Holiday rentals in Whippingham

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Top-rated holiday rentals in Whippingham

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Top guest favourite
The exterior of the barn features a mix of natural stone and brick, illuminated by warm outdoor lighting. A woven willow screen offers privacy, surrounding the well-maintained garden that extends alongside the structure.
Barn
4.97 out of 5 average rating, 280 reviews

Chapel Road Barn, I.O.W Ferry discount available

Chapel Road Barn is a lovingly restored Victorian out-building which is an ideal place for a couple to stay whilst exploring the Isle of Wight. Beautifully furnished and cozy.... We are a 5 minute drive from the car ferry or a 25 minute walk to Ryde Pier. The number 9 bus stop is 2 minutes away and we have a variety of country walks and lovely cycles on hand....... We have partnered with both Red Funnel and Atlas ferries to offer generaous ferry discounts from both Portsmouth and Southampton

Top guest favourite
A private pergola area features a hot tub with soft blue lighting, inviting relaxation. A cozy sofa is positioned nearby, accompanied by a patterned rug and decorative elements. Soft fairy lights add a gentle ambiance above, enhancing the tranquil setting.
Guest house
4.98 out of 5 average rating, 202 reviews

Cosy Cabin with Private Hot tub | Isle of Wight

*20% off 2nights or more* Modern purpose built self contained chalet, 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.

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
4.93 out of 5 average rating, 128 reviews

Self Catering Annex 2 separate beds (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
The entrance showcases a charming bay window framed by clear glass, allowing natural light to illuminate the interior. A minimalist front garden features smooth pebbles and greenery, creating a welcoming first impression for guests.
Townhouse
4.97 out of 5 average rating, 270 reviews

Beautiful Spacious Victorian Town House in Cowes

This beautiful spacious 2 bedroom town house is located on a quiet street a few minutes walk from the town centre. The whole property has been recently decorated giving a fresh light feel & furnished with a lovely seaside theme. Cowes town centre is just a few minutes walk away with its excellent selection independent shops and restaurants. Just beyond the town is the seafront which takes you along the beautiful esplanade passed the Royal Yacht Squadron and on to Gurnard famous for its sunsets

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
4.97 out of 5 average rating, 203 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
4.87 out of 5 average rating, 228 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
4.89 out of 5 average rating, 178 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 front view of a Victorian cottage is captured, featuring a wooden door with a diamond-shaped window and a brick facade. A large window with multiple panes allows a glimpse of a bird standing outside, framed by soft greenery in a pot.
Townhouse
4.87 out of 5 average rating, 115 reviews

Cringle Cottage

Comfortable Victorian town cottage on three floors. Fully furnished and equipped for up to six people (please note, however, that there is only one bathroom). Walking distance from town centre and ferries, but on a quiet side street with very little passing traffic. A great place to feel part of the yachting life of Cowes, to have walking-distance access to Cowes-based organisations including UKSA and the Ellen MacArthur Foundation or as a base to explore the beautiful Isle of Wight.

Top guest favourite
A cozy bedroom features a double bed adorned with textured cushions and a patterned throw. Beside the bed, white nightstands with small vases are positioned, reflecting gentle ambient lighting from the wall-mounted fixture. Decorative mirrors enhance the room's inviting design.
Guest house
4.92 out of 5 average rating, 205 reviews

Studio 114- 1 bedroom guest house.

Cosy self contained studio next to, but separate to our family home located on the outskirts of Newport. 20 minute walk to the town centre and local amenities. 10 minute walk to the historic Carisbrooke castle and beautiful walks in the surrounding area. We are on a bus route. Private access to the property and free on street parking. Studio 114 offers a double bedroom, bathroom, kettle, toaster, microwave and mini fridge, TV, free Wi-Fi and small patio space with table and chairs.

Guest favourite
The modern kitchen features sleek cabinetry and a clean countertop. A coffee machine and toaster are visible alongside utensils and cooking equipment. Cleaning supplies, oven mitts, and a variety of dishware are organized on display, creating a functional and stylish cooking space.
Flat
4.97 out of 5 average rating, 127 reviews

Waterside House

The apartment is situated in the heart of West Cowes, moments from the Red Jet, good quality restaurants, bars, yacht clubs and the sea front. The space has recently been built and is bright and modern. The bedroom has a king-size bed with luxurious Egyptian Cotton linens. There is a large walk-in shower and good quality towels. The kitchen is fully equipped and includes a Coffee Machine. The sitting area is complete with nest tables and the wall-mounted TV has Netflix.

Top guest favourite
A gray sofa is positioned against a white wall, accompanied by decorative pillows. Two side tables with lamps flank the sofa. Light wooden flooring extends throughout the room, and a yellow area rug adds warmth. A door leads to an outdoor area on the left.
Guest suite
4.99 out of 5 average rating, 163 reviews

The Warsash Annex

The unit is a completely self-contained extension of the existing property. It is has been recently built to a high specification, including a very comfy bed. It is located in the heart of Warsash village, walking distance from all amenities. It is ideally suited for a very comfortable, short stay. Wifi is included as are all utility bills. There is a lot of storage space and a private entrance from the driveway where there is space for 1 car to park.

Top guest favourite
Cabin
4.98 out of 5 average rating, 119 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 local family friendly pub. Also a short walk to river-side cycle track.

Popular amenities for Whippingham holiday rentals

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