Dog Friendly Isle of Wight Cottages

Welcome to The Squirrels, a beautiful holiday home set in the countryside yet with everything you need close by. Inside, the spacious open plan living, kitchen and dining area has gorgeous, vaulted ceilings and large doors that flood the room with light yet while the tasteful décor and soft furnishings allow you to cosy up and relax in style. The kitchen is extremely well equipped with everything you will need during your stay and has a breakfast bar perfect to sit at for your morning cuppa or evening aperitif!
Each of the double bedrooms has been created with a sense of comfort without compromising on the finish, the master has an en-suite shower room while the other two bedrooms share the spacious family bathroom with its fabulous free-standing bath!
Outside, the decked terraced areas have plenty of seating and lead down to the large enclosed lawned area, a wonderful private area to play games or sunbathe.
Winford is a neighbouring district to Apse Heath, which has a small supermarket store, and there is a bigger store a short drive away. You’ll enjoy beautiful woodland walks in the nearby Borthwood Copse, where you will find an array of different trees and plenty of wildlife. The main cycle path from Sandown to Newport is accessed a few minutes away in Alverstone Village and the shopping town of Newport is about 15-20 minutes’ drive away, making this spot an ideal base to explore the whole Island. It is also on a bus route for convenience. Beach 2 ½ miles.

Nestled in the beautiful countryside and set in a small courtyard, these holiday properties combine period features with home comforts to offer extremely comfortable accommodation. The complex also offers stunning uninterrupted countryside views perfect for walkers, cyclists and lovers of the outdoors. Property 1 (ref PSSB) is a reverse level barn conversion and Property 2 (ref PSSC) is a single-storey barn conversion. It is a perfect base for the beach and the cosmopolitan town of Ventnor, which is just a 5-minute drive away. Ventnor’s popular shingle and sand beach is a firm favourite with all ages, where freshly caught fish of the day can be purchased at the marina, and fishing and boat trips around the coastline are available daily. There is a wide selection of great eateries, pubs and boutique-style individual shops within a short driving distance. Blackgang Chine is nearby, the oldest themed attraction in the UK, and within easy reach are the Needles and Alum Bay. Attractions include Ventnor Botanical Gardens, Isle of Wight Pearl, Dinosaur Isle, Donkey Sanctuary and Calbourne Water Mill, which has a 17th-century working watermill. Osborne House and Gardens, known for being Queen Victoria’s holiday residence, and Carisbrooke Castle are a short distance away. The sailing towns of Yarmouth and Cowes, and the popular resorts and Shanklin and Sandown are nearby. The island can be explored from the open-top buses that stop regularly at various collection points. Beach 1½ miles. Shop, pub and restaurant ½ mile.

These three holiday properties, adjacent to the owner’s home and farm, are set with others in a courtyard and share use of various grassed areas and 2 tennis courts. Chilton Farm is situated ¼ mile from the coast, set in beautiful countryside, and forms part of the Chilton Farm Estate. Brighstone has chocolate box cottages, National Trust museum, several places to eat, shop and a post office. There are scenic coastal and country walks as well as cycling routes such as the Tennyson Trail. Discover towering cliffs, farmland, woodland and river valleys, all linked by a 500-mile network of footpaths. The cottages are within easy reach of Freshwater Bay, Shanklin Chine, Godshill, St Catherine’s Lighthouse, The Needles, Alum Bay, Carisbrooke Castle, Calbourne Mill and Blackgang Chine. Sailing, watersports, golf, fishing and horse riding are all available locally. Many National Trust homes and gardens, wildlife centres, vineyards, farms with local produce and adventure parks can all be easily reached. Beach ¼ mile. Shop, pub and restaurant 1 mile.
Appletree (ref 28555) can be booked together with Cherry (ref 28556) and Damson Cottage (UKC3266) to accommodate up to 18 guests.

These single-storey terraced properties and delightful Grade II listed thatched cottage are located in the scenic village of Wellow, less than 3 miles from the quaint harbour town of Yarmouth and in an Area of Outstanding Natural Beauty on the western side of the Isle of Wight. Rossiter’s Cottage (ref PTTS) dates back in parts to the 1750s, and lies adjacent to the friendly owner’s home. It offers a spacious twin bedroom on the ground floor with a downstairs toilet on the same level for a comfortable stay for guests with restricted mobility. A warm welcome awaits you at this super property which has many personal, thoughtful touches throughout and which has a large lawned enclosed garden. A new development for 2018, each of the other four properties at Rossiter’s Vineyard Barn (refs UKC3208, UKC3209, UKC3210 and UKC3211) take their name from grape varieties once grown in the vineyard here. They have a spacious open plan living area with beautiful wood floors, feature beams and walls against a crisp white painted background. Externally each has a decked courtyard apart from Madeline Angevine, which has a small patio with a hot tub for relaxing in.
There is a part-time post office service within the grounds and nearby is the Alpaca Farm. The sailing town of Yarmouth is just a 5-minute drive or a 15-minute cycle ride, the sailing town of Cowes is just a 20-minute drive. There is a designated cycle route close by, and many scenic walking routes too, including the Dinosaur Trail, Tennyson Trail and Treasure Trail. There is a choice of challenging off-road bridleways, peaceful byways and level, purpose-made tracks running along former railway lines. You can even take on the full 66-mile ‘Round the Island Route’, as used for the annual Isle of Wight Randonnee.
Close by Colwell Bay offers spectacular views across the Solent to mainland England, with clear, calm waters and gently sloping sand and shingle, an ideal beach for swimming. Or follow the coastline and enjoy a stroll along to Totland Bay, where you can find a bar, restaurant and a café to try the exquisite seafood and experience some of the finest sunsets. For surfers and kite surfing enthusiasts, Compton Bay a short drive away with a 2-mile stretch of contrasting sands, with rolling seas, and a stunning backdrop of multi-coloured sandstone cliffs. It’s also a great place to go fossil hunting at low tide. The Needles is a short distance away to the west, with its chairlift, amusement park, boat rides, lighthouse and coloured sands of Alum Bay. Why not visit Queen Victoria’s holiday residence, Osborne House, or Blackgang Chine, the oldest themed attraction in the UK? Ventnor Botanical Gardens, Tapnell Farm Park, Carisbrooke Castle, a donkey sanctuary, garlic farm and chilli farm are other attractions and activities include water sports, golf and riding. Beach 3 miles. Shop, pub and restaurant 1 mile.
These properties can be booked together to accommodate up to 26 guests.

"Hadfield Cottage lies within the grounds of Winterborne House built in 1839 and is noted as a former residence of Charles Dickens, who rented the property in the summer of 1849. Adjacent to the owner’s home, where Charles Dickens wrote five chapters of his novel, ‘David Copperfield’. Dickens, considered to be one of the greatest English novelists of the Victorian period, enjoyed a wider popularity and fame than had any previous author during his lifetime and continues to remain popular, having been responsible for some of English literature’s most iconic novels and characters. 2024 is the 75th anniversary of his residence in Bonchurch.
Hadfield Cottage can comfortably accommodate up to six people, is dog-friendly and is ideal for extended families. The property’s unusual layout works fantastically with two of the property’s bedrooms and a shower room located on the ground floor. The cottage comes with off-road parking for two vehicles and has a courtyard garden to the front with a small patio area. The beautiful village of Bonchurch lies close to the seafront to the east of Ventnor. It is situated on the southeastern coast of the Isle of Wight, right in the heart of the famous Undercliff, much of which is designated as an Area of Outstanding Natural Beauty. Bonchurch is renowned for its literary connections; writers and poets such as the aforementioned Dickens, as well as Stackpole and Swinburne, who all resided here for a time during the village’s Victorian heyday in the 1840s. The cottage’s location is only a short walk to Bonchurch and Ventnor’s beaches and its fishermen’s cottages.
The cottage is a short walk to the coastal path, and beach and a scenic one-mile walk to the town of Ventnor with its pubs, restaurants and shops. Ventnor, a traditional Victorian seaside town, is only short a distance away with a great variety of local shops, restaurants and public houses serving locally caught fresh fish and locally brewed ales. Sheltered from the north by St Boniface Downs (owned by the National Trust), Ventnor benefits from its micro-climate, providing an ideal haven for a variety of flora and fauna.
Outdoor pursuits on the island include horse riding, fishing, cycling, paragliding, water sports and golf. There are numerous attractions for all ages across the island including The Needles, with its chairlift, amusement park, boat rides, lighthouse and coloured sands of Alum Bay. You can also visit Queen Victoria’s favourite holiday residence, Osborne House, and its gardens, as well as Blackgang Chine (the oldest themed attraction in the UK), Ventnor Botanical Gardens, Tapnell Farm Park, Carisbrooke Castle or the sailing towns of Yarmouth and Cowes. Beach 1 mile. Shop, pub and restaurant 1 mile."

Fisher offers an open plan living space all on the ground floor, finished to an excellent standard. Built in 2020, this property features matching quality contemporary flooring and LED mood lighting, together with glass doors and windows with stylish Italian internal blinds. The living area has a multi-coloured LED fire and the dining room has a dimmable chandelier and seating for 6 people, whilst the kitchen boasts solid stone work surfaces and sink, as well as atmospheric lighting. The master bedroom has an en-suite bathroom and the other two bedrooms have direct access to the separate spacious shower room, which has a walk-in rain shower. Bi-fold doors lead you out onto the full-length balcony and decking where you can enjoy glorious sunrises and sunsets and spectacular countryside views. The property has wrap-around gardens including garden furniture and private parking for two/three cars. Fisher’s ample gardens will give your family or group plenty of space to enjoy the outdoor life. The property is conveniently located and central to attractions, set back from the road leading to Newport and the village of Arreton, and the seaside resort of Ryde is about a 10-minute drive. Enjoy scenic walks locally, and other outdoor pursuits include birdwatching, cycling, horse riding, golf and water sports.
There is access to Newport and Arreton via bridle paths and the rest of the Isle of Wight should you wish to walk or cycle it, while buses into Newport and Ryde (the two main bus stations) are about 5 minutes away to take you anywhere you want to go on the Island. Discover many attractions nearby including Arreton Barns, The Garlic Farm and Robin Hill Adventure Park. Also within easy driving distance are Osborne House, Carisbrooke Castle, Ventnor Botanical Gardens, museums, vineyards and wildlife centres. Fishing nearby. Beach 7 miles. Shop and restaurant 1 mile. Pub within 1 mile.

Fastnet offers an open plan living space all on the ground floor, finished to an excellent standard. Built in 2021, this property features matching quality contemporary flooring and LED mood lighting, together with glass doors and windows with stylish Italian internal blinds. The living area has a multi-coloured LED fire and the dining room has a dimmable chandelier and seating for 6 people, whilst the kitchen boasts solid stone work surfaces and sink, as well as atmospheric lighting. The master bedroom has an en-suite bathroom and the other two bedrooms have direct access to the separate spacious shower room, which has a walk-in rain shower. Bi-fold doors lead you out onto the full-length balcony where you can enjoy glorious sunrises and sunsets and beautiful countryside views. The property has wrap-around gardens including garden furniture and private parking for 2-3 cars. Fastnet’s ample gardens will give your family or group plenty of space to enjoy the outdoor life. The property is conveniently located and central to attractions, set back from the road leading to Newport and the village of Arreton, and the seaside resort of Ryde is about a 10-minute drive. Enjoy scenic walks locally, and other outdoor pursuits include birdwatching, cycling, horse riding, golf and water sports.
There is access to Newport and Arreton via bridle paths and the rest of the Isle of Wight should you wish to walk or cycle it, while buses into Newport and Ryde (the two main bus stations) are about 5 minutes away to take you anywhere you want to go on the Island. Discover many attractions nearby including Arreton Barns, The Garlic Farm and Robin Hill Adventure Park. Also within easy driving distance are Osborne House, Carisbrooke Castle, Ventnor Botanical Gardens, museums, vineyards and wildlife centres. Fishing nearby. Beach 7 miles. Shop and restaurant 1 mile. Pub within 1¼ mile.