The Hideaway exterior — oak-clad shepherd huts on the decking at Into the Woods, Isle of Wight

Whippingham · Isle of Wight

INTO THE WOODS

Unique handcrafted treehouses and shepherd huts for romantic getaways, family adventures and peaceful woodland retreats on the sunny Isle of Wight.

Open all year · Sleeps 2 – 14

Welcome to the woods

Your hideaway, high in the trees

Set high in the trees in peaceful countryside near Wootton, our secluded accommodation is perfect for those seeking a tranquil escape immersed in nature — a family holiday, a couple’s retreat, or a small group escape in the heart of everything the Isle of Wight has to offer.

3

Unique hand-built stays

2–14

Guests, from treehouse to full estate

365

Days open each year

Our 3 accommodations

Choose your hideaway

The NestJust for two

The Nest

Sleeps 2

A cosy little treehouse just for two, made for romantic getaways up in the trees. Woodburner, full kitchen and bathroom, ladder stairs to a generous king bed on the mezzanine — and French doors onto a private balcony over peaceful farmland.

More info
The RoostFamily favourite

The Roost

Sleeps 2 – 6

A beautiful hand-built, larch-clad treehouse in two parts — a living house and a sleeping house — joined by a walkway and outdoor dining deck, right up in the trees and deep in nature.

More info
The Shepherd’s HideawayHot tub option

The Shepherd’s Hideaway

Sleeps 2 – 6, plus baby

A unique corral of four luxurious oak-clad shepherd huts, all booked as one and exclusively yours. Two bedroom cabins with en-suites, a living and dining cabin with full kitchen — around a secluded deck with an outdoor hot tub option.

More info
Glasses of red wine, breadsticks and a lit candle on a treehouse deck table overlooking the woods

The experience

Days of adventure, nights under the canopy

Parents, remember what holidays used to feel like? Den-building in the woods, a games room to disappear into, a woodburner to gather round, and wide open meadow to run wild in. Everything is yours alone — no shared facilities, no neighbours, just the peace of nature.

  • Beaches & sailing
  • Coastal walks
  • Cycling trails
  • Historic sites
  • Foodie restaurants
  • Firebowl evenings
Book your escape

The Isle of Wight

The sunny island on your doorstep

Minutes from beaches, cycling, boating, walking, historical sites and foodie restaurants — our hidden sanctuary sits in the heart of all the Isle of Wight has to offer. Cross the water and the pace slows immediately.

We can even help you plan your crossing — ferry information and travel tips are included with every booking.

WoottonCowesRydeNewportOsborne House
Walkers on the chalk cliffs of the Isle of Wight above a white sand bay

Guest stories

From the guest book

“Lovely treehouse in the perfect area, we extended our stay because we loved it so much! The Nest had everything we needed for our short relaxing getaway, we’ll definitely be back. Great hosts with great communication!”

Grace, London

The Nest · Jan ’26

“We had a wonderful few days staying here. Incredibly peaceful and wholesome family time. Couldn’t recommend more! We will be coming back.”

Gem & Adam

The Roost · Oct ’25

“Me and five friends spent New Year’s Eve at the huts and had the most amazing time. The place is even better than what you see in the pictures. Cosy, comfortable and well equipped.”

Angie

The Shepherd’s Hideaway · Jan ’25

Frequently asked questions

Quick answers for your island escape

What are the check-in and check-out times?

As a self-service stay, check-in details are shared after booking to ensure a smooth arrival. Check-out information is also provided before your departure so you can plan your stay with ease.

Is parking available?

Yes — each accommodation has its own parking. Full details are included with your booking confirmation, along with directions to find us in Whippingham.

Are pets allowed?

If you’re planning to travel with a pet, please get in touch before booking. We’ll be happy to advise on suitability and confirm whether we can accommodate your request.

What is your cancellation policy?

Cancellation terms are confirmed at the time of booking. We aim to be clear and fair, and we recommend reviewing the terms provided before confirming your stay.

How do I book a stay?

Check availability through our booking page, choose your preferred accommodation, and secure your Isle of Wight escape online in just a few steps. If you have any questions before booking, you’re welcome to get in touch.

What should we pack?

Everything for self-service living is provided — just bring yourselves, sturdy walking shoes and a sense of adventure. In winter months, cosy layers for evenings on the deck.

Open all year

Ready to escape to the woods?

Sunny summer stays, cosy winter getaways and an exciting experience for all ages. We look forward to accommodating you soon.

Check availability