
Family-friendly vacation rentals in Hillway
Find and book unique family-friendly homes on Airbnb
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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West Wittering Beach Getaway
*AirCon!!! Welcome to ‘Wits End’ in West Wittering. If you're looking for a relaxing seaside getaway, our property is the perfect place for you. Located just a 15-minute walk away from the beautiful West Wittering beach, 'Witsend' offers a comfortable and stylish space for up to two adults and two children. A luxurious king size bed with, high-quality linen and a pull-out bed that can accommodate one adult or two children. Highlights include; a sunny deck and a skylight window above the bed.
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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.
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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.
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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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Meadowview Barn
Enjoy sole use of this charming detached oak barn, with its upper floor recently converted into a spacious apartment. Nestled in 30 acres of stunning private grounds and countryside, perfect for peaceful walks on/off site. Super-king bed, view French doors, kitchenette, Smart TV with surround sound, pool table, table tennis, outdoor seating & BBQ. Pubs & beaches within walking/short drive. Wi-Fi, parking included. Pet-friendly on request. Ferry discounts available enquire!
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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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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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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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2 bed chalet near the beach and tiger sanctuary
If you are looking for a tranquil accommodation then Sea La Vie @ Chalet 18 can offer you this. Set out in neutral colour schemes throughout with a touch of nautical thrown in. Tastefully of course. Sleeps four comfortably. The main bedroom has a double bed and the little room of the two has two single beds. There is a washing machine so no need to do all that washing once home!! Bedding and 2 towels are supplied per guest as is 2 tea towels
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Popular amenities for Hillway family-friendly rentals
Family-friendly home rentals with a hot tub

Cedar House - Pool & Spa Complex
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Luxury TinyHome • HotTub • Garden • Walk to Beach
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Modern, stylish home, games room, hot tub, beach
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Mulberry Cottage, rural get away.
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Spacious Seaside Getaway • Short walk to beach
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The Crow's Nest, Ventnor Beach (Hot Tub)
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Contemporary Barn, W. Wittering
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Luxury family Witterings beach house with hot tub
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Family- and pet-friendly home rentals

Beautifully modernised home in central location
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'Seasalt', 2 bedroom house
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Gull House, Seaview
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Coastal home ferry discount,family & dog friendly
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Detached secluded cottage with wood burning stove
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5* waterside luxury boathouse - pool & log-burner
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Family Holiday Home close to beach and village.
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Converted barn perfect for families and couples
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Family-friendly home rentals with a pool

Idyllic, private & unique countryside holiday
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Rural Isle of Wight cottage with indoor pool use
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Myrtle Retreat
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Spacious house and garden in Itchenor
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The Lodge
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Holiday chalet in Selsey
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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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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
- Shorefield Country Park
- Worthing Pier
- Highcliffe Beach
- Poole Quay
- Bognor Regis Beach





