The Roost Treehouse and The Hideaway at Into the Woods

Naturally secluded woodland retreats, steeped in an intoxicating blend of fun, excitement, adventure and romance on the picturesque north coast of the Isle of Wight.
  • Sleeps: up to 6 per unit
  • Bedrooms: 2 -3 per unit
  • Minimum stay: 2 nights

If you go down to the woods today, you’re sure of…a cosy, contemporary Shepherd’s Hideaway and the enthralling Roost Treehouse, both perfectly tucked away on the north coast of the Isle of Wight and well hidden from each-other by plenty of natural foliage.

Along with carefully hand crafted wood, stone and slate construction, versatility is built into the heart of this charming accommodation, which adventurous families and groups will enjoy just as much as couples seeking a romantic country hideaway.

Both sleeping up to six guests, the Shepherd’s Hideaway and the Roost Treehouse are firmly focused on privacy and comfort, with cosy well-chosen furnishings and a naturally peaceful woodland setting that’s ripe for creating your very own adventure stories, delightfully filled with birds, rabbits, squirrels and friendly farm animals to keep you company along the way.

Purposefully equipped with consideration for the natural environment in mind, you won’t find any dishwashers or washing machines on site. Eco-friendly products are provided in the kitchens and the bathrooms, and there are composting areas throughout – no need to worry about your carbon footprint here! A selection of board games and books is provided, as is the inevitable WiFi.

For an extra touch of originality and a stay kids (of all ages!) will adore, the Shepherd’s Hideaway, set in its own private paddock and sleeping up to six people, comprises four rooms individually housed in stunning oak-clad shepherd’s huts, all cosily insulated with sheep’s wool.  You can also hire a bubbly hot tub on the secluded deck, if the mood should take you.

There’s a spacious master bedroom cabin, with raised double bed and extra room for a cot or additional storage, and a bunk cabin with four bunk beds.  Both sleeping cabins have their own ensuites, featuring truly marvellous countryside views.

Perfect for congregating and relaxing together is the double kitchen/living cabin, with extra heating provided by a traditional wood burning stove.  Here you’ll find two inviting sofa areas, along with a spacious dining table with wraparound benches – and on the other side of the chic French doors there’s a barbecue area, for those long evenings when only a spot of sumptuous sizzling will do!

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At a glance

  • Two private retreats, the Roost Treehouse and the Shepherd’s Hideaway, both Wi-Fi enabled and sleeping up to six people in a countryside setting on the Isle of Wight.
  • Also on site is The Nest, a romantic treehouse for two.
  • Into the Woods is minutes way from the Red Funnel and Wightlink ferry ports. There’s a private woodland car park, with an electric car charging point for guests.
  • Linen, towels, toiletries and kitchen equipment is all provided.
  • A wide range of outdoor activities, food and entertainment are readily available nearby.


  • Family Friendly
  • Hot Tubs
  • Large Groups


The Shepherd’s Hideaway sleeps up to 6 plus one infant, master ensuite double bedroom, quad ensuite bunk room, eco-kitchen, gas hob, oven, microwave, wood burning stove, composting system, dining area, living area, free Wifi, books, games, puzzles, outdoor decking area & furniture, space for a cot, baby monitoring system.  Optional hot tub hire.

The Roost Treehouse sleeps up to 6, master king size bed (or twin configuration), bunk room, double mezzanine room, bedding, towels & beach towels provided, private bathroom, composting system, eco-kitchen, oven, hob, toaster, kettle, fridge, dining area, wood burning stove, free WiFi, books, games, puzzles, outdoor deck/seating.

Local activities

Robin Hill adventure park, Osborne House, steam railway, Alpaca farm, walking, coastal paths, cycling, beaches, fishing, sailing, kayaking, canoeing, swimming, castles, bowling.

More information

Meanwhile, the hand-built and authentically larch-clad Roost Treehouse sleeps up to six people, divided by elegant decking into a Living and a Sleeping House.  Accessible from a secret woodland path, this special little home is packed full of exciting features for you to discover, including spyholes, storage hooks and even a secret sleeping area!

The Sleeping House contains two (and a half!) cosy bedrooms, with a luxurious bathroom featuring stunning views over the trees.  The bunk bedroom leads up to a mezzanine level with secret double sleeping space, perfect for adventure-seekers!

The Living House plays host to a beautiful timber-clad room and a sofa – ideal for relaxing with the latest bestseller.  The kitchen area includes a dining table and benches, with heating from a traditional wood burning stove.  Open up the inviting French doors and head out onto your very own decking area for deluxe al-fresco dining!

There’s a communal den on site where everyone can come together to swap holiday stories and relax with a cuppa (or something stronger if preferred!) around the long table.  Here you’ll find washing facilities and a plentiful store of tea, coffee and that all-important hot chocolate – don’t forget to bring marshmallows.

You won’t go hungry, with fresh eggs available from the friendly on-site chickens and ducks, along with homegrown seasonal vegetables…and even the occasional slice of homemade cake to go with your mid-morning coffee!

Entertainment-wise, there are no televisions on site – but who needs telly anyway, when either in or out of the woods there are a wealth of activities just waiting to be discovered?  Bikes are available to hire, or why not charter a speedboat for an invigorating trip on the Solent?  Pop into the neighbouring village of Whippingham, or venture further afield for an even larger selection of outdoor activities, entertainment, food and drink.

Babysitting services are available for those much-needed recharging moments away from the kids…though with all that free space and play areas featuring wooden swings, rings and rope ladders – with mini tractor rides also on offer – they may not notice you’ve gone!

So in a nutshell, for a flexible country break offering the perfect blend of privacy, comfort and adventure that will suit cosy romantics as much as large groups, why not make your way Into the Woods?

Things to note

This is a retreat from modern technology so TVs are not provided, babysitting is available daytime and evenings on request, children over 5 years can stay in the treehouse, a paddock/bell tents are available for larger group bookings, and you can also book both The Roost Treehouse and Shepherd’s Hideaway for exclusive rent for a large group. No pets permitted. Free WiFi is included.

Where you'll be staying

Whippingham, Isle of Wight

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