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 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 in Sandown
4.98 out of 5 average rating, 167 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 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
4.98 out of 5 average rating, 261 reviews

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

Looking for somewhere truly unique to stay? The Crow's Nest is the perfect beach hideaway. Think of it as your own luxury treehouse overlooking the sea, complete with a couples private hot tub. Winner of the 2019 & 22 Lux Travel Most Romantic Beachfront Accommodation. A cedar cabin nestled high into the cliffside overlooking Ventnor beach. It has bi-fold windows along two sides, opening up your room so it's just you, the sea and the horizon. The Crow's Nest is part of The Cabin, Ventnor Beach.

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
4.99 out of 5 average rating, 190 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 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
4.94 out of 5 average rating, 230 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.

Top guest favourite
The living area features a light blue sofa positioned near a wooden coffee table, surrounded by a warm, carpeted floor. A modern kitchenette is visible in the background, with essential appliances integrated into stylish cabinetry. A flat-screen television is mounted on a neutral-toned console with decorative objects.
Cabin in Bembridge
5 out of 5 average rating, 36 reviews

Pete's Pad - Whitecliff Bay - Isle of Wight

Pete's Pad is sited at Whitecliff Bay, Bembridge. 6 berth caravan - One king bedroom with en suite toilet and two twin bedrooms, Bathroom/shower with hand towels provided. Based on a large plot on Crosswinds, mains gas, electricity, WiFi, Parking next to the caravan and a large decking area with garden furniture. Well behaved furry ones welcome. No Smoking is permitted in the caravan. Site passes for access to facilities not included. !WIGHTLINK DISCOUNTED FERRY AVAILABLE AT EXTRA COST!

Top guest favourite
A cozy en-suite double bedroom is furnished with a spacious bed featuring a patterned duvet. A TV sits atop a light-colored dresser, while a chair and a small table provide additional seating. Natural light enters through large windows dressed with multi-coloured curtains.
Guest suite in Bembridge
4.97 out of 5 average rating, 112 reviews

Self-contained ensuite room in perfect location

Little Puffin is a comfortable self-contained en-suite double bedroom. It has off-road parking, wifi and a power shower. It is located centrally in Bembridge, with ready access to a whole variety of coffee shops, pubs, restaurants and village stores. Numerous beaches are on the doorstep, with options of sea-swimming, water sports and fantastic walks. Bembridge, with its harbour, iconic life-boat station and windmill, provides a beautiful base from which to explore all the island has to offer.

Guest favourite
Cottage in Bembridge
4.91 out of 5 average rating, 163 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
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
4.98 out of 5 average rating, 108 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 in Bembridge
4.81 out of 5 average rating, 130 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.

Top guest favourite
An outdoor dining area features a stylish table set with drinks and refreshments. Comfortable chairs surround the table, which has a glossy surface reflecting the clear blue sky and distant sea views. The surrounding trees provide a serene backdrop.
Home in Ventnor
4.97 out of 5 average rating, 112 reviews

Longwood Edge, a dream home by the Sea

This stylish, spacious, ‘State of the Art’ home is perfect for those looking for a luxurious, relaxing break in a tranquil coastal location. With a large open plan living/dining area, fully equipped kitchen with breakfast island, 3 large bedrooms and 2 luxurious bathrooms. Located on a quiet road 100 yards from the award winning Bonchurch Inn, you can relax, stay at home or wander into Ventnor with its variety of restaurants. We provide discounted ferry travel on booking.

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 in Bembridge
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
A comfortable living area features a gray sectional sofa adorned with decorative cushions. Light wood flooring complements a small white coffee table. A floor lamp adds warmth, while a framed image is hung on the wall, with a unique wall decoration positioned nearby.
Cottage in Bembridge
4.98 out of 5 average rating, 108 reviews

Pebble Cottage in the heart of Bembridge

Pebble Cottage is in the heart of Bembridge, with a short walk to the local shops, where you will find a Farm Shop, Bakery, Butchers, Fish Mongers and a local food store. For eating out there is The Olde Village Inn pub, a fish and chip shop, and a great take away at Framptons. Forelands beach is a good 15 minute walk away, an excellent beach for walking the dogs (or oneself), and a great place for children to enjoy all things to do with being by the seaside.

Popular amenities for Hillway family-friendly rentals