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, 104 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.

LocationFamilyOutdoor spaces

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
5.0 out of 5 average rating, 200 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.

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Top Guest favourite
Cabin in Isle of Wight
4.98 out of 5 average rating, 41 reviews

Red Squirrel Batch

A beautifully cosy cabin located in a magical 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 Tesco superstore. There is camp site behind and a bus stop on the main road.

ValueLocationComfort

Top Guest favourite
The spacious kitchen features a central skylight that illuminates the room. Cabinets with a light finish are complemented by dark countertops. A dining area is visible at one end, alongside French windows that open to the garden. Modern appliances and cookware are neatly organized throughout.
Cottage in Isle of Wight
4.96 out of 5 average rating, 285 reviews

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.

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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, 117 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 **

ValueFamilyLayout

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
4.82 out of 5 average rating, 142 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.

LocationFamilyHeating

Top Guest favourite
Houseboat in Bembridge
4.92 out of 5 average rating, 36 reviews

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.

LocationCheck-inWalkability

Top Guest favourite
Holiday home in Bembridge
5.0 out of 5 average rating, 103 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.

ValueFamilyHeating

Superhost
Home in Nettlestone and Seaview
5.0 out of 5 average rating, 3 reviews

The Timbers Eco-Luxe Home with Yoga Cabin

Imagine where family time feels easy again, slow mornings by the fire. Pizza nights under the stars. Space to truly be together. Welcome to The Timbers — a luxury, dog-friendly 4-bed retreat near Seaview, Isle of Wight, sleeping 8. With a private yoga studio, wood-fired pizza oven, and beautiful landscaped garden, this is a home designed for unforgettable family time and effortless relaxation. A memorable Isle of Wight escapes. Your Private Country and Coastal Retreat.

PetsOutdoor spacesWalkability

Guest favourite
An open-plan living area includes a dining table with seating for four, a countertop bar with three stools, and a comfortable seating arrangement. A television is positioned on a side unit, with large windows allowing natural light to fill the space.
Cabin in Bembridge
4.92 out of 5 average rating, 25 reviews

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!

LocationFamilyLaundry

Guest favourite
Tiny home in Bembridge
4.91 out of 5 average rating, 97 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.

ValueFamilyAccess

Guest favourite
A dining area is visible with a wooden table surrounded by red chairs. A comfortable corner sofa offers a relaxing space, complemented by a stylish light fixture overhead. Vintage décor adorns the walls, adding character to the inviting living space.
Home in Bembridge
5.0 out of 5 average rating, 13 reviews

Unique, stylish Tribeca at Whitecliff Bay

If you the want the wow factor, then this is the place for you! A stunning two bedroom holiday home, with beautiful decor, in a great location. The master bedroom is en suite with, a bathtub IN the bedroom. Located in a quiet corner of the park, yet just a short stroll from the on site entertainment and beautiful beach. Outside space consists of a large decking with valley views & car parking. Strictly no smoking.

LocationValueBeach

Popular amenities for Hillway holiday rentals