
Pet-friendly holiday rentals in Willoughby
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Willoughby

Total holiday rentals
Explore 20 holiday rentals in Willoughby

Nightly prices starting at
Willoughby holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Willoughby holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Willoughby rentals

4.8 Average rating
Willoughby stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Willoughby
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Avonlea Gardens & Inn - Entire House
Avonlea Inn is a century home with unique vintage charm! 3 bedrooms (upstairs - 1 king & 1 queen, main floor - 1 queen & queen pullout sofa in living room). Dining room, kitchen, & front porch. Located on same property as our native plant nursery - you are welcome to wander! Renting half the house is possible - please see separate listings for the Rose Suite (2 bedrooms on 2nd floor) or the Bluebell Suite (1 bedroom, pullout, full kitchen on 1st floor). Pets allowed only if renting entire house.
Outdoor spacesWalkabilityQuiet

Bonnie's Guesthouse @ Peridot Equine Sanctuary
***ALL PROFITS SUPPORT THE HORSES OF PERIDOT EQUINE SANCTUARY*** The rustic decor and well lit space reflects the nature of our horse farm, where you can stay for a peaceful country getaway and bring your horses along! We're rural, but you'll still have easy access to lots of amenities in the wonderful nearby town of Chardon, less than 10 minutes away. Cleveland itself, currently going through a "rustbelt renaissance" is only about 45 minutes minutes West. We welcome guests of all backgrounds!
Outdoor spacesPetsParks

LemonDrop Lake-Front Cottage
LemonDrop Cottage is a Lake-Front property, with direct access stairwell down to a small private beach directly on Lake Erie. Lake is viewable from the Kitchen or Bedroom windows. All New Windows, Hickory hardwood floors, shower, electric flat-top oven, retro-Fridge, retro-Microwave/Toaster, Keurig, "Casper Dream Max" King-size mattress, Twin sofa-bed, BBQ grill (propane provided), and fire pit with wood provided. Cottage built in 1949 as a fishing cottage, Lake-Front Cottage with Lake Erie view
PetsOutdoor spacesKitchen

Vineyard View | Walk to Wineries & River| Hot Tub
The Vineyard View, a unique gem in the heart of wine country! Immerse yourself in the beauty of this charming home nestled on the Grand River cliffs with stunning Metro Park scenery as your backdrop. • Short stroll to local wineries or drive just minutes to visit many others! • Relax on the patio • Soak in the 6 person winterized hot tub with massaging jets • Sip coffee while admiring the vineyards • Explore the river via the Metro Park trails in the backyard with your fishing pole in hand.
WalkabilityPetsAccess

Candoren Guest House
Restored 19th-century mansion is family-friendly. Four-story home (total 8000 SF) with lovely 1st and 2nd floor for your stay. Historic interior preserved with original fixtures, and new appliances, plumbing, electric, HVAC with ice-cold AC and great wifi. Host family reunions, weddings, celebrations, girlfriend weekend, or showers. Location is 5 minutes from I-90 and 30 minutes to Cleveland. So close to beaches, museums, shopping, restaurants, Geneva wineries (buses pick up), and bike paths.
WalkabilityOutdoor spacesFamily

Upscale-Lakefront-Private Beach-Hot Tub-King-Pets
Lakeside living at its finest. This amazing oasis is comfy and inviting with stunning views, expansive deck, and your own private beach. Fully renovated, carefully curated and meticulously cleaned-this indulgent gem is perfect for a serene dip in the hot tub at sunset or easy fishing from the shore. Relax and watch the boats, eagles and waves-everything has been thought of here. Your spacious master suite looks out over a second-floor balcony. A perfect place to enjoy the in-room coffee bar.
PetsOutdoor spacesAccuracy

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.
Outdoor spacesPetsValue

Bell Street by the Falls
This 1100 sq ft gem is located just 3 blocks from the center of town and the historic Chagrin Falls viewing area. The original structure features exposed hand cut beams from the 1800's and its charm continues down to the rustic flooring. After appreciating the historic elements, you'll enjoy the remaining areas that have been completely updated and ready for your enjoyment and relaxation. Sip your coffee from the front porch or walk to shopping and dining. You cannot beat the location!
Outdoor spacesWalkabilityIndoor spaces

Hot Tub + Game Room + Fenced Backyard + EV + Pets OK + King-Size Beds + Loft for Kids
Summer Specials! Gather family or friends for an unforgettable getaway in a spacious, pet-friendly, amenity-rich oasis in a quiet neighborhood. You’ll find fun and relaxation at Serenity At Seven Hills with its loaded gameroom, games, hot tub, Jacuzzi tub, fenced yard. You’ll love the proximity to Cleveland and the garage parking and EV charger. Guests rave about host responsiveness; one guest called it “Best Airbnb we have stayed in.” Contractors - Traveling Workers - Families Welcome
Outdoor spacesWalkabilityEV charging

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.
WalkabilityOutdoor spacesView

Cozy house near Lake Erie, 10 minutes to Downtown.
Welcome to the neighborhood! Located 2 minutes off I-90! High speed internet. Well behaved DOGS welcome! NO CATS Enjoy your stay in this relaxing space. You will delight in this unique/historical Cleveland neighborhood. Wake up feeling refreshed after dreaming through the night on the medium/firm queen mattresses. Comfort is important! In the kitchen, you will find all you need to prepare your favorite meals. Indulge in your morning coffee, or cuppa tea at the quaint breakfast nook.
Outdoor spacesWalkabilityParking

Lakeview Retreat
Enjoy the unobstructed lake views very close to downtown Chardon, several golf courses, the Holden Arboretum, Alpine Valley Skiing, and adjacent to Bass Lake's amenities. Inside, you'll love the cozy fireplace, 4 season porch, 4K TV, games, and puzzles. You can also just sit and relax while enjoying the view with a glass of wine in the enclosed porch. There is even a writing desk with views of the lake. Well-mannered dogs are welcome. We have the highest reviews/year in the area!
WalkabilityOutdoor spacesSleep quality
Popular amenities for Willoughby pet-friendly home rentals
Pet-friendly house rentals

Cuyahoga Valley National Park/77 Brecksville House
Outdoor spacesPetsLong stay

Renovated 2BR Dog-Friendly Retreat by Lake Erie!
PetsOutdoor spacesDecor

Relaxing Lakeside Getaway
PetsOutdoor spacesCondition

Charming Property Eastlake Ohio
WalkabilityOutdoor spacesLayout

Boho Vibes
WalkabilityPetsComfort

Little Willow: cozy stay with minute drive to town
PetsWalkabilityCleanliness

Lakefront Luxury Retreat
WalkabilityOutdoor spacesLaundry

Modern & Stylish | Cozy 3BR Home w/ hot tub
PetsWalkabilityCheckout
Pet-friendly home rentals with a pool

Pool - Hot Tub - Sleeps 10 - Near Cleveland
WalkabilityPetsQuiet

2BR Lil’ Italy Retreat | Fast WiFi+Pets, W/D
WalkabilityValueCheckout

Heated Pool + Hot Tub 10 min to Airport & Downtown
PetsOutdoor spacesParks

Slow Burn | Urban Oasis Near Downtown CLE
Outdoor spacesWalkabilityCleanliness

Central Flat w/ Pool & Sauna • Gym • Heart of DT
WalkabilityOutdoor spacesSleep quality

Charming | SPIRE | GOTL | Geneva Wine Country
Outdoor spacesWalkabilityCleanliness

Modern 3BR w/ Pool, Hot Tub & Fenced Yard
WalkabilityPetsAccuracy

Serenity&Sangria HEATEDPool OPEN/Hot TubGame Table
WalkabilityOutdoor spacesNearby
Private, pet-friendly home rentals

Lake Life Cottage
WalkabilityOutdoor spacesParking

Country cool 3bed suite, 3 miles from Chagrin!
PetsOutdoor spacesNearby

Lake Bungalow - Near Downtown Cle, Lake Erie
WalkabilityCleanlinessComfort

Bright, Modern & Cozy Willowick Retreat
PetsWalkabilityHospitality

Kirtland, Oh 3 Bd/2 ba Parking for Camper/RV/Boat
PetsConditionBathroom

Charming 3BR – Walk to Lake & Hospital, Pet OK
PetsOutdoor spacesValue

Quiet three bedroom Ranch
PetsOutdoor spacesBeach

Lakeside Cottage with Views and Charm
PetsOutdoor spacesCondition
When is the best time to visit Willoughby?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $154 SGD | $181 SGD | $201 SGD | $176 SGD | $176 SGD | $190 SGD | $204 SGD | $205 SGD | $191 SGD | $185 SGD | $190 SGD | $217 SGD |
| 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 |
Destinations to explore
- Washington Holiday rentals
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- Niagara Falls Holiday rentals
- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Rock & Roll Hall of Fame
- Headlands Beach State Park
- Cleveland Browns Stadium
- Case Western Reserve University
- Cleveland Metroparks Zoo
- Mosquito Lake State Park
- Punderson State Park
- Boston Mills
- Agora Theatre & Ballroom
- Laurentia Vineyard & Winery
- The Arcade Cleveland
- Cleveland Museum of Art
- Huntington Convention Center of Cleveland
- Crocker Park
- Edgewater Park Beach
- Debonné Vineyards
- JACK Cleveland Casino
- Cleveland Museum of Natural History
- Rocky River Reservation
- Stan Hywet Hall and Gardens
- Greater Cleveland Aquarium





