Vacation rentals in Isle of Wight

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Top-rated vacation rentals in Isle of Wight

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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 Wootton Bridge
4.89 out of 5 average rating, 333 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 favorite
A serene garden pond is surrounded by lush greenery and wildflowers, reflecting clear blue skies. A gazebo can be seen in the distance, complemented by wooden decking and seating that invites relaxation. Tall grasses frame the tranquil waters, creating a peaceful natural retreat.
Cottage in Isle of Wight
4.99 out of 5 average rating, 170 reviews

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres

This accommodation 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 various beaches perfect for cycling, walking, nature watching and exploring the IOW. See "Other details" for ferry discounts. EV charging at 40p KWH.

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, 206 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.

Guest favorite
Two lounge chairs sit on a wooden deck overlooking the tranquil sea, with sandy beach visible in the distance. The ocean reflects a clear blue sky, while plants along the railing add a touch of greenery to the serene coastal setting.
Apartment in Isle of Wight
5 out of 5 average rating, 156 reviews

The Ocean Suite, Ventnor Beach (6ft superking bed)

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 22/23 LUXLife Magazine Awards, Best Luxury 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, 266 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. 15% ferry discount codes available.

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
4.96 out of 5 average rating, 217 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, 185 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 double 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 favorite
The kitchen features modern cabinetry and sleek appliances. A large central island with natural wood bar stools provides seating. Natural light fills the space through a window, highlighting the minimalist decor and functional layout.
Home in Isle of Wight
5 out of 5 average rating, 114 reviews

Bonnie View Hilltop Retreat, Luxury Holiday Home

Mother~daughter team, and Islanders Bianca and Bonnie welcome you to their luxury holiday bungalow, a beautiful space for you to relax and unwind. Inspired by Ventnor’s landscape, guests can connect to nature through thoughtful interior design, taking influence from the natural beauty surrounding us. With ample parking, it's an ideal base to explore locally and across the island. Please note Bonnie View is unsuitable for young children under 12. We provide discounts for Ferry travel.

Top guest favorite
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, 116 reviews

Meadow View 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 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, 477 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 Please ask for details. 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, 250 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.

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 Isle of Wight
4.99 out of 5 average rating, 202 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 .

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