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Vacation rentals in Willoughby

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Top-rated vacation rentals in Willoughby

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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, 171 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

A welcoming living area features two upholstered armchairs flanking a glass-top coffee table, which rests on a soft area rug. Wall art with floral designs adds a touch of character, while lamps provide soft illumination, creating a cozy ambiance. The space opens to a dining area in the background.

4.96 out of 5 average rating, 156 reviews

COZY Centrally Located Gem-King*Hot Tub*Lake Erie

🌟 Welcome to the Ultimate Stay! 🌟Charming Retreat in Mentor – Walkable Location, Hot Tub, & Optional In-Law Suite! 🏡✨Welcome to your cozy home-away-from-home in the heart of Mentor, Ohio! This stylish, pet-friendly escape is nestled in a safe, walkable neighborhood, just steps from restaurants, bars, groceries, and more. Whether you're in town to relax at Ohio’s largest beach (just 6 miles away!), explore local wineries, or take a day trip to Cleveland (only 30 minutes), this place has it all

Top guest favorite

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, 259 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

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

4.99 out of 5 average rating, 149 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 entrance features a modern door framed by large, rectangular windows, allowing natural light. Potted plants add greenery to the minimalistic front porch, while the brick detail contrasts with the gray paneling of the home.

Home in Wickliffe

4.98 out of 5 average rating, 103 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 spacious studio living area is presented with a queen size bed positioned next to a comfortable couch. A wooden dining table with chairs is visible, accompanied by a kitchenette featuring modern cabinetry and appliances. Natural light enters through a unique angled window.

Guesthouse in Chardon

4.95 out of 5 average rating, 248 reviews

Chardon Loft

Large private 2nd floor studio style living area with queen size bed, couch, table/chairs, TV, refrigerator, microwave, hot plate, NO OVEN OR STOVE TOP, sink, large shower, A/C, heat, washer and dryer, and deck. Wifi internet is provided. The television has Netflix. No cable channels. The furnace is nontraditional. It is not located in a closet. The noise when running and starting will be louder than normal during winter months. Ear plugs are available for those that are noise sensitive.

Top guest favorite

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, 203 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.

A cozy dining area is highlighted by a large claw-foot antique dining table, surrounded by contemporary seating. A prominent stone fireplace, framed by wooden paneling, adds character to the space. Bookshelves can be seen in the background, contributing to the rustic charm.

Cabin in Euclid

4.9 out of 5 average rating, 268 reviews

Century-plus Summer Cabin - The Perfect Getaway!

Cabin.141 is a 120 year old summer cabin that has been added on to & modified more than a few times over the years! Situated in the inner-ring suburb of Euclid, this charming property is just a few houses from Lake Erie and is nestled on a large lot on a quiet street. The home is comfortably furnished with an eclectic mix of antiques & mid-century modern pieces. Beautiful in any season, this property is the ideal spot for a weekend get-away or an extended stay.

Top guest favorite

The kitchen features modern cabinetry with a clean aesthetic, showcasing a patterned backsplash. Stainless steel appliances, including a microwave and coffee maker, are placed on the countertop. Ample storage and a small dining area with bar stools are visible, enhancing the functional space.

Apartment in Willoughby

4.95 out of 5 average rating, 121 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 favorite

The entrance features a bright yellow door adorned with a seasonal wreath. A pair of yellow boots rests on the stone steps, complemented by surrounding greenery. A star decoration is mounted on the wall, enhancing the welcoming entrance.

Guesthouse in Chardon

5 out of 5 average rating, 136 reviews

Private, Quiet 1 BR 1 Bath Chardon Guesthouse

Enjoy a respite at this peaceful and centrally-located, newly 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, 150 reviews

1br-1bth- Furnished Oasis in Chardon

The apartment is above a detached garage. The spacious floor plan is modern and fresh, with your own garage spot, 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.

Top guest favorite

The kitchen features custom cabinetry and new stainless steel appliances, including an oven and refrigerator. A large island provides ample seating with four high-backed chairs. Granite countertops offer a spacious area for meal preparation, complemented by modern fixtures and a neutral color palette.

4.97 out of 5 average rating, 236 reviews

Super Upscale Ranch!

Welcome to our upscale, one story home! You’ll love the custom kitchen with new stainless steel appliances, huge island, comfortable new beds, located in a quiet and safe neighborhood. Perfect for couples, business travelers, and families. New hardwood floors and custom tile through the home. New washer and dryer with detergent for your convenience.

Vacation rentals for every style

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Popular amenities for Willoughby places to stay

Laptop-friendly workspace

Air conditioning

Other great vacation rentals in Willoughby

A spacious outdoor deck is furnished with a large glass table surrounded by six black wicker chairs. The deck offers a clear view of Lake Erie and the horizon, framed by lush greenery and a nearby tree.

Home in Eastlake

4.86 out of 5 average rating, 28 reviews

Historic Lakefront Home * Copper Beech House

Top guest favorite

The exterior of the historic carriage house is shown, featuring a brick facade and white trim. A covered gazebo with an American flag fluttering nearby is positioned in a landscaped area with blooming flowers and decorative stones, adding charm to the surroundings.

Guesthouse in Grand River

5 out of 5 average rating, 34 reviews

GrandVue - 1880 Carriage House

Top guest favorite

A serene garden area features a small pond with a gentle waterfall, surrounded by an array of lush greenery and blooming flowers. Natural stones create a rustic border around the water, and a tree with sprawling branches is visible in the background.

Guesthouse in Waite Hill

5 out of 5 average rating, 14 reviews

Old Orchard Kirtland, Ohio

Top guest favorite

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.

Apartment in Willowick

4.96 out of 5 average rating, 90 reviews

Residential Apartment w/Drumkit

The image captures a lush, green pasture with several horses grazing peacefully. A wooden fence encloses the pasture, providing a tranquil rural setting, with trees dotting the landscape in the background. The sky is overcast, giving a calm ambiance to the scene.

Farm stay in Chardon

4.87 out of 5 average rating, 344 reviews

Bonnie's Guesthouse @ Peridot Equine Sanctuary

Top guest favorite

The exterior of a charming brick carriage house is showcased, featuring a steeply pitched roof and large, shuttered windows. Lush greenery surrounds the entrance, with flowering plants visible near the driveway, providing a welcoming ambiance on the sunlit day.

Guesthouse in Cleveland Heights

4.98 out of 5 average rating, 467 reviews

Clean and Cozy Carriage House Getaway

The living area features a modern entertainment console with a television and a decorative lamp. A small dining table with two stools is positioned near a fully equipped kitchen, which includes stainless steel appliances and a granite countertop. Soft lighting and light blue walls create a relaxed environment.

Home in Painesville

4.95 out of 5 average rating, 21 reviews

Paines-Villa

Top guest favorite

An illuminated archway welcomes visitors to Willoughby, featuring large blue lettering against a metallic backdrop. Brick columns support the structure, while soft lighting enhances the signage at night, creating a friendly entry point to the area.

Apartment in Willoughby

4.96 out of 5 average rating, 51 reviews

Downtown Willoughby Historic District Gem 1

Quick stats about vacation rentals in Willoughby

Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

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 50 vacation rentals in Waite Hill, over 190 vacation rentals in Willoughby, and over 140 vacation rentals in Eastlake.
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.
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.
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 wifi?
Absolutely! We offer over 40 house rentals with wifi in Willoughby. Enjoy a tailored experience with all the comforts you desire.
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.
Do apartment rentals in Willoughby have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Willoughby. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore