Just for two
Whippingham · Isle of Wight
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
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
Just for two
Family favourite
Hot tub optionSleeps 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
The experience
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.
The Isle of Wight
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.

Guest stories
“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
Quick answers for your island escape

Our minimum stay is 2 nights – and even that isn't quite enough, there is so much to do and see on the Island! Occasionally we can allow a 1-night stay in low season, or last minute, especially in the smaller Nest Treehouse. In August we only offer full-week, 7-night stays in the Roost and Hideaway.
Plans change, so we keep this simple. Your refund depends on how far ahead you cancel:
If we're able to rebook your dates, we'll refund you in full. Or, if it's simpler, you're welcome to move your stay to new dates instead. Your damage deposit is always refunded.
Yes, absolutely. We often have large family groups, groups of friends, cycling groups and even genial hen parties. You can have 6 each in The Roost and The Shepherds Hideaway and 2 in The Nest – 14 guests. Plus we have a couple of extra options: 2 in our little Pig Pod, 4 in a Bell Tent, and 3 in the Den games room. Guests in those need to share bathrooms with the main guests. DM for details.
Into the Woods is run by us personally and we live on site. Please feel free to email or text us (details below) anytime and we will usually answer within the hour. Or you can call Fiona on 07769 696464 or Will on 07769 972007 anytime 9am–9pm.
We generally don't allow dogs, for the sake of other guests and cleanliness. But we can sometimes make exceptions for very well-behaved, quiet and potty-trained dogs! DM us.
We provide everything you need – just bring your clothes and food! We provide all bedlinen and towels, shower gels, shampoo and conditioner. Tea, coffee, olive oil and a selection of ingredients. Wood etc. for the logburner.
All our accommodation has full cooking facilities, including induction hobs, an oven/microwave combi, an undercounter fridge with a small freezer section, and a good selection of utensils and pans. Plus we provide a selection of oils, salt, pepper, various useful herbs, tea, coffee and brown sugar!
Yes, all our accommodation has access to a BBQ. We have a selection of tools and sometimes some leftover coal etc. in the cupboard in the Den (games room) for you.
Yes – all our accommodation is lovely and cosy and set up for year-round use. They all have logburners, plus electric heating in the bedrooms and bathrooms. We also provide hot water bottles and blankets for extra cosiness!
Yes, we do have a hot tub option at The Shepherd's Hideaway only – due to the floor-level deck. The hot tub needs to be prebooked and costs £120 for your stay. We set up the hot tub clean and fresh especially for your group, and provide extra towels for it too.
Open all year
Sunny summer stays, cosy winter getaways and an exciting experience for all ages. We look forward to accommodating you soon.
Check availability