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Willoughby Holiday Rentals

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Holiday Rentals in Willoughby

Old Orchard Kirtland, Ohio

Waite Hill
9.8 out of 10, Exceptional, (7)
"Easy place. Directions were easy. The unit was clean. Check in check out was Seemless. Very simple. I would stay again "
United States
William T.
The price is NZ$544
includes taxes & fees
18 Nov - 19 Nov
Old Orchard Kirtland, Ohio

Country Cottage Farm Stay at Stoneycreek Acres

Newbury
10.0 out of 10, Exceptional, (69)
"Second time staying here in two years. The cottage is perfect for some relaxing, slow time with the wife. Molly is probably the best host we have had at a vrbo"
United States
Douglas G.
The price is NZ$579
includes taxes & fees
21 Nov - 22 Nov
Country Cottage Farm Stay at Stoneycreek Acres

Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far

Madison
10.0 out of 10, Exceptional, (1)
"The property is amazing, as is the cabin. Love the decor. We appreciated the privacy, the hot tub worked great. We also appreciated the fire ring with everything needed to build a fire! We had a lovely visit with a great friend, daughter, and her grandson that live in the area. Thanks for everything!"
United States
Jeannie
The price is NZ$351
includes taxes & fees
25 Nov - 26 Nov
Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far

Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat

Madison
9.4 out of 10, Exceptional, (3)
"Loved this spot. It was quiet, well stocked and was everything that was described. I will definitely go again!!"
United States
Krissy
The price is NZ$318
includes taxes & fees
25 Nov - 26 Nov
Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat

Historic Cleveland Heights Carriage House!

Cleveland Heights
9.4 out of 10, Exceptional, (44)
"Perfect for our short stay in Cleveland. Very nice carriage house with comfortable furnishings. Clean and convenient to local restaurants. Would definitely recommend!"
United States
Karen F.
The price is NZ$722
includes taxes & fees
2 Dec - 3 Dec
Historic Cleveland Heights Carriage House!

Beautiful cabin situated on wooded land with nice yard clearing and small stream

Madison
10.0 out of 10, Exceptional, (11)
"This place was wonderful. Very clean and close to the beach. The rental property owner was very nice. Will definitely stay here for many more occasions!"
United States
Lisa G.
The price is NZ$288
includes taxes & fees
21 Nov - 22 Nov
Beautiful cabin situated on wooded land with nice yard clearing and small stream

Pine Lake Trout Club Cabin #1!!!

Chagrin Falls
10.0 out of 10, Exceptional, (2)
"Nice area, very accommodating, Thanks ! "
United States
Dana d.
The price is NZ$352
includes taxes & fees
20 Nov - 21 Nov
Pine Lake Trout Club Cabin #1!!!

Crisp 2 bedroom upstairs apartment in historic duplex

Stockyards
10.0 out of 10, Exceptional, (44)
"We had a wonderful stay. .It was close to all the activities we wanted to do and see. place was very clean and comfortable. If I ever need to come to Cleveland again, I would definitely stay again."
United States
Michelle G.
The price is NZ$265
includes taxes & fees
17 Nov - 18 Nov
Crisp 2 bedroom upstairs apartment in historic duplex

Charming 2-bedroom Suite with balcony overlooking the Lake in Fairport Harbor

2.0 star property
Fairport Harbor
9.4 out of 10, Exceptional, (13)
"Comfy bed. Easy parking and access and walkable to beach and restaurants "
United States
Melissa R.
The price is NZ$398
includes taxes & fees
16 Nov - 17 Nov
Charming 2-bedroom Suite with balcony overlooking the Lake in Fairport Harbor

Victorian Studio Steps from Cleveland Clinic

Hough
10.0 out of 10, Exceptional, (1)
The price is NZ$383
includes taxes & fees
17 Nov - 18 Nov
Victorian Studio Steps from Cleveland Clinic

Nice Apartment next to Christmas Story House

Tremont
9.8 out of 10, Exceptional, (24)
"Didn’t spend a ton of time at the property because we were in town to hike at Cuyahoga National Park, but it was very clean and cozy! Spacious, updated, and conveniently located, too. Plenty of places in walking distance, and most popular destinations in the city are within 10-15 min drive! "
United States
Karina W.
The price is NZ$237
includes taxes & fees
20 Nov - 21 Nov
Nice Apartment next to Christmas Story House

Luxury Downtown Townhome w/ Private Garage Unit 16

2.0 star property
Downtown Cleveland
9.2 out of 10, Wonderful, (21)
"We use this property for business travel and it’s always worked out very well. The host is fantastic to work with. "
United States
Mark K.
The price is NZ$285
includes taxes & fees
17 Nov - 18 Nov
Luxury Downtown Townhome w/ Private Garage Unit 16

Rock & Roll Flat w/ Heated Pool+Sauna+Gym•Downtown

Downtown Cleveland
8.0 out of 10, Very good, (2)
"Such a cute place, great location, loved the rooftop terrace!!"
United States
Veronica H.
Rock & Roll Flat w/ Heated Pool+Sauna+Gym•Downtown

Center of Little Italy #2

University Circle
9.8 out of 10, Exceptional, (7)
"We enjoyed our stay and the apartment was as presented in the listing. Easy walking distance to restaurants and to Cleveland Clinic. "
United States
Dan G.
The price is NZ$321
includes taxes & fees
16 Nov - 17 Nov
Center of Little Italy #2

Luxury Downtown Townhome w/ Private Garage Unit 14

Downtown Cleveland
9.4 out of 10, Exceptional, (36)
"Very clean and modern townhouse. "
United States
David G.
The price is NZ$285
includes taxes & fees
17 Nov - 18 Nov
Luxury Downtown Townhome w/ Private Garage Unit 14

Cozy Country Apartment in Heart of Geauga County

Newbury
9.8 out of 10, Exceptional, (30)
"My wife and I stayed at Molly's place and absolutely LOVED it. From the cleanliness, to the location, to the responsiveness of Molly, everything was AMAZING! We were even able to go and visit the horses Molly has on her farm.It is an upstairs apartment and it is so cute and well maintained, not to mention well stocked with games, books and whatever else you may want. The location is also great. Close to Newburry, but you feel like you are way out in the country. We highly recommend booking this...
United States
Steve K.
The price is NZ$466
includes taxes & fees
17 Nov - 18 Nov
Cozy Country Apartment in Heart of Geauga County

Vineyard View | Walk to Wineries & River| Hot Tub

Madison
10.0 out of 10, Exceptional, (64)
"Loved this property! Had everything you needed. Beautiful and so clean. We had the best time! The host was very helpful and replied very fast. "
United States
Payton S.
The price is NZ$812
includes taxes & fees
17 Nov - 18 Nov
Vineyard View | Walk to Wineries & River| Hot Tub

Modern Lake Erie Cottage w/ Hot Tub Near Wineries

Madison-on-the-Lake
9.6 out of 10, Exceptional, (28)
"Beautiful home. Looks just like the pictures! Hosts were friendly and responsive. Only a short drive to the beach and perfect pick up area for winery tours."
United States
Justine A.
The price is NZ$595
includes taxes & fees
17 Nov - 18 Nov
Modern Lake Erie Cottage w/ Hot Tub Near Wineries

Historic District 2BR on 1st Floor near Cleveland Clinic ~ Family Friendly ~Safe

Shaker Heights
9.8 out of 10, Exceptional, (8)
"The house was perfect for what we needed. Located on a nice, quiet street in a safe neighborhood. The host cares for his guests."
United States
Barbara W.
The price is NZ$464
includes taxes & fees
16 Dec - 17 Dec
Historic District 2BR on 1st Floor near Cleveland Clinic ~ Family Friendly ~Safe

Modern Loft in Historic Birdtown - Unit 8

2.0 star property
Lakewood
10.0 out of 10, Exceptional, (3)
"Clean space in a nice area."
United States
Lauren M.
The price is NZ$378
includes taxes & fees
23 Nov - 24 Nov
Modern Loft in Historic Birdtown - Unit 8
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find out more about Willoughby

Everything you need to know about Willoughby holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Willoughby holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Willoughby holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Willoughby holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Willoughby. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Willoughby holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Willoughby holiday rentals we have selected for you start as low as NZ$199 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Willoughby rentals

At Expedia, we put the best Willoughby holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Willoughby rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Willoughby holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Willoughby. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Willoughby?

Yes, there are holiday rentals in Willoughby close to The Holden Arboretum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Willoughby. Make sure you have time to check out the temples and architecture during your trip.

What are some of the best holiday rentals that Willoughby has to offer?

Luxury Downtown Townhome w/ Private Garage Unit 14: This holiday home rental outside of Willoughby has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Willoughby?

Expedia has 17 holiday rentals for your stay in Willoughby.

What can I see and do in Willoughby?

The Holden Arboretum and Lake Metroparks Farmpark are a couple of scenic spots to enjoy the outdoors, whereas Historic Kirtland is one of the cultural attractions. Other popular places to visit in the area include Rock and Roll Hall of Fame and Huntington Bank Field.

What are holiday rentals like in Willoughby?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Willoughby. Holiday rentals provide amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.