Holiday rentals in Whippingham

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Top-rated holiday rentals in Whippingham

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Guest favourite
The image depicts a wooden deck extending over calm water, framed by sleek black railings. In the background, trees display autumn foliage, and a sailboat is anchored nearby, reflecting lightly on the water's surface.
Houseboat in Wooton
4.89 out of 5 average rating, 369 reviews

Unique creekside floating home with adjacent cabin

A rare opportunity to rent this truly unique waterside property! Rena Haus is a floating home on Wootton Creek, a tidal creek off the Solent, home to much sealife including beautiful swans that swim by on a daily basis as well as breathtaking views on your doorstep. The property comprises Rena Haus on the water and Rena Sommerhaus, a self contained cabin set back from the water with it's own bathroom and facilities. A true tranquil retreat and only 10 minutes from the Fishbourne ferry terminal

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 in Isle of Wight
4.96 out of 5 average rating, 212 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.

Guest favourite
A wooden rocking chair is positioned in front of a decorative mantle. Shelves display various decorative items, including books and plants. A large mirror hangs above the mantle, reflecting the natural light that illuminates the space.
Flat in Isle of Wight
4.87 out of 5 average rating, 237 reviews

Antique furnished, light and airy Victorian flat

A converted one bedroom Victorian flat in the seaport town of Cowes with on street parking. Ten minutes walk from the Red Jet high speed ferry terminal, Cowes high street and the floating ferry to East Cowes. A five minute walk to the nearest supermarket or ten minutes walk into town for more options. A very light and airy first floor flat with a large living room, bedroom with king size bed, kitchen, bathroom and separate WC. A small balcony on the front of the flat looks down to the sea.

Guest favourite
A cozy lounge area features a navy blue sofa with decorative cushions, complemented by a light rug. In the background, a fully equipped kitchen can be seen. A spiral staircase, showcasing intricate metalwork, ascends to the upper level of the cottage.
Cottage in Isle of Wight
4.89 out of 5 average rating, 192 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

Guest favourite
A serene view of the water is framed by open glass doors. A small table with a vase of flowers and two blue chairs create a welcoming outdoor area. The horizon features gentle waves under a partly cloudy sky, enhancing the coastal atmosphere.
Home in Gurnard
4.95 out of 5 average rating, 21 reviews

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.

Superhost
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 in Lepe
4.98 out of 5 average rating, 149 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.

Guest favourite
A view from the window captures the tranquil scene of Cowes Harbour with boats gently bobbing in the water. Lush green grass and a well-maintained garden are visible in the foreground, with a distant shoreline lined by trees and buildings.
Cottage in Isle of Wight
4.97 out of 5 average rating, 149 reviews

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 made of a number of holiday homes and permanent homes to local families. 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.

Top guest favourite
Apartment in Isle of Wight
4.99 out of 5 average rating, 69 reviews

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.**

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 in Gurnard
4.99 out of 5 average rating, 226 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 .

Superhost
Cabin in Isle of Wight
4.99 out of 5 average rating, 167 reviews

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.

Guest favourite
The modern home features a combination of wooden and white exterior elements. Large glass doors and windows allow for an abundance of natural light. An outdoor seating area with two chairs is positioned on the patio, complemented by a spacious lawn and surrounding foliage.
Villa in Gurnard
4.97 out of 5 average rating, 33 reviews

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.

Guest favourite
Place to stay in Isle of Wight
4.89 out of 5 average rating, 18 reviews

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.

Popular amenities for Whippingham holiday rentals