Holiday houses in Isle of Wight

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Top-rated holiday rentals in Isle of Wight

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Guest favourite

Cottage in Freshwater

5.0 out of 5 average rating, 387 reviews

A beautiful country cottage, close to the sea

PREFERENTIAL FERRY RATES AVAILABLE Welcome to The Old Stables a beautiful and stylish barn conversion near Freshwater Bay on the Isle of Wight - Dog Friendly. Originally forming part of the famous Farringford Estate - owned by Lord Tennyson, the world renown poet - it nestles at the foot of the downs and is located up a private lane in an Area of Outstanding Natural Beauty. It is within easy walking distance of Freshwater Bay - the local beach - nearby shops, a superb cafe/bar and friendly pub.

7–14 Dec

$281 NZD per night

Guest favourite

Guest suite in Godshill

4.97 out of 5 average rating, 102 reviews

Milkpan Farm Holidays

Milkpan Farm is situated in Godshill, which we have recently purchased and have refurbished. ** We offer generous discounts on the ferries * It is set in a superb rural location for couples, ramblers, dog walkers and cyclists and a great place from which to explore the Island. The accommodation is self-contained annex with private access and off-road parking. Central heating, Wi-Fi and smart TV are just some of the facilities available. The accommodation is newly fitted to a high specification.

19–26 Mar

$172 NZD per night

Guest favourite

Apartment in Isle of Wight

5.0 out of 5 average rating, 121 reviews

The Ocean Suite, Ventnor Beach (6ft superking bed)

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 22/23 LUXLife Magazine Awards, Best Luxury 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!

15–22 Oct

$541 NZD per night

Guest favourite

Home in Cowes

4.93 out of 5 average rating, 187 reviews

Seaside villa quiet spot great Sunsets. EV Charger

Recently built by ourselves New England style detached villa with 2 bedrooms, sea views and a private enclosed garden. The Master bedroom has an en-suite shower. The bathroom has a bath with shower over. The second bedroom has twin beds and a view over the rear garden and the countryside beyond. There is an open plan living space. Views of the sea from the front sitting area and master bedroom French doors from the dining area open onto a large raised deck with steps down into the garden.

3–10 Nov

$270 NZD per night

Guest favourite

Apartment in Isle of Wight

4.93 out of 5 average rating, 271 reviews

The Isley Apartment. Modern Charm in Shanklin

Contemporary and colourful flat newly renovated and furnished by a creative family. Open plan kitchen/living area with all the amenities you expect. Study room features built in desk and is stocked with vintage board games. And a relaxing, sky lit bedroom. Conveniently located, the Isley Apartment offers quick access to attractions, sights, restaurants, pubs and shopping just outside the front door. It's a ten minute walk to the beach alongside the historic Victorian Shanklin Chine.

16–23 Sep

$252 NZD per night

Guest favourite

Tiny home in Downsway, Blackbridge Road

4.96 out of 5 average rating, 102 reviews

Secluded garden cabin in 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 double 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.

30 Dec – 6 Jan

$161 NZD per night

Guest favourite

Condo in Isle of Wight

5.0 out of 5 average rating, 108 reviews

Osborne Cottage, Royal Estate, Luxury Apartment

Meadow View, Osborne Cottage is a Stylish Luxury Apartment on the Osborne Estate. This spacious 2 bedroom, 2 bathroom property overlooks the grounds of Osborne House, with a huge garden, sunny balcony and summer house. No expense has been spared to provide a comfortable, relaxing environment in the shadow of Queen Victoria’s Royal Residence. Golf, Sailing, walking and excellent dining options are all on your doorstep, enjoy the splendour of Osborne We also offer discounted ferry travel

2–9 Dec

$345 NZD per night

Guest favourite

Cottage in Isle of Wight

4.96 out of 5 average rating, 211 reviews

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.

16–23 Sep

$266 NZD per night

Guest favourite

Tiny home in Cowes

4.95 out of 5 average rating, 134 reviews

Seaside style cabin in central Cowes

'The Cabin' sits in the heart of West Cowes, tucked away behind the high street. Very compact (and very cute!), the space is kitted out in classic holiday home style. Two bedrooms and a sofa bed. Shower room. Decked garden with dining table, BBQ and outdoor sofas. Free parking space nearby. Fast broadband (free), digital TV with DVD, washer/dryer, dishwasher, microwave. Welcome breakfast for first day included. Good for families but steep steps to access. Book today!

19–26 Jan

$227 NZD per night

Guest favourite

Cottage in Isle of Wight

5.0 out of 5 average rating, 105 reviews

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres

This cottage 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, Ryde, Seaview and St Helens, perfect for cycling, walking, nature watching and exploring the IOW.

1–8 Apr

$441 NZD per night

Guest favourite

Cottage in Isle of Wight

4.97 out of 5 average rating, 106 reviews

Cozy annexe with off-street parking and sea views

Our annexe sits within the conservation area of Ryde with uninterrupted views across the Solent. It forms part of a large Regency property but has an independent access and off-street parking. With it's beaches, harbour, bustling town centre and easy mainland links, Ryde has become a popular destination for many people all year round. The annexe has been recently renovated and is superbly presented with comfortable accommodation for two people.

25 Jul – 1 Aug

$247 NZD per night

Guest favourite

Barn in Isle of Wight

4.97 out of 5 average rating, 175 reviews

Chapel Road Barn Isle of Wight

Chapel Road Barn is a lovingly restored Victorian out-building which had a variety of uses at the start of the 20th Century. 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 can offer a 15% or 20% Red Funnel ferry discount code or Tesco vouchers are accepted by Wightlink.

2–9 Feb

$202 NZD per night