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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.

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

Mulberry Lodge

This detached two-bedroom house offers a bright and airy coastal retreat with stunning sea views, located near beaches and local amenities, featuring a tranquil garden and private driveway parking.

peaceful scenic outdoor-activities family-focused private-retreat homely self-contained easy-stay

Marina View

This stylish holiday home is located in a peaceful residential development near a scenic marina, offering nautical views and close proximity to local amenities and seaside resorts.

stylish peaceful scenic private-retreat self-contained easy-stay family-focused child-friendly

The Haven

This ground-floor two-bedroom maisonette in Shanklin offers a peaceful and cosy retreat with a secluded garden area, set near cliff paths and local amenities including pubs and cafes, ideal for a tranquil getaway with family or small groups.

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

Willow Barn

Willow Barn is a three-bedroom barn conversion set in a peaceful rural location with access to shared lawned garden areas and an enclosed patio, providing a cosy and homely atmosphere suitable for families and couples.

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

Brook Farmhouse Cottages - The Farmhouse

The Farmhouse is a tastefully converted historic building from 1820 offering accommodation over three floors with panoramic countryside views, situated near coastal attractions and local landmarks.

family-focused child-friendly group-friendly good-for-gatherings scenic countryside private-retreat homely stylish self-contained

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

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

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

Honey Bee Cottage

Honey Bee Cottage is a no-smoking, dog-friendly cottage located in Calbourne, a picturesque village on the Isle of Wight with charming thatched cottages and nearby coastal attractions.

family-focused child-friendly peaceful romantic

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

The Annexe

This accommodation is a ground-floor cottage with open countryside views, located in a rural area near notable landmarks such as Osborne House and Carisbrooke Castle, featuring a small enclosed courtyard garden and private parking.

romantic

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

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

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

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

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

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

Shoreline Cottage

A charming Victorian former navy coastguard cottage on the sea front in Sandown with three bedrooms, three reception rooms, sea views, and an enclosed lawned garden, ideal for families with amenities nearby.

family-focused child-friendly cosy homely scenic fresh-air waterside-feel

Devonia Holiday Homes - Devonia

Devonia is a detached holiday home situated in the village of Newchurch within an Area of Outstanding Natural Beauty, offering peaceful family accommodation with enclosed garden and countryside surroundings.

family-focused child-friendly scenic nature-immersion country-walk-base outdoor-activities private-retreat

Fort Spinney Holiday Bungalows - Bungalow 4

Fort Spinney offers a single-story bungalow accommodation on the Isle of Wight that is suitable for families and couples, situated close to the beach with shared enclosed garden space and parking on-site, providing peaceful coastal stay with seaside access and local attractions.

family-focused child-friendly good-for-gatherings

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

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

Hill Croft Cottage

Hill Croft is a spacious detached cottage located in a scenic Area of Outstanding Natural Beauty on the southern tip of the Isle of Wight, suitable for up to six guests including couples and families, with views over the English Channel and close proximity to coastal and countryside attractions.

peaceful homely private-retreat couple-focused family-focused child-friendly scenic fresh-air nature-immersion wildlife countryside country-walk-base outdoor-activities good-for-gatherings

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

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

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

Fair Isle Holiday Cottages - Shannon

This contemporary detached holiday home built in 2024 offers spacious accommodation for up to 10 guests with 4 bedrooms and scenic south-facing countryside views near the island's capital.

celebration-feel family-focused child-friendly group-friendly

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.

peaceful family-focused child-friendly scenic countryside country-walk-base outdoor-activities self-contained

St. Michael’s House

St Michael's House is a detached property in the traditional English village of St Helens on the Isle of Wight, popular with families and groups seeking a tranquil retreat close to coastal attractions and countryside walks.

family-focused child-friendly nature-immersion countryside country-walk-base peaceful homely private-retreat

Kipper Cottage

Kipper Cottage is a detached ground-floor cottage with two bedrooms and en-suites, located by Wootton Creek with a large garden, coastal views, and a private jetty; it offers a peaceful coastal retreat suitable for romantic breaks and active holidays.

romantic private-retreat

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

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

Sunnyside Lodge

This two-bedroom lodge on Fairways Holiday Park offers a comfortable ground-floor open-plan living space with a shared heated outdoor swimming pool and an on-site clubhouse, situated near coastal attractions on the Isle of Wight.

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

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

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

Trinity Bee

This contemporary second-floor apartment in Ventnor offers a compact and stylish living space with open-plan design, natural light from large arched windows, and views over hillside downs, located near the beach and town amenities on the Isle of Wight.

stylish

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

Fair Isle Holiday Cottages - Fair Isle House

Fair Isle House is a reverse level detached holiday home set within extensive countryside on the Isle of Wight, featuring traditional furnishings and scenic 360-degree views, suitable for families and groups with pet allowance and outdoor space.

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

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

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

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

Loreto

This holiday cottage is located in an Area of Outstanding Natural Beauty on the western side of the island, known for scenic walking routes and a spacious garden area with outdoor seating and BBQ.

peaceful cosy homely laid-back private-retreat romantic self-contained easy-stay independent-stay scenic fresh-air nature-immersion country-walk-base outdoor-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

The Shieling

This semi-detached coastal holiday home on the western Isle of Wight is a small, pet-friendly retreat ideal for couples, featuring open plan living, a small enclosed patio and private parking.

romantic couple-focused self-contained private-retreat peaceful scenic outdoor-activities

Hampton House

A luxurious Victorian villa overlooking a picturesque West Wight beach, set across multiple floors with family-friendly and pet-friendly features in a scenic waterside location.

family-focused child-friendly self-contained private-retreat scenic waterside-feel good-stopover country-walk-base outdoor-activities

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 - 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

The Galley

The Galley is a warm and welcoming single-storey cottage on the Isle of Wight with panoramic countryside views, situated close to local attractions and amenities.

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

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  • Isle of Wight (pet-friendly, family)
Last update: 10 June 2026
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