Vacation rentals in Isle of Wight

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Top-rated vacation rentals in Isle of Wight

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Top guest favorite
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, 210 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 favorite
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 favorite
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, 229 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 favorite
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.

Guest favorite
Apartment in Isle of Wight
5 out of 5 average rating, 159 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 favorite
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, 281 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 favorite
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 favorite
A cozy living area features a dark leather sofa paired with vibrant cushions. A light wooden coffee table sits on a textured rug, while two chairs are positioned by a bay window with sea views, allowing natural light to fill the space.
Apartment in Ventnor
4.96 out of 5 average rating, 205 reviews

Beautiful, spacious Ventnor retreat.

Our beautiful spacious apartment in Hambrough Road has been completely renovated and is situated in a lovely location in the town of Ventnor. It is perfect for a short break or for longer stays. It looks directly out to sea over the road and wall in front. It’s in the most ideal location in that the beach and town are literally two minutes walk away. We occasionally receive discount codes for the vehicle ferries so please do ask. We would very much like to welcome you!

Top guest favorite
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, 490 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

Top guest favorite
A window with multiple panes frames a serene view of the sea, revealing shades of blue and distant sailboats. A basket of fresh fruit sits on a windowsill, while a potted plant adds a touch of greenery to the interior.
Apartment in Isle of Wight
4.96 out of 5 average rating, 265 reviews

Seascape - a Luxurious Coastal Escape

**Wightlink Ferry Discount Available Upon Booking** Nestled in a peaceful beachside setting, yet just moments from the Portsmouth-Ryde ferry links and a direct route to London, Seascape offers the ultimate island retreat. Boasting stunning sea views, private beach access via a secluded gate, and a south-facing sun terrace, this luxuriously furnished apartment is perfect for couples or young families seeking relaxation and adventure by the coast.

Guest favorite
The charming stone facade of the house is framed by lush greenery and colorful foliage. A thatched roof lends rustic character, while windows reveal a glimpse of the inviting interior. A small entrance leads to an outdoor seating area, surrounded by trimmed hedges.
Cottage in Niton
4.86 out of 5 average rating, 145 reviews

Classic Farmhouse nestled in National Landscape

Locks Farm House is a Grade II listed stone build dating back to 1702. It is a traditional long thatch with the roof also covering the former barn. There are two plain beam reception rooms and two double bedrooms, one with an original panel wall. All the rooms look out onto a walled garden and the Downs surrounding the village. The current owners restored the house lovingly using original materials and remain resident in Niton.

Top guest favorite
Guesthouse in Ryde
4.98 out of 5 average rating, 378 reviews

Detached secluded cottage with wood burning stove

Rosie & I let this stone built converted cart shed which is 200 years old. Paddock Cottage stands at the edge of our garden with open land behind. The accommodation is open plan 'studio style', with shower room. It is quiet and secluded and has a cosy wood burning stove. Off road easy parking and access. Well behaved dogs welcome, easy access to walkies.

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