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Willoughby Hills vacation rentals

We found 509 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Willoughby Hills to find one that's perfect for your trip. Whether you're going on vacation with family or friends, vacation homes have the amenities you need and want for your stay, such as parking and air conditioning. You're sure to find a rental for everyone's needs, including options that are accessible or non-smoking.

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Find out more about Willoughby Hills

Why visit Willoughby Hills

  • Outdoor Adventures: Willoughby Hills is perfect for nature lovers, offering beautiful parks and nature preserves for hiking and exploration.
  • Family-Friendly Activities: Enjoy a variety of attractions suitable for all ages, making it a great destination for families.
  • Charming Downtown: Explore quaint shops and eateries in downtown Willoughby, showcasing local culture and cuisine.
  • Vibrant Neighborhoods: Nearby Highland Hills and Cleveland Heights provide lively atmospheres for day trips and excursions.
  • Diverse Accommodations: Choose from cozy vacation homes, stylish apartments, or charming cottages for a comfortable stay.

Popular types of accommodation in Willoughby Hills

If you're searching for the perfect getaway in Willoughby Hills, you’ll find a variety of popular vacation rentals to suit your needs. Choose from cozy Houses, stylish Apartments, or charming Cottages. Notably, Pine Ridge Apartments offer convenient studio options with modern amenities, including tile floors. Whether you're looking for a spacious apartment or a quaint retreat, Willoughby Hills has the ideal accommodation for your next adventure.

  • Houses: The top choice for visitors to Willoughby Hills, offering spacious accommodations perfect for families or groups.
  • Apartments: A popular option providing convenient and comfortable living spaces for solo travelers or couples.
  • Cottages: A charming selection ideal for those seeking a quaint and cozy retreat in a picturesque setting.
  • Condos: A favored choice that combines modern amenities with a communal atmosphere, perfect for socializing.
  • Villas: Luxurious accommodations that provide an upscale experience for those looking to indulge during their stay.**

Top attractions near Willoughby Hills

Willoughby Hills, Ohio, is perfect for outdoor and family adventures, offering a mix of cultural and recreational experiences. Visitors can explore local attractions such as nature preserves, historic colleges and universities, and art museums. Whether you're traveling solo, with family, or in a group, you'll find plenty to engage with in this charming area, making it an ideal getaway for those seeking both adventure and culture.

  • Case Western Reserve University: A prestigious institution with a rich history, this university boasts stunning architecture and vibrant cultural events. Visitors can explore its beautiful campus and enjoy art exhibits, lectures, and performances that reflect its academic excellence.
  • Historic Kirtland: Step back in time in this charming village, known for its significant role in early American history. Visitors can explore restored buildings, learn about the area's cultural heritage, and participate in engaging historical reenactments.
  • North Chagrin Reservation: A picturesque natural reserve, ideal for hiking, birdwatching, and picnicking. With its lush landscapes and serene trails, it offers a peaceful escape into nature just minutes from Willoughby Hills.

Things to do recommended for couples

Planning a romantic getaway in Willoughby Hills? Enjoy skiing at Alpine Valley, indulge in luxury at Quail Hollow Country Club, or savor a meal at the 1st Black-Owned McDonald's Franchise, blending city vibes with a touch of romance. Perfect for couples seeking unique experiences.

Things to do recommended for families

Families can enjoy exciting sports at Classic Park, just 3 miles away, skate at Mentor Ice Arena, 8 miles away, or have a blast at Pioneer Waterland & Dry Fun Park, located 17 miles away. These attractions promise fun and adventure for everyone.

Things to do recommended for groups

In Willoughby Hills, your group can enjoy shopping and entertainment at Legacy Village, play a round of golf at StoneWater Golf Club, or catch a family-friendly movie at Regal Willoughby Commons. Each destination offers a unique vibe perfect for group travelers.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Willoughby Hills

When you're planning a trip—whether with friends, family, pets, or for an extended stay—be sure to prioritize your preferences when filtering options. Here are some helpful booking tips for Vrbo.

  • Traveling to Willoughby Hills with a group: Think about how many bedrooms you'll require, as well as additional features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Willoughby Hills with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Willoughby Hills: For many families, a trip isn’t truly complete without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties offer feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Willoughby Hills: If you're in search of vacation rentals offering discounts for stays of a month or longer, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Willoughby Hills

Willoughby Hills offers a delightful combination of outdoor adventures and family-friendly experiences. Just a short drive away, explore the charming downtown Willoughby with its quaint shops and eateries. Nearby Highland Hills and Cleveland Heights provide vibrant atmospheres perfect for excursions. Enjoy the warmth of the community and the beauty of family homes, making this destination an ideal spot for a memorable vacation filled with exploration and fun.

  • Cleveland: As a vibrant metropolis, Cleveland offers a rich tapestry of outdoor adventures and scenic experiences. Located close to Willoughby Hills, this city is a hub for recreation and entertainment. Visitors can explore the stunning natural beauty at the nearby national state park, engage in thrilling events at local sports facilities, or catch a game at one of the major stadiums. Cleveland’s diverse cultural scene also includes educational attractions and a variety of arena entertainment options that cater to all ages.
  • Willoughby: Nestled near Willoughby Hills, the charming city of Willoughby is known for its inviting atmosphere and outdoor activities. Travelers can enjoy the picturesque views of the local lake and unwind at the national state park. Families will delight in the nearby amusement park and recreational areas, which provide fun for all ages. Willoughby’s scenic beaches also offer a perfect spot for relaxation and enjoying the natural surroundings, making it an ideal destination for those seeking adventure and tranquility alike.
  • Waite Hill: Just a couple of miles from Willoughby Hills, Waite Hill is a quaint village that beckons outdoor enthusiasts and adventure seekers. Its proximity to recreational areas, a water park, and an amusement park make it a family-friendly destination. Visitors can take advantage of the beautiful landscapes at the national state park and enjoy leisurely days by the lake or at the local theme park. With its serene environment, Waite Hill provides a perfect escape for those looking to immerse themselves in nature and adventure.

Best time to go to Willoughby Hills

If you're planning a trip to Willoughby Hills, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January27.1°F (-2.7°C)Light RainVery CloudyModerately LowSlightly Low
February28.0°F (-2.2°C)Light RainMostly CloudyModerately LowSlightly Low
March36.0°F (2.2°C)Light RainMostly CloudyAverageSlightly Low
April46.0°F (7.8°C)Light RainMostly CloudyModerately HighAverage
May58.1°F (14.5°C)Light RainMostly SunnyAverageAverage
June67.1°F (19.5°C)Light RainMostly SunnyModerately HighSlightly High
July72.5°F (22.5°C)Light RainMostly SunnyModerately HighSlightly High
August71.4°F (21.9°C)Light RainMostly SunnyAverageSlightly High
September65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
October54.5°F (12.5°C)Light RainMostly SunnyAverageAverage
November42.4°F (5.8°C)Light RainMostly CloudyAverageAverage
December34.5°F (1.4°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and rental type. We're here to help you find the perfect getaway.

Vrbo Trips: Planning made easy

Vrbo’s cutting-edge Trip Board offers you a dedicated area to plan new adventures, pick up where you left off, or manage and organize your travel arrangements. You can easily access properties you’ve saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Willoughby Hills getaway

Experience the unique character of Willoughby Hills with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Willoughby Hills

Are you hoping to find attractions to see while you're in town? Venture out of your vacation home and experience everything that makes Willoughby Hills a one-of-a-kind vacation spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Greater Cleveland Aquarium (16.4 mi / 26.4 km)
  • MGM Northfield Park (18.1 mi / 29.2 km)
  • Cleveland Metroparks Zoo (18.5 mi / 29.8 km)
  • StoneWater Golf Club (3.6 mi / 5.8 km)
  • Berkshire Hill Golf Course (8.2 mi / 13.3 km)
  • Little Mountain Country Club (9.1 mi / 14.7 km)

Exploring the natural landscape of Willoughby Hills

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Willoughby Hills. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • The Holden Arboretum (6.1 mi / 9.9 km)
  • Cleveland Lakefront State Park (11.5 mi / 18.6 km)
  • Cleveland Botanical Garden (11.6 mi / 18.6 km)
  • Headlands Beach State Park (12.9 mi / 20.8 km)
  • Fairport Harbor Lakefront Park Beach (13.3 mi / 21.4 km)
  • Punderson State Park (14.6 mi / 23.4 km)

Transportation to and around Willoughby Hills

Fly into Cleveland, OH (CGF-Cuyahoga County), the closest airport, located 4.6 mi (7.4 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Cleveland, OH (BKL-Burke Lakefront), which is 14.7 mi (23.6 km) away.

Frequently asked questions

What is the best area to stay in Willoughby Hills, Ohio, United States of America when booking a vacation rental?
When considering the best area to stay in Willoughby Hills, Ohio, for a vacation rental, the neighborhoods near the scenic parks and nature reserves stand out as excellent choices. The area is known for its peaceful suburban atmosphere, offering a lovely retreat from the hustle and bustle of city life.

One popular attraction is the picturesque North Chagrin Reservation, which provides a great backdrop for outdoor activities like hiking, bird-watching, and picnicking. Visitors can also enjoy the nearby historic sites, adding a cultural touch to your stay.

Willoughby Hills features a variety of properties, ranging from cozy single-family homes to spacious townhouses, suiting different preferences and group sizes.
How much does it cost to rent a vacation home in Willoughby Hills?
Prices for vacation rentals in Willoughby Hills vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Willoughby Hills to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Willoughby Hills vacation house rentals?
You can find great discounts on house rentals in Willoughby Hills on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Willoughby Hills?
A long-stay vacation rental in Willoughby Hills is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Willoughby Hills vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Willoughby Hills with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Willoughby Hills for a vacation rental?
The best time to visit Willoughby Hills for a vacation rental is during the peak season from May to July, with July being particularly popular among travelers. This vibrant time of year offers an array of outdoor activities, including hiking, biking, and exploring the scenic parks that dot the area. The warm weather, with temperatures typically ranging from the mid-70s to low 80s Fahrenheit, creates an inclusive setting for leisurely strolls and picnics in the lush surroundings.

For those who appreciate lively summer events, you'll find festivals and community gatherings that showcase the local culture and provide opportunities to connect with fellow travelers. Enjoying the beautiful landscapes while engaging in these activities makes for a rewarding experience.

If you're looking for a more budget-friendly option, consider visiting in January. While it's the low season, this month offers a quieter ambiance, ideal for those seeking relaxation or a peaceful retreat. The serene environment allows for reflective walks in the crisp winter air, and you can enjoy cozy evenings by the fireplace in your rental.

Ultimately, your choice will depend on whether you prefer the energetic vibe of summer or the tranquility of winter in Willoughby Hills.
How early should I book a Willoughby Hills vacation rental?
Book your Willoughby Hills vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Willoughby Hills, Ohio, United States of America?
In Willoughby Hills, visitors can enjoy the natural beauty and outdoor activities offered by the area. One of the main attractions is the scenic parks, such as the North Chagrin Reservation, which features hiking trails, picnic areas, and opportunities for birdwatching. This reservation is ideal for those looking to immerse themselves in nature while remaining close to the city.

Additionally, the nearby Chagrin River offers picturesque views and recreational activities such as fishing and kayaking. For those interested in local history, the Willoughby Hills Historical Society provides insights into the area's past through various events and exhibits.

In terms of dining and shopping, the neighborhood has a selection of local restaurants and shops that reflect the community's charm, making it a pleasant area to explore.
Can I change or cancel my Willoughby Hills home rental booking on Vrbo?
To find Willoughby Hills vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Willoughby Hills vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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