Holiday rentals in Whippingham

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Top-rated holiday rentals in Whippingham

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Top guest favourite
A light-colored villa is presented with a sloped roof and wide front steps leading to a deck. The deck features a dining table with chairs. A gravel pathway runs alongside the property, bordered by natural vegetation, enhancing the serene coastal setting.
Home
4.95 out of 5 average rating, 252 reviews

Seaside villa quiet spot great Sunsets. EV Charger

Recently built by ourselves New England style detached villa with 2 bedrooms, direct sea views and a private enclosed garden. The Master bedroom has an en-suite shower room. The bathroom has a bath with shower over. The second bedroom has twin beds and a garden view with the countryside beyond. There is an open plan living space. Views of the sea from the front sitting area and master bedroom French doors from the dining area open onto a large raised deck with steps down into the garden.

Guest favourite
A modern kitchen features sleek cabinetry and a stylish backsplash, with ample counter space for meal preparation. A gas hob and electric oven are visible, along with a breakfast bar for two. Natural light enters through a window, enhancing the inviting atmosphere.
Guest house
4.94 out of 5 average rating, 139 reviews

Cosy Self Catering Annex 1 Bedroom

⛴️ 0.4 miles from the ferry, Castle Copse Annexe is a lovely compact modern self catering property situated in a quiet housing estate and named after the small copse, a few minutes walk away. Walk through the copse, and it will lead you to the town centre, where you will find shops, cafe's, pharmacies, and supermarkets. It is a 10 minute walk to the beach & crossing to Cowes. The annexe is only suitable for a max of 2 persons and unsuitable for small children due to the stairs, & sofa layout.

Top guest favourite
A private patio area is depicted, featuring a small round table and two chairs. The space is surrounded by brick borders and is paved with light-colored tiles. The entrance to the cottage is showcased, with double doors framed by windows, and greenery visible in the background.
Cottage
4.96 out of 5 average rating, 209 reviews

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.

Top guest favourite
A well-lit bedroom features a sleek wooden bed with neatly arranged pillows and towels. Soft blue walls complement framed art above the headboard. A nightstand, accompanied by two lamps, stands beside the bed, while natural light filters through a window adorned with partial blinds.
Cottage
4.97 out of 5 average rating, 181 reviews

Marina View

Beautiful waterfront property, close to amenities with easy access to West Cowes via the floating bridge. Enjoy the benefit of hopping over to the more lively side of Cowes & retreating back across the river to the quieter side within minutes. Perfect for family holidays exploring the Island & evenings spent watching the sunset from the balcony or living area. If you can't see the availability you are looking for, please don't hesitate to send me a message and I will do my best to help!

Guest favourite
Cottage
4.89 out of 5 average rating, 183 reviews

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

Top guest favourite
A two-story cottage is showcased with a slate roof and traditional architectural elements. The exterior features wooden garage doors and a well-maintained garden hedge. A cobblestone driveway leads up to the entrance, framed by a backdrop of clear blue skies.
Flat
4.99 out of 5 average rating, 247 reviews

Little Greatfield is a character 2 bedroom cottage

Unique situation this detached cottage, with an EV charger, is within the Greatfield estate and has beautiful private gardens within a parkland setting. There is a private security gate for access. We are a short walk (5 mins) from Bucklers Hard village and Beaulieu River, where you will find the Master Builders hotel and pub, the Marina and the Maritime Museum. For the hotel restaurant advance booking is recommended. There is a lovely riverside walk to Beaulieu village ( 2.5 miles ).

Guest favourite
The chalet exterior features a wooden facade with a welcoming white door. A swing seat is positioned on a patio beside a picnic table. Lush shrubbery and flowers surround the entrance, enhancing the outdoor space. The sky is partly cloudy, providing a serene backdrop.
Guest suite
4.93 out of 5 average rating, 201 reviews

Pebble Beach Hideaway, minutes from Seafront

Pebble Beach, is a self contained chalet with king size bed and spacious shower room. Includes a fridge with water, tea/coffee making facilities, hairdryer, WiFi, TV, iron, towels, and toiletries, microwave, toaster, plates etc. Outside rack for two bicycles, with a cover. Free off road parking right outside. Breakfast is not included, but there are local cafes, perfect for breakfast and a local pub that serves food daily, takeaways. Nicely tucked away by Gurnard Seafront.

Top guest favourite
A charming cottage is reflected in calm waters, set alongside a marina filled with sailboats. The building features a welcoming yellow facade and a sloped roof, framed by greenery and a pathway leading to the entrance.
Cottage
4.94 out of 5 average rating, 85 reviews

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.

Guest favourite
Guest house
4.98 out of 5 average rating, 226 reviews

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.

Top guest favourite
The Watch House is viewed from a garden path lined with blooming flowers, leading down to the beach. The white exterior of the cottage is highlighted against a clear blue sky, while the tide is low, revealing a sandy shore.
Home
4.98 out of 5 average rating, 132 reviews

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.

Top guest favourite
A view of a sunset over the water is framed by open double doors, with a decked outdoor area visible. A picnic bench sits on the deck, and natural light fills the space, highlighting wooden flooring and cozy furnishings.
Chalet
4.99 out of 5 average rating, 212 reviews

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 .

Top guest favourite
The image features a serene waterfront scene at dusk, with a pink and blue sky reflecting on the calm water. The weathered stone wall encloses a small harbor, while historic buildings are positioned nearby, contributing to the tranquil ambiance.
Cottage
4.98 out of 5 average rating, 273 reviews

Adventure Prospect - Historic Waterfront Cottage

Relax and enjoy your stay at this unique and tranquil getaway. 'Adventure Prospect' has recently been completely renovated and is steeped in military history. Formerly known as the "shifting house" it was first built in 1898-1899 to accommodate munitions workers changing into the special clothing that they wore when working on magazines. The cottage provides an ideal escape from everyday life and has direct access to the water.

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