Family-friendly vacation rentals in Brading

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

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.

Snug accommodation next to a working Steam Railway

Uniquely situated adjacent to Havenstreet Steam Railway (Free Entry), Station Snug offers a warm welcome to those visiting the beautiful Isle of Wight. You really couldn't be staying closer to the steam action & will love all the chuffs, toots and engine sounds that fill the air. Perfect for walkers, birdwatchers, cyclists and horse riders too! Guests will enjoy exclusive use of their own Snug space in a sensitively renovated brick building with en-suite, lounge/kitchenette & pretty courtyard.

Idyllic Rural Island Farm Stay, Great Upton Farm

Ferry discount now available! The Annex at Great Upton Farm is a beautiful farm home, consisting of wooden beams, tiled floors and a private garden. Set on a picturesque farm and attached to the main house, The Annex is a 3 bedroom property with 2 bathrooms, a kitchen and open dining area as well as a large living space with an electric log effect burner. We are located in peaceful countryside with plenty of rural walks, cycle tracks, wildlife and only 10 minutes drive from Ryde Pier and Beach.

Delightful Chalet Bungalow with a Spa

This beautifully presented chalet is within an old vineyard in a woodland area on the outskirts of Ryde ,with stunning views around the property. Although secluded, it is just a short distance to Ryde town centre & beaches . The property boasts a living/dining room with a smart tv and dining table and chairs , one being a double sofa bed.. Walk in shower in bathroom.. The kitchen has everything you need including dishwasher… The bedroom can be made up as 2 singles or kingsize upon request.

Newchurch Nook, sunny garden cottage.

A beautiful open plan, self catering chalet. Space for Baby and a travel cot. A well behaved dog is welcome. 15% discount Ferry travel with Red Funnel. Situated on the Squirrel Trail/cycle path.Ideal for walkers,cyclists or anyone looking for a peaceful retreat. Woodburner, ideal for cosy nights in. All logs supplied. Private secure south facing garden with table & chairs. Safe store for bikes. Free parking. Free Wifi. Award winning Pointer Inn & Garlic Farm within walking distance.

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.

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.

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.

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.

Spacious apartment close to beach

UP TO 25% OFF RED FUNNEL FERRY TRAVEL FOR NEW BOOKINGS MADE & COMPLETED BY 14 SEPTEMBER 2026. Rosie's Place is a bright and airy 1st floor split level apartment in a quiet area with views of Sandown Bay and within walking distance of the beach and High St. It's well equipped & beautifully presented with its own lovely sunny garden, free wifi and private off road parking.

Detached secluded cottage with wood burning stove

Rosie & I let this stone built converted cart shed which is approx 200 years old. Paddock Cottage stands at the edge of our garden with open land behind. The accommodation is open plan 'studio style', with shower room. It is quiet and secluded and has a cosy wood burning stove. Easy parking off road. Well behaved dogs welcome, easy access to walkies.