Family-friendly holiday rentals in Saint Helens

Chapel Road Barn, I.O.W Ferry discount available

Chapel Road Barn is a lovingly restored Victorian out-building which is an ideal place for a couple to stay whilst exploring the Isle of Wight. Beautifully furnished and cozy.... We are a 5 minute drive from the car ferry or a 25 minute walk to Ryde Pier. The number 9 bus stop is 2 minutes away and we have a variety of country walks and lovely cycles on hand....... We have partnered with both Red Funnel and Atlas ferries to offer generaous ferry discounts from both Portsmouth and Southampton

Family · Kitchen · Parking

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres

This accommodation has been specifically designed for couples looking for a tranquil break where quality and attention to detail are important factors. Ideal for romantic breaks or special occassions, surrounded by open countryside with an abundance of wildlife right outside your door. The quiet yet accessible location is a few minutes drive from various beaches perfect for cycling, walking, nature watching and exploring the IOW. See "Other details" for ferry discounts. EV charging at 40p KWH.

Family · Indoor spaces · Accuracy

The Beach House

The Beach House, West Wittering Beach. An airy, bright home, shares a garden with the main house, sitting directly on the beach. A perfect getaway, an hour and a half from London. It is self-contained and is close to Goodwood, Chichester Theatre, great bike routes, local pubs and, of course, the sea is on your doorstep. Open-plan fully-equipped new kitchen, big comfortable sofa, TV/Wifi, separate shower room. Super king double bed, plus 2 single beds on large mezzanine floor with a sea view.

Family · Indoor spaces · Hospitality

One bedroom cottage escape

Relax and make yourself at home in our charming 1-bedroom bungalow — the perfect retreat for a restful getaway. Featuring a super king-size bed with White Company bedding, a well-equipped kitchen and a bright and comfortable living room with stunning views of the garden. The modern restroom includes a walk-in shower and Rituals toiletries for a luxury experience. Enjoy your morning coffee on the patio or take advantage of the hammocks on the pond both with views of the surrounding garden.

Family · Indoor spaces · View

Wight Cottage in central Cowes

Wight Cottage is in St Mary's Road, a quiet neighbourhood close to the shops, pubs and restaurants of Cowes High Street. Next available dates for Wight Cottage are in May 2027. You'll appreciate the careful refurbishment of this 175 year old shipwright's house. In the summer you can throw open the French windows to a sunny garden. In the winter underfloor heating will keep you warm. Wight Cottage is just a few minutes walk from the marinas in Cowes. Perfect for a Cowes sailing event.

Indoor spaces · Kitchen · Location

The Apple Store - peace and perfect sunsets

Tucked away from the village, neighbouring a historical windmill, The Apple Store is only a short walk to shops, pubs and beautiful beaches, Our quiet cosy annexe is the ideal spot from which to explore the Island. With its warm and intimate ambience, perfect sunsets with a glass in your hand, and enormous luxury bed for a great nights sleep, its a great place for couples to enjoy! ** Having made a booking we are able to refer you to our agent who offers significant ferry discounts **

Kitchen · Family · Long stay

Clara Cottage: Perfect - comfortable and stylish

Clara Cottage is the perfect holiday home for up to 6 guests. St Helen's Beach is a few minute's walk away, the Duver nearby is a beautiful nature reserve with bird life and sand dunes. The village green opposite has a huge grassy area plus a children's play park. The village shop and post office sells everything that you could need . There is a pub on the green and a restaurant. Any time of year, you will find that this is an idyllic location. You are welcome to bring a dog with you.

Indoor spaces · Family · Bathroom

Gorgeous seaside holiday home

Cornwall Cottage has been loved by four generations of our family - we have many happy memories of holidays spent in the beautiful village of Seaview. The cottage is comfortable, cosy and child friendly, it is the perfect base for a seaside holiday - beaches, boating, biking, bucket and spade, crabbing, eating, exploring, fishing, pubbing, riding, stone skimming, swimming, sitting in the sun, ship spotting, shrimping and walking are some of the things we love to do when we are here.

Kitchen · Family · Biking

Gull House, Seaview

Gull House is situated 5 minutes walk away from the sandy beach at Seagrove Bay & 15 minutes walk to the sailing village of Seaview. The secluded Priory Bay beach and woodland is just also nearby. Gull House is newly renovated to a high standard & is laid out over three floors. Four double bedrooms and bathrooms as well as two TV rooms make this house perfect for two families sharing. The large back garden includes a BBQ, outside heaters and a decked area for dining al fresco.

Family · Kitchen · Nearby

Quirky & cool with amazing views to Isle of Wight

Quirky coastal property situated on the beach at Bracklesham Bay. This coastal inspired apartment is light and airy with dramatic sea views across to the Isle of Wight. Close to Chichester harbour and the South Downs and world renowned Goodwood, whether you’re a kite boarder or car enthusiast, this location has it all. Plenty of local restaurants and shops and with great fish and chips on your doorstep, you won’t have to venture far for that seaside experience.

Family · Indoor spaces · Parking

Luxury TinyHome • HotTub • Garden • Walk to Beach

Award-winning luxury tiny home with a private Jacuzzi® hot tub, just moments from Ryde's sandy beach. Perfect for romantic breaks, coastal walks and relaxed island stays, The Cabana offers your own private garden, underfloor heating, a super-comfy kingsize bed with premium linen, superfast fibre WiFi and Nespresso coffee machine - all within easy walking distance of shops, cafes and the vibrant seafront at Ryde, Isle of Wight. Exclusive ferry discounts included.

Kitchen · Family · Barbecue

Iconic Beach Front Stay | The Watch House, Lepe

A standout seafront landmark on Lepe Beach, The Watch House is a lovingly restored former lifeboat and coastguard station, once used to combat smuggling across the Solent. With original features, a modern kitchen, wood burner, cosy window seat over the water, and views to the Isle of Wight, it’s a guest favourite—“an iconic beachfront stay” and “perfect relaxing getaway.” Pet-friendly with parking for two, perfect for families, couples, or friends.

Indoor spaces · Kitchen · Walkability