Isle of Wight Cottages

All cottages available for only £25 Deposit!*

For a limited time only, all our cottages can be reserved for only £25 Deposit. Don't miss out!

Your search returned 141 cottages.

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsNo

    A lovely coastal three bed, semi-detached holiday cottage. Wonderful open plan living area, conservatory, private garden. Moments walk from the stunning Colwell Bay. Beach 3 mins walk. Shops, pubs, cafés and restaurants all under a mile. (Ref. 936741)

    Last booked within the last 2 days

    7 nights from £70 per person

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    • Sleeps7
    • Bedrooms3
    • PetsNo

    Superb, Grade II listed thatched Isle of Wight cottage. Quality accommodation with woodburner. Lovely garden with treehouse, courtyard, lawn and summerhouse. In Shorwell village. Newport 5 miles. (Ref. 4270)

    7 nights from £71 per person

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    • Sleeps2
    • Bedrooms1
    • PetsNo

    A luxury, modern cottage set on the grounds of Abshot Manor and Country Club with complimentary membership. Set within an enclosed courtyard. High standard with sumptuous decoration. Open plan. Titchfield 2 miles. (Ref. 961323)

    Last booked within the last 2 days

    7 nights from £183 per person

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Holiday cottage sleeping 2, close to New Forest. Parking, WiFi. In Rockbourne. (Ref. 967959)

    7 nights from £150 per person

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Converted former granary on owner's farm, WiFi, Parking. In Rockbourne (Ref. 967948)

    7 nights from £131 per person

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    • Sleeps6
    • Bedrooms3
    • PetsYes

    A delightful Sunday School conversion in Totland, Isle of Wight. A characterful property boasting many original features and close to a multitude of beaches and amenities. Freshwater 1 mile. (Ref. 938079)

    7 nights from £66 per person

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    • Sleeps3
    • Bedrooms1
    • PetsYes

    Delightful beachfront cottage apartment. Tranquil, rustic open plan living accommodation. Only seconds from beach. Panoramic picturesque coastal views across the Solent. Café/ bistro next door. Newport 12 miles. (Ref. 905105)

    Last booked within the last 2 days

    7 nights from £86 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsYes

    Charming semi-detached cottage between Freshwater and Yarmouth. Peaceful setting, pet-friendly, lawned garden, bike storage. Walks from the door. Yarmouth and Freshwater 1.6 miles. (Ref. 950244)

    Last booked within the last 2 days

    7 nights from £63 per person

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    • Sykes Rating
    • Sleeps8
    • Bedrooms4
    • PetsNo

    A wonderful holiday home only a few minutes' walk from the clean waters of Freshwater Bay. Four bedrooms, including one with en-suite facilities. Superb views, Tennyson Down walks from the doorstep. Yarmouth 3 miles. (Ref. 929075)

    7 nights from £65 per person

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    Immaculately-presented Isle of Wight cottage in historic Brading. Open plan accommodation with WiFi. Pubs, shop, restaurants and footpaths on doorstep. Superb transportation links. Ryde 4 miles. (Ref. 10532)

    7 nights from £72 per person

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    A luxury semi-detached cottage in the centre of Ventnor. Two immaculate bedrooms. Decked courtyard. Shops, pubs, restaurants, café’s all within walking distance. A few minutes takes you to the beach. Newport 10 miles. (Ref. 947773)

    7 nights from £90 per person

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    • Sleeps7
    • Bedrooms3
    • PetsNo

    A magnificent Georgian townhouse in the centre of Ryde. Beach, boutique shops, pubs, restaurants and cafes all on your doorstep. Contemporary and spacious living accommodation, packed with many original features. WiFi. Sea views. Sandown 7 miles. (Ref. 923987)

    Last booked yesterday

    7 nights from £74 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms2
    • PetsYes

    Single-storey, pet-friendly cottage in Totland. Heart of farming community, ideal touring base. Shops, restaurants and pubs 1 mile. (Ref. 23533)

    Last booked 9 hours ago

    7 nights from £56 per person

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    • Sykes Rating
    • Sleeps8
    • Bedrooms4
    • PetsYes

    A wonderful coast and country family home with spectacular nurtured gardens, in the village of Chale on the South West coast of the Isle of Wight. Quality spacious accommodation, pet-friendly. Ventnor 7 miles. (Ref. 948970)

    7 nights from £79 per person

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    • Sleeps8
    • Bedrooms4
    • PetsYes

    A detached house next to the owner's working arable and livestock farm. Private garden, fields and woodland for exploring, a real paradise for all the family. Pet-friendly. Cowes 1.5miles. (Ref. 934829)

    7 nights from £72 per person

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    • Sykes Rating
    • Sleeps2
    • Bedrooms1
    • PetsNo

    A luxury detached property, set in the heart of Verwood in Dorset. Open plan accommodation. Double bedroom with en-suite. Garden with patio. Ringwood 5 miles. (Ref. 961904)

    7 nights from £143 per person

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    • Sleeps2
    • Bedrooms1
    • PetsNo

    A delightful, single-storey, detached timber-clad cottage in the village of Boldre in the New Forest National Park. Well-presented, furnished to a good standard. Woodburner. Lymington 2.6 miles. (Ref. 25473)

    Last booked 9 hours ago

    7 nights from £152 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsNo

    A stunning three bed semi-detached coastal holiday home in Bembridge. Beautiful, spacious living area, packed with many thoughtful touches. Moments from the beach and pub. Shops, café’s and restaurants all within easy walking distance. Ryde 7 miles. (Ref. 944838)

    Last booked within the last 2 days

    7 nights from £73 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsYes

    Superb mid-terrace cottage in seaside town of Shanklin. Ideal base for a family. Sandy beach within walking distance. Pet-friendly. Sandown 2.2 miles. (Ref. 954088)

    7 nights from £61 per person

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    A cosy and light terraced cottage situated in the hamlet of Afton Barns, near Freshwater. Family friendly accommodation. Open plan living. Within walking distance of shops, pubs and beach and golf. Freshwater 1.4 miles (Ref. 937163)

    Last booked yesterday

    7 nights from £76 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsYes

    This large detached cottage is perfectly set in woodlands and within a short walk of the thriving village of Horndean. Off road parking for 3 cars. Large contemporary kitchen. Excellent walking area. Portsmouth 8 miles. (Ref. 932871)

    Last booked yesterday

    7 nights from £82 per person

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    • Sleeps5
    • Bedrooms3
    • PetsYes

    A comfortable, well-equipped detached family house in South Hampshire. WiFi. Zip/link super king-size double bed. Large enclosed garden. Convenient touring base between Southampton and Winchester. Eastleigh 1 mile. (Ref. 917165)

    Last booked yesterday

    7 nights from £77 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    A thoughtfully converted old cart house, on a working farm on the edge of the village of Shorwell, Isle of Wight. Panoramic views of the Downs. Short walk to pub. Beach 2 miles. Newport 6 miles. (Ref. 22110)

    7 nights from £66 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsNo

    A stunning river fronted three bed townhouse within the Island Harbour Marina development, just outside of Newport on the Isle of Wight. Stunning views of the River Medina down towards Cowes. Restaurant and bar 5 mins walk. (Ref. 938266)

    7 nights from £72 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsNo

    Superb two-floor apartment in Bembridge village. Modern accommodation. Ideal for a family or friends. Sandy beach and variety of shops within walking distance. Ryde 7 miles. (Ref. 943090)

    7 nights from £72 per person

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    • Sykes Rating
    • Sleeps5
    • Bedrooms3
    • PetsNo

    A spectacular semi-detached eco house located in Freshwater, Isle of Wight. Contemporary interior. Solar panels. Close to sea. Ref 952914. (Ref. 952914)

    7 nights from £73 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    A well-furnished semi-detached cottage situated in the rural village of Havenstreet near to the town of Ryde on the Isle of Wight. Open plan accommodation. Woodburning stove. Countryside views. Pub 3 mins walk. Ryde 3 miles. (Ref. 959795)

    Last booked 8 hours ago

    7 nights from £81 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    A remarkable 19th century cottage in the heart of Ventnor on the Isle of Wight. Child friendly. Close to the coast. Shop and pub on doorstep. Cowes 15 miles. (Ref. 956776)

    7 nights from £78 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    Well-presented detached bungalow set in the heart of Upton, Isle of Wight. Open plan accommodation. Sandown and Newport 7 miles. (Ref. 942766)

    Last booked yesterday

    7 nights from £66 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsNo

    Stunning Island Stone cottage, hidden away in one of the Isle of Wight's most beautiful locations. WiFi. Wonderful cottage garden with exquisite coastal views of the English Channel. Short walk to beach and Ventnor Botanic Garden. Ventor 1.7 miles. (Ref. 926287)

    7 nights from £69 per person

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    • Sykes Rating
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    • Sleeps2
    • Bedrooms1
    • PetsYes

    A delightful Yarmouth, ground floor, self-catering apartment on the beach. Ten mins from Yarmouth on the Isle of Wight. Use of private slipway. Ideal for couples. (Ref. 4222)

    7 nights from £106 per person

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    • Sykes Rating
    • Sleeps2
    • Bedrooms1
    • PetsNo

    A character second floor coastal apartment in Ventnor. Easy access to the beach with breathtaking sea views. 5 mins walk to the beach. Shops, pubs, restaurants, cafes all within walking distance. Newport 10 miles. (Ref. 948738)

    7 nights from £114 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    A delightful end-terrace cottage in village location opposite the village green. Well-equipped accommodation. Pub, shop and beach within walking distance. Bembridge 2 miles. (Ref. 949694)

    7 nights from £64 per person

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    • Sykes Rating
    • Sleeps8
    • Bedrooms4
    • PetsYes

    Comfortable detached timber lodge on 100 acre coastal Shorefield Country Park. Open plan living. Family-friendly. Near beach. Opportunity to access on-site leisure facilities inc. pools and gym. Close to New Forest. Milford On Sea 1.5 miles. (Ref. 936071)

    7 nights from £56 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsNo

    Attractive and comfortable cottage within walking distance of beautiful Freshwater Bay. Spacious family accommodation. Perfect for exploring this part of the Isle of Wight. Yarmouth 3 miles. (Ref. 14477)

    7 nights from £57 per person

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    • Sykes Rating
    • Sleeps3
    • Bedrooms1
    • PetsNo

    Cosy converted 16th century stone-built cottage with a thatched roof near Yarmouth and Freshwater. Lots of character with open beams, woodburning stove. Short walk to local beach, harbour and seaside shops. Freshwater 1 mile. (Ref. 941962)

    Last booked yesterday

    7 nights from £95 per person

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    • Sykes Rating
    • Sleeps8
    • Bedrooms4
    • PetsNo

    A fabulous, Island Stone barn conversion on the Isle of Wight Coastal Path, near Ventnor. Private patio with spectacular coastal and farmland views. Beach 5 mins walk. Ventnor 1.5 miles. (Ref. 926288)

    7 nights from £70 per person

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    • Sykes Rating
    • Sleeps5
    • Bedrooms2
    • PetsNo

    Superb, two-bedroom cottage near Steephill Cove, between Ventnor and St Lawrence. Stunning panoramic coastal views of the English Channel. Shared games room. Beach 5 mins walk. Ventnor 1.5 miles. (Ref. 926286)

    Last booked within the last 2 days

    7 nights from £76 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsYes

    Holiday cottage sleeping 6, close to New Forest. Parking, WiFi. In Rockbourne. (Ref. 967949)

    7 nights from £78 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsNo

    Wonderfully located barn conversion cottage in the small hamlet of Gatcombe. Well-equipped, comfortable accommodation. Enclosed patio with furniture. Stunning walks and mountain biking from cottage. Newport 4 miles. (Ref. 903663)

    7 nights from £53 per person

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    • Sleeps9
    • Bedrooms5
    • PetsNo

    This superbly-presented New England-style cottage, set on the highest point in Yarmouth, boasts stunning Solent, Downs and marshland views. Light and spacious living accommodation. Harbour, restaurants and shops 5 mins walk. (Ref. 15493)

    7 nights from £98 per person

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    • Sykes Rating
    • Sleeps2
    • Bedrooms1
    • PetsYes

    Charming ground floor coastal apartment. Spacious studio accommodation. Stunning panoramic views across the Solent. Use of a private slipway. Café next door. Newport 12 miles. (Ref. 906577)

    7 nights from £115 per person

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    • Sykes Rating
    • Sleeps2
    • Bedrooms1
    • PetsYes

    Comfortable single-storey beamed wing of owner's cottage. En-suite facilities. Private enclosed patio. Excellent base for touring the New Forest. Fordingbridge 3 miles. (Ref. 913307)

    Last booked within the last 2 days

    7 nights from £134 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsNo

    This lovely three bed semi-detached bungalow, open plan, spectacular coastal and farmland views. Direct access onto the coastal path. Five minutes’ walk from the beach, Ventnor 2.3 miles. (Ref. 918526)

    7 nights from £72 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    Coastal chalet set within the family-friendly holiday village of Gurnard Pines on the Isle of Wight. Contemporary open plan family accommodation. Many facilities on-site. Beach within one mile. Cowes 1 mile. (Ref. 930670)

    7 nights from £56 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    A first floor spacious apartment in Totland. Close to many beautiful beaches and Downland walks. Shops, pubs, cafés and restaurants all within easy walking distance. Freshwater 1 mile. (Ref. 920548)

    7 nights from £81 per person

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    • Sykes Rating
    • Sleeps9
    • Bedrooms4
    • PetsNo

    Double storey cottage at The West Bay Club & Spa. Ferry travel for one vehicle and six passengers included in price. Free facilities include indoor swimming pool, gym, squash courts and over 60 fitness classes per week. Cafe and Island Wellness Spa. (Ref. 943927)

    Last booked within the last 2 days
    • Save up to £130 - Mon 13th Mar to 29th Dec 2017

    7 nights from £63 per person

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    • Sleeps5
    • Bedrooms2
    • PetsNo

    Beautifully-presented cottage in Brading. Open plan accommodation. Pubs, shop, restaurants and footpaths on your doorstep. Superb transportation links. Ryde 4 miles. Sandown and Yaverland beach 1.7 miles (Ref. 27600)

    7 nights from £49 per person

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    • Sleeps6
    • Bedrooms3
    • PetsNo

    One of our lovely Hampshire holiday cottages, in Milford on Sea. Cosy cottage, beach close by, great for touring the south of England and Isle of Wight. (Ref. 3757)

    7 nights from £53 per person

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    • Sleeps7
    • Bedrooms3
    • PetsNo

    Spacious semi-detached Victorian cottage, set in the heart of the Hampshire town of Andover. Superb, quality accommodation. Garden room with home cinema system, Sky HD, Blu-ray player. Enclosed garden. Andover town centre 5 mins walk. (Ref. 14325)

    7 nights from £50 per person

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All cottages available for only £25 Deposit!*

For a limited time only, all our cottages can be reserved for only £25 Deposit. Don't miss out!

*Applicable to holidays commencing at least 6 weeks in the future. Full balance due 6 weeks prior to departure. Please refer to £25 deposit offer terms & conditions for further information.

Just show me Isle of Wight Cottages

Looking for an alternative holiday destination on the South Coast? Take a look at our self catering holiday cottages to rent in the Isle of Wight, the little island with lots to shout about. Located just three miles off the Hampshire coast, the Isle of Wight's easy-going pace of life feels a world away from the bustle of the mainland, making it ideal for romantic getaways or a far-flung family holiday.

Isle of Wight Cottage Holidays

We've a great range of Isle of Wight cottages to rent, from luxury cottages in the town of Cowes, to coastal cottages near Shanklin Beach. Enjoy an active break in one of our Isle of Wight country cottages, where walking and cycling trails meander through the quaint countryside. Or, spend some time with your beloved pooch in one of our dog friendly Isle of Wight cottages- we've plenty to choose from at affordable prices.

Where will you choose to stay during your trip to the Isle of Wight? If you can't decide, read our visitor guide to the Isle of Wight below. We've provided a wealth of information to help make choosing your Isle of Wight holiday cottage a whole lot easier, including information on the best attractions and beaches, when's the best time to plan your visit and how to get there. We want to make your trip to the Isle of Wight as fun and hassle-free as possible, so read our Isle of Wight visitor guide below, or scroll down to choose your favourite Isle of Wight holiday cottage now!

Read our Isle of Wight Visitor Guide

Planning your visit to the Isle of Wight

Climate

With its fine and sunny climate, the Isle of Wight is one of the UK's most highly regarded summer holiday destinations. Choose to stay in an Isle of Wight self-catering cottage during the months of May, June, July or August, and you're virtually guaranteed wall to wall sunshine and above average temperatures. The summer also sees the arrival of some of the island's top attractions, including Cowes Week, the largest sailing regatta in the world, as well as the Isle of Wight Festival, an annual music event boasting an award winning line-up.

But that's not to say that the Isle of Wight is strictly a summer destination! Between the bracing coastal walks, warming grub in the local pub and of course the countless cosy cottages, a winter break on the Isle of Wight is well worth it too! What's more you won't have to contend with the crowds of holidaymakers who flock to the island in the warmer months, and the seasonal dog bans on some of the prettier beaches are lifted meaning you can soak up the scenery whilst Fido frolics in the sands!

Where to stay

With our Isle of Wight cottages, you'll have a great range of stunning destinations to choose from. We have Isle of Wight holiday rentals dotted from coast to country across the island, providing the ideal base for exploration and discovery. On the West side of the island, peaceful valleys make for some of the best walking and cycling on offer in the Isle of Wight. To the East, award winning blue flag beaches abound. In the North, the town of Cowes is sure to delight with its annual sailing regatta, whilst the south provides picturesque scenery, welcoming hamlets and an abundance of rare wildlife- let a holiday rental on the Isle of Wight and the choice is yours!

How to get there

Getting to your Isle of Wight holiday let couldn't be easier thanks to the array of Isle of Wight ferry services that are available. Departing regularly from Lymington, Southampton and Portsmouth, ferry services to the Isle of Wight take approximately one hour and an array of vehicles are permitted on board. Ferries sail to East Cowes, Fishbourne and Yarmouth, so do your research before booking to ensure that the arrival port is within close proximity to your Isle of Wight holiday accommodation.

Things to do on the Isle of Wight

When you book an Isle of Wight holiday rental, one thing's for certain: there'll never be a shortage of exciting and diverse attractions to discover. The Isle of Wight is home to a plethora of award-winning visitor attractions that will quickly fill your holiday itinerary- here's a taster of what you can look forward to during your self-catering break on the Isle of Wight.

Best beaches to visit on the Isle of Wight

For family holidays on the beach, a holiday rental on the Isle of Wight is ideal. Boasting 17 award winning beaches, including four prestigious blue flag beaches, the Isle of Wight's coastline is thought to be one of the best in Europe- impressive, considering it's a mere 57 miles in length. Family friendly beaches on the Isle of Wight include the popular Shanklin and Sandown, whose soft sands and colourful beach huts provide a picturesque setting for family fun, whilst the wide expanses of sand at Compton Bay and Bembridge are ideal for dog walkers.

Away from the popular tourist beaches, couples will revel in the hidden coves of Totland, Colwell Bay, Steephill Cove and Freshwater, whose secluded sands are ideal for romantic breaks. If you prefer surfing to smooching, choose an Isle of Wight holiday let near Brighstone beach, where splendid scenery and big swells make for an excellent place to hit the waves.

Discover history & heritage

If you're out to discover more about the Isle of Wight's rich history and heritage during your trip, the perfect place to start is with a visit to the palatial Osborne House near Cowes. Built as a holiday retreat for the late Queen Victoria and Prince Albert, Osborne House is open to the public 7 days a week and features regal architecture and peaceful parterre gardens that prove perfect for picnicking. Elsewhere, the imposing ramparts of Carisbrooke Castle hark back to the Isle of Wight's somewhat grizzly past, whilst the 16th century keep of Yarmouth castle offers striking views across the Solent.

Child Friendly activities on the Isle of Wight

Taking a break on the Isle of Wight with your kids? Must-see attractions include Blackgang Chine near Ventnor, an award winning amusement park dating back to 1843. Opening times for Blackgang Chine vary throughout the year, but the park is usually open to the public between 10am and 6pm daily, giving you plenty of opportunity to plan your visit. Other child friendly attractions on the Isle of Wight include Dinosaur Isle, an interactive museum dedicated to the island's geological heritage, as well as the Isle of White Donkey Sanctuary, a scenic home for needy mules that offers a great day out for the little ones.

Other attractions near your Isle of Wight cottage...

Other Isle of Wight attractions to look out for during your self-catering holiday include the Isle of Wight Steam Railway at Ryde, Coleman's Animal Farm in Newport and Nunwell House and Gardens in Brading, whose country park is a great place for a brisk walk. Other areas of the island that are ideal for walking include the Tennyson Down on the West Coast, which connects to over 500 miles of well-maintained footpaths that wind through the Isle of Wight's spectacular landscape.

Whether your Isle of Wight holiday itinerary comprises lazing on the beach or hiking through the countryside, our Isle of Wight self-catering cottages are perfect for any type of holiday. Discover the delights of England's favourite island today, with a holiday cottage on the Isle of Wight from Sykes Cottages!