
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.

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

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

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.

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.

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.

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.

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.

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 **

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.

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.

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.

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
Family-friendly home rentals with a hot tub

Private garden room enclosure with hydro hottub

Spa Retreat Southsea (relaxation centre)

Cedar Lodge - Pool & Spa Complex

Cosy Cabin with Private Hot tub | Isle of Wight

Spacious Seaside Getaway • Short walk to beach

Huge Unique Bungalow

Designer Family Escape / Hot Tub / Steps to Beach

Stunning Modern Lodge on the Lake with Hot Tub
Family- and pet-friendly home rentals

2 bed chalet near the beach and tiger sanctuary

Beautifully modernised home in central location

Charming cottage less than 5 minutes from the sea

Unique creekside floating home with adjacent cabin

Converted barn perfect for families and couples

Clara Cottage: Perfect - comfortable and stylish

5* waterside luxury boathouse - pool & log-burner

2 bedroom house in beautiful St Helens village
Family-friendly home rentals with a pool

Panoramic Sea Views, quiet, relaxed, cliffs, Beach

Idyllic, private & unique countryside holiday

Beachside holiday home

Rural Isle of Wight cottage with indoor pool use

Holiday chalet in Selsey

Beautiful 3 bedroom holiday home with sea view

The Beach Huts: with tennis court & seasonal pool

The Lodge
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- New Forest National Park
- Brighton Seafront
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Stonehenge
- Bracklesham Bay
- Highclere Castle
- Boscombe Beach
- Bournemouth Beach
- Winchester Cathedral
- Bournemouth International Centre
- Goodwood Racecourse
- Kimmeridge Bay
- Highcliffe Beach
- Worthing Pier
- West Wittering Beach
- Southbourne Beach
- Marwell Zoo
- Brighton Palace Pier
- Mudeford Quay
- Mudeford Sandbank
- Weald & Downland Living Museum
- Blackgang Chine
- Carisbrooke Castle




