Holiday houses 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 in Isle of Wight
4.97 out of 5 average rating, 312 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
Home in Beaulieu
4.98 out of 5 average rating, 104 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
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, 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

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.

Top Guest favourite
Guesthouse in North Boarhunt
4.99 out of 5 average rating, 120 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 in Isle of Wight
4.89 out of 5 average rating, 190 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
The spacious kitchen features a central skylight that illuminates the room. Cabinets with a light finish are complemented by dark countertops. A dining area is visible at one end, alongside French windows that open to the garden. Modern appliances and cookware are neatly organized throughout.
Cottage in Isle of Wight
4.96 out of 5 average rating, 285 reviews

Wight Cottage in central Cowes

Wight Cottage is in St Mary's Road, a quiet neighbourhood close to the shops, pubs and restaurants of Cowes High Street. Next available dates for Wight Cottage are in May 2027. You'll appreciate the careful refurbishment of this 175 year old shipwright's house. In the summer you can throw open the French windows to a sunny garden. In the winter underfloor heating will keep you warm. Wight Cottage is just a few minutes walk from the marinas in Cowes. Perfect for a Cowes sailing event.

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.

Top Guest favourite
A charming vintage cottage is set amidst lush greenery, featuring a slate roof and blue exterior. The structure is accented by white trim and has a welcoming porch with large windows, allowing natural light to filter inside.
Cottage in Gurnard
4.96 out of 5 average rating, 291 reviews

A charming little wooden house by the sea

This quirky attractive vintage little cottage is perfect for getting away from it all and relaxing in idyllic surroundings. Just a few metres from the lovely pebbly Gurnard beach, this fully refurbished historical little wooden building is set back from the road and tucked away behind our wild garden. It is accessed from its own car parking space via a little path. At the rear, a small stream goes to the sea and a large oak tree provides shelter to birds and a relaxing swing seat.

Superhost
A charming collection of upside-down houses is situated along the water's edge, showcasing a mix of modern and traditional designs. The clear water reflects the sunlight, while the shoreline features a rocky outcrop leading to the properties, with greenery visible along the pathway.
Townhouse in East Cowes
4.79 out of 5 average rating, 215 reviews

Riverside Mews is ideally located with sea views.

Riverside Mews, 5 Seymour Court is right on the River Medina with far reaching views across the Solent. The floating bridge is steps away from the front door and you can hop on it for a few pennies to reach West Cowes. Here you will find a plethora of shops and restaurants all busy with tourists and sailors. Cowes is a mecca for the sailing community and yachts can be seen at all times of the year. Seals have also been seen bobbing up and down just outside the house !

Superhost
The A-frame cabin is surrounded by lush greenery, featuring a wooden exterior with triangular windows. A bicycle rests in the foreground, complemented by a straw hat. The pathway leading to the cabin is bordered by grass, highlighting the serene natural setting.
Tiny home in Isle of Wight
4.9 out of 5 average rating, 143 reviews

Architect designed A Frame eco-cabin KINDRED

Beautiful A-Frame cabin Kindred's vibe is natural wood & 50’s elements. Located on a meadow of six Tiny Home cabins, next to a forest. Sleeps up to 4 – 1 amazing king bed, 2 singles & single futon if required. This is an eco cabin so you know that your holiday will not have a negative impact on the environment. Our Spa facility (wood fired hot tub and sauna) can be added to your stay - NB check availability and cost before booking if a must for you!

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.

Popular amenities for Whippingham holiday rentals