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Willoughby Hills holiday rentals

We found 457 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Willoughby Hills to find one that's perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Willoughby Hills

Showing deals for:8 Jan - 15 Jan

Living area
Terrace/patio
Enjoy Glorious Sunsets from the Comfortable Adirondack Chairs
Relax in Living Room with Full View of Lake
Exceptional
(113 reviews)

Luxurious 3-BR Lakefront Cottage on Lake Erie - Book Your Lakeside Retreat Today

Mentor-on-the-Lake

8% off
AU$4,340
for 7 nights, 1 cottage
AU$620 per night
includes taxes & fees
Luxurious 3-BR Lakefront Cottage on Lake Erie - Book Your Lakeside Retreat Today
Living area
Living Room
Interior
The Twilight Room has a queen bed with 2 closets, sitting area, dresser and tv.
Exceptional
(14 reviews)

Sunscape Bungalow: Close to Hospitals|Quiet Nborhd |Office|WD|Deck

South Euclid

8% off
AU$2,069
for 7 nights, 1 home
AU$296 per night
includes taxes & fees
Sunscape Bungalow: Close to Hospitals|Quiet Nborhd |Office|WD|Deck
New washing machine, with detergent provided.
Mentor Headlands Beach Park.  Largest beach in Ohio! Just 10 minutes away.
Open floor plan and no stairs.
Large eat at island.
Exceptional
(41 reviews)

NEW, Super Comfortable Ranch!

Mentor

9% off
AU$1,728
for 7 nights, 1 home
AU$247 per night
includes taxes & fees
NEW, Super Comfortable Ranch!
Look forward to helping you explore Cleveland.
I was able to save this amazing front door (with a beveled-oval window)!
A view of the living room from the dining room towards the front door.
Queen bed (#1)
Exceptional
(61 reviews)

★ Professionally remodeled century home minutes from the clinic & Downtown!

Cleveland Heights

8% off
AU$3,194
for 7 nights, 1 home
AU$456 per night
includes taxes & fees
★ Professionally remodeled century home minutes from the clinic & Downtown!
Living area
Interior
Interior
Room
Exceptional
(32 reviews)

Quiet Neighborhood 4br home Close To Downtown

Cleveland Heights

10% off
AU$2,114
for 7 nights, 1 home
AU$302 per night
includes taxes & fees
Quiet Neighborhood 4br home Close To Downtown
Private kitchen
Exterior
Outdoor dining
Living area
Exceptional
(105 reviews)

SUPER UPSCALE RANCH!

Mentor

9% off
AU$1,646
for 7 nights, 1 home
AU$235 per night
includes taxes & fees
SUPER UPSCALE RANCH!
Exterior detail
Living area
Living area
Room
Exceptional
(6 reviews)

Cle Suites 2BR/1BA | 5 min Walk to Cle Clinic #5

Cleveland

8% off
AU$1,516
for 7 nights, 1 apartment
AU$217 per night
includes taxes & fees
Cle Suites 2BR/1BA | 5 min Walk to Cle Clinic #5
Room
Timeless
Tony Brush Park in Little Italy.
Living area
Exceptional
(194 reviews)

Accogliente e caldo #1*Family Run*

Cleveland

22% off
AU$1,892
for 7 nights, 1 apartment
AU$270 per night
includes taxes & fees
Accogliente e caldo #1*Family Run*
Living area
All new Kitchen!  Completely Stocked!  Coffee maker, dishes, pots and pans, etc.
Living Room
Large Dining Room Table, Great for Eating, Relaxing or playing games!
Exceptional
(106 reviews)

Awesome remodeled house!

Mentor

9% off
AU$1,884
for 7 nights, 1 home
AU$269 per night
includes taxes & fees
Awesome remodeled house!
Living area
Private kitchen
Interior
Room
Exceptional
(5 reviews)

Little Italy Gem | King Bed, Gym & Free Parking

Cleveland

8% off
AU$1,481
for 7 nights, 1 apartment
AU$212 per night
includes taxes & fees
Little Italy Gem | King Bed, Gym & Free Parking
Living area
Private kitchen
Exterior
Room
Exceptional
(48 reviews)

JUST REMODELED top to bottom - master bed/bath on main floor!

Cleveland Heights

8% off
AU$2,684
for 7 nights, 1 home
AU$383 per night
includes taxes & fees
JUST REMODELED top to bottom - master bed/bath on main floor!
Dining
Living area
Private kitchen
Room
Exceptional
(19 reviews)

Completely Remodeled Exterior And Interior - We're Ready To Host You !

Cleveland Heights

8% off
AU$2,300
for 7 nights, 1 home
AU$329 per night
includes taxes & fees
Completely Remodeled Exterior And Interior - We're Ready To Host You !
Fitness facility
Property grounds
Room
Private kitchen
Very good
(5 reviews)

Modern Little Italy Retreat w/ Balcony & Parking

Cleveland

8% off
AU$1,484
for 7 nights, 1 apartment
AU$212 per night
includes taxes & fees
Modern Little Italy Retreat w/ Balcony & Parking
Interior
Living area
Living area
Dining
Exceptional
(8 reviews)

Relaxing Lakeside Getaway

Eastlake

6% off
AU$2,628
for 7 nights, 1 home
AU$375 per night
includes taxes & fees
Relaxing Lakeside Getaway
Private kitchen
Interior
Property grounds
Exterior detail
Exceptional
(6 reviews)

Cle Suites 1BR/1BA | 5 min Walk to Cle Clinic #10

Cleveland

8% off
AU$1,424
for 7 nights, 1 apartment
AU$203 per night
includes taxes & fees
Cle Suites 1BR/1BA | 5 min Walk to Cle Clinic #10
Private kitchen
Living area
Living area
Living area
Exceptional
(10 reviews)

Cle Suites 2BR/1BA | 5 min Walk to Cle Clinic #9

Cleveland

8% off
AU$1,509
for 7 nights, 1 apartment
AU$216 per night
includes taxes & fees
Cle Suites 2BR/1BA | 5 min Walk to Cle Clinic #9
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Willoughby Hills getaway

Learn about the unique charm of Willoughby Hills with a stay in a holiday home rental. This city has something for everyone. 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

Do you want to find attractions to visit while you're in town? Venture out of your holiday home and experience everything that makes Willoughby Hills a one-of-a-kind holiday spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Little Mountain Country Club (9.1 mi / 14.7 km)
  • Alpine Valley (9.4 mi / 15.2 km)

Exploring the natural landscape of Willoughby Hills

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Willoughby Hills is a great place to get outside. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • North Chagrin Reservation (2.2 mi / 3.6 km)
  • Chagrin River (4.1 mi / 6.5 km)
  • 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)

Transport 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 centre. If you can't find a flight that's convenient for your trip, you could book a flight to Cleveland, OH (BKL-Burke Lakefront), which is 14.7 mi (23.6 km) away.

Frequently asked questions

When is the best time to visit Willoughby Hills for a holiday rental?
The best time to visit Willoughby Hills for a holiday rental is during the peak season from May to July. This vibrant period welcomes families and outdoor enthusiasts alike, eager to take advantage of the pleasant weather and engage in various activities. With temperatures typically ranging from 15 to 30 degrees Celsius, the summer months provide an inviting climate for exploring local parks, enjoying picnics, or participating in outdoor sports.July stands out as the most popular month, drawing visitors who wish to immerse themselves in the lively community events and enjoy the beautiful scenery. During this time, you can also indulge in local festivities that celebrate the area's culture and charm, making it a memorable experience for all.For those seeking a more budget-friendly option, consider visiting in January. While this month is quieter, it offers its own unique charm with opportunities for winter activities and cozy indoor experiences. This off-peak time allows you to explore the area at a relaxed pace, perhaps enjoying a warm beverage at a local café or visiting nearby attractions without the crowds.Ultimately, whether you prefer the bustling energy of summer or the tranquil beauty of winter, Willoughby Hills has something to offer every kind of traveller.
What are the top attractions in Willoughby Hills?
In Willoughby Hills, visitors can enjoy several attractions that showcase the area's natural beauty and recreational opportunities. The picturesque North Chagrin Reservation, part of the Cleveland Metroparks system, offers scenic walking trails, picnic areas, and a variety of wildlife to observe, making it a great spot for outdoor enthusiasts.Nearby, the historic Chagrin River Park provides additional outdoor activities, including fishing and hiking along its serene paths. For those interested in local culture, the Willoughby Hills Community Centre often hosts events and activities that bring together residents and visitors alike.
Are all fees included in the Willoughby Hills holiday homes prices shown on Stayz?
Stayz 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.
Are there any Willoughby Hills holiday homes with parking?
Stayz offers a wide selection of holiday homes in Willoughby Hills with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Willoughby Hills holiday homes?
You can find great discounts on holiday homes in Willoughby Hills on Stayz, 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 change or cancel my Willoughby Hills holiday home booking on Stayz?
To find Willoughby Hills holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Willoughby Hills?
A long-stay holiday home in Willoughby Hills is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Willoughby Hills holiday home?
Book your Willoughby Hills holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Willoughby Hills?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Willoughby Hills to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.