Holiday rentals in Whippingham

Flat D, Cowes, an apartment with amazing views.

Flat D is a spacious holiday apartment in the heart of Cowes, with all the amenities of Cowes on your doorstep. It consists of 3 bedrooms - 2 double & 1 twin. It has a great sized lounge/dining room with amazing views over the Solent and Cowes harbour. There is a fully fitted kitchen, which is well stocked with cutlery, crockery, pans & glassware. There are 2 bath/shower rooms. It has its own front door accessed from the sunny south facing terrace which is great for BBQ & evening drinks. FFTP

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

Seaside coastal retreat, sea & sunsets, EV charger

Our villa, is situated at Gurnard Marsh, 2 mins from the sea. It is a quiet location, has an enclosed garden, sea views and is in a great position to enjoy the amazing sunsets Gurnard is famous for. It is very close to Gurnard Luck where "crabbing" can be enjoyed. The living area is at the back and has lovely triple sliding doors onto the decking with views of the countryside. Outside dining and sofa's on the patios Onsite parking and more available on the road for free. There is cable wifi.

Albert’s Dairy Cottage, Whippingham

Albert’s Dairy Cottage is a beautifully converted one bedroom cottage situated adjacent to open countryside. The contemporary design offers spacious accommodation, is finished to a high specification and offers the perfect environment for couples looking for a relaxing break away. Conveniently situated less than 10 mins from both the Red funnel and Wightlink car ferry terminals, the property is ideally located for exploring the Island, is close to the River Medina and popular waterside pubs.

One bedroom cottage escape

Relax and make yourself at home in our charming 1-bedroom bungalow — the perfect retreat for a restful getaway. Featuring a super king-size bed with White Company bedding, a well-equipped kitchen and a bright and comfortable living room with stunning views of the garden. The modern restroom includes a walk-in shower and Rituals toiletries for a luxury experience. Enjoy your morning coffee on the patio or take advantage of the hammocks on the pond both with views of the surrounding garden.

Harbour Cottage Your Romantic Getaway in Cowes

Harbour Cottage - perfect romantic getaway. Close to the centre of vibrant Cowes with local independent shops, cafes, restaurants and marinas. You can leave the car at home! Minutes from Red Jet terminal, floating bridge and Shepards Marina. Generous ferry discounts enquire on booking Harbour Cottage is great for short breaks, or longer stays. Fully fitted kitchen, lounge, conservatory, bathroom and bedroom with king size bed and small sofa fold out ideal for child or small adult only

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. CCTV on driveway.

Sea-View Villa Apartment Retreat Nr Cowes High St

Welcome to Lorne Villas, a bright, airy first-floor summer retreat in vibrant West Cowes. Built in 1812, this charming period property blends historic character with modern comfort, - the perfect base for couples, sailors, and island explorers. Enjoy beautiful sea views, high ceilings, and refreshing coastal breezes. You’re just a short, sunny stroll from the Esplanade, beaches, yacht clubs, lively outdoor cafés, restaurants, and the Red Jet ferry. Your ideal summer getaway awaits!

Waterside Cottage 2 Beds, sleeps 4 marina views.

The cottage gets the sunshine all day, sleeps 4 in 2 bedrooms one king and one twin bed room both are en suite. Lounge and front bedroom have views to the marina, rear bedroom and kitchen with views over gardens. Very quiet location away from traffic noise. Nearby there is a foot /cycle path which takes you into Newport with its shops and Restaurants. Only a short drive to sandy beaches. The cottage is central for Island attractions. We can also offer discount for ferry.

Romantic Treehouse for 2

Welcome to The Nest — a stylish and relaxing Isle of Wight escape designed for slow mornings, coastal adventures, & peaceful evenings after a day exploring the Island. Perfect for couples, solo travellers, 1 child families , for weekend getaways, short stays or summer holidays, the Nest Treehouse combines stylish interiors with everything you need for a comfortable stay in one of the UK’s most loved holiday destinations. GOOD FERRY DISCOUNTS - please ask.

Iconic Beach Front Stay | The Watch House, Lepe

A standout seafront landmark on Lepe Beach, The Watch House is a lovingly restored former lifeboat and coastguard station, once used to combat smuggling across the Solent. With original features, a modern kitchen, wood burner, cosy window seat over the water, and views to the Isle of Wight, it’s a guest favourite—“an iconic beachfront stay” and “perfect relaxing getaway.” Pet-friendly with parking for two, perfect for families, couples, or friends.

Field View Cabin

This stylish modern place to stay is perfect for a great getaway. The cabin is situated on the owners property, set back from a main road. However it has its own separate/private entrance and parking. The Cabin is designed so that the accommodation windows and private patio/sitting area all face the fields. Located centrally on the Island, less than 1 minute walk to bus access and also a short walk to river-side cycle track.