Vacation rentals in Whiteley Bank

Highlands Apartment 4

Highlands takes its name from the imposing Victorian residence that stood on the cliff top site for over 100 years. Originally built for the Lord Mayor of London, Sir James Thomson Ritchie, and subsequently used by Reverend William Page Roberts, Bishop of Salisbury, for his final years, it was later owned by the McAuslane family, who turned it into a well known hotel. After its closure, it was then used by Upper Chine School for its final years. After being left for a decade, the current Highlands was then constructed, a grand and impressive mock Georgian manor house that lived up to its predecessor in terms of scale and views across Shanklin. However, it was never finished and derelict, open to the elements, for a decade. Now, after an extensive refurbishment and conversion, it is now restored into 5 spacious, luxurious apartments. Each of the apartments offer their own quirks and special features, from the penthouse’s unique roof top conservatory and balcony with its fantastic views to the annexe’s duplex apartment, the property is spread across four levels from the garden to the penthouse with annexe to side. The property benefits from spectacular panoramic sea, town and countryside views around the building, going across to Sandown Bay, Shanklin town and the Downs towards Ventnor. All of the apartments benefit from oak furniture and leather sofas, oak floored living areas with fitted kitchens with granite worktops and all your key appliances, 32″ LED TV with Freesat and DVD and free wifi. Communal gardens are available for all apartments to enjoy with seating available alongside off road parking and cycle parking bays. We are able to offer 15% discounts on car ferry services from Red Funnel from Southampton and Wightlink from Portsmouth and Lymington, so please get in touch after booking for details. For apartment 4, the property is a second floor loft penthouse apartment accessed via communal area on first floor with double and single bedrooms. There is a bathroom, kitchen/dinner and conservatory on roof living area with private balcony with views over Sandown Bay. Apartments 1, 2, 3 and 5 are also available to book individually or in any combination for larger groups. The property is found on the coastal path between Shanklin and Sandown and just down the road from National Trust land and Areas of Outstanding Natural Beauty. It is also a few minutes walk from the picturesque Old Village and its thatched cottages, plus shops, pubs, restaurants and the main town, as well as the cliff top, Esplanade and Shanklin’s beaches.

The Garden Wing is a very special tranquil place

This unique place has a style all its own. Designed in a Japanese way with it's own Water Garden, terrace and boardwalk. Ideal for a family and children will love The Garden Wing, but there is access to the Japanese water garden, and bedroom 3+4 have unguarded stairs to unuseable mezzanine bunks ( see photos). If in any doubt about suitability.....please message me before booking. It is perfect for 6 people, but has beds for 8 EV charger. Oct-Mar + Midweek availability message me first please

Sail Away - Ventnor apt with spectacular seaviews

Situated overlooking Ventnor with uninterrupted views of the English Channel. A bright, airy, and fully equipped one bedroom apartment with a private entrance and a small balcony area. Watch the Sun and Moon rise over the sea, see the fishing boats and cruise ships sail by, and if you're really lucky, you might spot a pod of dolphins swim past. On a dark night, you can see the Milky Way light up the sky. 20 minutes stroll to Ventnor beach and High Street with its independent and artisan shops.

Huge Unique Bungalow

Very large unique home from home set in a rural environment with half an acre of private grounds, a haven for wildlife, together with a rope swing for the kids. The rear garden includes 2 decking areas with table and chairs & additional seating with OPTIONAL use of hot tub £90. The property is disabled friendly with wet room & W/C. Situated very close to Godshill, on a main bus route with connection to the whole island & access to nearby beaches of Sandown, Shanklin & Ventnor with all amenit

Sandy Haven Hideaway

Sandy Haven, a stunning coastal retreat nestled in a picturesque setting with rolling hills, private garden and a short walk to the beach. Fully equipped ground floor apartment is pet friendly and offers everything you need for an unforgettable stay on the Isle of Wight. Flexible sleeping arrangements, with two kings or a king and two singles, and a set of bunk beds. Electric vehicle charging available (pre-book only) Discounted car ferry tickets are available to all our guests.

1902 chapel.Family & pet friendly. Parking,garden.

A beautifully converted chapel. Bright, spacious and lovely views from gallery, also a peaceful workspace. Wi-Fi. Pineapple Room with kingsize bed. Jungle Room twin beds. Lovely bathroom with shower over bath. Spacious family room with fully equipped kitchen, dining and lounge. Downstairs cloakroom. Designated onsite parking for one car. Enclosed garden ( access across car park through gate signed The Old Chapel Garden). Two housetrained dogs welcome, MUST book. No puppies.

Brambles Shepherd’s Hut

Situated in a quiet rural location with stunning views over open countryside, this shepherds hut has everything you’ll need for a memorable stay on the Isle of Wight. Finished to a high standard, with separate bedroom and bathroom. Comfortable living space with log burner, smart TV and great WiFi. The kitchen has a two ringed hob, fridge/freezer,microwave and air fryer. The outdoor space boasts its own private garden with a stunning patio,hot tub, garden furniture and bbq.

1 Apse Castle Pet Friendly Shanklin Starlink WiFi

The Island Holiday Company invites you to step into a storybook escape at this charming dog-friendly cottage, nestled by ancient woodland and just 1.3 miles from Shanklin’s beaches and Old Village. With super fast Starlink Wi-Fi, this perfect for couples or families, it’s a peaceful retreat with scenic walks all around and a stone courtyard where red squirrels often visit. A great spot to unwind, explore, and truly relax in the calm serenity that surrounds the cottage.

Foodies Heaven

A light and airy wooden chalet accessed by a path through a fully fenced orchard with seating and a fire pit ideal for catching the last of the evening sun. Dogs are welcome and can be walked within the 8 acres of farmland which extends to the Eastern River Yar and includes a wildlife pond. The chalet is well equipped with a dishwasher and washing machine. If you’re lucky you’ll wake up to a Red Squirrel. 5 Pygmy goats in Sue’s garden next door are sure to amuse you.

Perfect peace and child-friendly too.....

Queensbower Cottage stable is newly converted with 2 ensuite bedrooms, one double and one twin. A double sofa bed is also available for use in the lounge with a downstairs shower room and toilet. A cot bed is also available on request. We are situated in an area of outstanding beauty, alongside a bridle path with no passing traffic. Well behaved dogs are welcome in the downstairs of the stable. Our garden is large, child-friendly and surrounded by fields.

Upper Winstone Pond Lodge

Take it easy at this unique and tranquil getaway. Distant Panoramic views of Stenbury Downs and the donkey sanctuary. The donkey sanctuary and cafe is a 5 minute walk. It is a perfect location for hiking and cycling holidays or to relax and enjoy the beautiful island. Situated on the red squirrel trail. Access to a natural swimming pond and fire pit on request. Safe bike storage available. On site Parking. Dog friendly.

Cliff Farm Approach: Cosy country couples retreat

Cliff Farm Approach is a cosy studio set in the rural outskirts of popular Shanklin. Comprising of a comfortable king sized bed, sofa and TV as well as a dining area, the studio also has its own ensuite shower room and well equipped kitchenette. Ideally suited to solo travelers or couples, the studio provides the perfect base to enjoy the fantastic local walks and beaches or to explore the island further.