By Wyndham Vacation Rentals

Isle of Wight

For a tiny island, the Isle of Wight really knows how to pack a punch. Every summer, tens of thousands of music fans descent on Newport to enjoy three days of dancing, singing, and dressing up. For one weekend, the entire island is home to the UK’s biggest open-air party, and the atmosphere is infectious.

But the rest of the year, visitors will find a very different Isle of Wight: a beautiful, peaceful, and sophisticated part of England which is the perfect location for a quiet weekend away or a family vacation.

Holiday cottages with pools are the best way of experiencing all the hidden nooks and crannies of this unique island, with its tiny stone villages, long golden beaches, and world-class restaurants.

As one of the most southerly parts of the UK, the Isle of Wight is a great place to simply soak up the summer sun at your own cottage with a swimming pool, or on the pretty beaches by Yarmouth or Ventnor. Cottage with pools also allow you to venture off the beaten track, and discover some of the hidden gems that have not yet become popular tourist attractions. On the east of the island, visit the pretty village of Bembridge, with its stone windmill and coastal views. Or cycle through the pristine countryside of the Isle of Wight AONB, stopping off at the thatched village of Brighstone for a pint at The Three Bishops on your way home.

Kids and families will particularly appreciate the island’s cottages with private pools, where you can plan out your daily adventures by the poolside. Rent a sailboat at Cowes and spend the day drifting along the Solent, or stopping off at coastal towns such as Shanklin, Ryde and Seaview. Or walk along the shoreline looking for crabs and fossils. The island is known as the ‘Dinosaur Capital’ of Great Britain due to the abundance of fossils which can be found along the rocky coastline. Budding palaeontologists can hunt for their own dinosaur bones at Compton Bay, near Freshwater, or around Yaverland Beach near Sandown, and guided fossil walks are often offered by visiting scientists and researchers.

When you have your own base on the island, it won’t be long before it feels like home, and you’ll find yourself returning year after year.

3 cottages are available
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  • Debourne Lodge


    Ref: 26436

    Ideal holiday location

    This attractive listed property has been modernised yet retains many character features such as exposed stone walls, wooden floor, beams and an open fire. Detached, the house stands in its own enclosed garden and also benefits from an outdoor heated swimming pool. Ideally located, it lies close to a junction providing links to nautical Cowes and all the other attractions this island has to offer. The mild climate and sandy beaches are a haven for holidaymakers, with a wealth of water sports. Shop 500 yards, pub and restaurant 400 yards.

    Ground floor: Living room with beams and wooden floor. Dining room/kitchen with beams and slate floor. Conservatory. Bathroom with shower attachment and toilet. Steep curved stairs to first floor: 3 bedrooms: 1 double, 2 single, each with sloping ceilings, one with 3 steps down. 3 steps up to separate pool house: Utility room. 1 double bedroom. Shower room with toilet. Some low beams and doorways.

    Open fire in living room (initial fuel included). Gas central heating, gas, electricity and bed linen included. Freeview TV. Video. CD. Gas hob. Electric oven. Microwave. Washing machine. Tumble dryer. Dishwasher. Freezer. Enclosed patio and furniture. Parking (1 car). Private outdoor swimming pool (6m x 3m, depth 1.9m) available June-September. No smoking. NB: 2 steps to patio.

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  • Cheverton Farm - Brummell Barn


    Ref: PYV

    Nestling in the beautiful Bowcombe Valley, just 4 miles from the nearest south coast beach, are these two properties. Brummell Barn is one of the original outbuildings to Cheverton Farmhouse, converted to provide highly individual and spacious accommodation. Boasting a wealth of interesting and original features, the barn has a splendid galleried sitting-room with beamed, vaulted ceiling enjoying lovely views over the surrounding countryside from its south-facing window. West-facing windows overlook the farmyard. Set close to the owner’s home on their mixed sheep, beef and arable farm, Brummell Barn has its own enclosed terrace with garden furniture and barbecue and Wendy house. Cheverton Farm Cottage is attached to the owner’s 18th-century home, with beams throughout. It has a large garden, and patio with garden furniture and barbecue (note: entrance is from the side door, not shown in photograph). With access to 730 acres of meadow and arable land adjoining forest and downland walking trails, visitors also enjoy shared use of a trampoline, swings, climbing frame, slide, games room with table tennis and air hockey, fitness room and a separate room with full-size billiard/snooker table (for adults) and darts, as well as use of the family’s indoor heated swimming pool. With dogs, ducks, chickens, sheep and cattle to visit, children will enjoy watching the varied farming activities (lambing in April). A perfect base for a family holiday, offering all the peace and quiet of the countryside combined with bathing beaches and a mild sunny climate.Shorwell, with its thatched stone cottages and Jacobean houses is 1 mile, while all the island’s popular seaside resorts are easily reached by a circular coastal road. Sandown and Shanklin, on the east side, have fine sandy beaches and Ventnor, at the southern tip, with its Botanic gardens, is huddled between steep, wooded cliffs. The farmhouse is a registered mountain bike centre for the Isle of Wight, there is an approximately 3 mile bike trail from the farm. Para-gliding, riding and golf can also be arranged (at cost). Shop and pub serving food 1 mile.

    Ground floor: Impressive entrance hall open to the ceiling, with ceramic-tiled floor. Large and well-equipped, traditional farmhouse-style kitchen/dining room with TV and ceramic tiled floor. Utility. Separate toilet. Lower ground floor: Double bedroom with en-suite shower room. Two twin bedrooms. Wet room with toilet and bidet. Separate toilet. First floor: Galleried sitting room overlooking hall with rugs on wooden floor, vaulted beamed ceiling and south-facing picture window boasting splendid countryside views. Double bedroom with 5ft bed and en-suite shower cubicle. Twin bedroom. Bathroom with shower attachment. Separate toilet. Most rooms with beams.

    • Two cots
    • Two high chairs
    • Z-bed (for +1)
    • Two TVs (one Teletext)
    • Double oven electric range
    • Tumble dryer
    • Additional fridge
    • Wi-fi
    • Wendy house
    • Parking (for 4 cars)

    • Electricity, full oil central heating, bed linen and towels included
    • Video
    • DVD
    • Microwave
    • Washing machine
    • Dishwasher
    • Fridge/freezer
    • Own terrace with furniture
    • Shared access to 730 acres of farmland with footpaths and bridleways
    • Barbecue
    • Shared children’s play area with trampoline, swings, slide, and climbing frame
    • Shared games room with table tennis and air hockey
    • Shared separate snooker room with darts and full-size table (adult use only) and fitness room
    • Shared use of indoor heated swimming pool
    • No smoking
    • NB: Pond and drops in grounds

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  • Wychwood

    Totland, near Freshwater

    Ref: 28885

    Private heated indoor swimming pool

    Wychwood is set on the cliff-top in an Area of Outstanding Natural Beauty between the pretty yachting port of Yarmouth and the spectacular Needles on the western tip of the Isle of Wight. Opposite this detached holiday home is a local landmark known as ‘Turf Walk’ and a short walk down the steps leads to the beach at Totland Bay. As well as the beach there is a private indoor swimming pool and a six person Jacuzzi to enjoy. The gardens offer great outdoor space with the secluded lawned back garden and the front garden with terrace, where guests can enjoy views across the Solent and south coast, and watch beautiful sunsets. There are many attractions within an easy drive including Blackgang Chine, Ventnor Botanical Gardens, traditional pottery making, Calbourne Water Mill, various NT homes and gardens, vineyards, museums, wildlife centres, zoo, pearl factory, Carisbrooke Castle, Osborne House, Cowes and Yarmouth harbours. Outdoor pursuits: golf, cycling, riding, sailing, fishing and diving. Beach 250 yards. Shop, pub and restaurant 600 yards.

    3 steps to entrance. Lower ground floor: Utility room. 3 bedrooms: 1 double (6ft), 2 twin, both with additional single (for alternative sleeping). Bathroom with shower over bath and toilet. Ground floor: Living room. Dining room/kitchen with French doors and wooden floor. 4 steps to separate toilet. 1 double bedroom with en-suite wet room and toilet. Steep, open-tread stairs to first floor: 1 double bedroom with low sloping ceiling.

    Open fire in dining room/kitchen (initial fuel included). Gas central heating, electric heater (in first floor bedroom), gas, electricity, bed linen and towels included. Digital TV. DVD. CD. Gas hob. Electric oven. Microwave. Washing machine. Tumble dryer. Fridge/freezer. Dishwasher. Wi-fi. Enclosed front garden with terrace, sitting-out area and furniture. Enclosed rear garden with patio and furniture. Barbecue. Ample parking. Indoor heated swimming pool (7m x 3m, depth 1m to 1.5m) with Jacuzzi and shower. Pool table. No smoking. Family bookings only.

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Cotages with Hot tubs Cottages part of our Luxury collection Something with a swimming pool A place near the Coast

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