Holiday rentals in Willoughby

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Top-rated holiday rentals in Willoughby

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

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Guest favourite
A welcoming living area is illuminated by natural light from a large window. A light-colored sofa is paired with textured armchairs, providing comfortable seating. A wooden coffee table is centered on a neutral area rug, while nautical decor adds a touch of charm to the space.
Cottage in Fairport Harbor
4.94 out of 5 average rating, 121 reviews

The View! Hot Tub-Golf Cart-Beaches-Billiards-King

Relax and indulge at Sailor's Cove. Comfy and inviting, we've thought of everything! This clean, renovated surprise is full of carefully curated charm. Stunning and expansive views of a Lake Erie Marina from the elevated deck w hot tub can't be beat. Features king bed, large master bedroom, and game room in the basement. There is a road legal golf cart for your exclusive use. Nestled in quaint Fairport Harbor-enjoy fishing, jet ski, boating, kayak/paddleboard, or relax at the dog friendly beach

Top guest favourite
A spacious living area is furnished with a gray sofa, yellow accent chairs, and a mid-century modern coffee table. A large television is mounted on a stylish console. Natural light enters through large windows, complementing the neutral color scheme and patterned area rug, enhancing the cozy ambiance.
Flat in Shaker Heights
4.94 out of 5 average rating, 160 reviews

Relaxing Gem near CLE Clinic & Van Aken District

Unwind in this newly renovated 2BR 1Bath mid-century modern oasis in a friendly & vibrant Shaker Heights, OH neighborhood. This 1st floor apartment offers a relaxing getaway near restaurants, shops, attractions, landmarks, and major hospitals and employers, making it ideal for traveling nurses and business travelers looking for an extended stay. ✔ 2 Comfy Bedroom w/ Queen Beds ✔ Relaxing Living Area ✔ Fully Equipped Kitchen ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Parking See more below!

Top guest favourite
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
4.96 out of 5 average rating, 271 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

Top guest favourite
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, 167 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.

Top guest favourite
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, 326 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.

Top guest favourite
The exterior of a modern ranch house is showcased, featuring a vibrant red façade and a metal roof. A spacious deck is visible, complete with outdoor seating and a view of the nearby creek and surrounding trees. A gravel driveway leads to the entrance.
Home in Garrettsville
4.99 out of 5 average rating, 504 reviews

“Willow Ledge at Silver Creek”with Private Hot Tub

New Construction Modern Ranch House features rustic upscale design with beautiful cozy interiors and comfort at every turn. Stunning views await with floor to ceiling windows overlooking beautiful Silver Creek and surrounding nature. Private deck is spacious and inviting with oversize hot tub, concrete fire pit, gas grill, and outdoor dining furniture. A few minutes from great restaurants, the Brewery at Garrett’s Mill, and the coolest Coffee Shop. Perfect weekend getaway or business stay.

Top guest favourite
Home in Wickliffe
4.98 out of 5 average rating, 126 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.

Top guest favourite
Guest house in Chardon
4.96 out of 5 average rating, 305 reviews

Chardon Loft

Large private 2nd floor studio style living area with queen size bed, couch, table/chairs, TV, refrigerator, microwave, hot plate, NO OVEN OR STOVE TOP, sink, large shower, A/C, heat, washer and dryer, and deck. Wifi internet is provided. The television has Netflix. No cable channels. The furnace is nontraditional. It is not located in a closet. The noise when running and starting will be louder than normal during winter months. Ear plugs are available for those that are noise sensitive.

Top guest favourite
A spacious backyard is highlighted by a large, weeping willow tree providing shade over a grass area. Outdoor seating with lounge chairs is positioned facing Lake Erie, offering a view of the water. A peaceful atmosphere is accentuated by a small decorative planter in the foreground.
Cottage in Willoughby
4.99 out of 5 average rating, 206 reviews

Lydia's Lake Erie Cottage

In the heart of Willoughby, a cozy cottage awaits you as the perfect getaway spot. Situated on the shores of Lake Erie, you'll be able to enjoy stunning lake views on the water's edge. Inside, you'll find a cozy and well-appointed space, complete with a fully stocked kitchen and outdoor grill, Unwind by the fireplace in the living room or catch up on your favorite shows on the smart TV. Stay connected with the free WiFi, and take advantage of the laundry with a washing machine and dryer.

Top guest favourite
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.
Flat in Willowick
4.95 out of 5 average rating, 127 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.

Top guest favourite
A welcoming exterior of a cottage is shown, featuring a well-maintained lawn. Two dogs are resting on the grass. Flowering shrubs and plants add color to the landscape. The entrance is defined by a blue door, framed by windows that allow natural light inside.
Cottage in Ashtabula
4.97 out of 5 average rating, 121 reviews

Lake Life Cottage

Pet friendly 2 story cottage with a view of Lake Erie. Located 4 miles from Geneva on the Lake and 4 miles from historic Ashtabula Harbor right on Lake Road. Over 30 wineries within 15 miles. Spend the day touring Lake Erie with Canopy Tours, fishing with DB Sport Fishing Charters, or miniature golf at Adventure Zone. Enjoy the beach or marina by day and explore the wineries or nightlife on the strip. Stroll a few doors over for a memorable meal at the highly rated Alessandro’s.

Guest favourite
A bright living area features a combination of leather and upholstered seating arranged around a coffee table. Large glass sliding doors provide sweeping views of the lake, allowing natural light to fill the space. A decorative rug adds warmth to the hardwood floor.
Home in Willoughby
4.95 out of 5 average rating, 105 reviews

Contemporary Lake Home | Sunrise & Sunset Views

This beautifully updated lakefront home is perfect for family gatherings, friend reunions, bachelor/bachelorette parties, or a relaxing retreat. Enjoy breathtaking sunrise-to-sunset views over the lake. Located near Downtown Willoughby, restaurants, and just 20 minutes from Cleveland. The spacious kitchen is perfect for creating meals and memories, and outside you'll find a BBQ and firepit. Pets are welcome for a small fee, so bring your furry friends along for the getaway!

Popular amenities for Willoughby holiday rentals

When is the best time to visit Willoughby?

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Frequently Asked Questions

  • Where should I stay in Willoughby?

    Make yourself at home in Willoughby by choosing from our most frequently booked neighborhoods. We have over 140 vacation rentals in Eastlake, over 200 vacation rentals in Willoughby, and over 50 vacation rentals in Waite Hill.

  • How much does it cost to stay in house rentals in Willoughby?

    Experience the best of Willoughby with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Willoughby?

    Yes! Work meets play with ease at over 30 house rentals in Willoughby featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Willoughby?

    Willoughby has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly house rentals in Willoughby?

    Four-legged friends are welcome in Willoughby. Choose from more than 20 house rentals for guests traveling with pets.

  • Do house rentals in Willoughby have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Willoughby. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Willoughby have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Willoughby. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Willoughby?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Willoughby

  • Total holiday rentals

    Explore 70 holiday rentals in Willoughby

  • Nightly prices starting at

    Willoughby holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 3,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Willoughby holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Willoughby rentals

  • 4.8 Average rating

    Willoughby stays are highly rated by guests – averaging 4.8 out of 5!

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