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Isle of Wight

A picturesque island with rich Victorian heritage, scenic coastlines, historic castles, renowned festivals, and excellent walking and cycling routes.

Red Robin

Red Robin is a spacious four-bedroom holiday home in Lymington offering a homely atmosphere ideal for families and friends, with comfortable living spaces and easy access to local town and New Forest National Park.

family-focused child-friendly private-retreat

Totland

Totland House is a peaceful holiday property in the village of Wootton Bridge on the Isle of Wight, offering scenic views over Wootton Creek and a tranquil setting with cosy bedrooms and private outdoor spaces.

peaceful scenic family-focused child-friendly private-retreat self-contained good-stopover countryside

Ash Barn

A modern two-bedroom barn conversion in a peaceful rural setting near Wootton Bridge village, offering family-friendly accommodation with shared garden space and private parking.

stylish peaceful self-contained family-focused child-friendly private-retreat simple-check-in

Chilton Farm - Appletree

A holiday property near the coast set in countryside with shared use of tennis courts, a large lawned garden area, and barbecue facilities, accommodating six guests in three bedrooms, and welcoming up to two pets.

peaceful homely group-friendly family-focused child-friendly country-walk-base outdoor-activities

Property 4

This upside-down holiday home is set just outside Ventnor on the Isle of Wight, offering a peaceful, stylish countryside retreat with scenic views and a private garden space.

peaceful cosy homely private-retreat stylish independent-stay scenic fresh-air nature-immersion countryside country-walk-base outdoor-activities family-focused

Cooks Castle Farm - The Farriers

The Farriers is a cosy, characterful former farm building located in an Area of Outstanding Natural Beauty, offering a peaceful and homely setting suitable for families and outdoor enthusiasts, with a private garden overlooking farmland and direct access to local countryside trails.

cosy homely laid-back private-retreat easy-stay independent-stay family-focused child-friendly country-walk-base scenic fresh-air nature-immersion countryside peaceful

West Barns

Two modern barn conversions situated on a peaceful farm surrounded by countryside near the village of Wootton Bridge, offering a fresh and contemporary style with shared outdoor space and tranquil surroundings.

peaceful cosy homely laid-back private-retreat stylish self-contained family-focused child-friendly group-friendly good-for-gatherings functional simple-check-in scenic fresh-air nature-immersion countryside country-walk-base outdoor-activities waterside-feel

The Sergeants Quarters

A distinctive Grade I listed Victorian Fort converted into luxury accommodation with scenic sea and countryside views, set in a coastal area of the Isle of Wight.

stylish group-friendly family-focused child-friendly scenic countryside

Sunny South Lodge

Sunny South Lodge is a high-quality detached house located on the coastal path between Sandown and Shanklin, offering peaceful and romantic accommodation with scenic sea views and easy access to local amenities and transport.

private-retreat peaceful romantic self-contained scenic child-friendly

Winkle Cottage

Winkle Cottage is a dog-friendly cottage in the picturesque village of Calbourne on the Isle of Wight, known for its charming thatched cottages and scenic surroundings with a babbling brook.

homely private-retreat cosy family-focused child-friendly scenic peaceful country-walk-base outdoor-activities

Longford Cottage

Longford Cottage is a newly refurbished holiday home situated in a picturesque village on the Isle of Wight, offering a rural setting close to the coast and local attractions.

cosy homely private-retreat stylish self-contained scenic fresh-air nature-immersion countryside country-walk-base family-focused child-friendly

Oak Barn

Oak Barn is a contemporary barn conversion located next to Wootton Creek in a peaceful non-working farm setting near Ryde, featuring character wooden beams and an enclosed rear garden with patio.

peaceful cosy homely private-retreat easy-stay independent-stay family-focused child-friendly

Serena

Serena is a spacious detached holiday home near the seaside town of Ryde, set quietly with views over the Solent and close to local amenities and coastal attractions.

peaceful cosy homely child-friendly family-focused multi-generational scenic fresh-air nature-immersion country-walk-base outdoor-activities

The Camber

A characterful 5-bedroom, 4-bathroom reverse-level townhouse in Cowes with scenic park and harbour views, close to ferry and amenities, featuring ample living space across five floors and an enclosed garden with patios.

family-focused child-friendly scenic countryside country-walk-base outdoor-activities good-for-gatherings homely functional private-retreat

Island Retreat

This caravan accommodation is nestled in a lively holiday park setting offering cosy living space on the ground floor, ideal for a relaxed holiday with local amenities, a heated shared swimming pool, and close proximity to the scenic Isle of Wight attractions.

cosy family-focused child-friendly scenic fresh-air nature-immersion outdoor-activities

Fair Isle Holiday Cottages - Fastnet

This detached, dog-friendly holiday home offers countryside views close to the island's capital, featuring ground-floor open plan living, three bedrooms, a balcony, wrap-around gardens, and private parking.

peaceful cosy homely laid-back private-retreat stylish self-contained family-focused child-friendly multi-generational country-walk-base nature-immersion

Fort Spinney Holiday Bungalows - Bungalow 5

This ground-floor bungalow in the village of Yaverland near Sandown offers a family-friendly seaside holiday close to the beach with sea views, enclosed gardens, and easy access to local attractions and watersports.

family-focused child-friendly fresh-air easy-stay

Swallow Cottage

This accommodation is a refurbished barn conversion situated in a peaceful rural country lane, offering a cosy and homely atmosphere with private outdoor space and family-friendly features.

peaceful cosy homely private-retreat family-focused child-friendly

Park Farm - Honeysuckle Cottage

A quaint two-bedroom barn conversion on the Isle of Wight, set in a peaceful rural location near beaches and local attractions, offering a homely and stylish retreat with private outdoor space and on-site parking.

peaceful homely private-retreat stylish couple-focused romantic self-contained scenic fresh-air nature-immersion countryside country-walk-base outdoor-activities family-focused

Bayside

A charming 2-bedroom caravan located in Thorness Bay Holiday Park near the beach, providing a peaceful countryside retreat with access to park amenities and nearby Isle of Wight attractions.

family-focused child-friendly scenic countryside outdoor-activities independent-stay good-stopover

Old Coastguard Cottage

This former Victorian coastguard cottage offers cosy and homely accommodation near the beach, set in a tranquil location perfect for family holidays and coastal explorations on the Isle of Wight.

cosy homely laid-back private-retreat scenic fresh-air nature-immersion family-focused child-friendly country-walk-base outdoor-activities

Sea Breezes

Sea Breezes is a semi-detached holiday home located about 1 mile from the sandy beach at Totland, featuring a quirky layout with 3 bedrooms and 2 bathrooms across two floors, suitable for up to six guests including families with children and pets. The property includes an enclosed garden with patio, bike storage, and private parking for two cars, positioned in a scenic village ideal for coastal walks and beach activities.

family-focused child-friendly easy-stay peaceful scenic private-retreat

Fair Isle Holiday Cottages - Hill Top Cottage

Hill Top Cottage is a newly converted barn set in quiet rural countryside on the Isle of Wight, offering panoramic views and a peaceful retreat while being near the island's capital and local amenities.

peaceful cosy homely private-retreat easy-stay scenic fresh-air nature-immersion countryside country-walk-base family-focused child-friendly group-friendly

Rew Farm Barns - Property 2

This accommodation is a cosy and peaceful barn conversion set in the countryside near Ventnor on the Isle of Wight, offering a homely and stylish setting with nearby coastal attractions and countryside views.

peaceful cosy homely laid-back private-retreat stylish self-contained easy-stay independent-stay scenic fresh-air nature-immersion countryside country-walk-base outdoor-activities family-focused child-friendly multi-generational good-for-gatherings

Plover Cottage

A charming and cosy restored Victorian cottage located near coastal walking paths and birdwatching areas, offering a quiet and private retreat suitable for families and small groups.

homely private-retreat child-friendly peaceful country-walk-base nature-immersion scenic fresh-air family-focused

Elm Cottage

Elm Cottage is a semi-detached holiday home located in the Undercliff area between the cliff and the sea, providing a micro-climate with Mediterranean flora and fauna, suitable for families or friends with beach access nearby and a private courtyard garden.

family-focused child-friendly private-retreat self-contained easy-stay scenic fresh-air nature-immersion

Brook Farmhouse Cottages - Palomino Cottage

Palomino Cottage is a one-bedroom cottage on the ground floor with a kingsize bed and an open plan living space that includes a sofa bed, located in a rural coastal setting on the Isle of Wight near various attractions and countryside.

pampering homely private-retreat romantic self-contained couple-focused child-friendly group-friendly peaceful scenic

Fort Spinney Holiday Bungalows - Bungalow 3

A cosy and homely bungalow on the Isle of Wight, close to the beach and surrounded by scenic natural beauty, providing a laid-back and family-friendly environment with easy ground-floor access and shared enclosed garden space.

cosy homely laid-back private-retreat easy-stay scenic fresh-air nature-immersion waterside-feel water-activities family-focused child-friendly

Brook Farmhouse Cottages - Dapple Cottage

Dapple Cottage is a homely and family-focused holiday cottage set in a scenic countryside and coastal location on the Isle of Wight, offering a peaceful private retreat with self-contained living spaces suitable for small groups or families including pets.

homely family-focused scenic countryside group-friendly self-contained private-retreat

The Old Kitchens

The Old Kitchens is a single-storey stone cottage on the outskirts of Totland Bay village, Isle of Wight, blending traditional character with modern comfort in a peaceful coastal countryside setting.

peaceful cosy homely private-retreat family-focused child-friendly scenic fresh-air nature-immersion countryside country-walk-base outdoor-activities

Chilton Farm - Cherry

Set in beautiful countryside near the coast, this holiday accommodation offers a comfortable, family-friendly environment with shared outdoor amenities and nearby scenic walks and local attractions.

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Sandrock

A spacious detached family home situated in a peaceful rural location with a lawned garden and far-reaching countryside views, close to scenic walking routes and local village amenities.

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The Old Cowshed

The Old Cowshed is a two-bedroom lodge set in a peaceful countryside smallholding near Thorness Bay beach on the Isle of Wight, offering a tranquil rural retreat with modern comforts and scenic outdoor spaces.

peaceful cosy homely laid-back private-retreat stylish romantic self-contained scenic fresh-air nature-immersion countryside country-walk-base outdoor-activities family-focused child-friendly

Grange Farm Holidays - The Coach House

The Coach House is a family-oriented cottage in the village of Wootton on the Isle of Wight set within a rural farm environment surrounded by ancient woodland and countryside, suitable for walkers, cyclists, and nature enthusiasts.

family-focused child-friendly activity-led nature-immersion countryside country-walk-base outdoor-activities group-friendly good-for-gatherings

Monument House

This spacious 5-bedroom detached house in Totland Bay offers modern and elegant living with coastal and countryside views, accommodating up to 10 guests with pet allowance, private parking, garden and terrace spaces, and a hot tub available on request.

private-retreat family-focused child-friendly

Brook Farmhouse Cottages - Chestnut Cottage

Chestnut Cottage is a stylish family-oriented holiday cottage on the Isle of Wight with scenic countryside views, offering self-contained accommodation near a beautiful sandy beach and outdoor seating area.

stylish family-focused self-contained scenic country-walk-base outdoor-activities

Seabreeze Retreat

This two-bedroom bungalow in Shanklin offers a comfortable and well-presented coastal retreat featuring a garden, patio, and easy access to Isle of Wight attractions and local amenities.

peaceful cosy homely laid-back private-retreat easy-stay scenic fresh-air nature-immersion countryside country-walk-base outdoor-activities family-focused child-friendly

The Lodge

A contemporary lodge set in quiet rural Isle of Wight countryside, offering a peaceful retreat with open plan living, two bedrooms, private hot tub, enclosed garden, and direct access to walking and riding areas.

peaceful private-retreat romantic self-contained family-focused child-friendly scenic fresh-air countryside country-walk-base

Brook Farmhouse Cottages - Bay Cottage

Bay Cottage is a ground floor holiday cottage located near National Trust Downs and Brook Beach on the Isle of Wight, featuring 3 bedrooms, 2 bathrooms, and being suitable for up to 8 guests including 2 pets, set within the rural grounds of Brook Farmhouse with garden and private parking.

cosy homely self-contained peaceful countryside family-focused child-friendly group-friendly good-for-gatherings fresh-air nature-immersion

Horseshoe Cottage

This semi-detached cottage in the quiet village of Porchfield on the Isle of Wight offers a peaceful and homely stay surrounded by beautiful countryside and scenic walkways, suitable for small families, walkers, or cyclists.

peaceful cosy homely romantic self-contained scenic fresh-air nature-immersion countryside country-walk-base family-focused

Cooks Castle Farm - The Dairy

The Dairy is a cosy and characterful former farm building set in an Area of Outstanding Natural Beauty on the Isle of Wight, offering a private and laid-back rural retreat with scenic countryside views and access to walking and cycling trails.

cosy homely laid-back private-retreat easy-stay independent-stay scenic fresh-air nature-immersion countryside country-walk-base outdoor-activities family-focused child-friendly functional

Daisy's Cottage Annexe

This detached single-storey cottage situated on an unadopted lane near the village of Niton offers far-reaching countryside views and access to extensive walking trails in a rural setting.

peaceful cosy homely laid-back private-retreat self-contained scenic fresh-air nature-immersion countryside country-walk-base outdoor-activities family-focused child-friendly

Property 3

A stylish cottage on the Isle of Wight near Ventnor with four bedrooms and parking, featuring underfloor heating, smart TVs, a fully equipped kitchen, an enclosed garden, and a peaceful rural coastal setting.

stylish self-contained family-focused child-friendly

Overbeach

A cosy two-bedroom chalet near Sandown Beach on the Isle of Wight, offering a comfortable and convenient base with private parking and a welcoming atmosphere in a seaside holiday site setting.

cosy homely laid-back private-retreat easy-stay independent-stay scenic fresh-air nature-immersion family-focused

Priory Barn

Priory Barn is a detached, stylish holiday property located near the sea in Totland village, set within an Area of Outstanding Natural Beauty with scenic countryside surroundings and historic connections.

stylish private-retreat self-contained scenic fresh-air nature-immersion countryside country-walk-base family-focused child-friendly independent-stay

Coed Faen

Coed Faen is a three-bedroom property located in the coastal village of St Helens on the Isle of Wight, offering a peaceful setting with nearby village amenities and access to outdoor activities.

family-focused private-retreat outdoor-activities good-stopover scenic fresh-air country-walk-base

The Boathouse

This Grade II listed two-bedroom holiday cottage by the sea offers a bright and airy open-plan living space with waterside views, situated on the waterfront of the Isle of Wight with an enclosed lawned garden and convenient access to local attractions and outdoor activities.

peaceful cosy homely laid-back private-retreat romantic self-contained easy-stay scenic fresh-air waterside-feel water-activities family-focused child-friendly

Sandstones

An 18th-century stone cottage in the village of Niton, combining historic charm with modern amenities, set near the coast and countryside.

peaceful homely private-retreat stylish country-walk-base outdoor-activities family-focused child-friendly scenic self-contained

Toad Hall

Toad Hall is a spacious family holiday townhouse located just 50 yards from the water’s edge inside Island Harbour Marina, close to local bistro, sailing and ferry terminals, and set within a small enclosed garden with outdoor seating.

homely family-focused child-friendly waterside-feel private-retreat

Downs View

A spacious family-friendly holiday home near Yaverland's beach with a modern layout, enclosed garden, and private parking for three cars, ideal for a beachside getaway.

family-focused child-friendly private-retreat homely functional easy-stay scenic

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Last update: 12 June 2026
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