Family-friendly holiday rentals in Hillway

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Top-rated family-friendly rentals in Hillway

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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
4.99 out of 5 average rating, 96 reviews

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.

Top guest favourite
The exterior of a light-colored building is displayed, showcasing modern architectural features. Large, symmetrical windows with white trim are visible, allowing natural light to illuminate the interior. The entrance is marked by an archway, leading into the property.
Flat
4.98 out of 5 average rating, 168 reviews

1, Melville Street

In the heart of Sandown, very close to the magnificent beach, 1 Melville Street has been made into a bespoke ground floor Holiday Apartment with all the benefits of modern living with central heating. There is a stylish modern kitchen and bathroom. The property has been furnished in a vintage boutique style with period features. The rear yard provides safe storage for up to 4 cycles as Sandown is great for cycling holidays. 15% discount available on Red Funnel Car Ferry on completion of booking.

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
4.99 out of 5 average rating, 197 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.

Top guest favourite
An expansive view showcases golden fields dotted with round hay bales, leading to a tranquil coastline with blue waters. In the distance, the white cliffs of the Isle of Wight rise against a clear sky, framing a charming cluster of homes nestled in the landscape.
Apartment
4.96 out of 5 average rating, 113 reviews

Chale Bay Farm - Purbeck View

Purbeck View at Chale Bay Farm is an air-conditioned, family-friendly self-catering apartment with views out to the sea. The living area features a contemporary open-plan, fully-equipped kitchen/diner with oven, hob, microwave, fridge, freezer, dishwasher and combined washer/dryer and air-conditioned lounge/sun-room with large TV. Sleeps up to 4 (or 5 with sofa-bed or cot) but you can add more space by booking our stand-alone room Tennyson View or one or more of our other adjacent apartments.

Guest favourite
Cottage
4.91 out of 5 average rating, 165 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.

Top guest favourite
Guest house
4.99 out of 5 average rating, 105 reviews

One bedroom cottage escape

Relax and make yourself at home in our charming 1-bedroom bungalow — the perfect retreat for a restful getaway. Featuring a super king-size bed with White Company bedding, a well-equipped kitchen and a bright and comfortable living room with stunning views of the garden. The modern restroom includes a walk-in shower and Rituals toiletries for a luxury experience. Enjoy your morning coffee on the patio or take advantage of the hammocks on the pond both with views of the surrounding garden.

Top guest favourite
The outdoor deck features a dark wicker dining set, providing seating and a table for socializing. The entrance leads to a cabin, with wooden siding visible. The serene harbor view is enhanced by a blue sky dotted with fluffy clouds.
Houseboat
4.95 out of 5 average rating, 87 reviews

Quirky houseboat with 2 car spaces & harbour views

This recently refurbished houseboat sits on the edge of Bembridge Harbour overlooking St Helen's Dover. With two cabins, modern saloon & outdoor decking, this memorable place is anything but ordinary. - Scandi cosy interior with modern saloon & wet room - 2 cosy cabins with under bed storage - 3 parking spaces - Storage for bikes Guests can enjoy off-jetty access which is perfect for kayaking, paddle boarding & fishing. The deck surrounds the houseboat providing space for socialising.

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
4.98 out of 5 average rating, 112 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 **

Superhost
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
4.81 out of 5 average rating, 135 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.

Guest favourite
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.
Flat
4.89 out of 5 average rating, 104 reviews

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.

Top guest favourite
Tiny home
4.98 out of 5 average rating, 119 reviews

Luxury TinyHome • HotTub • Garden • Walk to Beach

Award-winning luxury tiny home with a private Jacuzzi® hot tub, just moments from Ryde's sandy beach. Perfect for romantic breaks, coastal walks and relaxed island stays, The Cabana offers your own private garden, underfloor heating, a super-comfy kingsize bed with premium linen, superfast fibre WiFi and Nespresso coffee machine - all within easy walking distance of shops, cafes and the vibrant seafront at Ryde, Isle of Wight. Exclusive ferry discounts included.

Guest favourite
A dining area is visible with a wooden table surrounded by red chairs. A comfortable corner sofa offers a relaxing space, complemented by a stylish light fixture overhead. Vintage décor adorns the walls, adding character to the inviting living space.
Home
5 out of 5 average rating, 9 reviews

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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