Vacation rentals in Willoughby Hills

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Top-rated vacation rentals in Willoughby Hills

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Guest favorite
The family room features a cozy electric fireplace surrounded by built-in shelves filled with books and decorative items. A large mirror above the fireplace reflects natural light. Light-colored seating is arranged on a blue area rug, enhancing a relaxing atmosphere.
Home in Willowick
4.95 out of 5 average rating, 284 reviews

Lake Erie Getaway

Enjoy the wondrous beauty and sunsets of Lake Erie, the 11th largest freshwater lake in the world. From the back yard you can swim or fish. 2 bedroom/2 bathroom house with cozy electric fireplace in family room . 1300 square feet of first floor living on Lake Erie.Lake views from nearly every room. Private fenced backyard with over 400 plants. Twenty minutes from downtown Cleveland and University Circle area, 10 minutes to downtown Willoughby and a 5 minute walk to the grocery stores and deli

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Top guest favorite
An inviting kitchen area features modern cabinetry and a round dining table, complemented by plush seating. A well-decorated bedroom showcases a spacious bed, with natural light flowing through the window. The backyard offers a serene green space, perfect for relaxation. Living spaces are comfortably furnished.
Home in Willoughby
4.98 out of 5 average rating, 176 reviews

Retreat at DTW

Come relax & enjoy The Retreat at DTW! Just minutes away from Historic Downtown Willoughby where you can shop, dine & stroll the streets at your leisure. This completely renovated single family ranch home has so much to offer. Including all kitchen appliances, washer & dryer, all necessities (kitchenware, towels, sheets, etc.) & playing cards plus board games for your pleasure. The bedroom has a king bed & living room has a sofa bed. Enjoy the reading nook on the 2nd level loft area & backyard.

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Top guest favorite
Home in Euclid
4.95 out of 5 average rating, 107 reviews

Lovely 2 bedroom 1 bath ranch, fully equipped.

Welcome to The Stone House! Keep life comfortable and simple at this beautiful ranch. This charming home is exceptionally well located a short drive away from many of Cleveland’s most exciting attractions including all of the sports stadiums, the Rock and Roll Hall of Fame, Amazon, and Cleveland Clinic. We respond to booking inquiries within 1 hour (if request received between 8 a.m. -10pm ET)! No smoking, no pets, no events, no parties. READ THE RULES BEFORE YOU CONTINUE WITH YOUR REQUEST.

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Top guest favorite
A spacious deck offers a panoramic view of Lake Erie, with sunlight reflecting on the water. Two chairs surround a simple table, inviting relaxation. The deck is bordered by vibrant greenery, and a warm glow is cast over the scene by the setting sun.
Cottage in Willowick
4.97 out of 5 average rating, 342 reviews

Lake House with Amazing Views

Amazing location right on Lake Erie. This cozy lake house has a large kitchen, full bathroom and a living room/bedroom with king-size bed. The cottage is off by itself so you can enjoy your seclusion, but we live about 200 feet away so we can assist you if you need us. Enjoy a morning coffee on the deck while watching nature, spectacular sunsets on the private patio, and falling asleep to the sounds of the lake. You will be blown away by the beauty and peacefulness of this amazing cottage.

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Top guest favorite
Home in Wickliffe
4.98 out of 5 average rating, 130 reviews

Mid-Century Modern Ranch in quiet neighborhood

Stay in our newly remodeled Mid-Century classic! It's updated to incorporate today's conveniences with focus on the original vision of the 1965 builder who constructed it for its long time owners. Located just off Interstate 90 in a quiet neighborhood, the home offers an open living space, a lower level recreation room for playing pool or ping pong, a large fenced in yard, and a covered back porch to enjoy morning coffee or an evening glass of wine as you watch the many neighborhood deer.

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Top guest favorite
A welcoming living and dining area features comfortable, woven dining chairs surrounding a glass table. Natural light floods the space through sliding glass doors, offering views of the expansive deck and lake beyond. Potted plants add greenery to the bright and airy atmosphere.
Home in Willoughby
5.0 out of 5 average rating, 120 reviews

Upscale-Lakefront-Private Beach-Hot Tub-King-Pets

Lakeside living at its finest. This amazing oasis is comfy and inviting with stunning views, expansive deck, and your own private beach. Fully renovated, carefully curated and meticulously cleaned-this indulgent gem is perfect for a serene dip in the hot tub at sunset or easy fishing from the shore. Relax and watch the boats, eagles and waves-everything has been thought of here. Your spacious master suite looks out over a second-floor balcony. A perfect place to enjoy the in-room coffee bar.

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Top guest favorite
A spacious living room is highlighted by a large sectional sofa adorned with decorative pillows and a cozy throw. A wooden coffee table is centered on a patterned area rug, while natural light fills the room through two partially draped windows.
Home in Eastlake
4.9 out of 5 average rating, 92 reviews

Charming Property Eastlake Ohio

Charming & comfortable ranch style property. Located in a convenient & peaceful neighborhood. Two very comfy bedrooms one with a king bed, large TV the 2nd bedroom has a queen bed, vanity or work space and bay window. Living room boasts a huge TV, fireplace with elegant furnishings. Fully equipped kitchen. Entire homes is totally renovated. Peaceful yard, patio, garage, and fire pit. Close to Downtown Cleveland, major hospitals, restaurants, shopping, parks & entertainment! Treat yourself!

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Superhost
A spacious studio layout is visible, featuring a plush couch facing a round dining table with four wooden chairs. A comfortable bed with a checkered duvet is positioned nearby, while a well-equipped kitchenette and natural light streaming through the window enhance the welcoming atmosphere.
Apartment in Willowick
4.95 out of 5 average rating, 156 reviews

Residential Apartment w/Drumkit

Quiet apartment in residential neighborhood attached to owner occupied home. Beautiful scenic large backyard with dining area & fire pit. Electronic Roland, TD-8 drum kit to be enjoyed by everyone: If you’ve ever wanted to play the drums and haven’t had a chance, or if you are a current player looking to keep your chops in shape!! Located 25 min. from Cleveland with a beautiful Great Lake (Erie) at the end of the st.&Lakefront Lodge Park 1/2 mi. Many food/grocery establishments nearby.

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Top guest favorite
A vintage jukebox is displayed, featuring a vibrant red and pink pattern on its glass panels. The control panel showcases buttons for selecting music tracks, adding a nostalgic element to the entertainment space.
Home in Wickliffe
4.95 out of 5 average rating, 41 reviews

Cozy Retro Home-Close to All Activities in The CLE

🎶 Step into a cozy retro retreat east of Cleveland! This spacious 3-bedroom, 1.5-bath Wickliffe home is perfect for families or friends seeking comfort and fun. Enjoy unique features like a home office, reading nook, jukebox, and a basement filled with games, movies, and music. Just 20 minutes from downtown Cleveland for theaters, stadiums, museums, and seasonal events. Whether reconnecting or exploring, this warm, stylish home is your ideal fall or winter getaway. 🛋️🎲📚

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Top guest favorite
Home in Kirtland
5.0 out of 5 average rating, 26 reviews

Relaxing Lakeview, Boating, Fishing, & Bonfire!

Escape to the peaceful charm of Merrybook Farm. Wake to lake views, enjoy coffee on the porch, and spend your days reconnecting with family and friends. Paddle or row on the lake, fish from the shore, play cornhole or horseshoes, then gather around the fire pit or lakeside bonfire for cozy evenings and sunsets. End the night in the renovated barn—perfect for games and relaxing. More than a stay, it’s a true getaway.

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Top guest favorite
Home in Eastlake
4.93 out of 5 average rating, 87 reviews

Relaxing Lakeside Getaway

Views of Lake Erie right in the backyard. Unwind by watching the sunset over the lake. 20 minutes from Cleveland 10 minutes from historic downtown Willoughby 5 minutes from grocery Queen beds in all 3 upstairs rooms and bonus twin mattress. No direct swimming or fishing access due to a steep, soft-dirt cliffside with sharp concrete slabs at the bottom, but there are Lakeside parks and beaches close by!

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Top guest favorite
A spacious exterior view of a modern home is surrounded by green grass and lush trees. A patio area is visible, featuring seating for outdoor relaxation. The home is set within a serene, natural environment, emphasizing tranquility and open space.
Home in Painesville
4.95 out of 5 average rating, 106 reviews

Great Group Getaway: Games Galore + Outdoor Oasis

🎉 5,000 sq ft of pure group getaway energy 🛌 7 bedrooms · 11 beds · Sleeps 16 + crib 🎮 Game rooms galore: ping-pong, pop-a-shot, air hockey, pool 🔥 Two outdoor fire features + huge deck 🍽️ Fully equipped kitchen + dine-in options 📍 Tucked on 2 private acres near Cleveland 🚗 Garage + driveway parking 💻 Wi-Fi + multiple lounge spaces for work or play

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Popular amenities for Willoughby Hills vacation rentals