10 of the best dog-friendly cottages on the Isle of Wight holiday cottages

10 of the best dog-friendly cottages on the Isle of Wight

Laura Kerslake 04 August 2023

The Isle of Wight is one of the best places in the UK for a dog-friendly holiday. From its glorious countryside to its award-winning beaches, dog-friendly pubs and restaurants, and a whole host of attractions where dogs are welcome, it is the perfect location for a pet-friendly getaway.  

And when it comes to where to stay for a dog-friendly holiday on the Isle of Wight, Island Cottage Holidays has you covered. We have over 100 dog-friendly holiday homes right the way across the island, whether you want a traditional cottage in a picturesque village location, a remote holiday home for a peaceful rural getaway, or a coastal abode overlooking one of the Isle of Wight's beautiful beaches. 

Our dog-friendly holiday cottages on the Isle of Wight sleep up to 12 people so whether you're escaping to the island for an autumnal romantic getaway with your loved one and your four-legged friend, or you’re bringing all the family (including the pooch) together for a summertime seaside break, we're sure to have your dream dog-friendly accommodation. 

We've rounded up ten of our top dog-friendly cottages on the Isle of Wight for you below, but all of our pet-friendly accommodation on the island can be found by clicking the button below. Or for more pet-friendly inspiration, take a read through our full guide to the dog-friendly Isle of Wight

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Pawfect for pampered pooches – Palmerston Grange Seahorse Cottage

A 4 image montage showing photos of Seahorse Cottage. Pictured are the dog playhouse, a dining table outside under a large sun umbrella, a dining table with the kitchen in the background, and a living room with a large grey sofa.

Sleeps 6 + 2 dogs 

When it comes to special doggy extras, Seahorse Cottage takes it to the next level. Awaiting your four-legged friend at this stunning dog-friendly holiday home is their very own doggy playhouse! After using the dog shower to rinse off sandy paws, they can relax in style in their personal holiday home in the garden! 

The human visitors to this exceptional holiday are just as lucky. Its beautiful interiors are matched with wonderful facilities, and kids (of all ages) will have fun on the arcade machine while the adults relax in the sauna after busy days of exploration. 

Located in the picturesque village of Shanklin on the south-east coast, Seahorse Cottage is close to beautiful beaches and dog-friendly attractions such as Shanklin Chine and the Isle of Wight Donkey Sanctuary, perfect for days out for the whole family. 

Pawfect for the whole pack – Westbury Retreat

A 3 image montage. On the left is a portrait picture of the kitchen with a breakfast bar. On the top right is a living room with a fireplace, dark feature wall and sofa. The bottom left image shows a light blue sofa and side table.

Sleeps 6 + 5 dogs 

Whilst there are many dog-friendly holiday lets that sleep one or two dogs, what do you do when your pack of pups is more numerous? Stay at Westbury Retreat of course, where up to five dogs are welcome! 

Set in the heart of the pretty village of Freshwater, this stylish dog-friendly holiday cottage offers a modern interior and enclosed garden perfect for keeping your four-legged friends safe whilst you relax. 

This property sits in a dream location, not only are dog-friendly attractions such as the Needles not far away but there are dog-friendly beaches just a short walk from the cottage. Nature lovers of the two and four-legged variety can enjoy wildlife watching on the nearby downs and marshes too. 

Pawfect for sandy paws – Gilmerton

A three photograph mintage. The top image is taken from insidr the lounge looking out to the balcony and the sea and blue sky in the background. The bottom left image is a dining room with a dog sleeping in a background in a basket. The bottom right image shows the lounge with a sofa, chair and table with thebalcony in the background.

Sleeps 4 + 1 dog 

Situated in the Victorian seaside resort of Ventnor on the south coast of the Isle of Wight is Gilmerton. This gorgeous dog-friendly self-catering apartment offers spectacular sea views from its balcony and a cosy relaxed atmosphere, making it a perfect retreat for a romantic couples' holiday or a family break.  

For pooches that love nothing more than getting sandy paws, undoubtedly its greatest feature is its easy access to several dog-friendly beaches. For beach-loving pups, the Isle of Wight is a dream destination. With 70 miles of coastline, there are plenty of beaches to explore. Some beaches do have a dog ban from May to September, but many allow pups all year round, such as Wheelers Bay, which is just a short walk from Gilmerton.  

Pawfect for curling up by the fire – Moonfleet Cottage

A 3 photograph montage of Moonfleet Cottage. The top photo shows a pretty stone cottage on top of a cliff top with the sea in teh background. On the bottom left a photo shows the living room with a sofa, brick wall and woodburner. The final photo graph shows a wooden table and chairs and the fence with the sea in the background.

Sleeps 2 + 1 dog 

This historic holiday cottage perched above Freshwater Bay has it all: spectacular coastal views, a great location, easy access to the Isle of Wight Coastal Path, and surrounding walks and cycle routes. And for dogs (and humans!) that like nothing more than cosying up by a roaring fire after a long day exploring, there’s a lovely wood burner that heats the living and bedroom areas. 

Originally built in the 1850s as accommodation for the chief gunner stationed at the nearby Fort Redoubt, Moonfleet Cottage has since been rebuilt to provide a modern, cosy holiday home perfect for a romantic break. 

There are spectacular sea views of the bay and south coast from the cottage and garden, as well as fine views of Tennyson Down. Visitors can walk down for a swim in Freshwater Bay in just minutes. Walkers have immediate access across adjacent National Trust land to Tennyson Down and the coastal path to the Needles at the western tip of the Island. An ideal holiday cottage whether you're after summer fun or winter retreat. 

Pawfect for pooches that love walkies - Fort Redoubt Lower Capioner

A four photograph image showing pictues of Lower Caponier. The top image shows a cosy lounge with brick walls. The other images show the bridge across the moat, the dining table at the property and the view out to sea.

Sleeps 6 + dogs 

If your dog's dream holiday involves walkies, walkies and more walkies, they will be begging for a stay at Fort Redoubt Lower Capioner. One of a pair of unique three-bedroom Isle of Wight cottages sitting in the moat of one of the island’s most photographed and painted landmarks: Fort Redoubt. The caponiers were originally built as barrack accommodation for 24 soldiers, but today, they are charming pet-friendly holiday homes, perfectly placed for active pups to set off from in all directions.  

Whether your four-legged friends would prefer a beach stroll, a walk through the rolling hills of the island's Area of Outstanding Natural Beauty, a muddy hike through a forest, or a long amble along the stunning coastline of the Isle of Wight Coastal Path, all can be accessed from this pretty cottage. 

For the human guests, Lower Caponier will provide a memorable stay, the beautiful modern interiors blend seamlessly with the historical features. From crossing the bridge across the moat to walking through the parade square, you'll feel like you're holidaying in history. 

Pawfect for energetic pups – Quaintways

A 3 photo montage showing images of Quaintways. The top image shows a pretty, traditional stone cottage, photographed from the garden, showing the back of the house, the patio with gazebo and a fire pit. The bottom image is taken from inside the gazebo of chairs around a table laid out with food. The final photograph is of the lounge. There's a large brick fireplace, sofa, chairs and table.

Sleeps 7 + 2 dogs 

Set in a rural yet central location just a couple of miles from Newport, you'll find Quaintways, a stylish period property with a spacious enclosed garden with stunning views over the rolling countryside that is just perfect for energetic pups. Original features are beautifully complemented by modern design at this lovely stone cottage in a pretty village location. 

Whether you head north, east, south or west from this stylish holiday cottage, there is so much to do for furry friends and their families. There's a host of dog-friendly attractions nearby such as Carisbrooke Castle and Osborne House. River Medina is close, ideal for a picnic as the water babbles, or you could head to one of the Isle of Wight's pet-friendly beaches. Alternatively, explore the island on foot on a long walk, perfect for wearing out your dogs. 

And if you're feeling tired when you get back to Quaintways, but your four-legged friends are still bouncing, enjoy sitting under the property’s lovely gazebo with a glass of something cold, or savour an al fresco dinner whilst your pups race around the enclosed garden. 

Quaintways is one of a pair of pet-friendly cottages, with its sister cottage Pebbles sitting alongside. 

Pawfect for the country pooches – Briars Lodge

A 4 image montage showing photos of Briars Lodge, a rectangle modern looking lodge set within fields. Pictured are the living room with a woodburner, dining table and kitchen and a sofa with large open double doors leading out to the garden.

Sleeps 4 + 1 dog  

Dogs that love the open countryside will love a stay at Briars Lodge. This beautiful lodge is situated in a beautiful position on the owner's farm, offering countryside views for miles, rolling hills to explore, and an enclosed garden to keep them safe on holiday and let their owners relax. 

A unique, characterful and cosy lodge, visitors to Briars Lodge will love its stylish décor, private location and open-plan living. You and your loved one or family can spend days exploring the Isle of Wight's beautiful coast and countryside before heading back to spend winter evenings curled up in front of the wood burner or summer nights around the fire pit. 

Pawfect for town pups – Bay View - Sandown

 A 3 photo montage showing photos of Bay View. Pictured are a light coloured brick townhouse, a garden with table and chairs and an open plan kitchen diner when dog bowls are pictured by the stairs.

Sleeps 4 + 1 dog 

If your pup prefers pavements to muddy fields and hitting up the very best dog-friendly pubs, restaurants and shops, then we'd recommend a stay at Bay View - Sandown. This stylish pet-friendly townhouse offers modern interiors, a large, fenced garden perfect for pups to play in, and a great location. 

Set between the beach and the town, guests of the two- and four-legged variety can enjoy strolls along the esplanade, trips to the town, and meals out within easy walking distance. Or they can venture further away to explore the island's many dog-friendly attractions, such as Osborne House, pretty villages, and harbour towns. 

Doggy visitors in August can even enter Sandown Regatta's Dog Show; who knows, maybe they'll even bring a rosette home as an Isle of Wight holiday souvenir! 

Pawfect for stylish dogs – Hilltop House

A four photo montage showing pictures of Hilltop House. The top image shows a dining table laid for dinner in a stylish looking conservatory. The bottom left image shows a very modern looking lounge, the middle image shows the back of the house from a garden and the final image shows a large black bed.

Sleeps 4 + 2 dogs 

For pooches with style, an Isle of Wight holiday at Hilltop House is definitely in order. Located in a wonderful position in East Cowes, this stunning, contemporary holiday home is ideal for beach days, family stays and all exploring the many pet-friendly attractions the Isle of Wight has to offer. 

After busy days, our human visitors can relax and dine alfresco on the decking, whilst the pups play in the fenced garden. If it’s a bit chilly out, head into the comfortable sunroom/diner with a glass roof and dining table. Or if cooking isn’t on the agenda on your holiday, as you’re in the heart of town when staying at Hilltop House, there are numerous dog-friendly restaurants, pubs and cafes nearby. 

Dog-friendly holiday cottages

Our Isle of Wight dog friendly-cottages come in all shapes and sizes and welcome up to five four-legged friends so we're sure you'll find the perfect accommodation for your family. As well as our properties above, we have everything from pet-friendly cottages with hot tubs to dog-friendly holiday lets with sea views, to ensure whatever your style, taste or requirements, Island Cottage Holidays can provide you with your dream dog-friendly home from home. 

Disclaimer: Whilst every effort has been made to ensure the accuracy of the information at the time of writing, please ensure you check carefully before making any decisions based on the contents within this article.

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