Holiday houses in Hillway

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Top-rated holiday rentals in Hillway

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Top Guest favourite
The shepherd's hut is set on a circular patio, featuring a dining table and comfortable chairs under a large parasol. Soft lighting is strung along the patio, and the grassy area leads to stepping stones, creating an inviting outdoor space with views of the surrounding countryside.
Shepherd’s hut in Bembridge
4.99 out of 5 average rating, 100 reviews

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.

Top Guest favourite
An open plan living area is highlighted by an orange curved sofa with accent pillows, positioned against a light-coloured wall. A wooden staircase leads to a reading area above, while a dining table for four is set against the backdrop of modern cabinetry and a television.
Cottage in Bembridge
4.98 out of 5 average rating, 43 reviews

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.

Top Guest favourite
A serene garden pond is surrounded by lush greenery and wildflowers, reflecting clear blue skies. A gazebo can be seen in the distance, complemented by wooden decking and seating that invites relaxation. Tall grasses frame the tranquil waters, creating a peaceful natural retreat.
Cottage in Nettlestone and Seaview
4.99 out of 5 average rating, 198 reviews

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.

Top Guest favourite
Apartment in Bembridge
5 out of 5 average rating, 16 reviews

Fabulous annex accommodation in centre of village

Modern annex with separate entrance to the main house. Located in the heart of Bembridge village with a 7 minute walk to the beach and the shops, which include a superior bakery and fish shop. The upstairs accommodation has a bedroom with king size bed, sitting room with a large table together with a fridge, kettle and toaster. There are no cooking facilities. The shower room with toilet is on the ground floor. Good Wi-Fi. No Pets and ample parking. Up to 35% off ferries, discounts possible.

Top Guest favourite
A modern caravan is showcased in the foreground, featuring a spacious deck with white railings. The exterior is a light color with large windows allowing natural light. A clear blue sky and green lawn surround the caravan, creating a welcoming outdoor environment.
Cabin in Bembridge
5 out of 5 average rating, 32 reviews

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.

Top Guest favourite
A spacious bedroom is softly illuminated by two elegant lamps beside the bed. Neutral tones are complemented by soft bedding and decorative pillows. A window allows natural light to fill the room, and framed art pieces adorn the walls, enhancing the serene ambiance.
Guest suite in Bembridge
4.98 out of 5 average rating, 116 reviews

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 **

Top Guest favourite
Cabin in Isle of Wight
5 out of 5 average rating, 39 reviews

Red Squirrel Batch

A beautifully designed and curated, cosy cabin located in a magical ancient woodland setting. Completely renovated for 2024, an ideal retreat for a couple looking for a magical holiday surrounded by nature. There are only two cabins on the site, each with private parking, secure gardens and private entrance. The cabin is not isolated as just off from the main road. This allows you to feel cocooned in The Woodlands yet have easy access to a Tescos superstore 5 minutes up the road.

Superhost
A sitting room is presented with a cozy gray sofa, complemented by a colorful area rug. Natural light filters through two windows, while a small table and an armchair add to the inviting space. Decorative elements include a mirror and potted plants along with wall-mounted features.
Home in Bembridge
4.81 out of 5 average rating, 140 reviews

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.

Top Guest favourite
Holiday home in Bembridge
5 out of 5 average rating, 101 reviews

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.

Top Guest favourite
A corner seating area features a wooden table and two folding chairs, positioned near expansive windows that provide unobstructed views of the sea. Soft natural light floods the space, highlighting the light-colored wood paneling and enhancing the coastal ambiance.
Apartment in Bracklesham Bay
4.95 out of 5 average rating, 189 reviews

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.

Top Guest favourite
The living area features a light blue sofa positioned near a wooden coffee table, surrounded by a warm, carpeted floor. A modern kitchenette is visible in the background, with essential appliances integrated into stylish cabinetry. A flat-screen television is mounted on a neutral-toned console with decorative objects.
Cabin in Bembridge
5 out of 5 average rating, 39 reviews

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!

Guest favourite
Tiny home in Bembridge
4.9 out of 5 average rating, 94 reviews

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.

Popular amenities for Hillway holiday rentals

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  2. United Kingdom
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