Vacation rentals in Whippingham

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Top-rated vacation rentals in Whippingham

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Guest favorite
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, 373 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

Guest favorite
Home in Isle of Wight
4.9 out of 5 average rating, 21 reviews

Red Brick Haven 5Bed 2Bath for Memorable Reunions

Welcome to this comfortable 5-bedroom house at Cadets Walk on the Isle of Wight, an excellent base for up to 10 guests visiting for family holidays, group trips, business, or a relaxing getaway. Located in a convenient area of the Isle of Wight, this spacious home offers a comfortable base for families, friends, and larger groups looking for a convenient place to stay. With five bedrooms, two bathrooms, and accommodation across the ground floor and first floor, it is ideal for up to 10 guests.

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, 213 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 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, 196 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
Townhouse in Isle of Wight
4.87 out of 5 average rating, 125 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 favorite
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, 297 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.

Top guest favorite
A charming brick building is seen nestled among lush greenery, with a gravel driveway leading to the entrance. The surrounding countryside features gently rolling hills under a cloudy sky, creating a serene and natural setting.
Cottage in Isle of Wight
4.99 out of 5 average rating, 213 reviews

Converted barn perfect for families and couples

At the base of Rowridge Valley in the heart of the Isle of Wight countryside. You will find The Piglet, a great place to stay, relax and use as a base to explore the island. A cosy building with a sunny aspect and a private garden to the rear that overlooks the neighbouring countryside. Due to its location most of the island is accessible from here within a short drive. Explore the heritage castles & monuments, the beaches & surf, and family friendly parks throughout the island.

Top guest favorite
A view from the window captures the tranquil scene of Cowes Harbour with boats gently bobbing in the water. Lush green grass and a well-maintained garden are visible in the foreground, with a distant shoreline lined by trees and buildings.
Cottage in Isle of Wight
4.97 out of 5 average rating, 152 reviews

Cozy cottage with sea views and off street parking

Built in 1882, our lovely cottage is a former coastguard cottage located in a row of 14. The inside of the cottage is very well appointed and very cozy. The west facing garden deck provides a good size outdoor area to sit and take in the fantastic views of Cowes harbour, the Solent beyond and the amazing sunsets. You will have access to a dedicated off street parking space. Two bedrooms - one with a double bed and one which can be made with two single beds or one king size.

Guest favorite
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, 222 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 !

Top guest favorite
A decked garden area is visible, featuring a wooden dining table surrounded by chairs under a patio umbrella. Large sliding doors open into the cabin, revealing a glimpse of the cozy interior space. The exterior is clad in blue, complemented by greenery in the background.
Tiny home in Isle of Wight
4.94 out of 5 average rating, 195 reviews

Seaside style cabin in central Cowes

'The Cabin' sits in the heart of West Cowes, tucked away behind the high street. Very compact (and very cute!), the space is kitted out in classic holiday home style. Two bedrooms and a sofa bed. Shower room. Decked garden with dining table, BBQ and outdoor sofas. Free parking space nearby. Fast broadband (free), digital TV with DVD, washer/dryer, dishwasher, microwave. Welcome breakfast for first day included. Good for families but steep steps to access. Book today!

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, 152 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
A view of a sunset over the water is framed by open double doors, with a decked outdoor area visible. A picnic bench sits on the deck, and natural light fills the space, highlighting wooden flooring and cozy furnishings.
Chalet in Gurnard
4.99 out of 5 average rating, 228 reviews

Beachside chalet at Gurnard Bay near Cowes

The Beach Hut Gurnard, located in an enviable beachfront position, is the perfect 'home from home' for solo-travellers, couples, friends and small families. This beachfront property features fantastic Solent views; the perfect place to watch the stunning sunsets Gurnard is famous for. Well-equipped and with fast WIFI makes this the ideal choice for a chilled break enjoying the sea, beach and all that goes with it, all on your doorstep .

Popular amenities for Whippingham vacation rentals