Pet-friendly vacation rentals in Willoughby

4.99 out of 5 average rating, 141 reviews

The exterior of a multi-story century home is showcased, featuring wooden siding and a gabled roof. Flower boxes adorn the windows, while lush greenery surrounds the property. A pathway leads to the entrance, enhancing the welcoming presence of the residence.

Home in Chardon

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.

4.87 out of 5 average rating, 389 reviews

The image captures a lush, green pasture with several horses grazing peacefully. A wooden fence encloses the pasture, providing a tranquil rural setting, with trees dotting the landscape in the background. The sky is overcast, giving a calm ambiance to the scene.

Farm stay in Chardon

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!

4.94 out of 5 average rating, 263 reviews

Cabin in Madison

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

4.94 out of 5 average rating, 109 reviews

The exterior of a two-story house is shown, featuring a large deck with steps leading down to a grassy yard. Two sets of double doors, adorned with blue-colored panels, lead into the home. Bright red planters are positioned near the doorway, and decorative bunting adds a festive touch.

Home in Painesville

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.

4.98 out of 5 average rating, 276 reviews

A winterized hot tub is surrounded by lush greenery, with soft blue lighting illuminating the water. A gravel fire pit area nearby features log seating, and warm string lights are draped on an adjacent tree, creating a serene outdoor atmosphere for relaxation.

Cottage in Madison

Walkable to Two Wineries + River| Hot Tub, Karaoke

Welcome to The Vineyard View, our little hidden gem in the middle of so much beauty! You are within walking distance of two wineries (our wonderful neighbors- Laurentia and Silver Crest) along with a Metro Park trail directly off our backyard that takes you along the cliffs of the Grand River straight down to the river itself. In the winter, if you walk down the trail the other way- there is an awesome sledding hill! A truly special property with a fantastic location only three minutes off I-90

5.0 out of 5 average rating, 124 reviews

A welcoming living and dining area features comfortable, woven dining chairs surrounding a glass table. Natural light floods the space through sliding glass doors, offering views of the expansive deck and lake beyond. Potted plants add greenery to the bright and airy atmosphere.

Home in Willoughby

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.

4.98 out of 5 average rating, 130 reviews

Home in Wickliffe

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.

4.93 out of 5 average rating, 123 reviews

A bright living area features a combination of seating options, including a dark leather couch and a light-colored armchair. Natural light streams through multiple windows, illuminating the rustic wooden flooring. A door leads to the outdoor space, with a wall shelf displaying various decorative items.

Home in Chagrin Falls

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!

5.0 out of 5 average rating, 135 reviews

A spacious living room is illuminated by natural light from large windows. A cozy wood-burning fireplace is situated beneath a wall-mounted TV. Comfortable swivel chairs and a plush sectional sofa encircle a round coffee table on a patterned area rug, enhancing the inviting atmosphere.

Home in Seven Hills

HotTub GameRoom Fenced EV PetsOK KingBeds KidLoft

Fall 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

4.95 out of 5 average rating, 162 reviews

A spacious studio layout is visible, featuring a plush couch facing a round dining table with four wooden chairs. A comfortable bed with a checkered duvet is positioned nearby, while a well-equipped kitchenette and natural light streaming through the window enhance the welcoming atmosphere.

Apartment in Willowick

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.

4.97 out of 5 average rating, 345 reviews

A well-lit bedroom features a metal-framed bed with a cozy blanket draped over the foot. Decorative cushions add color. A bedside lamp provides soft lighting, while wall art enhances the space. Towels are neatly arranged on a bench at the foot of the bed.

Home in Cleveland

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.

4.94 out of 5 average rating, 160 reviews

A cozy living area features a large sectional sofa adorned with decorative pillows, complemented by a round coffee table. A soft rug sits underfoot, while a warm glow emanates from a floor lamp next to a comfortable armchair. A fireplace adds a rustic touch to the space.

Home in Chardon

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!

Popular amenities for Willoughby pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.9 out of 5 average rating, 111 reviews

The exterior of a historic house is shown, set on a spacious lawn adorned with flowers and bushes. A wraparound deck is visible, complemented by two outdoor chairs. The house features a combination of light and dark siding, with a sloped roof and prominent windows.

Home in Brecksville

Cuyahoga Valley National Park/77 Brecksville House

A spacious living room is highlighted by a large sectional sofa adorned with decorative pillows and a cozy throw. A wooden coffee table is centered on a patterned area rug, while natural light fills the room through two partially draped windows.

4.91 out of 5 average rating, 96 reviews

Charming Property Eastlake Ohio

4.93 out of 5 average rating, 91 reviews

Relaxing Lakeside Getaway

4.95 out of 5 average rating, 61 reviews

Boho Vibes

4.98 out of 5 average rating, 61 reviews

A welcoming entryway is seen, featuring a wooden console table with decorative items and candles. A framed photograph of palm trees hangs above. Light-colored walls reflect natural light, while a vibrant green plant complements the warm wood tones. A rug with a bold pattern adds subtle texture.

Home in Willoughby

Little Willow: cozy stay with minute drive to town

A modern two-story home sits on a spacious lawn, featuring a large driveway with edged red mulch. The exterior showcases light grey siding and contrasting blue shutters on the upper windows. Soft lighting highlights the entrance, enhancing the welcoming appeal of the facade.

4.83 out of 5 average rating, 30 reviews

Modern & Stylish | Cozy 3BR Home w/ hot tub

4.8 out of 5 average rating, 5 reviews

Home in Willoughby

Lake Bungalow - Near Downtown Cle, Lake Erie

4.92 out of 5 average rating, 12 reviews

Home in Kirtland

Charming Cottage on Scenic Property

Pet-friendly home rentals with a pool

4.71 out of 5 average rating, 48 reviews

Home in Euclid

Pool - Hot Tub - Sleeps 10 - Near Cleveland

Apartment in University Circle

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

4.78 out of 5 average rating, 37 reviews

4.93 out of 5 average rating, 61 reviews

Home in Cleveland

Heated Pool + Hot Tub 10 min to Airport & Downtown

Apartment in Downtown Cleveland

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

5.0 out of 5 average rating, 20 reviews

4.85 out of 5 average rating, 75 reviews

Home in Parma

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

4.88 out of 5 average rating, 72 reviews

The exterior of the cozy home is presented, featuring light-colored siding and a welcoming front porch. The landscaped yard includes trees and ornamental shrubs, with a pathway of white gravel leading to the entrance. A large rock adds a natural element to the surroundings.

Home in Geneva

Charming | SPIRE | GOTL | Geneva Wine Country

4.91 out of 5 average rating, 33 reviews

A cozy bedroom is filled with natural light, featuring a plush green bedspread on a spacious bed. Complementary decorative pillows enhance the inviting look. A stylish mirror, minimalist clothing rack, and a decorative shelf with items are positioned nearby, while a soft area rug adds warmth to the space.

Apartment in Tremont

Alizée | Stylish Studio Retreat Near Downtown CLE

Apartment in Downtown Cleveland

An open living area features large windows that allow natural light to fill the space. A modern kitchen with sleek cabinetry and a countertop extends to a dining area with a round table and stylish chairs, accompanied by a seating arrangement of a sofa and decorative pillows.

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

4.79 out of 5 average rating, 126 reviews

Private, pet-friendly home rentals

4.88 out of 5 average rating, 212 reviews

A stone fire pit is surrounded by a circular arrangement of natural rocks, with logs integrated into the design. Bright green chairs offer seating nearby, while a gravel path leads to a log cabin nestled among tall trees in the background.

Cabin in Solon

Little Black Cabin in the woods

4.97 out of 5 average rating, 148 reviews

A welcoming exterior of a cottage is shown, featuring a well-maintained lawn. Two dogs are resting on the grass. Flowering shrubs and plants add color to the landscape. The entrance is defined by a blue door, framed by windows that allow natural light inside.

Cottage in Ashtabula

Lake Life Cottage

4.97 out of 5 average rating, 31 reviews

Home in Willowick

Bright, Modern & Cozy Willowick Retreat

4.8 out of 5 average rating, 80 reviews

A two-story home with a welcoming front porch is framed by landscaped greenery. The house features white siding, dark shutters, and an American flag displayed prominently. Multiple steps lead to the porch, which is adorned with hanging planters.

Home in Euclid

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

4.84 out of 5 average rating, 44 reviews

A concrete driveway extends straight towards the house, lined with grass on either side. A parked car is positioned near the front entrance, with two green trash bins visible nearby. The scene is illuminated by clear blue skies, offering a serene outdoor setting.

Home in Painesville

Quiet three bedroom Ranch

4.9 out of 5 average rating, 50 reviews

A bright living room is highlighted by large windows allowing ample natural light. Comfortable seating is provided by a sectional sofa and armchair. A modern coffee table is centered on warm hardwood flooring. A television is mounted above a classic brick fireplace, enhancing the room's functionality.

Home in South Euclid

Cozy Home Near Major Hospitals & Universities

4.95 out of 5 average rating, 20 reviews

Home in Kirtland

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