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.

3 – 10 Nov

$1,787 AUD total

Guest favourite

Chalet in Isle of Wight

5.0 out of 5 average rating, 149 reviews

Rural Escape Set in 6 Acres of Gardens.

If you're looking for a bit of tranquility in an unspoilt country side setting, a few minutes drive from various beaches, Ryde, Seaview and St Helens, then come and stay with us in our detached private chalet, set in six acres of gardens. Suitable for couple getaways. Our location is perfect for cycling, walking, nature watching and exploring the IOW. A full continental breakfast is included as well as plenty of essential supplies. We look forward to welcoming you to our little slice of Eden.

28 Dec – 4 Jan

$2,047 AUD total

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!

29 Dec – 5 Jan

$3,444 AUD total

Guest favourite

Guesthouse in Isle of Wight

4.97 out of 5 average rating, 127 reviews

Cosy Chalet With Private Hot tub - No Cleaning Fee

Modern purpose built self contained chalet, 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 15 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. It is an ideal location.

13 – 20 Sept

$1,803 AUD total

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

$1,722 AUD total

Superhost

Apartment in Isle of Wight

4.81 out of 5 average rating, 262 reviews

The St Clares Hideway, Ventnor

Welcome to The St Clares Hideaway. This self contained apartment has panoramic sea views from both the bedroom and the private deck, and is only minutes from the seafront. The deck overlooks our illuminated water cascade. St Clares Hideaway is close to the town centre and easy walking distance to the seafront, restaurants, pubs, shops, bus stops, Victorian promenade, cafes and wonderful walking routes. St Clares Hideaway has its own free, private parking accessed from Kings Bay Road.

15 – 22 Jan

$614 AUD total

Guest favourite

Cottage in Isle of Wight

4.91 out of 5 average rating, 114 reviews

Harbour Cottage. cosy, romantic cottage in Cowes

Harbour Cottage - perfect romantic getaway. Close to the centre of vibrant Cowes with local independent shops, cafes, restaurants and marinas. You can leave the car at home! Minutes from Red Jet terminal, floating bridge and Shepards Marina. Generous ferry discounts enquire on booking Harbour Cottage is great for short breaks, or longer stays. Fully fitted kitchen, lounge, conservatory, bathroom and bedroom with king size bed and small sofa fold out ideal for child or small adult only

11 – 18 Dec

$1,167 AUD total

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 Sept

$1,604 AUD total

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.

28 Oct – 4 Nov

$821 AUD total

Guest favourite

Guesthouse in Bembridge

4.98 out of 5 average rating, 103 reviews

The Cabin at Howe Lodge

A lovely garden cabin with vintage details. It's very comfortable, quiet, with sea views nearby. It's a short walk to the beach and coastal path. The village, pubs and restaurants are also within walking distance. The cabin is in the garden of the main home, but very private. There is a toilet and a wash basin within the cabin. The heated shower is outdoors with sea views! We offer a simple and tasty complimentary breakfast served in your cabin or on our deck (weather permitting).

12 – 19 Aug

$1,131 AUD total

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!

21 – 28 Dec

$1,510 AUD total

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.

20 – 27 Mar

$1,321 AUD total