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 Ventnor

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!

4.99 out of 5 average rating, 182 reviews

Top guest favorite

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

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

4.97 out of 5 average rating, 323 reviews

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

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

4.89 out of 5 average rating, 375 reviews

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

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

5.0 out of 5 average rating, 525 reviews

Top guest favorite

A tranquil coastal view is captured, featuring calm waters and a sandy beach. Cliffs are visible in the distance, along with boats gently floating on the water. A seating area with light-colored chairs is positioned in the foreground against a backdrop of soft, natural light.

Condo in Freshwater

Luxury Beach Apartment with direct beach access

Our beautiful apartment is presented to reflect it’s stunning location, right on Freshwater Bay. Wake up to sea views from your bed and access the large private terrace from the living area. Swim or paddle board before breakfast and be on and off the beach all day, making the most of this luxurious beachside apartment. There are great views of Tennyson Down with a fabulous walk straight from the door. Local shops and cafes are all within easy walking distance, so you can truly relax.

4.99 out of 5 average rating, 103 reviews

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

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.

4.96 out of 5 average rating, 299 reviews

Top guest favorite

A large glass door opens to a spacious deck with stunning sea views. Bright blue skies are visible, dotted with white clouds, and lush greenery frames the scene, enhancing the tranquility of the coastal landscape.

Cabin in Ventnor

Beautiful, modern chalet with stunning sea views

The Lookout is a recently renovated timber chalet which sits in an elevated position with stunning sea views. The quirky Victorian town of Ventnor with its beach and beachside cafes and restaurants is a short walk away along the promenade which is accessed by steps from the chalet. It’s also a short walk to supermarkets etc. The Lookout is ideal for adults looking for a quiet, peaceful location with stunning sea views whatever the season or weather. 15% ferry discount available.

4.99 out of 5 average rating, 100 reviews

Top 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 Ventnor

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.

4.93 out of 5 average rating, 148 reviews

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

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.

4.99 out of 5 average rating, 215 reviews

Top guest favorite

Chalet in Ventnor

Seaglass detached cabin stunning sea views parking

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.

5.0 out of 5 average rating, 301 reviews

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

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.

4.97 out of 5 average rating, 152 reviews

Guest favorite

A spacious garden is depicted, featuring well-maintained hedges and shrubs surrounding an open lawn. The distant view of the sea is showcased against a clear blue sky, providing a serene backdrop to the greenery.

Home in Freshwater

Bungalow with Sea Views

Relax with the whole family at this peaceful getaway! A period Arts and Crafts bungalow with a sunny, fenced, garden overlooking Freshwater Bay. You are welcome to bring your dog and walk from the front door in every direction to enjoy the West Wight. Enjoy a short stroll down to Freshwater Bay, continue further all the way to the Needles in one direction. Step out of the back gate and onto the bridleway leading over the downs to our favourite place, Compton Bay.

4.91 out of 5 average rating, 116 reviews