Holiday rentals in Isle of Wight

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Top-rated holiday rentals in Isle of Wight

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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, 283 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
The exterior of Milkpan Farm is showcased, featuring a charming bungalow with a tiled roof. A blossoming cherry tree adds a pop of color in the foreground, while neatly arranged planters surround the entryway. A gravel pathway leads to the entrance, under a clear blue sky.
Guest suite in Godshill
4.97 out of 5 average rating, 155 reviews

Milkpan Farm Holidays

Milkpan Farm is situated in Godshill, which we have recently purchased and have refurbished. ** We offer generous discounts on the ferries * It is set in a superb rural location for couples, ramblers, dog walkers and cyclists and a great place from which to explore the Island. The accommodation is self-contained annex with private access and off-road parking. Central heating, Wi-Fi and smart TV are just some of the facilities available. The accommodation is newly fitted to a high specification.

Top guest favourite
A spacious wooden deck is furnished with outdoor seating, including a sectional sofa and a dining table surrounded by chairs. Lush greenery and trees frame the view, with the sea visible in the distance under a partly cloudy sky.
Cottage in Isle of Wight
5 out of 5 average rating, 211 reviews

Highcliff Cottage - Clifftop Paradise

Highcliff Cottage at Luccombe is a dream holiday retreat, secluded and tranquil. A 100m high clifftop garden oasis overlooking Sandown Bay and the south of England. Relax on the deck, listen to the bird song and breathe in the fresh air. Situated between Shanklin and Ventnor, the Cottage is designed in the boathouse style with beautiful detailing inside and out, with exclusive use of a large garden and access to a spectacular cliff terrace. The Isle of Wight Coastal Path is at the front gate.

Top guest favourite
A serene outdoor space is visible, featuring a still pond surrounded by lush greenery and tall reeds. A gazebo is situated near the water's edge, with wooden decking nearby for seating. Wildflowers and various plants add natural beauty to the landscape.
Chalet in Isle of Wight
5 out of 5 average rating, 201 reviews

Rural Escape Set in 6 Acres of Gardens.

This chalet has been specifically designed for couples looking for a tranquil break where quality and attention to detail are important factors. Ideal for romantic breaks or special occassions, surrounded by open countryside with an abundance of wildlife right outside your door. The quiet yet accessible location is a few minutes drive from beautiful beaches perfect for cycling, walking, nature watching and exploring the IOW. See "Other details" for ferry discounts. EV charging on site @40pKWH.

Top guest favourite
A private terrace features a small wooden table and two chairs, surrounded by greenery. Large glass doors reflect the garden's lush foliage, creating a seamless connection between indoor and outdoor spaces. Natural light illuminates the inviting area, enhancing the tranquil atmosphere.
Barn in Isle of Wight
4.97 out of 5 average rating, 231 reviews

Little Wing peaceful barn with garden/parking

Little Wing is a beautifully converted studio apartment (originally a milking parlour for goats) located in a peaceful, rural village- 'Best Kept Village' on Isle of Wight 2024 - in the heart of an Area of Outstanding Natural Beauty. Including a large, super-king size bed, the open plan contemporary design is perfect for couples looking for a quiet or romantic retreat and the patio and private garden are perfect for summer relaxation, while underfloor heating means even winter days are cosy!

Top guest favourite
A small garden cabin is nestled among greenery, featuring a wooden deck with two blue chairs and a glass table. A bark path leads to the cabin, which is surrounded by plants and shrubbery, providing a sense of privacy and tranquility.
Tiny home in Downsway, Blackbridge Road
4.96 out of 5 average rating, 195 reviews

Tiny home-garden cabin near Freshwater Bay

The Bird Hide is ideal for singles or couples (max 2 people) interested in exploring the local area with its own garden and separate access. A comfortable king size bed, seating area and with it's own dining and inbuilt kitchen, it offers all you need for a short stay. It has a separate bathroom, as well as on outside decking area to catch the evening sun. The Bird Hide is 5 minutes walk from Freshwater Bay, even closer to footpaths to the Downs and the local village via the SSSI trail.

Top guest favourite
Flat in Isle of Wight
5 out of 5 average rating, 161 reviews

The Ocean Suite, Ventnor Beach (with Sauna)

The ultimate in beachfront living, a perfect romantic escape and popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner of 2025 LUXLife Magazine Awards, Best Coastal Retreat, South England. 52 sq metres and open plan, with bi-fold windows/doors creating a beautiful space of just you and the ocean. With 2 private balconies, 1 south facing for sunbathing, the other perfect for an alfresco breakfast in the morning sun. No pets but baby welcome!

Top guest favourite
An expansive glass door leads to a decked terrace, offering a view of the sea. A dining table set for six sits outside, surrounded by greenery. Colorful sailboats can be seen gliding across the water, bringing a sense of coastal leisure.
Chalet in Isle of Wight
5 out of 5 average rating, 283 reviews

Seaglass detached cabin stunning sea views parking

A beautifully remodeled chalet in a tranquil setting with no passing footfall/traffic so is very private but close to beach & town. Seaglass is perfectly positioned to explore Ventnor, a quirky Victorian seaside town set in fantastic scenery. There is a decked garden area with brick bbq overlooking the sea in Wheelers Bay. You are a short walk away from the seafront and also to the town. The accommodation is cosy and beautifully decorated in a coastal style. Ferry discounts available.

Top guest favourite
An inviting entrance to Mulberry Cottage features a well-lit porch with wooden railings and steps leading up. Warm lights are strung along the eaves, enhancing the welcoming appearance. The driveway is made of gravel, bordered by neatly placed planters and paving stones.
Cottage in Isle of Wight
5 out of 5 average rating, 149 reviews

Mulberry Cottage, rural get away.

Mulberry Cottage is located in an area of outstanding natural beauty. Tucked discreetly down an unmade country Lane, surrounded by fields and woodland. It has its own private garden with a newly added hot tub perfect for having fun with the family or relaxing after exploring . We are now able to offer FERRY DISCOUNTS ! message for more information If we are fully booked for the dates you require, please take a look at airbnb.com/theoldstables2 for alternative accommodation on site.

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 Isle of Wight
4.95 out of 5 average rating, 270 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 favourite
The exterior of a modern wooden barn structure is visible, characterized by a sloping grey roof and large windows. A gravel driveway leads to the entrance, with a manicured green lawn surrounding the building. A parked car is nearby, along with a tree providing natural shade.
Barn in Isle of Wight
4.99 out of 5 average rating, 142 reviews

Meadowview Barn

Enjoy sole use of this charming detached oak barn, with its upper floor recently converted into a spacious apartment. Nestled in 30 acres of stunning private grounds and countryside, perfect for peaceful walks on/off site. Super-king bed, view French doors, kitchenette, Smart TV with surround sound, pool table, table tennis, outdoor seating & BBQ. Pubs & beaches within walking/short drive. Wi-Fi, parking included. Pet-friendly on request. Ferry discounts available enquire!

Top guest favourite
The exterior of the cottage showcases a blend of traditional stonework and a charming roof. Garden beds with colorful flowers and shrubs frame the gravelled entrance, leading to a inviting wooden door. A small bench beside the door enhances the peaceful outdoor setting.
Cottage in Freshwater
5 out of 5 average rating, 492 reviews

Beautiful, secluded, country cottage near to beach

The Old Stables a beautiful, cosy and stylish barn conversion near Freshwater Bay on the Isle of Wight - Dog Friendly. PREFERENTIAL FERRY RATES AVAILABLE - see below. Originally forming part of the historic Farringford Estate the cottage nestles at the foot of the downs. It is located up a private lane in an Area of Outstanding Natural Beauty within easy walking distance of the beach - Freshwater Bay - nearby shops, a superb cafe/bar and friendly pub

Popular amenities for Isle of Wight holiday rentals

All about Isle of Wight

Located off the south coast of England, the Isle of Wight is world famous for its sailing, but has much more to offer. Measuring 23 by 13 miles, the isle is perhaps best described as a miniature version of England, with its picturesque traditional towns and villages, rolling green hills, dramatic white cliffs, and endless beaches.

The Isle of Wight has attracted visitors, including royalty, since the 19th century, and boasts a number of established seaside resorts.

Due to its 200 miles of cycle routes, the island is a highly-regarded cycling destination, while walkers can take advantage of 500 miles of footpaths. For any music lovers, the island hosts a number of festivals, the biggest being the Isle of Wight Festival in Newport in June. If sailing is your thing, head toward Cowes in the north and marvel at the sailing boats dotted throughout the Solent.

What are the top things to do in Isle of Wight?

Carisbrooke Castle

At the heart of the island is Carisbrooke Castle, a historic keep dating from circa 1100. The castle’s colourful history includes the imprisonment of a King of England in the 17th century. You can walk around the whole of the battlements for sweeping, panoramic views of the Isle of Wight. The grounds are also home to the charming Princess Beatrice Garden and the beloved Carisbrooke donkeys.

The Needles

A trip to the Isle of Wight would not be complete without heading to the far west of the island and one of its most photographed places, the Needles. These are three gleaming, white limestone stacks, ending with the Needles Lighthouse. Take the chairlift for an impressive view of the Needles jutting out from the white cliffs.

Dinosaur Isle

The Isle of Wight has been called “Dinosaur Isle” because of the vast amount of fossil remains that have been discovered here. You can go to the first purpose-built dinosaur attraction in the country in a building designed to look like a Pterosaur. As well as fossils, the island is dotted with life-size models of the dinosaurs found on the island and a robotic dinosaur.

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