Discover Your Perfect Willoughby Vacation Homes

Best Vacation Homes in Willoughby

House
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like-icon10.0
Exceptional
(65 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $308/Night 7 Nights - CA $2,156
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Apartment
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like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 4 Guests 699.65 ft²
  • Breakfast
    Breakfast
  • Parking
    Parking
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CA $233/Night 7 Nights - CA $1,631
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House
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like-icon9.2
Exceptional
(33 Reviews)
1 Bedroom 1 Bath
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    Parking
  • Balcony/Terrace
    Balcony/Terrace
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CA $284/Night 7 Nights - CA $1,989
House
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like-icon10.0
Exceptional
(42 Reviews)
2 Bedrooms 1 Bath 4 Guests 1100 ft²
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    Parking
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    Balcony/Terrace
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CA $235/Night 7 Nights - CA $1,645
House
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like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests 1205.56 ft²
  • Parking
    Parking
  • Internet
    Internet
More amenities
CA $222/Night 7 Nights - CA $1,551
House
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like-icon10.0
Exceptional
(35 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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CA $278/Night 7 Nights - CA $1,944
Cottage
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like-icon10.0
Exceptional
(29 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
CA $556/Night 7 Nights - CA $3,894
House
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like-icon10.0
Exceptional
(29 Reviews)
2 Bedrooms 1 Bath 4 Guests 720 ft²
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    Parking
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    Balcony/Terrace
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CA $241/Night 7 Nights - CA $1,685

Willoughby Luxury Rentals

New
House
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like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 10 Guests 2950 ft²
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    Parking
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    Balcony/Terrace
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CA $935/Night 7 Nights - CA $6,547
Other
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
6 Bedrooms 2 Baths 9 Guests 2500 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
CA $929/Night 7 Nights - CA $6,500
House
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like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 2 Baths 10 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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CA $722/Night 7 Nights - CA $5,057
Hotel
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like-icon9.3
Exceptional
(22 Reviews)
10 Baths 601.7 ft²
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    Parking
  • Kitchen
    Kitchen
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CA $487/Night 7 Nights - CA $3,406
House
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like-icon9.4
Exceptional
(38 Reviews)
4 Bedrooms 2 Baths 9 Guests 1300 ft²
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    Parking
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    Balcony/Terrace
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CA $480/Night 7 Nights - CA $3,358
House
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like-icon9.8
Exceptional
(30 Reviews)
3 Bedrooms 1 Bath 6 Guests 1500 ft²
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CA $463/Night 7 Nights - CA $3,242
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Hotel
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like-icon7.8
Very Good
(97 Reviews)
1 Bath 349.83 ft²
  • Private Pool
    Private Pool
  • Breakfast
    Breakfast
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CA $444/Night 7 Nights - CA $3,108
House
Map-icon
like-icon10.0
Exceptional
(46 Reviews)
4 Bedrooms 2 Baths 4 Guests 2000 ft²
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    Parking
  • Balcony/Terrace
    Balcony/Terrace
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CA $405/Night 7 Nights - CA $2,835

Willoughby Pet Friendly Vacation Rentals

House
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like-icon8.0
Excellent
(1 Review)
2 Bedrooms 3 Baths 6 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
CA $296/Night 7 Nights - CA $2,070
House
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like-icon9.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests 1097.92 ft²
  • Parking
    Parking
  • Internet
    Internet
More amenities
CA $293/Night 7 Nights - CA $2,049
Hotel
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like-icon7.4
Very Good
(1009 Reviews)
1 Bath
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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CA $108/Night 7 Nights - CA $757
House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
CA $203/Night 7 Nights - CA $1,418
Hotel
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like-icon6.8
Good
(462 Reviews)
6 Baths 279.86 ft²
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    Parking
  • Kitchen
    Kitchen
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CA $115/Night 7 Nights - CA $804
House
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like-icon9.4
Exceptional
(31 Reviews)
2 Bedrooms 1 Bath 4 Guests 1102 ft²
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    Parking
  • Balcony/Terrace
    Balcony/Terrace
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CA $255/Night 7 Nights - CA $1,786
House
Map-icon
like-icon9.0
Exceptional
(20 Reviews)
2 Bedrooms 1 Bath 4 Guests 1208 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $221/Night 7 Nights - CA $1,547
Apartment
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1 Bedroom 1 Bath 3 Guests 450 ft²
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    Parking
  • Kitchen
    Kitchen
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CA $140/Night 7 Nights - CA $982

Willoughby Large Vacation Homes

House
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4 Bedrooms 4 Baths 14 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
CA $1,950/Night 7 Nights - CA $13,649
Apartment
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3 Bedrooms 2 Baths 12 Guests 1194.79 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
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CA $262/Night 7 Nights - CA $1,836
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
4 Bedrooms 4 Baths 12 Guests 3900 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $1,694/Night 7 Nights - CA $11,857
House
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13 Bedrooms 1 Bath 50 Guests
  • Child Friendly
    Child Friendly
CA $3,858/Night 7 Nights - CA $27,003
Apartment
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13 Bedrooms 13 Baths 40 Guests
  • Air Conditioner
    Air Conditioner
  • Child Friendly
    Child Friendly
More amenities
CA $3,858/Night 7 Nights - CA $27,003

Why Choose Rent By Owner for your Willoughby Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Willoughby

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can enhance your experience, as the best seasons in the area often coincide with pleasant weather and local events that create a welcoming atmosphere for those booking vacation rentals here.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area experiences warm weather, making it an ideal time for outdoor activities and enjoying the sunny days in this destination.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
autumn
Fall (September to November)

Autumn brings cooler temperatures and vibrant foliage, creating a picturesque setting that enhances your stay here during the peak season.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

In winter, the region sees colder weather, offering a quieter atmosphere perfect for cozy getaways and off-season relaxation.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
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Spring (March to May)

Spring ushers in milder temperatures and blooming scenery, providing a serene environment for those seeking tranquility away from the crowds.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Willoughby

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or deck for relaxing and dining al fresco amidst the region's scenic surroundings.
  • Take advantage of a spacious backyard or lawn area perfect for outdoor activities or family gatherings.
  • Make use of a fire pit or outdoor fireplace to create cozy evenings under the stars typical of this destination’s clear skies.
  • Benefit from access to well-maintained outdoor grilling facilities to prepare meals while enjoying the area's pleasant weather.
  • Experience the convenience of shared or private swimming pools included with some vacation rentals here.
  • Utilize dedicated outdoor storage space for recreational gear like bikes, kayaks, or sports equipment suited to the region’s outdoor adventures.
  • Relax in a landscaped garden or beautifully maintained yard that complements the natural beauty of this area.
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Family Activities

  • Willoughby Park: Enjoy a family picnic and outdoor playtime in this scenic park nestled within the area, perfect for relaxed afternoons together.
  • James A. Garfield National Historic Site: Discover the history of the region at this well-preserved site that offers engaging exhibits and guided tours suitable for all ages.
  • Local Farmers Market: Experience the region’s fresh produce and handmade crafts while browsing family-friendly vendors at this lively market.
  • Nearby Lake Erie Shores: Spend a day by the water with activities like beachcombing and lakeside walks, ideal for creating memorable family moments here in the area.
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Adult Activities

  • Willoughby Brewing Company Tour: Discover this area's local brewing scene with a guided tour, perfect for enjoying craft beers and learning about the region’s brewing history.
  • Lake Metroparks Reservation: Explore the natural beauty of the region with scenic trails, birdwatching, and outdoor activities that showcase the area's lush landscape.
  • Historic Old Main Street Walks: Stroll through charming streets lined with unique shops and eateries, offering a taste of the area's rich history and small-town charm.
  • Local Art Galleries and Studios: Immerse yourself in the regional art scene by visiting galleries and studios that highlight the area's creative spirit and cultural diversity.

Other Places to Stay in Willoughby, OH

Willoughby Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Experiences: Take advantage of nearby community events and local eateries to immerse yourself in the authentic culture of this destination.
  • Plan Ahead for Activities: Schedule visits to outdoor parks or recreational spots early to enjoy serene moments and avoid peak times, enhancing your stay here.
  • Utilize Nearby Amenities: Choose accommodation with convenient access to public transportation or local shops to maximize comfort and ease of travel within the region.
  • Discover Hidden Gems: Ask locals or do some research to find lesser-known spots that showcase the true character of this area, making your trip uniquely memorable.

Transportation Options

  • Willoughby Transit Center: This central hub offers convenient bus services that connect you to the surrounding region, making travel around this area straightforward.
  • Personal Vehicles: Having your own car provides flexibility and ease as you explore all that this destination has to offer in the local region.
  • Rideshare Services: Companies like Uber and Lyft operate here, offering a reliable alternative for quick transportation within and beyond the area.
  • Airport Access: Nearby Cleveland Hopkins International Airport ensures smooth arrivals and departures for travelers visiting this destination from afar.

Local Customs Options

  • Willoughby Fair Day: Celebrated annually, this event showcases the region’s community spirit with local parades, rides, and traditional festivities that offer insight into area customs.
  • Geauga County Maple Syrup Season: During late winter, locals celebrate the tapping of maple trees with festivals that highlight the area's agricultural heritage and sweet treats.
  • Community Block Parties: Throughout the warm months, neighborhood block parties featuring food, music, and local traditions foster a strong sense of connection among residents.
  • Historical Heritage Celebrations: The region honors its history through various events and reenactments that reflect the area's cultural roots and longstanding customs.

Frequently Asked Questions About Willoughby?

2. Which vacation homes in Willoughby are best for families?

If you are looking for a family-friendly vacation home in Willoughby, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Willoughby:

3. How many Rentbyowner vacation rentals are available in Willoughby?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 60 in the Willoughby area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Willoughby. 

4. What is the cancellation policy for vacation rentals in this area of Ohio?

Cancellation policies vary by property, so it’s important to review the specific listing details or contact the owner directly to understand the terms applicable to your reservation in Ohio.

5. How do I secure my booking for a vacation rental in this region?

You can secure your booking by completing the reservation process on the listing page. Some properties may require an upfront deposit or full payment, which will be outlined in the listing details.

6. Are there any house rules or restrictions I should be aware of when staying here?

Yes, each vacation rental has its own set of house rules and restrictions that are detailed in the listing. It's recommended to read these carefully or contact the host if you have any questions before confirming your reservation.

7. What amenities can I expect at vacation rentals in this area of Ohio?

Amenities vary across listings, but common features include Wi-Fi, parking, fully equipped kitchens, and outdoor spaces. Specific amenities are listed on each property page, so reviewing those details will help you choose the best fit.

8. How far in advance should I book a vacation rental in this destination for peak seasons?

To secure your preferred property during busy times, it’s advisable to book several months in advance. Checking the availability calendar on the listing will provide guidance on optimal booking windows.

Willoughby Top Rated Vacation Rentals

Cottage
Map-icon
like-icon9.0
Exceptional
(12 Reviews)
2 Bedrooms 1 Bath 4 Guests 865 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
CA $342/Night 7 Nights - CA $2,393
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Hotel
Map-icon
like-icon8.4
Excellent
(801 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
CA $338/Night 7 Nights - CA $2,365
House
Map-icon
like-icon8.0
Excellent
(1 Review)
3 Bedrooms 1 Bath 5 Guests 1895 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
CA $303/Night 7 Nights - CA $2,122