Holiday rentals in Whippingham

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.

A unique 2 bedroom retreat in the heart of Cowes

Yachters is a snug hideaway in central Cowes nestled amongst vibrant and popular restaurants & bars. Sleeping up to 5 guests in comfortable accommodation, it is the perfect base for exploring the island, or as a bolt hole for those whose passion lies on water rather than dry land. A few minutes walk away from the Red Jet terminal and within 100 metres of Cowes Yacht Haven. There is a frequent bus service to all parts of the island and plentiful parking close by. FERRY DISCOUNTS AVAILABLE

Stone Cottage - Cosy-Dog Friendly-Parking-Cowes

New to the holiday market, Stone Cottage is snug, homely & filled with natural light - all within a 7 minute walk to Cowes Town Centre, RedJet and the sailing community. The light filled lounge with a sinkable sofa and an electric fire gives a nice cosy atmosphere. A stylish & well equipped kitchen with a drop down table & 3 stools. Upstairs are 2 restful bedrooms, a king sized bed in one and a single in the other with space for your travel cot. A ground floor bathroom. Off road parking.

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

Cozy cottage with sea views and off street parking

Built in 1882, our lovely cottage is a former coastguard cottage located in a row of 14. The inside of the cottage is very well appointed and very cozy. The west facing garden deck provides a good size outdoor area to sit and take in the fantastic views of Cowes harbour, the Solent beyond and the amazing sunsets. You will have access to a dedicated off street parking space. Two bedrooms - one with a double bed and one which can be made with two single beds or one king size.

Ocean and sky at your doorstep

Nestled in the picturesque Gurnard, Cowes, The Beach Shack offers a rare opportunity to experience the best of coastal living. Located right on the seafront, this contemporary beach house combines comfort, style, and unbeatable views, making it the perfect getaway for those seeking relaxation by the sea. Whether you’re enjoying the vibrant atmosphere of Cowes or unwinding with the sound of waves crashing at your doorstep, The Beach Shack is the ultimate seaside retreat.

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.

Stylish Cowes Escape | Red Jet 10 mins

A stylish seaside escape in vibrant West Cowes, designed for couples seeking comfort, character and a touch of indulgence. Enjoy sea views, high ceilings and refreshing coastal breezes, with the Esplanade, beach, yacht clubs, independent cafés, restaurants and Red Jet passenger ferry all just a stroll away. A beautifully appointed base for slow mornings, island adventures and relaxing evenings together. **Exclusive ferry discounts available.**

Beachside chalet at Gurnard Bay near Cowes

The Beach Hut Gurnard, located in an enviable beachfront position, is the perfect 'home from home' for solo-travellers, couples, friends and small families. This beachfront property features fantastic Solent views; the perfect place to watch the stunning sunsets Gurnard is famous for. Well-equipped and with fast WIFI makes this the ideal choice for a chilled break enjoying the sea, beach and all that goes with it, all on your doorstep .

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.

Villa Aquanaut - Sea Views and heated Swim Spa

Newbuild 2019 with heated swim spa Perfect for relaxing and entertaining; all three levels of the home have fantastic sea views. Enjoy a sunny cappuccino in the garden. On a chilly evening turn on patio heaters and snuggle up under a blanket or enjoy the warm house with its oak underfloor heating and log fire. 1 minute walk to the beach, 20 minute walk into Cowes. Private drive way with space for three cars. EV charger.

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.