Holiday rentals in Ashey

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

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres

This accommodation has been specifically designed for couples looking for a tranquil break where quality and attention to detail are important factors. Ideal for romantic breaks or special occassions, surrounded by open countryside with an abundance of wildlife right outside your door. The quiet yet accessible location is a few minutes drive from various beaches perfect for cycling, walking, nature watching and exploring the IOW. See "Other details" for ferry discounts. EV charging at 40p KWH.

Snug accommodation next to a working Steam Railway

Uniquely situated adjacent to Havenstreet Steam Railway (Free Entry), Station Snug offers a warm welcome to those visiting the beautiful Isle of Wight. You really couldn't be staying closer to the steam action & will love all the chuffs, toots and engine sounds that fill the air. Perfect for walkers, birdwatchers, cyclists and horse riders too! Guests will enjoy exclusive use of their own Snug space in a sensitively renovated brick building with en-suite, lounge/kitchenette & pretty courtyard.

Idyllic Rural Island Farm Stay, Great Upton Farm

Ferry discount now available! The Annex at Great Upton Farm is a beautiful farm home, consisting of wooden beams, tiled floors and a private garden. Set on a picturesque farm and attached to the main house, The Annex is a 3 bedroom property with 2 bathrooms, a kitchen and open dining area as well as a large living space with an electric log effect burner. We are located in peaceful countryside with plenty of rural walks, cycle tracks, wildlife and only 10 minutes drive from Ryde Pier and Beach.

Calm Southsea Hideout | King Bed | Walk to Beach

Relax in this calm, stylish Southsea hideaway. Perfect for couples, solo travellers, or business stays. Enjoy a luxurious king-size bed, fast WiFi, Smart TV, and a fully equipped kitchen with Nespresso. Located in a quiet neighbourhood just minutes from Southsea Beach, Albert Road cafés, restaurants, and nightlife, with easy access to Gunwharf Quays, the Historic Dockyard, and transport links. Self check-in, free parking, and hotel-quality linens ensure a smooth, comfortable, stress-free stay

Unique Boutique Retreat

Enjoy the sounds of nature when you wake up in our pine clad eco lodge. It has a fully fenced garden. Watch the sunrise over the downland with the village of Godshill and its church spire in the foreground.Take a short walk to the wildlife pond and ancient woodland within the grounds or sit on the sheltered veranda and watch the ponies grazing in the paddock, whatever the weather inside with the wood burning stove alight looking out, the view is spectacular. Pygmy goats graze in the orchard.

Luxury lodge in a tranquil park setting

Welcome to 12 Carter's Paddock, an ideal retreat for your getaway. Nestled in the beautiful Roebeck Country Park the charming, open-plan lodge invites you to unwind and relax. Truly a home away from home. This pet friendly lodge boasts a stylish, modern decor, fully equipped kitchen, 2 double bedrooms (one en-suite) and a family bathroom. The beauty of 12 Carter's Paddock extends to a spacious decking area. It is an ideal, sun soaked spot for morning coffee or evening cocktails.

Enjoy Sandown, Victorian bank, Ferry discount

This stylish and unique place sets the stage for a memorable trip. The holiday apartment is within one of the oldest buildings in Sandown. The old bank was build in 1850 and was used as a bank until few years ago. Very unique, full of character and charm. We offer Wightlink discounts upon request. We offer free car parking at "Station Avenue Carpark" on the day of arrival from 3.30pm and on the day of departure until 10.30 am. The entrance to the holiday let is on Guadeloupe Lane.

Perfect Retreat in Luxury & Historical Manor House

Our unique and historic seaside Victorian Manor is nestled in peaceful woodland, a perfect getaway. with direct access to our Private beach and a large living area with Log burner we welcome you for reflective time and family breaks. Testimonials: Perfect Family-friendly location, Peaceful retreat, Ideal Seven-night stay, Rest and relaxation. Nature escape, Sandy beaches 10 mins away & beautiful Coastal walks, well appointed kitchen - Stress-free family break .

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.

The Barn - a hidden retreat

Wake up to the sound of bird song at the Barn. The Barn is a detached building with a studio apartment on the first floor. It has one double bed, a sofa bed, and a kitchenette with fridge and combi oven. Downstairs is a garage space with table tennis. The garden has direct access over the gate into common land and woodland connecting to the footpath network. The Barn is set in the grounds of my cottage and shares a drive and parking area.