
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.

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.
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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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The Beach House
The Beach House, West Wittering Beach. An airy, bright home, shares a garden with the main house, sitting directly on the beach. A perfect getaway, an hour and a half from London. It is self-contained and is close to Goodwood, Chichester Theatre, great bike routes, local pubs and, of course, the sea is on your doorstep. Open-plan fully-equipped new kitchen, big comfortable sofa, TV/Wifi, separate shower room. Super king double bed, plus 2 single beds on large mezzanine floor with a sea view.
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Chale Bay Farm - Needles' View
Needles' View at Chale Bay Farm is an air-conditioned family-friendly self-catering apartment with stunning views towards the Needles. The living area features a contemporary open-plan, fully-equipped kitchen with oven, hob, microwave, fridge, freezer, dishwasher and combined washer/dryer and adjacent dining and lounge/sun-room. Sleeps up to 4 (or 5 with sofa-bed or cot) but you can add more space by booking our stand-alone room Tennyson View or one or more of our other adjacent apartments.
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One bedroom cottage escape
Relax and make yourself at home in our charming 1-bedroom bungalow — the perfect retreat for a restful getaway. Featuring a super king-size bed with White Company bedding, a well-equipped kitchen and a bright and comfortable living room with stunning views of the garden. The modern restroom includes a walk-in shower and Rituals toiletries for a luxury experience. Enjoy your morning coffee on the patio or take advantage of the hammocks on the pond both with views of the surrounding garden.
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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 **
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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.
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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.
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Coastal home ferry discount,family & dog friendly
Award winning cottage in seaside village. Ask about ferry discounts. Sleeps 4 adults and a baby. Your dog is welcome too. Park on the drive -big enough for a large 4x4 & forget the car. Walk to the sea in minutes, enjoy village life & chill. Tested by Tots award winning cottage 2021 voted best in the self catering category. VILLAGE CENTRE COMFY BEDS WIFI SMART TV COT, HIGH CHAIR, BABY BATH CHILD & DOG FRIENDLY SUNNY SECURE GARDEN with paving and astroturf
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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.
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Luxury TinyHome • HotTub • Garden • Walk to Beach
Award-winning luxury tiny home with a private Jacuzzi® hot tub, just moments from Ryde's sandy beach. Perfect for romantic breaks, coastal walks and relaxed island stays, The Cabana offers your own private garden, underfloor heating, a super-comfy kingsize bed with premium linen, superfast fibre WiFi and Nespresso coffee machine - all within easy walking distance of shops, cafes and the vibrant seafront at Ryde, Isle of Wight. Exclusive ferry discounts included.
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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.
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Popular amenities for Hillway family-friendly rentals
Family-friendly home rentals with a hot tub

The Crow's Nest, Ventnor Beach (Hot Tub)
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Luxury Studio with Hot Tub & Sauna
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Architect designed A Frame eco-cabin KINDRED
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The Pool House · Hot Tub, Log Fire & Big Garden
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Cedar Lodge - Pool & Spa Complex
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Luxury Wellness Retreat | Hot Tub & Sauna
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Spacious Seaside Getaway • Short walk to beach
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Private Heated Pool & Hot Tub Escape
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Family- and pet-friendly home rentals

Adventure Prospect - Historic Waterfront Cottage
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Delightful Chalet Bungalow with a Spa
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2 bed accessible home. Ferry Discounts. Near sea
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'Seasalt', 2 bedroom house
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Detached secluded cottage with wood burning stove
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Beautifully modernised home in central location
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Unique creekside floating home with adjacent cabin
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Solent View - panoramic views of the sea & beach
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Family-friendly home rentals with a pool

Idyllic, private & unique countryside holiday
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5* waterside luxury boathouse - pool & log-burner
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Myrtle Retreat
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Spacious house and garden in Itchenor
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Panoramic Sea Views, quiet, relaxed, cliffs, Beach
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Luxurious Lodge on Lake at Chichester with Hot Tub
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Rural Isle of Wight cottage with indoor pool use
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The Lodge
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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
- Boscombe Beach
- Bracklesham Bay
- Highclere Castle
- Mudeford Quay
- Winchester Cathedral
- Bournemouth International Centre
- Kimmeridge Bay
- Marwell Zoo
- Alum Chine Beach
- Brighton Palace Pier
- Worthing Pier
- Highcliffe Beach
- Poole Quay
- Bognor Regis Beach
- Mudeford Sandbank





