Holiday rentals in Willoughby

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Top-rated holiday rentals in Willoughby

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

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Top guest favourite
The charming exterior of the cottage features a bright blue front door adorned with decorative elements. A vintage bicycle in a soft green hue leans beside a flower pot. Lush greenery and vibrant landscaping accompany a delightful white facade under clear blue skies.
Home in Mentor-on-the-Lake
4.99 out of 5 average rating, 183 reviews

Charming Relaxing Cozy Lake Erie Getaway Cottage

A charming and quirky 1930’s cozy lake cottage bungalow recently remodeled with over 900 sq ft plus an adorable sunroom lined with windows. Enjoy the private fenced backyard oasis with waterfall and garden pond. Includes your own long driveway, perfect for car and boat parking plus 2 extra spaces. Provided is a variety of entertainment including air hockey table, puzzles, Atari, Roku, BluRay DVD player, & board games. Located on a quiet street that dead-ends into the Mentor Harbor Yachting Club.

Top guest favourite
A welcoming living area is illuminated by natural light from a large window. A light-colored sofa is paired with textured armchairs, providing comfortable seating. A wooden coffee table is centered on a neutral area rug, while nautical decor adds a touch of charm to the space.
Cottage in Fairport Harbor
4.94 out of 5 average rating, 120 reviews

The View! Hot Tub-Golf Cart-Beaches-Billiards-King

Relax and indulge at Sailor's Cove. Comfy and inviting, we've thought of everything! This clean, renovated surprise is full of carefully curated charm. Stunning and expansive views of a Lake Erie Marina from the elevated deck w hot tub can't be beat. Features king bed, large master bedroom, and game room in the basement. There is a road legal golf cart for your exclusive use. Nestled in quaint Fairport Harbor-enjoy fishing, jet ski, boating, kayak/paddleboard, or relax at the dog friendly beach

Top guest favourite
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
4.96 out of 5 average rating, 271 reviews

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

Top guest favourite
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
4.98 out of 5 average rating, 166 reviews

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.

Top guest favourite
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
4.97 out of 5 average rating, 326 reviews

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.

Top guest favourite
The exterior of a modern ranch house is showcased, featuring a vibrant red façade and a metal roof. A spacious deck is visible, complete with outdoor seating and a view of the nearby creek and surrounding trees. A gravel driveway leads to the entrance.
Home in Garrettsville
4.99 out of 5 average rating, 502 reviews

“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.

Top guest favourite
Home in Wickliffe
4.98 out of 5 average rating, 126 reviews

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.

Top guest favourite
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
4.99 out of 5 average rating, 206 reviews

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.

Top guest favourite
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.
Flat in Willowick
4.95 out of 5 average rating, 125 reviews

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.

Guest favourite
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
4.95 out of 5 average rating, 105 reviews

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!

Top guest favourite
Flat in Willoughby
4.95 out of 5 average rating, 132 reviews

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.

Top guest favourite
The exterior of a cottage features a welcoming entrance with a wooden deck, adorned with potted flowers. A bench provides a seating area, while greenery enhances the landscape. The cottage's siding showcases a neutral tone, and a gabled roof adds architectural interest.
Guest house in Middlefield
4.97 out of 5 average rating, 165 reviews

Little House on the Farm

The accommodation is a 2 bedroom cottage on our small farm that has been recently renovated. It is wheel chair accessible. We are in the middle of the fourth largest Amish community in the world. We are half a mile from the center of Mesopotamia, which is known for the End of the Commons General Store and the annual OX roast over the 4th of July. Cleveland and Youngstown are both approximately 45 minutes away. Lake Erie is 30 minutes north.

Popular amenities for Willoughby holiday rentals

When is the best time to visit Willoughby?

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Frequently Asked Questions

  • Where should I stay in Willoughby?

    Make yourself at home in Willoughby by choosing from our most frequently booked neighborhoods. We have over 140 vacation rentals in Eastlake, over 200 vacation rentals in Willoughby, and over 50 vacation rentals in Waite Hill.

  • 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.

  • Are there vacation rentals with a dedicated workspace in Willoughby?

    Yes! Work meets play with ease at over 40 vacation rentals in Willoughby featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Willoughby?

    Willoughby has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly vacation rentals in Willoughby?

    Four-legged friends are welcome in Willoughby. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Do house rentals in Willoughby have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Willoughby. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Willoughby have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Willoughby. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Willoughby?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Willoughby

  • Total holiday rentals

    Explore 70 holiday rentals in Willoughby

  • Nightly prices starting at

    Willoughby holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 3,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Willoughby holiday rentals include wifi 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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