Pet-friendly vacation rentals in Willoughby

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Top-rated pet-friendly home rentals in Willoughby

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favourite
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
4.87 out of 5 average rating, 374 reviews

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!

Top guest favourite
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
4.98 out of 5 average rating, 128 reviews

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.

Top guest favourite
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
4.99 out of 5 average rating, 252 reviews

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.

Guest favourite
Cabin in Madison
4.96 out of 5 average rating, 245 reviews

LemonDrop Lake-Front Cottage

Fully remodeled in 2024, LemonDrop Cottage is a Lake-Front property, with direct access by 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, King-size mattress, Twin sofa-bed, BBQ grill (propane provided), and fire pit with wood provided. Cottage built in 1949 as a fishing cottage, adorable Lake-Front Cabin wit

Top guest favourite
Home in Peninsula
4.98 out of 5 average rating, 128 reviews

Hot Tub, CVNP, Private Waterfall Trail, Firepit

Welcome to River Rock Retreat, a haven in the heart of Cuyahoga Valley National Park. Enjoy the hot tub with a nature view and explore the private trail leading to a stunning waterfall. Unwind by the outdoor fire pit, surrounded by bistro lights, and savor a barbecue with the gas grill. Walk to downtown Peninsula's coffee shop, dining, and shops, or trails in CVNP and the Cuyahoga Valley Scenic Railroad. A short drive brings you to Brandywine/Boston Mills Ski Resorts and Blossom Music Center.

Top guest favourite
Home in Wickliffe
4.98 out of 5 average rating, 128 reviews

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.

Top guest favourite
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
5 out of 5 average rating, 109 reviews

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.

Top guest favourite
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
4.96 out of 5 average rating, 135 reviews

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.

Top guest favourite
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
4.98 out of 5 average rating, 298 reviews

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.

Top guest favourite
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
4.94 out of 5 average rating, 145 reviews

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!

Top guest favourite
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
4.97 out of 5 average rating, 127 reviews

Lake Life Cottage

Pet friendly 2 story cottage with a view of Lake Erie. Located 4 miles from Geneva on the Lake and 4 miles from historic Ashtabula Harbor right on Lake Road. Over 30 wineries within 15 miles. Spend the day touring Lake Erie with Canopy Tours, fishing with DB Sport Fishing Charters, or miniature golf at Adventure Zone. Enjoy the beach or marina by day and explore the wineries or nightlife on the strip. Stroll a few doors over for a memorable meal at the highly rated Alessandro’s.

Top guest favourite
A shared spa area features a hot tub beside a stone-paved space with a large table and six chairs, partially shaded by a green umbrella. The area is enclosed by greenery and a rustic brick wall, providing a cozy and private setting.
Apartment in University Circle
4.99 out of 5 average rating, 395 reviews

Rare Cleveland Apt: Little Italy! W/Sauna&Hot tub!

Fall in love with this charming, newly updated 1-bedroom, 1-bath lower unit triplex apartment situated in the heart of Little Italy, walking distance from University Circle, UH Hospital, Cleveland Museum of Art, Botanical Garden, Public Transportation and much more. Apartment is complete with a well-equipped kitchen, Smart TV, laptop workspace, and modern furnishings, this vacation/business rental delivers all the essentials so you can spend more time relaxing and exploring.

Popular amenities for Willoughby pet-friendly home rentals

When is the best time to visit Willoughby?

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Avg. price$167 CAD$196 CAD$218 CAD$178 CAD$193 CAD$219 CAD$221 CAD$222 CAD$207 CAD$200 CAD$206 CAD$235 CAD
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Quick stats about vacation rentals that are pet-friendly in Willoughby

  • Total vacation rentals

    Explore 20 vacation rentals in Willoughby

  • Nightly prices starting at

    Willoughby vacation rentals start at $110 CAD per night before taxes and fees

  • Verified guest reviews

    Over 710 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Willoughby vacation 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!

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