Vacation rentals 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.

Value · Location · Layout

The Ocean Suite, Ventnor Beach (with Sauna)

Laid back beachfront living at its best, a romantic escape - popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner 2025 LUXLife 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, one south facing for sunbathing, the second with a private sauna, combine with a swim in the sea just a few steps away. No pets but baby welcome!

Location · Family · Walkability

Award-Winning Cottage | 5 Min Walk to the Beach

Grove Mews is an award-winning, architect-designed cottage with a genuine beach house feel — light-filled, beautifully detailed, and right in the heart of Bembridge village. Five minutes on foot takes you to the beach. The double-height living room, gallery-quality artwork, and considered design make it feel far larger and more special than the footprint suggests. Whether you're here to explore the island or simply do very little, it's a genuinely lovely base. 150 Mbps broadband in the house.

Family · Location · Amenities

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 · Location · Condition

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.

Family · Location · Kitchen

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.

Value · Family · Getting around

Houseboat Heyvon on the sea

Heyvon is in an enviable location on Bembridge Harbour overlooking the bay and St Helens Duver. An ideal resting place to take in fantastic views and dine alfresco if the mood takes you! Either way there are plenty of things to do locally such as the beach just a short walk to the end of the road, visit the village 10 mins walk away or plenty of walks to take in the views. Heyvon is suitable for couples or singles looking for a relaxing place on the water. We are also dog friendly.

Location · Bathroom · Outdoor spaces

Rosie’s Isle of Wight Caravan - Whitecliff Bay

Situated at the award winning Whitecliff Bay Holiday Park, my caravan is located on the main site of the park with everything you need for a great holiday. The park has private access to a beach, 2 pools, crazy golf, play areas, restaurant, bar and entertainment. Discount ferry bookings at additional cost available on request. Situated in Bembridge, the park is close to the sandy beaches of Sandown, the Isle of Wight Wildheart Sanctuary and many other great local attractions.

Location · Family · Wifi

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.

Location · Family · Check-in

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.

Value · Location · Walkability

Pete's Pad - Whitecliff Bay - Isle of Wight

Pete's Pad is sited at Whitecliff Bay, Bembridge. 6 berth caravan - One king bedroom with en suite toilet and two twin bedrooms, Bathroom/shower with hand towels provided. Based on a large plot on Crosswinds, mains gas, electricity, WiFi, Parking next to the caravan and a large decking area with garden furniture. No Smoking is permitted in the caravan. Site passes for access to facilities not included. !WIGHTLINK DISCOUNTED FERRY AVAILABLE AT EXTRA COST!

Family · Value · Condition

Enchanting Tiny House in Bembridge with sea views

A perfect secret retreat behind a fence with private access out on to the coastal path. Available for stays of two nights or more. Access to the chalet is through the Sandhills Holiday park but the chalet and gardens are totally private and the beach can be reached by a private gate straight out on to the footpath. Menara is a hand built chalet, small yet compact with all home comforts and with sea views. 15% off red funnel ferries.

Value · Family · Getting around