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.

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Top guest favorite
The shepherd's hut is set on a circular patio, featuring a dining table and comfortable chairs under a large parasol. Soft lighting is strung along the patio, and the grassy area leads to stepping stones, creating an inviting outdoor space with views of the surrounding countryside.
Shepherd’s hut in Bembridge

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
Top guest favorite
A serene garden pond is surrounded by lush greenery and wildflowers, reflecting clear blue skies. A gazebo can be seen in the distance, complemented by wooden decking and seating that invites relaxation. Tall grasses frame the tranquil waters, creating a peaceful natural retreat.
Cottage in Nettlestone and Seaview

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
Top guest favorite
An indoor heated swimming pool is showcased, surrounded by large glass windows that provide views of the surrounding woodland. Comfortable seating is arranged nearby, and wooden beams create a warm ambiance throughout the space.
Tiny home in Isle of Wight

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
Guest favorite
Cottage in Bembridge

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
Top guest favorite
A spacious bedroom is softly illuminated by two elegant lamps beside the bed. Neutral tones are complemented by soft bedding and decorative pillows. A window allows natural light to fill the room, and framed art pieces adorn the walls, enhancing the serene ambiance.
Guest suite in Bembridge

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
Top guest favorite
A well-appointed bedroom features a spacious bed adorned with decorative pillows and a soft throw blanket. Light-colored walls are complemented by a textured accent wall, framed art pieces, and a full-length mirror that reflects the cozy ambiance of the space.
Tiny home in West Wittering

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
Guest favorite
A sitting room is presented with a cozy gray sofa, complemented by a colorful area rug. Natural light filters through two windows, while a small table and an armchair add to the inviting space. Decorative elements include a mirror and potted plants along with wall-mounted features.
Home in Bembridge

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
Top guest favorite
Vacation home in Bembridge

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
Top guest favorite
A corner seating area features a wooden table and two folding chairs, positioned near expansive windows that provide unobstructed views of the sea. Soft natural light floods the space, highlighting the light-colored wood paneling and enhancing the coastal ambiance.
Apartment in Bracklesham Bay

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
Guest favorite
The Watch House is viewed from a garden path lined with blooming flowers, leading down to the beach. The white exterior of the cottage is highlighted against a clear blue sky, while the tide is low, revealing a sandy shore.
Home in Lepe

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
Guest favorite
Tiny home in Bembridge

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
Top guest favorite
The entrance path leading to Ovington House is bordered by lush greenery and features a wooden gate. A sign indicates the two properties, Ovington House and Marmalade Cottage. Beautiful flowering trees are visible, enhancing the natural setting of the driveway.
Cottage in Brading

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 reviews

Popular amenities for Hillway family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
A charming cottage is displayed, featuring a sloped roof and a combination of brick and wood. A spacious entryway with large windows creates an inviting atmosphere. A gravel driveway leads up to the wooden gate, surrounded by a natural landscape of trees and shrubs.
Cottage in Isle of Wight

Mulberry Cottage, rural get away.

KitchenFamilyAccess

5.0 out of 5 average rating, 173 reviews
Top guest favorite
The modern kitchen area is highlighted by blue cabinetry and natural wood accents. A large island with seating for three is positioned in front of a spacious countertop. Glass doors open to a sunny outdoor area, enhancing the open and inviting layout.
Home in East Wittering

Spacious Seaside Getaway • Short walk to beach

Indoor spacesKitchenGrill

4.97 out of 5 average rating, 143 reviews
Top guest favorite
A private balcony features two sun loungers and a small coffee table, all positioned to take in vast sea views. A wooden railing complements the outdoor space, along with a shaded canopy overhead, creating a serene setting by the coast.
Treehouse in Ventnor

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

KitchenIndoor spacesSleep quality

4.98 out of 5 average rating, 269 reviews
Guest favorite
A charming single-story house features a sloping roof and well-maintained garden. Lush greenery and blooming flowers surround the entrance. Clear blue skies provide a bright backdrop, while the home's inviting façade is complemented by large windows. A pathway leads to the front door.
Home in Isle of Wight

Modern, stylish home, games room, hot tub, beach

FamilyKitchenCheck-in

4.95 out of 5 average rating, 104 reviews
Top guest favorite
Tiny home in Isle of Wight

Luxury TinyHome • HotTub • Garden • Walk to Beach

FamilyIndoor spacesWalkability

4.98 out of 5 average rating, 127 reviews
Guest favorite
The exterior of Truffles Barn is presented, showcasing a modern barn conversion with a spacious lawn. The structure features large bifold doors opening to the garden, while a shaded seating area and outdoor dining space are visible. The shepherd's hut is positioned nearby.
Barn in West Wittering

Contemporary Barn, W. Wittering

Indoor spacesKitchenSleep quality

4.97 out of 5 average rating, 105 reviews
Guest favorite
Bungalow in Godshill

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

FamilyKitchenCleanliness

4.8 out of 5 average rating, 111 reviews
Guest favorite
A spacious indoor swimming pool is highlighted by bright LED mood lighting and expansive windows providing views of the surrounding landscape. Luxurious loungers and seating areas are positioned nearby, enhancing the serene ambiance of the space.
Bungalow in Bosham

Cedar Lodge - Pool & Spa Complex

Indoor spacesKitchenBathroom

4.88 out of 5 average rating, 208 reviews

Family- and pet-friendly home rentals

Guest favorite
A modern bungalow is featured against a bright sky, showcasing a spacious green lawn bordered by low hedges and palm plants. Large sliding glass doors lead to an open patio area, providing access to the outdoor space.
Bungalow in Bembridge

Beautifully modernised home in central location

Indoor spacesKitchenHospitality

4.88 out of 5 average rating, 138 reviews
Top guest favorite
An open-plan living area is featured, highlighting a comfortable gray sofa and an organized bookshelf filled with books and decor. A wooden dining table with white chairs is visible, providing a welcoming space for meals. Natural light is invited through the multiple windows.
Home in Nettlestone and Seaview

Gull House, Seaview

KitchenFamilyGetting around

4.97 out of 5 average rating, 107 reviews
Guest favorite
A comfortable sitting area features a brown couch adorned with patterned cushions and a soft throw. A side table stands nearby, complemented by a lamp, while light streams in through the window, creating a cozy atmosphere.
Cottage in Bembridge

Coastal home ferry discount,family & dog friendly

FamilyKitchenPets

4.81 out of 5 average rating, 190 reviews
Top guest favorite
A charming brick building is seen nestled among lush greenery, with a gravel driveway leading to the entrance. The surrounding countryside features gently rolling hills under a cloudy sky, creating a serene and natural setting.
Cottage in Isle of Wight

Converted barn perfect for families and couples

KitchenFamilyGetting around

4.99 out of 5 average rating, 214 reviews
Top guest favorite
A modern kitchen is equipped with grey cabinetry and white countertops. Stainless steel appliances, including an oven and a kettle, are neatly arranged. A wooden dining table with light-colored chairs is set, complemented by ambient ceiling lights and a framed artwork on the wall.
Townhouse in Bembridge

Family Holiday Home close to beach and village.

FamilyIndoor spacesTV

4.93 out of 5 average rating, 228 reviews
Top guest favorite
Guesthouse in Ryde

Detached secluded cottage with wood burning stove

FamilyIndoor spacesLong stay

4.98 out of 5 average rating, 414 reviews
Guest favorite
The collage presents views of the coastal apartment, featuring a red-brick exterior, spacious lounge with comfortable bedding, and an outdoor terrace. Scenic beach views are captured, including a pier extending over the water. The enclosed decked area offers a cozy space for relaxation.
Apartment in Bembridge

2 bed accessible home. Ferry Discounts. Near sea

KitchenIndoor spacesParking

4.89 out of 5 average rating, 114 reviews
Top guest favorite
The converted boathouse is set among lush greenery, with large windows offering views of the water. A spacious patio extends towards the pool area, which is bordered by trees and features multiple seating options. The serene creek can be seen in the background.
Villa in Isle of Wight

5* waterside luxury boathouse - pool & log-burner

FamilyKitchenSleep quality

4.96 out of 5 average rating, 297 reviews