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, 390 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.

Guest favourite

Chalet in Isle of Wight

5.0 out of 5 average rating, 151 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.

Guest favourite

Apartment in Isle of Wight

5.0 out of 5 average rating, 123 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!

Superhost

Apartment in Isle of Wight

4.84 out of 5 average rating, 339 reviews

*Luxury Apt with stunning views over Ventnor Beach

Holiday like you are in the Mediterranean! Seacliff Self Catering apartment is a raised ground floor property in a Victorian Villa with decked verandah and unspoilt vista overlooking Ventnor Beach. Stunning seascape with outdoor seating. A private shaded courtyard to the rear. The interior is modern, stylish with a high spec finish. The property is sound proofed, with a vaulted ceiling. Adults only, no children. We are also able to provide discounted ferry travel please ask for more details.

Superhost

Apartment in Isle of Wight

4.81 out of 5 average rating, 263 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.

Guest favourite

Apartment in Isle of Wight

4.93 out of 5 average rating, 273 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.

Guest favourite

Guest suite in Isle of Wight

4.92 out of 5 average rating, 148 reviews

The Bolthole, Sunny garden annexe.

The Bolthole is a beautiful, cosy self catering annexe, located in an area of outstanding natural beauty. A well behaved dog is welcome (Supplementary fees apply) Situated on the Squirrel Trail/Cycle path. Ideal for walkers/cyclists or anyone looking for a peaceful retreat. Private secure south facing garden with BBQ, patio area and outdoor seating area. Free parking. Free WiFi. A 10 minute walk to the famous Shanklin Old Village and the chine and a further 10 minutes to the beach.

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).

Guest favourite

Hut in Isle of Wight

4.98 out of 5 average rating, 188 reviews

The Hikers' Hut, clifftop view on the Coastal Path

The Hikers' Hut at Highcliff, is a magical timber hut with stunning sea views over the east coast of the Isle of Wight. Situated on the cliff edge 100m above the shoreline between Shanklin and Ventnor, the famous Isle of Wight Coastal Path is at the front gate. The Hut borders a National Trust field and is a perfect cabin for hikers, bird watchers, beach goers and nature lovers. With its own separate entrance and garden, it sits in the apple orchard of Highcliff Estate, Luccombe.

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!

Guest favourite

Cottage in Isle of Wight

4.97 out of 5 average rating, 108 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.

Guest favourite

Condo in Isle of Wight

4.98 out of 5 average rating, 169 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