Holiday houses in Hillway

The Willow Shepherd's Hut, Isle of Wight

Welcome to The Willow at Hillway Huts, a shepherd's hut located on the outskirts of the village of Bembridge, Isle of Wight. A unique place to stay with views of the surrounding countryside, Bembridge airfield and our chickens. A short walk to Whitecliff Bay, the coastal path, local footpaths, a pub, bus stop and on the Round the Island cycle route. A cosy, comfortable living space with a kitchen, king sized bed, bathroom with large shower and private outside patio to relax and watch the sunset.

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.

Self-contained ensuite room in perfect location

Little Puffin is a comfortable self-contained en-suite double bedroom. It has off-road parking, wifi and a power shower. It is located centrally in Bembridge, with ready access to a whole variety of coffee shops, pubs, restaurants and village stores. Numerous beaches are on the doorstep, with options of sea-swimming, water sports and fantastic walks. Bembridge, with its harbour, iconic life-boat station and windmill, provides a beautiful base from which to explore all the island has to offer.

Fisherman’s Rest - a local Fisherman’s Cottage

The good news is that we can now offer guests ferry travel discounts, full details available in host booking confirmation sent. Bembridge is a lovely coastal village on the eastern tip of the Isle of Wight, surrounded by beaches a quirky harbour with working fishing boats. The village has a real sense of community with a village hall for events, a butchers, bakers, fishmongers, cafes, pubs and restaurants. The Bembridge RNLI Lifeboat reinforces the respect the village has for its history.

Family-Friendly Seaside Cabin at Whitecliff Bay

Welcome to 60 The Pines, a beautifully maintained 3-bedroom, south-facing caravan located in one of the most sought-after areas of Whitecliff Bay Holiday Park. This idyllic holiday home enjoys breathtaking views of the surrounding rolling hills and countryside. Perfect for family getaways, the caravan comfortably sleeps six and gives full access to fantastic on-site facilities including - 1 indoor pool with slide and 1 outdoor pool that’s heated plus a clubhouse with evening entertainment.

The Ocean Suite, Ventnor Beach (with Sauna)

The ultimate in beachfront living, a perfect romantic escape and popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner of 2025 LUXLife Magazine Awards, Best Coastal Retreat, South England. 52 sq metres and open plan, with bi-fold windows/doors creating a beautiful space of just you and the ocean. With 2 private balconies, 1 south facing for sunbathing, the other perfect for an alfresco breakfast in the morning sun. No pets but baby welcome!

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 **

Unique English Heritage Escape in *Bembridge* IOW

'The Annexe' forms part of the main residence built on the old parade ground of Steyne Wood Battery. The Battery was built on the eastern coastline of the Isle of Wight and became a scheduled monument in 2015, being one of the best surviving Victorian Batteries and, as such, all the bomb proof shelters, ammunition stores, gun positions and defensive structures in the surrounding grounds remain intact. The grounds around the property provide a peaceful escape in beautiful surrounds.

Meadowview Barn

Enjoy sole use of this charming detached oak barn, with its upper floor recently converted into a spacious apartment. Nestled in 30 acres of stunning private grounds and countryside, perfect for peaceful walks on/off site. Super-king bed, view French doors, kitchenette, Smart TV with surround sound, pool table, table tennis, outdoor seating & BBQ. Pubs & beaches within walking/short drive. Wi-Fi, parking included. Pet-friendly on request. Ferry discounts available enquire!

Whitecliff Bay-IoW-Holiday Home-3 beds-parking

Whitecliff Bay Holiday Home- Relax with the whole family at this peaceful place to stay. Lots to do and see on the Isle of Wight. Very near the beach & Bembridge village. Beach, cycling, days out Whitecliff Bay Park Passes can be booked at a very reasonable cost, 3 weeks before travelling during peak season & collected on arrival at Guest Services. Reduced ferry travel is also available, subject to availability, please enquire regarding approximate cost as subject to change.

Pebble Cottage in the heart of Bembridge

Pebble Cottage is in the heart of Bembridge, with a short walk to the local shops, where you will find a Farm Shop, Bakery, Butchers, Fish Mongers and a local food store. For eating out there is The Olde Village Inn pub, a fish and chip shop, and a great take away at Framptons. Forelands beach is a good 15 minute walk away, an excellent beach for walking the dogs (or oneself), and a great place for children to enjoy all things to do with being by the seaside.

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.