Vacation rentals in Whippingham

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Top-rated vacation rentals in Whippingham

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Top guest favorite
A detached villa is depicted with a spacious enclosed garden, featuring a well-maintained lawn. Steps lead from a large raised deck to the garden area, surrounded by wooden fencing. The exterior includes a light-colored façade and is accompanied by nearby trees and shrubs.
Home in Gurnard
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.

Superhost
The living area features a large flat-screen TV positioned on a media unit. Two gray sofas are complemented by decorative pillows, and a vibrant yellow rug adds a pop of color. A coffee table rests in the center, while natural light enters through the window.
Apartment in Isle of Wight
4.82 out of 5 average rating, 186 reviews

Central Cowes -Luxury Spacious Flat with Sea Views

Spacious Modern Apartment, Located in the heart of Cowes, on the High Street (very quiet!). Bright and airy, newly re-furbished, well equipped, furnished flat. Sleeps 4, one Double Bed and Two singles. Wi-Fi, 65" TV plus Sky TV inc Sky Sports and Sky Cinema, sound bar. Spectacular views over the Harbour/Solent. One minute walk to Red Jet fast link from Southampton, Shops, Pubs and bars and many restaurants - all within walking distance - as too are the Yacht Clubs, and Marinas. A Cut above!

Top guest favorite
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, 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 favorite
The Pigsty features a unique domed structure with a blend of dark and natural wood accents. A small outdoor seating area with a round table and two chairs is positioned at the entrance, surrounded by lush greenery and potted plants.
Hut in Winchester
4.98 out of 5 average rating, 635 reviews

The Pigsty

The Pigsty is Winchester's first luxury woodland hideaway, with beautiful views of Vale Farm. Less than 2.5 miles from the historic centre of Winchester, this peaceful retreat is perfect for those looking to visit the city, or escape for some peace. The Pigsty’s domed design with wooden interior has a roll top bath, cosy open plan living space and decking area to enjoy dinner with sunset views. Just a few minutes walk from the famous Clarendon Way, and a 30 minute walk to the city centre.

Top guest favorite
Guesthouse in North Boarhunt
4.99 out of 5 average rating, 102 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.

Top guest favorite
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 in Isle of Wight
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 favorite
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, 184 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 favorite
A dining table is set by large windows, showcasing a vibrant outdoor scene. Colorful plates and glassware are arranged neatly, complemented by a vase filled with sunflowers and assorted flowers. Union Jack flags are visible in the background, enhancing the lively atmosphere.
Apartment in Isle of Wight
4.93 out of 5 average rating, 159 reviews

Cowes 2 Bed Apartment, Heart of the Action

We think our place is really special. In the centre of Cowes with everything on the doorstep makes it convenient and so easy with everything walkable. We love being part of the atmosphere of the world famous Cowes. We have two bedrooms, one with a lovely big cosy super king the other is a double with a single bunk above it. The fully equipped kitchen is modern and equipped with everything you need along with the furnished living / dining room with TV and fast internet access.

Guest favorite
Guesthouse in Isle of Wight
4.98 out of 5 average rating, 229 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 favorite
The exterior of The New Dairy features a unique wooden structure with a sloped roof, surrounded by a gravel driveway. Large glass doors provide a view into the open-plan interior. Lush greenery borders the space, blending natural elements with the building's design.
Barn in Warsash
4.95 out of 5 average rating, 263 reviews

River Hamble Boutique Barn

Located 400m from the River Hamble in the small coastal village of Warsash in Hampshire. Perfect if you are studying at the Maritime College, are looking for a relaxing time near the water or as a base to explore further afield. The New Dairy has off road parking and easy access 24/7 Pubs, restaurants, takeaways and a Coop are within easy walking distance You will be welcomed with a complimentary basket that includes continental breakfast supplies.

Guest favorite
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, 134 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 favorite
The living room features a cozy sectional sofa adorned with soft pillows, complemented by a classic armchair. Natural light is filtered through large arched windows, highlighting the wood burner and a decorative glass coffee table. Artwork and plants add character to the welcoming space.
Home in Fawley
4.87 out of 5 average rating, 141 reviews

Cottage on Sea set in idyllic surroundings

Re-decorated 1 Stable Cottage is a charming two storey country cottage adjacent main house in wooded 10 acre private property with 2 acre walled garden which open for guests. Directly on the coast with private access to the south facing beach; safe, shallow bay for swimming or water activities. Border of New Forest with easy access to tranquil walks and country pubs. Summer house with views over the water available for guests.

Popular amenities for Whippingham vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Isle of Wight
  5. Whippingham