Holiday rentals in Arreton

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.

Yacht "X" 44 foot modern yacht on 5* Ocean Village

A unique opportunity to stay onboard this newly renovated yacht moored on the beautiful Ocean Village Marina. Space for up to 5 guests to sleep (2 doubles and a single) Ideal for couples , families or small groups of friends to experience marina living. 2 en-suite bedrooms, living room, kitchenette, terrace, balcony and a spacious flybridge Bespoke packages available including afternoon teas, champagne reception, birthdays, spa access packages (walking distance) Please enquire for more details

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

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.

Quaint Coach House Cottage in the heart of the IOW

PLEASE NOTE WE ARE NOT NEAR THE NEW FORREST NATIONAL PARK! This pretty cottage was the former Coach House and lies in the grounds of the historic Merston Manor House which dates back to 1605. The Cottage is approached by its own drive from Chapel Lane and has private parking opposite. This cottage is next door my other listing Cosy Stable Cottage which maybe available if this is not. We have a minimum 3 night booking. Monday is not available but please contact me if you require a Monday stay

Little Wing peaceful barn with garden/parking

Little Wing is a beautifully converted studio apartment (originally a milking parlour for goats) located in a peaceful, rural village- 'Best Kept Village' on Isle of Wight 2025 - in the heart of an Area of Outstanding Natural Beauty. Including a large, super-king size bed, the open plan contemporary design is perfect for couples looking for a quiet or romantic retreat and the patio and private garden are perfect for summer relaxation, while underfloor heating means even winter days are cosy!

Newchurch Nook,sunny garden chalet.

A beautiful open plan, self catering chalet. Space for Baby and a travel cot. A well behaved dog is welcome. 15% discount Ferry travel with Red Funnel. Situated on the Squirrel Trail/cycle path.Ideal for walkers,cyclists or anyone looking for a peaceful retreat. Woodburner, ideal for cosy nights in. All logs supplied. Private secure south facing garden with table & chairs. Safe store for bikes. Free parking. Free Wifi. Award winning Pointer Inn & Garlic Farm within walking distance.

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.

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.

Cosy Cabin with Private Hot tub | Isle of Wight

Modern purpose built self contained cabin, next to the house but with its own private entrance and private pergola area with canvas sides complete with cosy seating & lighting plus hot tub! Situated in East Cowes. The house was part of the Osborne estate so we are situated right next to Osborne House, also a 2 minute drive or 20 minute walk from East Cowes Red Funnel. We are also on a main bus route to Newport or Ryde. There is private access & your own parking space.

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.