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
Apartment in Isle of Wight
4.99 out of 5 average rating, 180 reviews

The Ocean Suite, Ventnor Beach (with Sauna)

Laid back beachfront living at its best, a romantic escape - popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner 2025 LUXLife 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, one south facing for sunbathing, the second with a private sauna, combine with a swim in the sea just a few steps away. No pets but baby welcome!

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, 367 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
5 out of 5 average rating, 202 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, 223 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
Chalet in Isle of Wight
5 out of 5 average rating, 299 reviews

Seaglass detached cabin stunning sea views parking

*Ferry discount* A beautiful chalet in a tranquil setting. No passing footfall/traffic so very private. Close to beach & town with panoramic sea views. 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
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
4.97 out of 5 average rating, 233 reviews

Beautiful, spacious Ventnor retreat.

Our beautifully renovated and spacious apartment in Hambrough Road is situated in a lovely location in the town of Ventnor. It’s perfect for short breaks or 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! **Please note that 15.5% + VAT goes to Airbnb.

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, 520 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 home of the famous poet, Alfred Lord Tennyson - 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 Freshwater Bay, nearby shops, a superb cafe/bar and friendly pub

Guest favorite
A wrap-around balcony offers sweeping views of Cowes Harbour at sunset. A wooden table with two wine glasses and plates is set up, inviting moments of relaxation. In the distance, a ferry is seen approaching, framed by a colorful display of flags along the waterfront.
Apartment in Isle of Wight
4.93 out of 5 average rating, 109 reviews

Fabulous Cowes duplex with harbour views

2 bedroom apartment in West Cowes oozing charm & with sweeping views of Cowes harbour and the Solent. Situated at the entrance to the River Medina in the heart of Cowes Old Town, the flat comprises 2 double bedrooms, 2 bathrooms, cosy, open plan kitchen/dining/living room & top floor lounge/office/bar with wrap-around balcony & views across to the mainland. Cowes High Street is on the doorstep, with an array of independent shops & restaurants. RedJet is 3-4 minutes away on foot. Sleeps 4.

Top guest favorite
A spacious bedroom is softly illuminated by two elegant lamps beside the bed. Neutral tones are complemented by soft bedding and decorative pillows. A window allows natural light to fill the room, and framed art pieces adorn the walls, enhancing the serene ambiance.
Guest suite in Isle of Wight
4.98 out of 5 average rating, 117 reviews

The Apple Store - peace and perfect sunsets

Tucked away from the village, neighbouring a historical windmill, The Apple Store is only a short walk to shops, pubs and beautiful beaches, Our quiet cosy annexe is the ideal spot from which to explore the Island. With its warm and intimate ambience, perfect sunsets with a glass in your hand, and enormous luxury bed for a great nights sleep, its a great place for couples to enjoy! ** Having made a booking we are able to refer you to our agent who offers significant ferry discounts **

Guest favorite
A charming thatched cottage is surrounded by mature gardens and lawned areas. The cottage features multiple windows adorned with vibrant greenery. A blue sky and bright sunlight highlight the serene setting, inviting views of the natural landscape.
Cottage in Isle of Wight
4.93 out of 5 average rating, 143 reviews

Breakers Sound - Thatched Cottage with sea views

Breakers Sound is a detached, listed thatched cottage that sits within an acre of mature gardens with stunning sea views across the English Channel from most areas of the property. The historic village of St Lawrence sits within an area of outstanding natural beauty, with coastal and country walks on the doorstep of the cottage and easy access to many of the island's attractions. The vibrant town of Ventnor, with all its amenities, bars and restaurants, is a 5 minute drive away.

Top guest favorite
An outdoor dining area features a stylish table set with drinks and refreshments. Comfortable chairs surround the table, which has a glossy surface reflecting the clear blue sky and distant sea views. The surrounding trees provide a serene backdrop.
Home in Isle of Wight
4.98 out of 5 average rating, 125 reviews

Longwood Edge, a dream home by the Sea

This stylish, spacious, ‘State of the Art’ home is perfect for those looking for a luxurious, relaxing break in a tranquil coastal location. With a large open plan living/dining area, fully equipped kitchen with breakfast island, 3 large bedrooms and 2 luxurious bathrooms. Located on a quiet road 100 yards from the award winning Bonchurch Inn, you can relax, stay at home or wander into Ventnor with its variety of restaurants. We provide discounted ferry travel on booking.

Top guest favorite
Tiny home in Isle of Wight
4.98 out of 5 average rating, 125 reviews

Luxury TinyHome • HotTub • Garden • Walk to Beach

Award-winning luxury tiny home with a private Jacuzzi® hot tub, just moments from Ryde's sandy beach. Perfect for romantic breaks, coastal walks and relaxed island stays, The Cabana offers your own private garden, underfloor heating, a super-comfy kingsize bed with premium linen, superfast fibre WiFi and Nespresso coffee machine - all within easy walking distance of shops, cafes and the vibrant seafront at Ryde, Isle of Wight. Exclusive ferry discounts included.

Popular amenities for Isle of Wight vacation rentals