Family-friendly holiday 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 favourite
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.

KitchenIndoor spacesCheck-in

4.99 out of 5 average rating, 109 reviews
Top Guest favourite
Guesthouse in West Wittering

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.

Indoor spacesFamilyAccess

4.96 out of 5 average rating, 527 reviews
Top Guest favourite
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 spacesSleep quality

5.0 out of 5 average rating, 205 reviews
Top Guest favourite
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.

KitchenFamilyView

4.94 out of 5 average rating, 251 reviews
Guest favourite
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.

Indoor spacesFamilyBeach

4.91 out of 5 average rating, 179 reviews
Top Guest favourite
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 **

Indoor spacesFamilyDecor

4.98 out of 5 average rating, 122 reviews
Top Guest favourite
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 spacesKitchenParking

4.99 out of 5 average rating, 137 reviews
Guest favourite
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.

Indoor spacesKitchenBathroom

4.82 out of 5 average rating, 147 reviews
Top Guest favourite
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

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.

Indoor spacesKitchenPets

4.97 out of 5 average rating, 107 reviews
Top Guest favourite
A large glass door opens to a spacious deck with stunning sea views. Bright blue skies are visible, dotted with white clouds, and lush greenery frames the scene, enhancing the tranquility of the coastal landscape.
Cabin in Ventnor

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.

Indoor spacesKitchenLocation

4.99 out of 5 average rating, 100 reviews
Top Guest favourite
The exterior of a modern wooden barn structure is visible, characterized by a sloping grey roof and large windows. A gravel driveway leads to the entrance, with a manicured green lawn surrounding the building. A parked car is nearby, along with a tree providing natural shade.
Barn in Nettlestone and Seaview

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!

FamilyKitchenAccess

4.98 out of 5 average rating, 184 reviews
Top Guest favourite
Holiday 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 spacesHeating

4.99 out of 5 average rating, 107 reviews

Popular amenities for Hillway family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
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.

KitchenFamilyHot tub

5.0 out of 5 average rating, 173 reviews
Top Guest favourite
Tiny home in Isle of Wight

Luxury TinyHome • HotTub • Garden • Walk to Beach

FamilyKitchenCleanliness

4.98 out of 5 average rating, 128 reviews
Top Guest favourite
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 spacesHiking

4.98 out of 5 average rating, 269 reviews
Top Guest favourite
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 spacesFamilyBackyard

4.97 out of 5 average rating, 143 reviews
Guest favourite
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

FamilyKitchenOutdoor spaces

4.95 out of 5 average rating, 104 reviews
Superhost
A spacious indoor pool area features a large heated swimming pool and a separate hot tub, both illuminated with soft lighting. Large glass walls provide views of the surrounding greenery, enhancing the serene environment.
Home in Bosham

Cedar House - Pool & Spa Complex

FamilyIndoor spacesView

4.89 out of 5 average rating, 294 reviews
Top Guest favourite
Shepherd’s hut in West Sussex

Stonemeadow Shepherd’s Hut, Chichester

Indoor spacesFamilyHeating

4.96 out of 5 average rating, 185 reviews
Guest favourite
Bungalow in Godshill

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

KitchenFamilyWalkability

4.8 out of 5 average rating, 111 reviews

Family- and pet-friendly home rentals

Family-friendly home rentals with a pool