
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.

Maple Syrup Sugarhouse Studio Apartment
Take it easy at this unique and tranquil getaway at Butternut Maple Farm in the heart of Burton Township right by the Geauga County Fairgrounds and just miles from Amish Country. This private brand new, fully furnished smoke-free studio apartment is on the second floor of the sugarhouse with a gorgeous attached deck perfect for your morning coffee. During maple sugar season (January-March), you receive front row seats to watch and/or participate in making our award winning organic maple syrup.

Cozy + Bright Lakeshore Cottage
Relax in this sunny cottage steps away from the Lake Erie shore. Comfy living room opens to the dining room (or home office - you choose!) Kitchen is well stocked and ready for the chef. Main bedroom and full bath are loft-style on the second level. Additional smaller bedroom and half bath on the first floor. Washer/dryer in the basement. Private driveway. Friendly and authentic Cleveland neighborhood. Terrific natural sunlight will brighten your stay and make THIS your Cleveland *happy place!*

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

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.

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.

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.

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.

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.

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.

Clean and Cozy Carriage House Getaway
Sunny and cozy carriage house in safe, historic neighborhood - perfectly appointed for overnight guests or extended stay visitors. Close proximity to Cleveland Clinic, Case Western, John Carroll University, Shaker Lakes & University Circle. Enjoy the charm of staying in this premier neighborhood with the comforts of home including updated kitchen, furnishings, bed/bedding and spa shower. Beautiful, safe, tree-lined street with private entrance and parking spot.

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.

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.
Popular amenities for Willoughby places to stay
Other great vacation rentals in Willoughby

Cozy Apartment in Charming Village

Cozy house near Lake Erie, 10 minutes to Downtown.

Little Willow • Walk to Town

Family Home Across from Park & Pool Access

Downtown Willoughby historical district Gem 4

The Nest Egg / Private Tiny House / Farm Stay

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

The Nest! 2 bedroom
When is the best time to visit Willoughby?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,264 ZAR | R2,160 ZAR | R2,264 ZAR | R2,230 ZAR | R2,230 ZAR | R2,247 ZAR | R2,247 ZAR | R2,281 ZAR | R2,247 ZAR | R2,264 ZAR | R2,316 ZAR | R2,316 ZAR | 
| Avg. temp | -2°C | 0°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 13°C | 7°C | 1°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 140 vacation rentals in Eastlake, over 50 vacation rentals in Waite Hill, and over 190 vacation rentals in Willoughby. 
- 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 air conditioning, over 40 homes with wifi, 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. 
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 R691 ZAR per night before taxes and fees 
 - Verified guest reviews- Over 3,310 verified reviews to help you choose 
 - Family-friendly vacation rentals- 40 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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