Holiday rentals in Whippingham

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Top-rated holiday rentals in Whippingham

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Top 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
4.9 out of 5 average rating, 363 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
Home
4.98 out of 5 average rating, 103 reviews

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

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, 141 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, 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.

Top guest favourite
Apartment
4.98 out of 5 average rating, 63 reviews

Sea-View Villa Apartment Retreat Nr Cowes High St

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!

Top guest favourite
Guest house
4.99 out of 5 average rating, 114 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.

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
4.89 out of 5 average rating, 188 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
Guest house
4.97 out of 5 average rating, 238 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. CCTV on driveway.

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, 88 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
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
5 out of 5 average rating, 18 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.

Guest favourite
A handbuilt wooden treehouse is seen nestled among tree branches, featuring a sloping ramp leading to the entrance. The structure showcases natural timber siding and a large window. Bright blue sky is visible in the background, enhancing the rustic charm.
Treehouse
4.95 out of 5 average rating, 82 reviews

Romantic Treehouse for 2

Welcome to The Nest Treehouse — a stylish and relaxing Isle of Wight escape designed for slow mornings, coastal adventures, & peaceful evenings after a day exploring the Island. Perfect for couples, solo travellers, 1 child families , for weekend getaways, short stays or summer holidays, the Nest Treehouse combines stylish interiors with everything you need for a comfortable stay in one of the UK’s most loved holiday destinations. GOOD FERRY DISCOUNTS - please ask.

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, 142 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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