Holiday houses 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

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.

Stylish Sea View Apartment, Cowes, Walk to Red Jet

Welcome to Lorne Villas, a bright 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, just a stroll from the Esplanade, beaches, yacht clubs, cafés, restaurants, and the Red Jet ferry. Your ideal summer getaway awaits! Book with us to access exclusive ferry discounts!

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.

Marina View Flat, Ferry Discount and Parking

What a find! One bedroom flat (a second room is locked for storage) with Parking for one car no vans, sleeps 2/3 people in one double bed and a third person on the pull out big mattress Jay bed in dining room.. Third person to be agreed, small extra fee per night £35 Fab river view with balcony. A lovely restaurant and bar 3 mins walk Top Floor no lift. Three flights of stairs Outdoor videocam security. Cat stays on property when I take the whole flat to myself if any allergies.

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.

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.

Red Brick Haven spacious for memorable reunions

Bring the whole family to this wonderful destination that offers plenty of space for fun. It’s ideal for family reunions, with options for self-catering or using our catering services. East Cowes is located at the head of the estuary, making it a charming holiday spot near the yachting resort of Cowes, which features a welcoming sand and shingle beach. Additionally, it's close to the historic Osborne House.