Holiday houses in Willoughby
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Top-rated holiday rentals in Willoughby
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Little Willow: cozy stay with minute drive to town
Charming Small Home with Crafted Details • 700 sq ft • 8-minute walk 2-minute drive to downtown’s welcoming shops, restaurants, and coffee spots. This thoughtfully curated space meets your every need and helps you unwind after your travels. Relax in open, comfortable seating, browse shelves filled with books, and enjoy streaming services ready for a cozy night in. With rolled face towels and a clean, cozy atmosphere, thoughtful touches throughout make you feel at home from the moment you arrive.
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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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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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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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“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.
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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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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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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.
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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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Historic Downtown Willoughby King Bed Walk Erie St
This special place is close to everything making it easy to plan your stay. There are many restaurants, shops, boutiques, and bars within walking distance. To enter this unit there is a flight of stairs that are steep. Please keep this in mind if you or anyone in your party may have issues with this. There are two photos of the stair well in the gallery of photos.
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1 BR WiFi Downtown Willoughby self check in Unit B
1BR Unit that is walking distance to Downtown Willoughby. Enjoy the added touches like smart TVs in the living room and bedroom. The bathroom is small so please take a look at the pictures. A kuerig coffee machine for that morning cup of coffee. A comfy pillow top mattress makes this location perfect for a quick getaway to enjoy the downtown willoughby area.
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Historic Downtown Willoughby 2BR Walkable Charm
Clean and comfortable first floor 2 BR in historic downtown Willoughby. Walk to restaurants, bars, coffee shops, Yoga, and local attractions. Enjoy self check-in, free driveway parking, Wi-Fi, and a dedicated workspace. A great homebase for couples, small families, business, travelers, or a weekend getaway.
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Popular amenities for Willoughby holiday rentals
Other great holiday rentals in Willoughby
Stylish Home Near Historic Downtown & Lake Erie
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Old Orchard Kirtland, Ohio
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GrandVue - 1880 Carriage House
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Lake Breeze Cottage, walk to Lake Erie & Beach!
LocationFamilyBeach
Modern Retreat
FamilyValueBeach
Cozy Retro Home-Close to All Activities in The CLE
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Contemporary Lake Home | Sunrise & Sunset Views
ValueLocationTV
Lakefront paradise on Salida rd lake + hot tub
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When is the best time to visit Willoughby?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $184 AUD | $188 AUD | $185 AUD | $184 AUD | $184 AUD | $185 AUD | $207 AUD | $204 AUD | $200 AUD | $200 AUD | $213 AUD | $223 AUD |
| Avg. temp | -2°C | 0°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 13°C | 7°C | 1°C |
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.
Quick stats about holiday rentals in Willoughby
Total holiday rentals
Explore 60 holiday rentals in Willoughby
Nightly prices starting at
Willoughby holiday rentals start at $57 AUD per night before taxes and fees
Verified guest reviews
Over 3,490 verified reviews to help you choose
Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 20 rentals that welcome pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wi-Fi availability
60 of Willoughby holiday rentals include Wi-Fi 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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