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Family-friendly vacation rentals in Hillway

Find and book unique family-friendly homes on Airbnb

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 garden area features a paved patio with two folding chairs and a small table. Lush greenery surrounds the space, including potted plants and hanging flower baskets, creating a serene outdoor setting suitable for relaxation.
Home in Milton
4.99 out of 5 average rating, 199 reviews

Beautiful seaside home in Southsea 5 mins to beach

My home is spotlessly clean & cosy. It’s located in a quiet area in Southsea, 5 min walk to the beach and many cafes, shops and restaurants. If you’re looking for a trip to the Isle of Wight by hovercraft or ferry, to hit the shops and restaurants at Gunwharf Quays, a cultural experience at the DDay Museum and Historic Dockyard and much more, it’s all close by. ~30 min drive to Goodwood Motor Circuit, and convenient stop if taking a cruise. Sleeps 3 people plus I can accommodate a baby in a cot

Top guest favorite
An open plan space includes a spacious bed with a colorful floral duvet. A dining area with a table and chairs is visible, along with a sofa featuring bright cushions. Natural light floods in through multiple windows, and a modern shower room is seen on the right.
Guesthouse in Sandown
4.96 out of 5 average rating, 113 reviews

Beautiful open plan chalet Short walk to the beach

One of two beautiful holiday lets tucked away at the end of our lovery quiet garden. Situated directly on the cliff path with a short 3min walk down to the stunning sandy beach. Perfect for amazing cycle rides & walks. King size bed & sofabed perfect for 2 adults and 1 or 2 children or 3 adults. There is free parking to the front of the main house and a short walk to the property. A private shed for storing your bikes as well as body boards, bucket & spades & beach chairs are available for guest

Top guest favorite
The exterior of the house showcases a charming two-story structure with a gabled roof and a combination of white and gray siding. The surrounding garden features well-kept green bushes and a manicured lawn under a partly cloudy sky.
Home in West Wittering
4.98 out of 5 average rating, 154 reviews

West Wittering Village - short walk to beach.

A bright, relaxed family home in West Wittering village, a short walk from the famous sandy beach and the village pub. Suits an extended family group or 2 small families sharing. The amazing living space includes a large modern kitchen/family room, separate TV room and a large playroom with table tennis, pool table and lots of toys. A large garden surrounds the house and includes a shady eating area, a lovely south-facing sun deck, an hot shower, a fire pit and a play area with zip wire/ slide.

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
4.98 out of 5 average rating, 253 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 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
4.99 out of 5 average rating, 180 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 favorite
A spacious wooden deck is furnished with outdoor seating, including a sectional sofa and a dining table surrounded by chairs. Lush greenery and trees frame the view, with the sea visible in the distance under a partly cloudy sky.
Cottage in Shanklin
5 out of 5 average rating, 211 reviews

Highcliff Cottage - Clifftop Paradise

Highcliff Cottage at Luccombe is a dream holiday retreat, secluded and tranquil. A 100m high clifftop garden oasis overlooking Sandown Bay and the south of England. Relax on the deck, listen to the bird song and breathe in the fresh air. Situated between Shanklin and Ventnor, the Cottage is designed in the boathouse style with beautiful detailing inside and out, with exclusive use of a large garden and access to a spectacular cliff terrace. The Isle of Wight Coastal Path is at the front gate.

Guest favorite
The exterior of a charming chalet is showcased, featuring a combination of wooden panels and brick. Large glass doors are framed by flower boxes, and the garden area displays gravel and stone landscaping, bordered by a path leading to a secure garden gate.
Tiny home in Newchurch
4.95 out of 5 average rating, 318 reviews

Newchurch Nook, sunny garden cottage.

A beautiful open plan, self catering chalet. Space for Baby and a travel cot. A well behaved dog is welcome. 15% discount Ferry travel with Red Funnel. Situated on the Squirrel Trail/cycle path.Ideal for walkers,cyclists or anyone looking for a peaceful retreat. Woodburner, ideal for cosy nights in. All logs supplied. Private secure south facing garden with table & chairs. Safe store for bikes. Free parking. Free Wifi. Award winning Pointer Inn & Garlic Farm within walking distance.

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
4.98 out of 5 average rating, 106 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 **

Top guest favorite
A spacious family room features a large, comfortable leather sofa adorned with various textured cushions. A patterned rug anchors the seating area, while a dining space is visible in the background. Modern kitchen appliances are positioned along the wall, complemented by an inviting light fixture.
Home in Newchurch
4.95 out of 5 average rating, 220 reviews

1902 chapel.Family & pet friendly. Parking,garden.

A beautifully converted chapel. Bright, spacious and lovely views from gallery, also a peaceful workspace. Wi-Fi. Pineapple Room with kingsize bed. Jungle Room twin beds or king. Lovely bathroom with shower over bath. Spacious family room with fully equipped kitchen, dining and lounge. Downstairs cloakroom. Designated onsite parking for one car. Enclosed garden ( access across car park through gate signed The Old Chapel Garden). Two housetrained dogs welcome, MUST book. No puppies.

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
4.82 out of 5 average rating, 119 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 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
4.98 out of 5 average rating, 112 reviews

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.

Top guest favorite
A view of a sunset over the water is framed by open double doors, with a decked outdoor area visible. A picnic bench sits on the deck, and natural light fills the space, highlighting wooden flooring and cozy furnishings.
Chalet in Isle of Wight
4.99 out of 5 average rating, 205 reviews

Beachside chalet at Gurnard Bay near Cowes

The Beach Hut Gurnard, located in an enviable beachfront position, is the perfect 'home from home' for solo-travellers, couples, friends and small families. This beachfront property features fantastic Solent views; the perfect place to watch the stunning sunsets Gurnard is famous for. Well-equipped and with fast WIFI makes this the ideal choice for a chilled break enjoying the sea, beach and all that goes with it, all on your doorstep .

Popular amenities for Hillway family-friendly rentals