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
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, 283 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

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, 210 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, 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 favorite
A private garden is featured, showcasing two wooden chairs and a small table positioned on a wooden deck. Large glass doors reflect greenery from plants and trees, enhancing the connection to the outdoor space. The setting promotes a serene atmosphere for relaxation.
Barn in Isle of Wight
4.97 out of 5 average rating, 229 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, 195 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 king size 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.

Guest favorite
Apartment in Isle of Wight
5 out of 5 average rating, 159 reviews

The Ocean Suite, Ventnor Beach (with Sauna)

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 2025 LUXLife Magazine 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, 1 south facing for sunbathing, the other perfect for an alfresco breakfast in the morning sun. No pets but baby welcome!

Top guest favorite
Guest suite in Isle of Wight
4.97 out of 5 average rating, 196 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 favorite
Cottage in Freshwater
5 out of 5 average rating, 490 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 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, 264 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 small balcony table is set for two with plates containing eggs and a pastry, accompanied by glasses of juice. The table is surrounded by light-colored chairs, positioned against a backdrop of panoramic sea views and a clear sky.
Condo in Isle of Wight
4.97 out of 5 average rating, 259 reviews

2 Bed Apartment The Priory - Panoramic Sea View

This luxury 2-bed apartment is located in a desirable area of Shanklin perched on the top of the cliff with stunning sea views. The apartment is situated on the top floor (2nd Floor) of a recently renovated Victorian gentleman’s residence dating back to 1864. The apartment has panoramic sea views with ample off street parking. Within a few minutes walk you are in the old village of Shanklin which has Tea shops, cafes, pubs

Top guest favorite
Guesthouse in Ryde
4.98 out of 5 average rating, 378 reviews

Detached secluded cottage with wood burning stove

Rosie & I let this stone built converted cart shed which is 200 years old. Paddock Cottage stands at the edge of our garden with open land behind. The accommodation is open plan 'studio style', with shower room. It is quiet and secluded and has a cosy wood burning stove. Off road easy parking and access. Well behaved dogs welcome, easy access to walkies.

Top guest favorite
A hot tub with bubbling water is positioned against a backdrop of exposed brick walls. A large mirror reflects the natural light streaming in, enhancing the area’s overall brightness. Surrounding the tub, hints of greenery are visible, adding to the relaxing atmosphere.
Barn in Isle of Wight
4.99 out of 5 average rating, 317 reviews

Stargazer Cottage with a private hot tub

Get away from it all - surrounded by nature. Countryside walks, beaches half a mile away. A lake to sit by, and woodland to walk in. Walk, cycle or just sit and watch the sunrise rise and star gaze at night whilst soaking in the hot tub. Simply beautiful setting. Please note: We can offer ferry discounts - please enquire!

Popular amenities for Isle of Wight vacation rentals

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