Vacation rentals in Willoughby

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Top-rated vacation rentals in Willoughby

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

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Top guest favorite
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, 190 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 favorite
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, 172 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 favorite
The living area features large sliding glass doors that provide lake views and natural light. A white upholstered sofa and beige armchair are set against a colorful area rug. A small dining table with two chairs is positioned near a window, creating a cozy gathering space.
Home in Willowick
4.96 out of 5 average rating, 274 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 favorite
A scenic view of Lake Erie is framed by wooden railing on the deck, showcasing a horizon where blue water meets a clear sky. The edge of the shore features rocky formations and a grassy area, providing a tranquil and open atmosphere.
Cottage in Willowick
4.97 out of 5 average rating, 327 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 favorite
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, 530 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 favorite
A modern kitchen is showcased, featuring warm wooden cabinetry and stainless steel appliances, including an oven with a white towel hanging from the handle. Natural light pours in through large windows, illuminating the countertop and offering views of the backyard.
Home in Wickliffe
4.98 out of 5 average rating, 128 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 favorite
A hot tub is positioned on a spacious deck overlooking Lake Erie. The clear water is surrounded by seating areas, featuring colorful Adirondack chairs and a cozy seating arrangement. Soft waves can be seen gently lapping at the shore in the background.
Home in Mentor-on-the-Lake
5 out of 5 average rating, 109 reviews

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.

Top guest favorite
Cottage in Willoughby
4.99 out of 5 average rating, 207 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 favorite
A single-story home is set amidst a lush green landscape. Large windows are present at the front, providing ample natural light. Decorative shrubs and greenery enhance the exterior, while the sloped lawn adds to the serene atmosphere of the residential neighborhood.
Apartment in Willowick
4.96 out of 5 average rating, 135 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.

Top guest favorite
A welcoming entrance features a vibrant yellow door surrounded by decorative garlands and twinkling lights. A white wreath adorns the door, while a festive snowman stands on the stone steps, complemented by a red scarf. A snowflake decorates the adjacent wall.
Guesthouse in Chardon
5 out of 5 average rating, 163 reviews

Private, Quiet 1 BR 1 Bath Chardon Guesthouse w AC

Enjoy a respite at this peaceful and centrally-located, renovated guesthouse. Large 1BR w full bath. Sleep with the windows open - it's that quiet. Living room and full, eat-in kitchen. Private patio for outdoor dining. Walk to historic Chardon Square and enjoy its many festivals & activities. Easy drive to Amish country, wineries, Lake Erie and its coastal towns and beaches, The Great Geauga County Fair, 40 minutes to downtown Cleveland.

Top guest favorite
A modern two-story garage structure with two large, closed garage doors is presented. The exterior features a white facade, a steep roof, and a large window on the upper level. Snow is lightly settled on the roof, and a picket fence encircles the property.
Apartment in Chardon
4.97 out of 5 average rating, 234 reviews

1br-1bth- Furnished Oasis in Chardon

The apartment is above a detached garage. The spacious floor plan is modern and fresh, on-site laundry, a full kitchen, walk-in closet and large private bathroom, this apartment feels just like home. Long term lease is available for a discounted rate. The apartment is located on a busy street (“busy” for a small town) you will hear cars and motorcycles drive by. Please take this into consideration when booking.

Superhost
Apartment in Willoughby
4.69 out of 5 average rating, 321 reviews

1 BR WiFi Downtown Willoughby self check in Unit A

Quaint 1BR 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 rain head shower head in the “claw” tub and shower. Perfect for a quick getaway to enjoy the downtown willoughby area.

Popular amenities for Willoughby places to stay

When is the best time to visit Willoughby?

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Avg. priceR2,094 ZARR2,143 ZARR2,111 ZARR2,094 ZARR2,094 ZARR2,111 ZARR2,354 ZARR2,322 ZARR2,273 ZARR2,273 ZARR2,419 ZARR2,533 ZAR
Avg. temp-2°C0°C4°C10°C16°C21°C24°C23°C19°C13°C7°C1°C

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 130 vacation rentals in Eastlake, over 180 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 house rentals with a dedicated workspace in Willoughby?

    Yes! Work meets play with ease at over 30 house rentals in Willoughby featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Willoughby?

    Willoughby has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly house rentals in Willoughby?

    Four-legged friends are welcome in Willoughby. Choose from more than 20 house 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 vacation rentals in Willoughby

  • Total vacation rentals

    Explore 60 vacation rentals in Willoughby

  • Nightly prices starting at

    Willoughby vacation rentals start at R649 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 3,490 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Willoughby vacation 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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