Vacation rentals in Carisbrooke

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.

Colemans Retreat

Colemans Retreat is a unique & spacious cottage offering 3 double bedrooms with en-suites & 4th bedroom with twin beds or double. 1 acre garden with views & outside dining area for 8 people, BBQ, hot tub, shower/changing room & WC. The property is only accessible via electric gates. Cowes & Newport 10 minutes away, Yarmouth 15 minutes. Please note, we request £150 deposit for use of the hot tub. If the hot tub is looked after and our house rules are followed then the deposit is full refundable.

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

Central Bougie Pad with mid century twist IOW

Welcome to our Boujie apartment with a mid century twist located in Newport Isle of Wight Situated on the ground floor of our Georgian terraced townhouse on a leafy Mall just minutes walk from shops , bars & restaurants - it is the perfect central location for business or pleasure and accessible transport links. Ideal for exploring the Island with or without a car . We go the extra mile when we host and provide a boutique experience with lots of treats to ensure you have a great stay .

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

Unique Boutique Retreats

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.

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!

The Garden Flat

Welcome to the Garden Flat, a tastefully refurbished studio apartment overlooking a beautiful garden and stream which you are welcome to wander round. Located in the attractive village of Carisbrooke, it’s an ideal location for exploring the Island. It’s five minutes walk from Carisbrooke Castle, and ten minutes walk from the Tennyson Trail, which leads to Tennyson Down, the Needles, and the sea. There is picturesque countryside on the doorstep, an area of outstanding natural beauty.

Studio 114- 1 bedroom guest house.

Cosy self contained studio next to, but separate to our family home located on the outskirts of Newport. 20 minute walk to the town centre and local amenities. 10 minute walk to the historic Carisbrooke castle and beautiful walks in the surrounding area. We are on a bus route. Private access to the property and free on street parking. Studio 114 offers a double bedroom, bathroom, kettle, toaster, microwave and mini fridge, TV, free Wi-Fi and small patio space with table and chairs.

Converted barn perfect for families and couples

At the base of Rowridge Valley in the heart of the Isle of Wight countryside. You will find The Piglet, a great place to stay, relax and use as a base to explore the island. A cosy building with a sunny aspect and a private garden to the rear that overlooks the neighbouring countryside. Due to its location most of the island is accessible from here within a short drive. Explore the heritage castles & monuments, the beaches & surf, and family friendly parks throughout the island.

Moonfleet: Castle Views, Rural Retreat Carisbrooke

Moonfleet is a bright, modern bungalow tucked into the heart of Carisbrooke village, with views of the iconic castle and the peaceful Isle of Wight countryside on your doorstep. Sleeping up to 6 across three bedrooms, with a sunny enclosed garden, parking for two cars and everything you need for a relaxed island stay. Newport is minutes away and regular bus routes make exploring the whole island effortless, with or without a car. Pets welcomed. *IOW FESTIVAL AVAILABILITY*

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.