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 in Yarmouth
5 out of 5 average rating, 209 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 in Isle of Wight
4.97 out of 5 average rating, 287 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
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, 340 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 private balcony features two sun loungers and a small coffee table, all positioned to take in vast sea views. A wooden railing complements the outdoor space, along with a shaded canopy overhead, creating a serene setting by the coast.
Treehouse in Isle of Wight
4.98 out of 5 average rating, 253 reviews

The Crow's Nest, Ventnor Beach (Hot Tub)

Looking for somewhere truly unique to stay? The Crow's Nest is the perfect beach hideaway. Think of it as your own luxury treehouse overlooking the sea, complete with a couples private hot tub. Winner of the 2019 & 22 Lux Travel Most Romantic Beachfront Accommodation. A cedar cabin nestled high into the cliffside overlooking Ventnor beach. It has bi-fold windows along two sides, opening up your room so it's just you, the sea and the horizon. The Crow's Nest is part of The Cabin, Ventnor Beach.

Top guest favourite
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 favourite
A light-filled living area features panoramic windows offering expansive views of the English Channel. A cozy sofa is paired with wooden chairs and a dining table. Natural light illuminates the room, complemented by soft furnishings and a wood cabinet with entertainment options.
Guest suite in Isle of Wight
5 out of 5 average rating, 130 reviews

Sail Away - Ventnor apt with spectacular seaviews

Situated overlooking Ventnor with uninterrupted views of the English Channel. A bright, airy, and fully equipped one bedroom apartment with a private entrance and a small balcony area. Watch the Sun and Moon rise over the sea, see the fishing boats and cruise ships sail by, and if you're really lucky, you might spot a pod of dolphins swim past. On a dark night, you can see the Milky Way light up the sky. 20 minutes stroll to Ventnor beach and High Street with its independent and artisan shops.

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 in Isle of Wight
4.98 out of 5 average rating, 182 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 in Isle of Wight
4.99 out of 5 average rating, 144 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
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
4.97 out of 5 average rating, 107 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 favourite
A serene bedroom features a structured headboard against a deep blue wall. Soft bedding and decorative pillows are arranged on the spacious bed. Two bedside tables with lamps flank the bed, with light filtering through the windows, providing a calming ambiance.
Guest suite in Isle of Wight
4.97 out of 5 average rating, 198 reviews

The Guest Pad. Self contained in Ryde

Guest pad over 2 floors with separate entrance off of main hallway. Ground floor is lovely room with underfloor heating,fully equipped kitchen, sofa, dining table and chairs, piano and wall mounted tv. Upstairs is a beautiful king size bedroom that can be split to single beds if required and separate bathroom with walk-in shower. We are a short walk(10-15mins)from passenger ferry, hovercraft and beach and town centre which has plenty of shops, pubs and restaurants.

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 in Freshwater
5 out of 5 average rating, 496 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 favourite
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.
Flat in Isle of Wight
4.96 out of 5 average rating, 270 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.

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