
Family-friendly holiday rentals in Hillway
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Top-rated family-friendly rentals in Hillway
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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.

The Garden Wing is a very special tranquil place
This unique place has a style all its own. Designed in a Japanese way with it's own Water Garden, terrace and boardwalk. Ideal for a family and children will love The Garden Wing, but there is access to the Japanese water garden, and bedroom 3+4 have unguarded stairs to unuseable mezzanine bunks ( see photos). If in any doubt about suitability.....please message me before booking. It is perfect for 6 people, but has beds for 8 EV charger. Oct-Mar + Midweek availability message me first please

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.

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.

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.

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.

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.

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 **

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.

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.

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.

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.
Popular amenities for Hillway family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Wellness Retreat | Hot Tub & Sauna

Luxury Studio with Hot Tub & Sauna

Heated Pool & Hot Tub – Couples Retreat

Spacious Seaside Getaway • Short walk to beach

The Old Piggery, East Boldre, New Forest

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

Huge Unique Bungalow

Cedar House - Pool & Spa Complex
Family- and pet-friendly home rentals

Adventure Prospect - Historic Waterfront Cottage

Unique creekside floating home with adjacent cabin

Perfect peace and child-friendly too.....

The Barn - a hidden retreat

Wow-Factor Cottage Harbour Views & Designer Style

Quirky houseboat with 2 car spaces & harbour views

Iconic Beach Front Stay | The Watch House, Lepe

2 Bedroom, Ferry Discount
Family-friendly home rentals with a pool

Pete's Pad - Whitecliff Bay - Isle of Wight

Panoramic Sea Views, quiet, relaxed, cliffs, Beach

Luxurious Lodge on Lake at Chichester with Hot Tub

Idyllic, private & unique countryside holiday

Rural Isle of Wight cottage with indoor pool use

5* waterside luxury boathouse - pool & log-burner

The Lodge

Pear Store: Pool, Tennis court, Pickle ball
Destinations to explore
- New Forest National Park
- Bournemouth Beach
- Brighton Seafront
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Stonehenge
- South Downs National Park
- Southbourne Beach
- Bracklesham Bay
- Highclere Castle
- Boscombe Beach
- Mudeford Quay
- Goodwood Racecourse
- Winchester Cathedral
- Kimmeridge Bay
- Bournemouth International Centre
- Marwell Zoo
- Worthing Pier
- Highcliffe Beach
- Brighton Palace Pier
- Hoburne Naish Holiday Park
- Mudeford Sandbank
- Shorefield Country Park





