
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.

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.

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.

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.

Chale Bay Farm - Tennyson View
A fabulous stand-alone air-conditioned room with ensuite bathroom and private front door, ideal if you want a room only and to eat out or booking alongside our main self- catering apartments for extra friends & family. Mini-fridge, tea & coffee, smart TV, Blu-ray & WiFi. Super-king bed, sofa, armchair and ample wardrobe/drawer space. French windows look onto the personal patio with chairs and stunning sea and countryside views towards Tennyson Down and the Needles.

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.

Ken's Den - Whitecliff Bay - Isle of Wight
Ken's Den is sited at Whitecliff Bay, Bembridge. 6 berth caravan - One king size bedroom and two twin bedrooms Shower room and additional second toilet en suite hand towels provided. Based on a large plot on Crosswinds, bottled gas, electricity, WiFi, Parking next to the caravan and a decking area with garden furniture. No Smoking in the caravan. Site passes for access to facilities not included. !WIGHTLINK DISCOUNTED FERRY AVAILABLE AT EXTRA COST!

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.

Enchanting Tiny House in Bembridge with sea views
A perfect secret retreat behind a fence with private access out on to the coastal path. Available for stays of two nights or more. Access to the chalet is through the Sandhills Holiday park but the chalet and gardens are totally private and the beach can be reached by a private gate straight out on to the footpath. Menara is a hand built chalet, small yet compact with all home comforts and with sea views. 15% off red funnel ferries.
Popular amenities for Hillway family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Studio with Hot Tub & Sauna

Architect designed A Frame eco-cabin KINDRED

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

Luxury Wellness Retreat | Hot Tub & Sauna

Rural Lodge Retreat with Hot Tub

The Pool House · Hot Tub, Log Fire & Big Garden

Cedar Lodge - Pool & Spa Complex

Private Heated Pool & Hot Tub Escape
Family- and pet-friendly home rentals

Coastal home ferry discount,family & dog friendly

Idyllic Rural Island Farm Stay, Great Upton Farm

Adventure Prospect - Historic Waterfront Cottage

Peaceful Barn Conversion | Pass The Keys

Detached secluded cottage with wood burning stove

2 bed accessible home. Ferry Discounts. Near sea

'Seasalt', 2 bedroom house

Unique creekside floating home with adjacent cabin
Family-friendly home rentals with a pool

Idyllic, private & unique countryside holiday

Myrtle Retreat

5* waterside luxury boathouse - pool & log-burner

Panoramic Sea Views, quiet, relaxed, cliffs, Beach

Spacious house and garden in Itchenor

Luxurious Lodge on Lake at Chichester with Hot Tub

Lodge by the sea to cater for all ages

Rural Isle of Wight cottage with indoor pool use
Destinations to explore
- New Forest National Park
- 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
- St Mary's Stadium





