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Our top choices for Willoughby holiday homes
1. Willow Woods Retreat - Farmhouse - Patio & Nature
Willow Woods Retreat - Farmhouse - Patio & NatureKirtland
9.2 out of 10, Wonderful, (44 reviews)
"We enjoyed our stay and the accommodations were as expected."
Cherylee L.
The price is €270
includes taxes & fees
16 Nov - 17 Nov
2. Amazing 2-bedroom house with AC in Eastlake
Amazing 2-bedroom house with AC in EastlakeEastlake
9.8 out of 10, Exceptional, (17 reviews)
"Smaller home close to restaurants and lake . We really enjoyed our visit."
kelly d.
The price is €249
includes taxes & fees
16 Nov - 17 Nov
3. Great Group Getaway: Games Galore + Outdoor Oasis
Great Group Getaway: Games Galore + Outdoor OasisPainesville
9.6 out of 10, Exceptional, (25 reviews)
"This home is absolutely beautiful. Spacious, warm, well stocked and situated perfectly for families. The home is an entertainers dream! Our children enjoyed the indoor entertainment; basketball, pool table and the internet access was a hit! The outdoor space provides entertainment and comfort for us all. If you are looking for a place to stay in northeast Ohio THIS IS IT! The host communicated well. 5 Star rating for sure."
Carla K.
The price is €684
includes taxes & fees
17 Nov - 18 Nov
4. Pool - Hot Tub - Sleeps 10 - Near Cleveland
Pool - Hot Tub - Sleeps 10 - Near ClevelandEuclid
9.2 out of 10, Wonderful, (15 reviews)
"Had a great stay. Very clean and well appointed property. Felt right at home. Nice, safe neighborhood. "
Rick O.
5. Modern Victorian Studio -Steps to Cleveland Clinic
Modern Victorian Studio -Steps to Cleveland ClinicHough
9.8 out of 10, Exceptional, (20 reviews)
"Great location near Cleveland Clinic. Very clean room with free parking onsite."
Mike
The price is €203
includes taxes & fees
12 Nov - 13 Nov
6. Family-friendly 5-Star Rated 19th Century Restored Mansion
Family-friendly 5-Star Rated 19th Century Restored MansionPainesville
10.0 out of 10, Exceptional, (37 reviews)
"Wonderful stay @ this location. House is a great option for large families and gatherings. We were very pleased with the overall experience."
Gene T.
The price is €729
includes taxes & fees
16 Nov - 17 Nov
7. 3-bedroom house in lovely Painesville built in 1904!
3-bedroom house in lovely Painesville built in 1904!Painesville
8.8 out of 10, Excellent, (5 reviews)
The price is €192
includes taxes & fees
12 Nov - 13 Nov
8. The Thistle House off Chardon Square
The Thistle House off Chardon SquareChardon
10.0 out of 10, Exceptional, (48 reviews)
"Totally charming, great kitchen. Excellent access to all that Chardon has to offer. We were there only a short time but the beach was stupendous. Felt welcoming and historic . . . Would recommend."
Pamela
The price is €451
includes taxes & fees
12 Nov - 13 Nov
9. Large duplex king size bed and two queen size
Large duplex king size bed and two queen sizeCleveland Heights
9.0 out of 10, Wonderful, (85 reviews)
"The place was great, awesome, close to everything we needed. Thank you for a great place to stay. Plenty of room and bathrooms."
Michelle T.
The price is €166
includes taxes & fees
1 Dec - 2 Dec
10. Spacious 4-bd house in Cleveland Heights, firepit, game room, theater room
Spacious 4-bd house in Cleveland Heights, firepit, game room, theater roomCleveland Heights
10.0 out of 10, Exceptional, (1 review)
"The house was very family friendly"
Sonyette W.
The price is €371
includes taxes & fees
12 Nov - 13 Nov
11. Luxury Downtown Townhome w/ Private Garage Unit 4
Luxury Downtown Townhome w/ Private Garage Unit 4Downtown Cleveland
9.8 out of 10, Exceptional, (86 reviews)
"Was a wonderful stay. Great location and very clean!"
Joanna R.
The price is €150
includes taxes & fees
22 Nov - 23 Nov
12. Luxury Downtown Townhome w/ Private Garage Unit 7
Luxury Downtown Townhome w/ Private Garage Unit 7Downtown Cleveland
9.8 out of 10, Exceptional, (36 reviews)
"Perfect quiet spot I’m downtown! We would absolutely stay here again"
Charli A.
The price is €150
includes taxes & fees
22 Nov - 23 Nov
13. Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!Buckeye-Shaker
9.4 out of 10, Exceptional, (109 reviews)
"Centrally located and very clean! Would book again!"
Cecil D.
The price is €146
includes taxes & fees
16 Nov - 17 Nov
14. Luxury Downtown Townhome w/ Private Garage Unit 14
Luxury Downtown Townhome w/ Private Garage Unit 14Downtown Cleveland
9.6 out of 10, Exceptional, (59 reviews)
"It was Everything I was expecting.!!!!!!Great stay!!"
sara r.
The price is €150
includes taxes & fees
22 Nov - 23 Nov
15. Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch
Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/PorchBuckeye-Shaker
9.8 out of 10, Exceptional, (98 reviews)
"Another great stay!"
Paul T.
The price is €144
includes taxes & fees
17 Nov - 18 Nov
16. Historic Loft in the Heart of Downtown • Gym
Historic Loft in the Heart of Downtown • GymDowntown Cleveland
9.2 out of 10, Wonderful, (24 reviews)
"The place is excellent and the location works really well, everything in the downtown is close."
Samiksha
17. Little Italy! Close to Cleveland Clinic, University Hospital & University Circle
Little Italy! Close to Cleveland Clinic, University Hospital & University CircleUniversity Circle
10.0 out of 10, Exceptional, (60 reviews)
"Great apartment in a cute neighborhood. Would definitely stay there again."
Sarah L.
The price is €285
includes taxes & fees
17 Nov - 18 Nov
18. Large Cleveland Getaway, 5 Beds, Near Beach & City
Large Cleveland Getaway, 5 Beds, Near Beach & CityCudell
7.6 out of 10, Good, (108 reviews)
"Na"
dan
The price is €176
includes taxes & fees
12 Nov - 13 Nov
19. 5BR/3BA Home on Main St in Chagrin Falls Village
5BR/3BA Home on Main St in Chagrin Falls VillageChagrin Falls
10.0 out of 10, Exceptional, (2 reviews)
"The house was very clean. Beds were comfortable and the rooms were large. We sat on the back deck in the evening and had room for 5 adults. Had one issue when we arrived but the host was very helpful to get it fixed and took full responsibility of the mix up. Would stay there again."
Connie B.
The price is €540
includes taxes & fees
16 Nov - 17 Nov
20. Unique BOHO Ohio City Loft Apt
Unique BOHO Ohio City Loft AptOhio City
9.6 out of 10, Exceptional, (5 reviews)
"Excellent stay. Really nice place. Highly recommend!"
Nicole P.
The price is €135
includes taxes & fees
18 Nov - 19 Nov
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.
Learn more about Willoughby
Stroll through the charming small-town setting to discover family-friendly attractions like The Holden Arboretum and Lake Metroparks Farmpark. Nature lovers can commune with wildlife at Prison Glen Wildlife Centre or explore the scenic Chagrin River.
