Holiday houses 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 Wootton
4.89 out of 5 average rating, 365 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

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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.

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Top Guest favourite
Condo in Isle of Wight
4.98 out of 5 average rating, 66 reviews

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!

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Top Guest favourite
Guesthouse in North Boarhunt
4.99 out of 5 average rating, 121 reviews

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.

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Superhost
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

ValueFamilyLong stay

Superhost
A balcony offers a view of the marina filled with boats, framed by glass doors. Nautical flags are displayed along the balcony railing, while lush greenery is visible in the background, complementing the waterfront scene. Sunlight brightens the area, creating a welcoming atmosphere.
Condo in Isle of Wight
4.69 out of 5 average rating, 45 reviews

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.

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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 in Binfield
4.93 out of 5 average rating, 90 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.

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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, 19 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.

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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 in Lepe
4.98 out of 5 average rating, 146 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.

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Guest favourite
An open-plan living area features wood paneling and large windows offering views of the surrounding woodland. A cozy space includes a log burner and a seating area with a chair and a small table. A guitar rests against the wall beside a spacious bed with blue bedding.
Cabin in Rogate
4.96 out of 5 average rating, 82 reviews

Forest Cabin & IR Sauna near Goodwood & Cowdray

Tucked into peaceful woodland near Rogate in the South Downs National Park, this stylish 1-bed retreat is perfect for couples or solo guests. Close to Goodwood (FOS, Revival, Glorious), Cowdray Polo & Midhurst. Enjoy a log burner, underfloor heating, power shower, king bed, infrared sauna, and private cinema with 4K projector. Fully equipped kitchen with coffee machine. Ideal for relaxing or recharging after big local events.

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Top Guest favourite
Cabin in Isle of Wight
4.99 out of 5 average rating, 165 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.

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Guest favourite
Place to stay in Isle of Wight
4.94 out of 5 average rating, 17 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.

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Popular amenities for Whippingham holiday rentals