
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.
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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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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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Rosie’s Isle of Wight Caravan - Whitecliff Bay
Situated at the award winning Whitecliff Bay Holiday Park, my caravan is located on the main site of the park with everything you need for a great holiday. The park has private access to a beach, 2 pools, crazy golf, play areas, restaurant, bar and entertainment. Discount ferry bookings at additional cost available on request. Situated in Bembridge, the park is close to the sandy beaches of Sandown, the Isle of Wight Wildheart Sanctuary and many other great local attractions.
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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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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.
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Pete's Pad - Whitecliff Bay - Isle of Wight
Pete's Pad is sited at Whitecliff Bay, Bembridge. 6 berth caravan - One king bedroom with en suite toilet and two twin bedrooms, Bathroom/shower with hand towels provided. Based on a large plot on Crosswinds, mains gas, electricity, WiFi, Parking next to the caravan and a large decking area with garden furniture. No Smoking is permitted in the caravan. Site passes for access to facilities not included. !WIGHTLINK DISCOUNTED FERRY AVAILABLE AT EXTRA COST!
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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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Unique, stylish Tribeca at Whitecliff Bay
If you the want the wow factor, then this is the place for you! A stunning two bedroom holiday home, with beautiful decor, in a great location. The master bedroom is en suite with, a bathtub IN the bedroom. Located in a quiet corner of the park, yet just a short stroll from the on site entertainment and beautiful beach. Outside space consists of a large decking with valley views & car parking. Strictly no smoking.
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Popular amenities for Hillway family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Wellness Retreat | Hot Tub & Sauna
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Luxury Studio with Hot Tub & Sauna
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Luxury Rural Retreat with Hot Tub set in 3 acres
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Cedar Lodge - Pool & Spa Complex
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Spacious Seaside Getaway • Short walk to beach
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Heated Pool & Hot Tub – Couples Retreat
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The Crow's Nest, Ventnor Beach (Hot Tub)
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Huge Unique Bungalow
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Family- and pet-friendly home rentals

Adventure Prospect - Historic Waterfront Cottage
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Red Squirrel Batch
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Beach Front - Stunning! New! 2 bed
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Perfect peace and child-friendly too.....
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Longwood Edge, a dream home by the Sea
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The Barn - a hidden retreat
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'Seasalt', 2 bedroom house
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Quirky houseboat with 2 car spaces & harbour views
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Family-friendly home rentals with a pool

Panoramic Sea Views, quiet, relaxed, cliffs, Beach
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Luxurious Lodge on Lake at Chichester with Hot Tub
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Idyllic, private & unique countryside holiday
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Bright beachside home with far reaching sea view.
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Rural Isle of Wight cottage with indoor pool use
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5* waterside luxury boathouse - pool & log-burner
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Pear Store: Pool, Tennis court, Pickle ball
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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
- Bracklesham Bay
- Boscombe Beach
- Highclere Castle
- Mudeford Quay
- Goodwood Racecourse
- Winchester Cathedral
- Bournemouth International Centre
- Kimmeridge Bay
- Marwell Zoo
- Worthing Pier
- Brighton Palace Pier
- Highcliffe Beach
- Hoburne Naish Holiday Park
- Shorefield Country Park
- Mudeford Sandbank





