Holiday Homes in Isle of Wight

Find and book unique holiday homes on Airbnb

Top-rated Holiday Homes in Isle of Wight

Guests agree: These holiday homes are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
A modern annex is depicted from the garden, featuring large windows and a triangular roof. Vibrant flowers, including red poppies, surround a white picket fence, creating a colorful foreground. Lush greenery frames the scene, adding to the inviting ambiance of the outdoor space.
Holiday home in Isle of Wight
4.9 out of 5 average rating, 120 reviews

Annex with garden in the heart of Freshwater Bay

A lovely annex in the heart of Freshwater Bay with a large garden. 1-minute walk to the Piano Cafe which serves great breakfast & lunches + just 50 metres further is Orchards, a handy local corner shop. Less than 10 minutes walk to beautiful Freshwater Bay beach and Tennyson Down walks. 10 minutes by car to the pretty Harbourside town of Yarmouth, the Needles & Totland, Colwell & Compton beaches. Tescos supermarket, local fishmonger, butcher & baker just 5 minutes drive away or all walkable.

Guest favourite
A six-seater hot tub is positioned on a spacious deck, surrounded by striped lounge chairs. The view reveals a well-maintained holiday park with colorful cabin-style buildings and green areas under a partly cloudy sky.
Holiday home in Isle of Wight
4.85 out of 5 average rating, 34 reviews

Downs View Retreat Isle of Wight with HotTub,

The Lodge is situated on the best holiday park on the IOW and is located on the side of the park called Crosswinds. The patio deck looks onto Culver Down with great views. The park has a private beach and is close to the village of Bembridge which has a selection of great cafes and restaurants. The Island has many activities all year round which makes it unique among staycation locations. Explore, soak up the atmosphere, then come back to a luxury home from home and a warm soak in the hot tub!

Top Guest favourite
Holiday home in Isle of Wight
4.97 out of 5 average rating, 76 reviews

Holiday flat in Shanklin, Isle of Wight

'The Courtyard', located in Shanklin's Old Village, is bright, spacious and airy throughout. Please contact us for a Wightlink 25% ferry discount linked to your booking or we may be able to offer a Red Funnel car return at a discount. Due to the convenient location of The Courtyard, it is a short walk to pubs, restaurants and tea rooms . A 10/15 minute walk to Shanklin seafront with cafes, arcades, crazy golf and sandy beaches. Shanklin town and bus links are in close proximity to the flat.

Guest favourite
A cozy living area showcases a light-coloured sofa adorned with decorative cushions. A dining table with light wood finish is visible, complemented by a patterned rug underfoot. Large windows provide a view of the outside, and subtle lighting enhances the peaceful atmosphere.
Holiday home in Great Thorness
4.79 out of 5 average rating, 53 reviews

2 Bed Static Caravan, Thorness Bay, Isle of Wight

Come and visit us on the beautiful Isle of Wight, 2 bedroom static caravan, sleeps 5 (6 with cot), lovely home from home holiday let with a larger than normal master bedroom and bathroom. Own parking space. Short walks to the beautiful Thorness Bay that’s visible from the caravan. Sit on the south facing decking to get a bit of the sun all day round. With facilities including an indoor pool, the Boathouse Bar and Restaurant and play areas for the children you are sure to enjoy our stay with us.

Top Guest favourite
Holiday home in Chale
4.93 out of 5 average rating, 118 reviews

Gotten Manor Estate - Right Cart House

A remote, 200-year-old stone barn converted into two self catering cottages, retaining the open facade of the original building, situated on the Gotten Estate . Hidden at the end of a country lane, tucked away at the foot of St. Catherine’s Down, a mile inland from the south coast of the Isle of Wight, in the middle of an AONB. Ideal for walking or cycling. Cart House is split into two cottages, so the Left Cart House can also be booked for larger gatherings. FERRY DISCOUNTS AVAILABLE!

Top Guest favourite
A modern kitchen and living area are visible, featuring a spacious beige sofa and a dining table set for six. The kitchen includes a refrigerator, oven, and microwave, with ample cabinetry and countertop space. Natural light enters through a large window.
Holiday home in Hillway
5 out of 5 average rating, 80 reviews

Whitecliff Bay-IoW-Holiday Home-3 beds-parking

Whitecliff Bay Holiday Home- Relax with the whole family at this peaceful place to stay. Lots to do and see on the Isle of Wight. Very near the beach & Bembridge village. Beach, cycling, days out Whitecliff Bay Park Passes can be booked at a very reasonable cost, 3 weeks before travelling during peak season & collected on arrival at Guest Services. Reduced ferry travel is also available, subject to availability, please enquire regarding approximate cost as subject to change.

Guest favourite
A light-filled entrance features large front windows framed by a low stone wall. A picnic table is positioned on a paved area in front of the bungalow, accompanied by neatly trimmed hedges. The blue sky with scattered clouds adds a serene backdrop.
Holiday home in Isle of Wight
4.88 out of 5 average rating, 140 reviews

2 bedroom bungalow in holiday village

Located in a Holiday Village set within 37 acres of coastal countryside, a 5 minute stroll from the local sandy beach and perfectly positioned for enjoying the nearby stunning sunsets . The bungalow is a great stopover for a walking, cycling or motorcycling tour of the island and is virtually on the coastal path between Yarmouth and Alum Bay, but equally well positioned for a family holiday or a get together with friends. 20% Red Funnel discount available on request.

Superhost
The exterior of Cleveland's Country House is showcased, featuring a grand multi-level structure made of stone with large windows. A gravel driveway leads up to the front entrance, surrounded by a well-maintained garden with plants. Nearby buildings and a staircase are visible, indicating additional accommodations.
Holiday home in Wroxall
4.77 out of 5 average rating, 112 reviews

Clevelands Coastal & Countryside

Clevelands Country House is a charming self-catering retreat in an Area of Outstanding Natural Beauty. This peaceful escape features 4/5 comfortable bedrooms—including a two-bedroom suite—and accommodates up to 10 guests. Enjoy your own terrace with BBQ in beautiful surroundings. Nearby, discover Ventnor restaurants, stunning beaches, and plenty of outdoor activities. Ideal for families or groups, it's dog-friendly and well placed for exploring the island.

Top Guest favourite
A bright bathroom features modern fixtures, including a white sink and toilet. A mirrored cabinet reflects light from the window adorned with a decorative curtain. Neatly stacked turquoise towels are placed beside the sink on a white vanity unit.
Holiday home in Cranmore
4.94 out of 5 average rating, 68 reviews

Cottage, private garden one bedroomed cottage.

Quercus, our annex, is a self contained one bedroom cottage, lounge, patio, kitchen, walk-in shower and dedicated parking set within an AONB. However not too far from local amenities and the town of Yarmouth, Isle of Wight. 200 yards from bus stop and local pub within 20 mins walk. Prospective guests should note that the cottage is accessed by 2 steps to the front door and the same applies to accessing the rear garden. Once inside there are no further steps.

Top Guest favourite
A serene view of the sunrise over a calm harbor, with several sailboats anchored gently on the water. In the foreground, lush green foliage frames a well-maintained garden, leading to a balcony with outdoor seating. A British flag gently waves in the breeze.
Holiday home in Isle of Wight
4.92 out of 5 average rating, 131 reviews

2 bedroom flat in central Cowes with harbour view

Sleeps 4, at a push, in three rooms including lounge. Cot if required. Toilet and shower room. Fridge, microwave, toaster, kettle, sink, but no oven or hob. TV & Wifi. Laundry facilities available One minute walk from Red Jet. Outside seating on balcony with harbour view. Secure off road car parking. Perfect base for a couple with young children or sailors in a regatta. Sorry no pets.

Guest favourite
A spacious bed is adorned with crisp white linens and a textured blue throw. A wooden tray features two grey cups, a coffee press, and freshly baked croissants, creating a welcoming display for breakfast.
Holiday home in Isle of Wight
4.98 out of 5 average rating, 60 reviews

Modernised spacious period property close to beach

Located in charming Bembridge, this spacious three bedroom period property was built in the early 1900s. Seaglass has been recently refurbished throughout to create a spacious, stylish and homely feel. The house is perfectly situated within a few minutes drive of several local beaches and Bembridge village. It is also within walking distance of a local co-op, pubs and eateries.

Superhost
The exterior of a stone cottage features a sturdy wooden door and several windows, allowing natural light to enter. A wooden picnic table is positioned in the foreground, surrounded by a lawn and low shrubs. The signs indicate the cottage's name.
Holiday home in Brighstone
4.68 out of 5 average rating, 19 reviews

Damson Cottage, Chilton Farm

Country farm cottages in a courtyard setting in an area of outstanding natural beauty. Ten minute walk to the beach. Two tennis courts. Spacious shared outside gardens. BBQ area. Free parking. Two friendly ponies. Small fishing pond stocked with carp. The beautiful village of Brighstone one mile away with family and dog friendly Pub, Village Shop and Newsagent with Tea Room.

Popular amenities for Isle of Wight holiday homes

Destinations to explore