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Willoughby Hills Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Willoughby Hills vacation rentals

Exterior

1. Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Burton
10.0 out of 10, Exceptional, (65 reviews)
"Wonderful stay. It was clean, nice area, nice view, fun decor. Bed was comfortable. Good privacy."
United States
O'Neill
The price is AED 403
AED 609 total
includes taxes & fees
25 Aug - 26 Aug
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Property grounds

2. The Thistle House off Chardon Square

The Thistle House off Chardon Square
Chardon
10.0 out of 10, Exceptional, (47 reviews)
"This is a charming home and had everything we needed. It is very well appointed, comfortable and a wonderful place to return to."
United States
Brian
The price is AED 1,230
AED 1,972 total
includes taxes & fees
18 Aug - 19 Aug
The Thistle House off Chardon Square
TV

3. 1br-1bth- Furnished Apartment in Chardon

1br-1bth- Furnished Apartment in Chardon
Chardon
9.6 out of 10, Exceptional, (15 reviews)
"The apartment was very nice and the hosts appointed it very well. It is a great place to stay!"
United States
Eric M.
The price is AED 459
AED 569 total
includes taxes & fees
30 Aug - 31 Aug
1br-1bth- Furnished Apartment in Chardon
Dining

4. Country Cottage Farm Stay at Stoneycreek Acres

Country Cottage Farm Stay at Stoneycreek Acres
Newbury
10.0 out of 10, Exceptional, (75 reviews)
"Excellent communication with host and extremely clean, peaceful and beautiful place to stay "
United States
Jennifer T.
The price is AED 731
AED 1,388 total
includes taxes & fees
25 Aug - 26 Aug
Country Cottage Farm Stay at Stoneycreek Acres
Outdoor dining

5. Cozy Country Apartment in Heart of Geauga County

Cozy Country Apartment in Heart of Geauga County
Newbury
10.0 out of 10, Exceptional, (33 reviews)
"The apartment was clean, well maintained, and family friendly. Molly was a great host!"
United States
Phillip R.
The price is AED 533
AED 1,028 total
includes taxes & fees
20 Aug - 21 Aug
Cozy Country Apartment in Heart of Geauga County
Interior

6. Family-friendly 5-Star Rated 19th Century Restored Mansion

Family-friendly 5-Star Rated 19th Century Restored Mansion
Painesville
10.0 out of 10, Exceptional, (35 reviews)
"Wonderful stay @ this location. House is a great option for large families and gatherings. We were very pleased with the overall experience."
United States
Gene T.
The price is AED 2,200
AED 3,539 total
includes taxes & fees
18 Aug - 19 Aug
Family-friendly 5-Star Rated 19th Century Restored Mansion
Interior

7. Great Group Getaway: Games Galore + Outdoor Oasis

Great Group Getaway: Games Galore + Outdoor Oasis
Painesville
9.8 out of 10, Exceptional, (22 reviews)
"House was perfect for our family. We were in town for a funeral & had plenty of room for several adults & children to stay comfortably in one home. House was clean & well equipped. Very responsive hosts. Would stay again next time in town."
United States
Edward & Carrie S.
The price is AED 1,010
AED 2,979 total
includes taxes & fees
18 Aug - 19 Aug
Great Group Getaway: Games Galore + Outdoor Oasis
Coffee/tea maker, fridge, microwave, stovetop

8. Sunfish Room

Sunfish Room
Fairport Harbor
9.0 out of 10, Wonderful, (23 reviews)
"Everything was perfect! Super cute room? Beds are comfortable? Lighting is amazing! Will definitely stay again if we are up this way!!"
United States
Laken C.
The price is AED 459
AED 651 total
includes taxes & fees
18 Aug - 19 Aug
Sunfish Room
Interior

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

Charming 2-bedroom Suite with balcony overlooking the Lake in Fairport Harbor
Fairport Harbor
9.4 out of 10, Exceptional, (19 reviews)
"Loved the balcony. The lighthouse at night was beautiful"
United States
Gina
The price is AED 551
AED 821 total
includes taxes & fees
9 Sep - 10 Sep
Charming 2-bedroom Suite with balcony overlooking the Lake in Fairport Harbor
Living area

10. Beach View Suite #8

Beach View Suite #8
Fairport Harbor
9.0 out of 10, Wonderful, (9 reviews)
"We had an absolutely wonderful stay. Everything was exactly as stated in the listing. Would definitely stay here again and plan to do so."
United States
Kelly N.
The price is AED 470
AED 685 total
includes taxes & fees
8 Sep - 9 Sep
Beach View Suite #8
1 bedroom, WiFi (free), bed sheets

11. Welcome to the Sandcastle Suite

Welcome to the Sandcastle Suite
Fairport Harbor
9.6 out of 10, Exceptional, (39 reviews)
"We loved the location of the property. It was very clean, and overall great stay with our family. "
United States
Ceaira R.
The price is AED 551
AED 788 total
includes taxes & fees
18 Aug - 19 Aug
Welcome to the Sandcastle Suite
Dining

12. Pine Lake Trout Club Cabin #8!!!

Pine Lake Trout Club Cabin #8!!!
Chagrin Falls
8.8 out of 10, Excellent, (15 reviews)
"I loved this place and will definitely be back in the fall. I have already booked another time in October. Very peaceful and tranquil. The cabin had everything anyone would need. Wonderful getaway."
United States
Jeff
The price is AED 624
AED 709 total
includes taxes & fees
14 Sep - 15 Sep
Pine Lake Trout Club Cabin #8!!!
Interior

13. Willow Woods Retreat - Farmhouse - Patio & Nature

Willow Woods Retreat - Farmhouse - Patio & Nature
Kirtland
9.4 out of 10, Exceptional, (41 reviews)
"Very nice stay. "
United States
MichaelLarryBetty S.
The price is AED 481
AED 1,175 total
includes taxes & fees
19 Aug - 20 Aug
Willow Woods Retreat - Farmhouse - Patio & Nature
Dining

14. Acadia Farms Carriage House

Acadia Farms Carriage House
Northfield
9.6 out of 10, Exceptional, (11 reviews)
"Clean room, beautiful grounds, well equipped kitchen, great location for dog walks! Perfect for our family of four!"
United States
Natalie
The price is AED 494
AED 817 total
includes taxes & fees
25 Aug - 26 Aug
Acadia Farms Carriage House
TV

15. The House Hotels - Superior Road

The House Hotels - Superior Road
Cleveland Heights
9.4 out of 10, Exceptional, (22 reviews)
"The house was great for a quick overnight stay and Billy was very responsive answering questions about the house and check-in process. The backyard was large and very accommodating for our two dogs. Would stay again!"
United States
Amy O.
The price is AED 405
AED 820 total
includes taxes & fees
1 Sep - 2 Sep
The House Hotels - Superior Road
Dining

16. Classic Meets Contemporary I Minutes to Cle Clinic

Classic Meets Contemporary I Minutes to Cle Clinic
Cleveland Heights
9.8 out of 10, Exceptional, (11 reviews)
"House was very clean and cozy. Great location."
United States
Monica
The price is AED 279
AED 738 total
includes taxes & fees
2 Sep - 3 Sep
Classic Meets Contemporary I Minutes to Cle Clinic
Coffee/tea maker, fridge, microwave, oven

17. Large duplex king size bed and two queen size

Large duplex king size bed and two queen size
Cleveland Heights
9.0 out of 10, Wonderful, (81 reviews)
"3 travelers in town for a concert at Huntington Field. The place was clean. In a very nice area. 25 minute uber ride to the venue. The place had everything we needed. We all had our own beds. Would definitely recommend"
Canada
aaron
The price is AED 441
AED 705 total
includes taxes & fees
18 Aug - 19 Aug
Large duplex king size bed and two queen size
Smart TV, fireplace, books

18. Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out

Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out
Cleveland Heights
8.8 out of 10, Excellent, (21 reviews)
"Great place to stay as we visit our daughter in Cleveland."
United States
Stephanie R.
The price is AED 257
AED 595 total
includes taxes & fees
23 Aug - 24 Aug
Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out
Smart TV, fireplace, books

19. Contemporary Coventry: 10% Off 2+Nights+Late Check Out

Contemporary Coventry: 10% Off 2+Nights+Late Check Out
Cleveland
9.0 out of 10, Wonderful, (54 reviews)
"Location was perfect. "
United States
Brian S.
The price is AED 294
AED 643 total
includes taxes & fees
18 Aug - 19 Aug
Contemporary Coventry: 10% Off 2+Nights+Late Check Out
Interior

20. Cleveland’s Legends' Lair | Themed | Sleeps 4

Cleveland’s Legends' Lair | Themed | Sleeps 4
North Shore Collinwood
9.6 out of 10, Exceptional, (10 reviews)
"We had a great stay...and it was conveniently located near the beach and downtown Cleveland attractions. "
United States
Rocco W.
The price is AED 256
AED 953 total
includes taxes & fees
8 Sep - 9 Sep
Cleveland’s Legends' Lair | Themed | Sleeps 4
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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Top Willoughby Hills Hotel Reviews

Hilton Cleveland Downtown

Hilton Cleveland Downtown

8/10 Good
"The stay was wonderful. Our view was amazing. Felt like self parking was a little expensive to park your own car. Just wish some of the amenities were open longer. But over all, I enjoyed my stay."
Cathy 1-night trip
Posted 2 hours ago
Hilton Cleveland Downtown

Frequently asked questions

Can I find vacation rentals in Willoughby Hills?

Yes, we give you a choice of vacation rentals close to the most popular attractions in Willoughby Hills, or you can choose a more secluded option if you're looking for a relaxing stay.

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

Large Cleveland Getaway, 5 Beds, Near Beach & City: This vacation home rental outside of Willoughby Hills is located on a lake and has a garden, a selection of books, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Willoughby Hills?

North Chagrin Reservation and Chagrin River are a couple of lovely local spots to get outside and enjoy nature. You’ll find favorite places to visit like Rock and Roll Hall of Fame and Huntington Bank Field in the larger area.

What are vacation rentals like in Willoughby Hills?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Willoughby Hills. Vacation rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family getaway.