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Vacation rentals in Willoughby

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Quick stats about vacation rentals in Willoughby

  • Total vacation rentals

    Explore 60 vacation rentals in Willoughby

  • Nightly prices starting at

    Willoughby vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

  • Verified guest reviews

    Over 3,570 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Willoughby vacation rentals include wi-fi access

  • Popular amenities for guests

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

  • 4.9 Average rating

    Willoughby stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated vacation rentals in Willoughby

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

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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

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

4.95 out of 5 average rating, 285 reviews
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

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.

4.98 out of 5 average rating, 176 reviews
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

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.

4.97 out of 5 average rating, 342 reviews
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

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.

5.0 out of 5 average rating, 121 reviews
Top guest favorite
Home in Wickliffe

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.

4.98 out of 5 average rating, 130 reviews
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

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!

4.9 out of 5 average rating, 93 reviews
Top guest favorite
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

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.

4.99 out of 5 average rating, 217 reviews
Top guest favorite
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

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.

4.95 out of 5 average rating, 159 reviews
Top guest favorite
A two-story house with a light grey exterior and a blue roof is viewed from the front. A small set of steps leads to the front door, flanked by a well-maintained yard and hedges. A driveway extends alongside the property, with a neighboring house visible on the right.
Home in Fairport Harbor

The Blue Fence bnb

Relax with the whole family at this peaceful home. What do I like about this home? Centrally located: • 4-block walk to the beach • 3-block walk to downtown & lighthouse • 2-blocks from churches • 1-block from the convenient store • 1-block from the pizza shop It’s a charming home with three bedrooms and two bathrooms, a dining room, a living room, and a very large kitchen. What else is there to love? Your stay will come with continental breakfast foods that you can prepare.

4.97 out of 5 average rating, 210 reviews
Guest favorite
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

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!

4.94 out of 5 average rating, 120 reviews
Top guest favorite
Apartment in Willoughby

The Nest! 2 bedroom

Welcome to our charming 2 bedroom 1 bathroom unit, where comfort meets convenience! Nestled within walking distance (.03miles) from Historic Downtown Willoughby, our stylish and spacious accommodation offers a delightful retreat for your stay. With thoughtful touches, modern amenities (Smart TV's, Keurig), and proximity to local attractions, such as dining, shopping, and the local nightlife! We guarantee a memorable experience during your time here.

4.96 out of 5 average rating, 143 reviews
Top guest favorite
The entrance features a bright yellow door adorned with a seasonal wreath. A pair of yellow boots rests on the stone steps, complemented by surrounding greenery. A star decoration is mounted on the wall, enhancing the welcoming entrance.
Guesthouse in Chardon

Private, Quiet 1 BR 1 Bath Chardon Guesthouse w AC

Enjoy a respite at this peaceful and centrally-located, renovated guesthouse. Large 1BR w full bath. Sleep with the windows open - it's that quiet. Living room and full, eat-in kitchen. Private patio for outdoor dining. Walk to historic Chardon Square and enjoy its many festivals & activities. Easy drive to Amish country, wineries, Lake Erie and its coastal towns and beaches, The Great Geauga County Fair, 40 minutes to downtown Cleveland.

5.0 out of 5 average rating, 171 reviews

Popular amenities for Willoughby places to stay

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Stay near Willoughby's top sights

Chagrin River Park

9 locals recommend

Kirtland Temple

5 locals recommend

Chapin Forest Reservation

5 locals recommend

Other great vacation rentals in Willoughby

Top guest favorite
A welcoming entryway is seen, featuring a wooden console table with decorative items and candles. A framed photograph of palm trees hangs above. Light-colored walls reflect natural light, while a vibrant green plant complements the warm wood tones. A rug with a bold pattern adds subtle texture.
Home in Willoughby

Little Willow: cozy stay with minute drive to town

4.98 out of 5 average rating, 60 reviews
Top guest favorite
An illuminated archway welcomes visitors to Willoughby, featuring large blue lettering against a metallic backdrop. Brick columns support the structure, while soft lighting enhances the signage at night, creating a friendly entry point to the area.
Apartment in Willoughby

Historic Downtown Willoughby Walk to Erie St

4.96 out of 5 average rating, 75 reviews
Top guest favorite
Home in Eastlake

Boho Vibes

4.95 out of 5 average rating, 58 reviews
Superhost
A modern two-story home sits on a spacious lawn, featuring a large driveway with edged red mulch. The exterior showcases light grey siding and contrasting blue shutters on the upper windows. Soft lighting highlights the entrance, enhancing the welcoming appeal of the facade.
Home in Eastlake

Modern & Stylish | Cozy 3BR Home w/ hot tub

4.81 out of 5 average rating, 27 reviews
Guest favorite
A charming cottage exterior is presented, featuring a white façade with multiple windows and a central door. Decorative flowerbeds with purple blooms are situated at the front, while a shingled roof completes the appealing structure amidst a backdrop of greenery and blue skies.
Home in Willoughby

Lakeview Happy Days AirBNB

4.86 out of 5 average rating, 36 reviews
Top guest favorite
Home in Kirtland

Relaxing Lakeview, Boating, Fishing, & Bonfire!

5.0 out of 5 average rating, 26 reviews
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

Cozy Retro Home-Close to All Activities in The CLE

4.95 out of 5 average rating, 41 reviews
Guest favorite
A spacious bed features a patterned quilt and decorative pillows, positioned against a neutral wall. Two doors lead to a bright hallway in the background, showcasing a glimpse of the living area and kitchen.
Apartment in Willoughby

Historic Downtown Willoughby Bars & Dining Walk

5.0 out of 5 average rating, 15 reviews

When is the best time to visit Willoughby?

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Avg. priceﺩ.ﺇ 474ﺩ.ﺇ 485ﺩ.ﺇ 477ﺩ.ﺇ 481ﺩ.ﺇ 481ﺩ.ﺇ 481ﺩ.ﺇ 533ﺩ.ﺇ 525ﺩ.ﺇ 514ﺩ.ﺇ 514ﺩ.ﺇ 547ﺩ.ﺇ 573
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Frequently Asked Questions

  • What are the best places to stay in Willoughby?

    Many visitors choose to stay near Willoughby's historic downtown, which has walkable access to local shops, restaurants, and community events. Neighborhoods around parks and quiet residential streets are frequently selected for a more relaxed atmosphere.

  • What are the best things to do in Willoughby with kids?

    Families often enjoy exploring local parks, discovering hands-on exhibits at museums, or attending seasonal community events around Willoughby. Outdoor playgrounds and nearby nature centers frequently appeal to children of all ages.

  • What are some of the best things to do in Willoughby?

    Stroll through Willoughby’s downtown for local shops and cafes, explore community parks, or join in frequent arts events and seasonal celebrations. Many travelers appreciate its neighborhood festivals and easy access to nature.

  • How is the weather in Willoughby?

    Willoughby has cold winters, with temperatures from around 22°F to 36°F (-5°C to 2°C), and warm summers, usually reaching 65°F to 84°F (19°C to 29°C). Rain and snowfall can be expected throughout the year, so packing layers and a rain jacket is helpful.

  • When is the best time to visit Willoughby?

    Late spring through early fall is often recommended, when temperatures are mild and local events fill the calendar. Blossoming parks and outdoor activities tend to be popular during this period.

  • What are the best places to visit in Willoughby?

    Explore Willoughby’s historic downtown district, which has local boutiques and dining, or discover the Willoughby Area Welcome Center for regional history. Area parks and art galleries also provide engaging experiences for a variety of interests.

  • What are some hiking trails in Willoughby?

    Willoughby has walking paths and nature trails in area parks, where you can explore wooded landscapes and observe local wildlife. Trails with gentle terrain are frequently suggested for families and casual hikers.

  • What are some family activities we can do in Willoughby?

    Families can explore interactive exhibits at museums, play in local parks, or enjoy seasonal farmers markets and outdoor concerts. Community event calendars often feature kid-friendly programming throughout the year.

  • What are some of the best day trip ideas from Willoughby?

    Many guests explore nearby Lake Erie beaches, wooded nature preserves, and local wineries. Cultural attractions in the surrounding region, such as museums or scenic gardens, are also frequently suggested for day trips.

  • Are there any pet friendly accommodations available in Willoughby?

    Willoughby has a selection of pet-friendly accommodations, with some vacation rentals and local lodging welcoming guests with pets. Parks and walking trails also make it comfortable for those traveling with animals.

  • What are some local tips for visiting Willoughby?

    Check local event calendars for street fairs and live music, as Willoughby often has community happenings throughout the year. Enjoy walking around historic downtown, and try visiting local markets for regional treats and crafts.

  • What is Willoughby known for?

    Willoughby is known for its historic downtown, community-driven festivals, and welcoming small-town atmosphere. Its blend of preserved architecture and local art gives the city a strong sense of place.

  • What are the best hidden gems to explore in Willoughby?

    Around Willoughby, visitors enjoy uncovering public art murals, independent galleries, and small family-run shops tucked among residential streets. Quiet green spaces and community gardens often delight those looking for a peaceful retreat.

  • What are the best foods to try in Willoughby?

    Willoughby’s dining scene features classic American comfort foods, locally roasted coffee, and inventive sandwiches. Many visitors also enjoy locally owned bakeries and restaurants featuring seasonal dishes and fresh produce.

  • What should I bring for a trip to Willoughby?

    Pack layers to adjust to changing temperatures, comfortable walking shoes for exploring downtown and parks, and a rain jacket as weather patterns can shift. A camera is helpful for capturing local history and seasonal celebrations.

  • What is the nightlife in Willoughby like?

    Willoughby’s nightlife includes neighborhood bars, casual live music venues, and inviting wine bars often located in historic buildings. The downtown area is known for laid-back spots where guests can relax and connect with locals.

  • Are there family friendly vacation rentals in Willoughby?

    Willoughby has a range of vacation rentals that frequently welcome families, including entire homes and apartments with spacious living areas. Many listings provide amenities such as kitchens and outdoor space, making it comfortable for those traveling with children.

  • 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.

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