
Family-friendly vacation 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.
Indoor spacesFamilyLocation
4.99 out of 5 average rating, 109 reviews
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.
FamilyIndoor spacesCondition
5.0 out of 5 average rating, 205 reviews
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.
Indoor spacesFamilyDecor
4.94 out of 5 average rating, 251 reviews
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.
FamilyKitchenValue
4.91 out of 5 average rating, 178 reviews
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 **
FamilyKitchenCondition
4.98 out of 5 average rating, 121 reviews
West Wittering Beach Getaway
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.
Indoor spacesKitchenAmenities
4.99 out of 5 average rating, 137 reviews
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.
FamilyIndoor spacesBathroom
4.82 out of 5 average rating, 146 reviews
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.
FamilyIndoor spacesGrill
4.99 out of 5 average rating, 106 reviews
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.
KitchenFamilyParking
4.95 out of 5 average rating, 193 reviews
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.
KitchenIndoor spacesCondition
4.98 out of 5 average rating, 153 reviews
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.
Indoor spacesKitchenBathroom
4.91 out of 5 average rating, 102 reviews
Marmalade Cottage Amazing Scenery AONB Location
*Spacious* open plan Cottage set in generous Gardens +swings & raised decking. *Views from every room overlooking AONB Bembridge Downs Sandown Bay, our pony field alongside. *Onsite parking/EV charger. *Ferry discount. *A 5min drive…Sandy beaches,Popular attractions Roman Villa, Vineyard, *RSPB reserve. *Village Shop,F&C, pub/restaurants in historic Brading Perfect for Family/Couple 172 5* Reviews
FamilyKitchenComfort
4.95 out of 5 average rating, 173 reviewsPopular amenities for Hillway family-friendly rentals
Family-friendly home rentals with a hot tub

Mulberry Cottage, rural get away.
KitchenFamilyAccess
5.0 out of 5 average rating, 173 reviews
Spacious Seaside Getaway • Short walk to beach
Indoor spacesKitchenGrill
4.97 out of 5 average rating, 143 reviews
The Crow's Nest, Ventnor Beach (Hot Tub)
KitchenIndoor spacesSleep quality
4.98 out of 5 average rating, 269 reviews
Modern, stylish home, games room, hot tub, beach
FamilyKitchenCheck-in
4.95 out of 5 average rating, 104 reviews
Luxury TinyHome • HotTub • Garden • Walk to Beach
FamilyIndoor spacesWalkability
4.98 out of 5 average rating, 127 reviews
Contemporary Barn, W. Wittering
Indoor spacesKitchenSleep quality
4.97 out of 5 average rating, 105 reviews
The Pool House · Hot Tub, Log Fire & Big Garden
FamilyKitchenCleanliness
4.8 out of 5 average rating, 111 reviews
Cedar Lodge - Pool & Spa Complex
Indoor spacesKitchenBathroom
4.88 out of 5 average rating, 208 reviewsFamily- and pet-friendly home rentals

Beautifully modernised home in central location
Indoor spacesKitchenHospitality
4.88 out of 5 average rating, 138 reviews
Gull House, Seaview
KitchenFamilyGetting around
4.97 out of 5 average rating, 107 reviews
Coastal home ferry discount,family & dog friendly
FamilyKitchenPets
4.81 out of 5 average rating, 190 reviews
Converted barn perfect for families and couples
KitchenFamilyGetting around
4.99 out of 5 average rating, 214 reviews
Family Holiday Home close to beach and village.
FamilyIndoor spacesTV
4.93 out of 5 average rating, 228 reviews
Detached secluded cottage with wood burning stove
FamilyIndoor spacesLong stay
4.98 out of 5 average rating, 414 reviews
2 bed accessible home. Ferry Discounts. Near sea
KitchenIndoor spacesParking
4.89 out of 5 average rating, 114 reviews
5* waterside luxury boathouse - pool & log-burner
FamilyKitchenSleep quality
4.96 out of 5 average rating, 297 reviewsFamily-friendly home rentals with a pool

Rural Isle of Wight cottage with indoor pool use
KitchenIndoor spacesWalkability
4.99 out of 5 average rating, 141 reviews
Idyllic, private & unique countryside holiday
KitchenFamilyTV
4.99 out of 5 average rating, 132 reviews
Myrtle Retreat
KitchenFamilyWifi
4.99 out of 5 average rating, 155 reviews
Spacious house and garden in Itchenor
KitchenIndoor spacesBathroom
4.97 out of 5 average rating, 117 reviews
Modern Lodge on the Lake with Hot Tub
Indoor spacesKitchenPool
4.83 out of 5 average rating, 400 reviews
Sea Views, Seaside, Quiet,Relaxing, Beach,Cliffs,
FamilyKitchenWalkability
4.86 out of 5 average rating, 222 reviews
Private Pool & Hot Tub Escape
KitchenFamilyCleanliness
4.99 out of 5 average rating, 125 reviews
Holiday chalet in Selsey
Indoor spacesFamilyCleanliness
4.96 out of 5 average rating, 245 reviewsDestinations 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
- Kimmeridge Bay
- Bournemouth International Centre
- Alum Chine Beach
- Marwell Zoo
- Shorefield Country Park
- Brighton Palace Pier
- Highcliffe Beach
- Worthing Pier
- Poole Quay
- Lancing Beach





