Family-friendly holiday rentals in Hillway

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Top-rated family-friendly rentals in Hillway

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
Flat
4.99 out of 5 average rating, 171 reviews

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!

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
4.99 out of 5 average rating, 193 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
An indoor heated swimming pool is showcased, surrounded by large glass windows that provide views of the surrounding woodland. Comfortable seating is arranged nearby, and wooden beams create a warm ambiance throughout the space.
Tiny home
4.94 out of 5 average rating, 230 reviews

Delightful Chalet Bungalow with a Spa

This beautifully presented chalet is within an old vineyard in a woodland area on the outskirts of Ryde ,with stunning views around the property. Although secluded, it is just a short distance to Ryde town centre & beaches . The property boasts a living/dining room with a smart tv and dining table and chairs , one being a double sofa bed.. Walk in shower in bathroom.. The kitchen has everything you need including dishwasher… The bedroom can be made up as 2 singles or kingsize upon request.

Top guest favourite
A cozy en-suite double bedroom is furnished with a spacious bed featuring a patterned duvet. A TV sits atop a light-colored dresser, while a chair and a small table provide additional seating. Natural light enters through large windows dressed with multi-coloured curtains.
Guest suite
4.97 out of 5 average rating, 114 reviews

Self-contained ensuite room in perfect location

Little Puffin is a comfortable self-contained en-suite double bedroom. It has off-road parking, wifi and a power shower. It is located centrally in Bembridge, with ready access to a whole variety of coffee shops, pubs, restaurants and village stores. Numerous beaches are on the doorstep, with options of sea-swimming, water sports and fantastic walks. Bembridge, with its harbour, iconic life-boat station and windmill, provides a beautiful base from which to explore all the island has to offer.

Guest favourite
Cottage
4.91 out of 5 average rating, 164 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
5 out of 5 average rating, 24 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
4.98 out of 5 average rating, 109 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 **

Guest favourite
A dining area features a round table set with a fruit bowl, surrounded by wooden chairs. Large windows allow natural light to fill the space, showcasing views of the garden outside. Counters and cabinetry in the background contribute to a welcoming atmosphere.
Cottage
4.87 out of 5 average rating, 142 reviews

Clara Cottage: Perfect - comfortable and stylish

Clara Cottage is the perfect holiday home for up to 6 guests. St Helen's Beach is a few minute's walk away, the Duver nearby is a beautiful nature reserve with bird life and sand dunes. The village green opposite has a huge grassy area plus a children's play park. The village shop and post office sells everything that you could need . There is a pub on the green and a restaurant. Any time of year, you will find that this is an idyllic location. You are welcome to bring a dog with you.

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
4.8 out of 5 average rating, 132 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
5 out of 5 average rating, 95 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.

Guest favourite
The collage presents views of the coastal apartment, featuring a red-brick exterior, spacious lounge with comfortable bedding, and an outdoor terrace. Scenic beach views are captured, including a pier extending over the water. The enclosed decked area offers a cozy space for relaxation.
Flat
4.89 out of 5 average rating, 104 reviews

2 bed accessible home. Ferry Discounts. Near sea

Coastal apartment with two bedrooms only a 5 minute stroll from the beach. Situated in BBC Countryfiles "Best Village of the Year" the apartment is close to all the local amenities of Bembridge. Parking for 2 cars and a private enclosed decked area to keep dogs or children contained this apartment provides a fantastic base to explore all that is the Isle of Wight. A home from home experience including a fully accessible wet room and kitchen. Ferry discounts available.

Superhost
A spacious indoor swimming pool is highlighted by bright LED mood lighting and expansive windows providing views of the surrounding landscape. Luxurious loungers and seating areas are positioned nearby, enhancing the serene ambiance of the space.
Bungalow
4.87 out of 5 average rating, 196 reviews

Cedar Lodge - Pool & Spa Complex

A Luxurious Retreat in the Heart of Nature Nestled within the scenic South Downs, a short stroll from Bosham Harbour, Cedar Lodge is a new development offering luxury & tranquility. Less than 6 miles from Goodwood & 9 miles from West Wittering Beach, this retreat is close to the historic city of Chichester, contained within a vast 3.5-acre garden amid peaceful fields & woodlands. Key Highlights: ✔ VAT Friendly ✔ Indoor Pool & Spa Complex (extra) ✔ Spectacular Grounds

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