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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 Isle of Wight
5 out of 5 average rating, 90 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
A private balcony features two sun loungers and a small coffee table, all positioned to take in vast sea views. A wooden railing complements the outdoor space, along with a shaded canopy overhead, creating a serene setting by the coast.
Treehouse in Isle of Wight
4.98 out of 5 average rating, 258 reviews

The Crow's Nest, Ventnor Beach (Hot Tub)

Looking for somewhere truly unique to stay? The Crow's Nest is the perfect beach hideaway. Think of it as your own luxury treehouse overlooking the sea, complete with a couples private hot tub. Winner of the 2019 & 22 Lux Travel Most Romantic Beachfront Accommodation. A cedar cabin nestled high into the cliffside overlooking Ventnor beach. It has bi-fold windows along two sides, opening up your room so it's just you, the sea and the horizon. The Crow's Nest is part of The Cabin, Ventnor Beach.

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 Isle of Wight
4.99 out of 5 average rating, 184 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.

Guest favourite
Cottage in Isle of Wight
4.91 out of 5 average rating, 160 reviews

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.

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 Isle of Wight
5 out of 5 average rating, 20 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 Isle of Wight
4.98 out of 5 average rating, 106 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 **

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 Isle of Wight
4.81 out of 5 average rating, 129 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 Hillway
5 out of 5 average rating, 88 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 comfortable living area features a gray sectional sofa adorned with decorative cushions. Light wood flooring complements a small white coffee table. A floor lamp adds warmth, while a framed image is hung on the wall, with a unique wall decoration positioned nearby.
Cottage in Bembridge
4.98 out of 5 average rating, 108 reviews

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.

Top Guest favourite
The Watch House is viewed from a garden path lined with blooming flowers, leading down to the beach. The white exterior of the cottage is highlighted against a clear blue sky, while the tide is low, revealing a sandy shore.
Home in Lepe
4.98 out of 5 average rating, 126 reviews

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.

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 Hillway
5 out of 5 average rating, 7 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.

Top Guest favourite
A balcony presents views of surrounding greenery and residential properties. The glass railing enhances visibility, while outdoor furniture adds comfort. Trees frame the scene under a clear blue sky, providing a serene setting for relaxation.
Home in Bosham
4.99 out of 5 average rating, 134 reviews

Bosham Harbour View

Located in an area of outstanding natural beauty. Just a short walk from Bosham harbour. Our home has a bright and contemporary feel and the whole property will be yours to use. Within walking distance of Holy Trinity Church, Bosham Sailing Club and the Anchor Bleu. Bosham is a popular location to stay for those attending events at Goodwood. West Wittering Beach and Chichester are a short drive away.

Popular amenities for Hillway holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Isle of Wight
  5. Hillway