
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.
KitchenIndoor spacesLocation
4.99 out of 5 average rating, 109 reviews
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.
KitchenIndoor spacesDecor
4.96 out of 5 average rating, 528 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 spacesDecor
5.0 out of 5 average rating, 206 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.
KitchenIndoor spacesAccess
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.
Indoor spacesFamilyBreakfast
4.91 out of 5 average rating, 179 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 **
Indoor spacesKitchenBiking
4.98 out of 5 average rating, 122 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.
KitchenFamilySleep quality
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.
KitchenFamilyLocation
4.82 out of 5 average rating, 147 reviews
Gull House, Seaview
Gull House is situated 5 minutes walk away from the sandy beach at Seagrove Bay & 15 minutes walk to the sailing village of Seaview. The secluded Priory Bay beach and woodland is just also nearby. Gull House is newly renovated to a high standard & is laid out over three floors. Four double bedrooms and bathrooms as well as two TV rooms make this house perfect for two families sharing. The large back garden includes a BBQ, outside heaters and a decked area for dining al fresco.
FamilyIndoor spacesCheckout
4.97 out of 5 average rating, 107 reviews
Beautiful, modern chalet with stunning sea views
The Lookout is a recently renovated timber chalet which sits in an elevated position with stunning sea views. The quirky Victorian town of Ventnor with its beach and beachside cafes and restaurants is a short walk away along the promenade which is accessed by steps from the chalet. It’s also a short walk to supermarkets etc. The Lookout is ideal for adults looking for a quiet, peaceful location with stunning sea views whatever the season or weather. 15% ferry discount available.
KitchenFamilyCheck-in
4.99 out of 5 average rating, 100 reviews
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!
KitchenIndoor spacesCondition
4.98 out of 5 average rating, 184 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.
KitchenIndoor spacesSleep quality
4.99 out of 5 average rating, 107 reviewsPopular amenities for Hillway family-friendly rentals
Family-friendly home rentals with a hot tub

Mulberry Cottage, rural get away.
Indoor spacesFamilyOutdoor spaces
5.0 out of 5 average rating, 173 reviews
Luxury TinyHome • HotTub • Garden • Walk to Beach
KitchenFamilyAccess
4.98 out of 5 average rating, 128 reviews
The Crow's Nest, Ventnor Beach (Hot Tub)
Indoor spacesKitchenAccuracy
4.98 out of 5 average rating, 269 reviews
Spacious Seaside Getaway • Short walk to beach
Indoor spacesFamilyWalkability
4.97 out of 5 average rating, 143 reviews
Modern, stylish home, games room, hot tub, beach
KitchenFamilyDecor
4.95 out of 5 average rating, 104 reviews
Cedar House - Pool & Spa Complex
KitchenFamilyAccuracy
4.89 out of 5 average rating, 294 reviews
Stonemeadow Shepherd’s Hut, Chichester
Indoor spacesKitchenEV charging
4.96 out of 5 average rating, 185 reviews
The Pool House · Hot Tub, Log Fire & Big Garden
Indoor spacesKitchenPool
4.8 out of 5 average rating, 111 reviewsFamily- and pet-friendly home rentals

2 Bedroom, Ferry Discount
KitchenFamilyValue
4.84 out of 5 average rating, 180 reviews
Detached secluded cottage with wood burning stove
FamilyIndoor spacesView
4.98 out of 5 average rating, 416 reviews
2 bed accessible home. Ferry Discounts. Near sea
FamilyIndoor spacesBathroom
4.89 out of 5 average rating, 114 reviews
Beautifully modernised home in central location
FamilyKitchenTV
4.88 out of 5 average rating, 138 reviews
Family Holiday Home close to beach and village.
FamilyKitchenComfort
4.93 out of 5 average rating, 228 reviews
'Seasalt', 2 bedroom house
FamilyIndoor spacesTV
4.89 out of 5 average rating, 150 reviews
Coastal home ferry discount,family & dog friendly
KitchenFamilyView
4.81 out of 5 average rating, 190 reviews
Converted barn perfect for families and couples
FamilyKitchenDecor
4.99 out of 5 average rating, 215 reviewsFamily-friendly home rentals with a pool

Idyllic, private & unique countryside holiday
KitchenFamilyComfort
4.99 out of 5 average rating, 132 reviews
Rural Isle of Wight cottage with indoor pool use
KitchenIndoor spacesBathroom
4.99 out of 5 average rating, 141 reviews
5* waterside luxury boathouse - pool & log-burner
FamilyIndoor spacesCheckout
4.96 out of 5 average rating, 298 reviews
Myrtle Retreat
KitchenIndoor spacesBeach
4.99 out of 5 average rating, 155 reviews
Spacious house and garden in Itchenor
FamilyKitchenGetting around
4.97 out of 5 average rating, 117 reviews
Unique & Comfy Remodelled Railway Carriage
Indoor spacesFamilyHeating
4.85 out of 5 average rating, 248 reviews
Sea Views, Seaside, Quiet,Relaxing, Beach,Cliffs,
KitchenIndoor spacesWalkability
4.86 out of 5 average rating, 222 reviews
Coastal holiday chalet
FamilyIndoor spacesCondition
4.97 out of 5 average rating, 143 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





