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 cottage showcases a light-colored facade with clean lines. A small tree is positioned in a pot by the entrance, while well-trimmed hedges create a welcoming atmosphere. The bright blue sky adds to the serene environment, enhancing the charm of the property.
Cottage
5 out of 5 average rating, 210 reviews

Sea Drift - a beautiful Fisherman’s Cottage

Sea Drift is a beautiful pied-à-terre. This 2 bedroom Victorian Fisherman's Cottage is tucked away in a Private Mews. Perfect for a couple wanting a quiet weekend away. Nestled in Yarmouth's Conservation Area, Sea Drift is a 2 min walk from the Harbour and Coastal Path. Attention to detail is a prerequisite; the cottage has a light clean ambiance with a wood burner and king size bed. Sailing, beach, boutique shops, buses, taxis and restaurants. Public transport 2 mins walk Self catering

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
4.97 out of 5 average rating, 292 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

Guest favourite
Flat
4.99 out of 5 average rating, 166 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 favourite
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
4.89 out of 5 average rating, 343 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 favourite
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
4.99 out of 5 average rating, 183 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 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
5 out of 5 average rating, 212 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
Chalet
5 out of 5 average rating, 289 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 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
5 out of 5 average rating, 500 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

Top guest favourite
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
4.98 out of 5 average rating, 106 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 **

Top guest favourite
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
4.98 out of 5 average rating, 188 reviews

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.

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
4.99 out of 5 average rating, 151 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
A private pergola area features a hot tub with soft blue lighting, inviting relaxation. A cozy sofa is positioned nearby, accompanied by a patterned rug and decorative elements. Soft fairy lights add a gentle ambiance above, enhancing the tranquil setting.
Guest house
4.98 out of 5 average rating, 218 reviews

Cosy Cabin with Private Hot tub | Isle of Wight

Modern purpose built self contained cabin, next to the house but with its own private entrance and private pergola area with canvas sides complete with cosy seating & lighting plus hot tub! Situated in East Cowes. The house was part of the Osborne estate so we are situated right next to Osborne House, also a 2 minute drive or 20 minute walk from East Cowes Red Funnel. We are also on a main bus route to Newport or Ryde. There is private access & your own parking space.

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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