcome. Outdoor patio and backyard with BBQ grill and fire-pit. 1 mile from Lake Erie (Lakewood Park) and 3 miles from Edgewater Beach. Fully equipped kitchen, Dining room and Living room. Bedrooms have Smart TV's and Queen Beds. Come and relax in our bright and cheerful home.

Guest favorite

The kitchen showcases modern cabinetry and stainless steel appliances. A double sink is positioned beneath a window, offering a view towards the living area. Counter space is available for meal preparation, complemented by a patterned mat on the floor.

Home in Brook Park

4.92 out of 5 average rating, 228 reviews

Quiet 2 bdrm home, 8 min from the CLE Airport

This lovely home is located moments from the highway (1 minute). So, whether you're going downtown for an attraction or to a suburb to spend time with family, you're just a quick trip away. This was recently remodeled into a more modern space in the last 5 years. It's a quiet and cute location. It is 800 sq. ft. of an adorable home, with everything you need. When you walk in you feel like you are at home with all the amenities that you could want.

Guest favorite

A modern kitchen features a long, concrete countertop with high-backed wooden stools positioned along one side. A large window allows natural light to fill the space, complemented by wall sconces. A brick accent wall is visible behind a flat-screen television, adding character to the room.

Home in Ohio City

4.94 out of 5 average rating, 164 reviews

The OC Estate

This unique rehab captures the best qualities of Ohio City's past, present and future. Perfect place to host a large group in a very family and pet friendly home, while also being in walking distance of the West Side Market, Hingetown and Gordon Square. This one of a kind lakeside neighborhood greets you every morning with the peaceful sounds of seagulls and boats, where you can unwind in the tranquil outdoor oasis with family and friends.

Superhost

A tranquil pond is surrounded by vibrant trees, showcasing reflections of autumn foliage on the water's surface. Lush green grass borders the pond, providing a serene natural setting. A glimpse of a rustic structure can be seen in the background, harmoniously blending with the landscape.

Cottage in Kirtland

4.82 out of 5 average rating, 127 reviews

Willow Woods Retreat | Farmhouse | Patio + Nature

Looking for a retreat to get away from the hustle-n-bustle of the day-to-day? Our Willow Woods Retreat is the place! A completely renovated 1830's farmhouse set on 4 acres of land, you will be set in a beautifully secluded location historic Kirtland! We look forward to hosting you! With 4 beds, and 2 full baths there is plenty of space for your entire group! Enjoy the outdoor space with our patio, gas grill, and the private pond!

Top guest favorite

A covered porch features seating arrangements, including a cushioned chair and a swing. Brightly colored hanging flower baskets add vibrancy, while greenery surrounds the area, creating a peaceful space for relaxation. The entrance to the cottage is visible in the background.

Farm stay in Richfield

4.99 out of 5 average rating, 126 reviews

The Cottage at FarmFlanagan

We are a cottage like residence in one of the few small towns between the cities of Cleveland and Akron, Ohio; right down the road from Michael Angelo's Winery and not far from the beautiful Cuyahoga Valley National Park, Boston Mills + Brandywine Ski Resorts, and under an hour to the Pro Football Hall of Fame. The cottage is tucked a driveway away from our old farm house and century old barn. Enjoy this relaxing getaway!