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.

Location · Family · Getting around

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 · Value · Layout

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 · Decor

Saltwater Lodge - 75yds to sea, A/C sleeps 3. EV

Saltwater Lodge - stylish new accomodation in central Seaview. Off road parking with space for paddleboards and walking distance to Seaview Duver beach. 5 ⭐ star! Bath and wet room shower. Single bedroom that can sleep two small children, separate double bed with kitchette, sofa and diner table. Kitchenette with equipment for breakfast and simple suppers. Seaview is great for eateries, grocery shop and a wine bar. Beautiful beaches for BBQ and swimming. EV CHARGER POINT COMPLIMENTARY!!

Family · Location · Hospitality

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.

Location · Family · Getting around

Fab house in centre of Bembridge

Bring the whole family to this great place with lots of room for fun. Newly refurbished with a great garden & lots of sofas for kicking back & relaxing on. Smack bang in the middle of Bembridge opposite the world famous butchers, Woodford’s, renowned for their sausage rolls & so much more! Just a short walk to any of the 4 nearby beaches, the beautiful Bembridge Windmill and only a few doors down from Ye Olde Village Inn - perfect for a pint and a pizza after a long walk or a swim!

Family · Location · Condition

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 **

Location · Value · Accuracy

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.

Family · Location · Walkability

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 · Solo travel · Long stay

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.

Value · Location · Hospitality

Ken's Den - Whitecliff Bay - Isle of Wight

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

Family · Value · Checkout

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.

Family · Value · Layout