If you are wishing to slow down and appreciate the simple things in life, this is the perfect retreat for you. Oozing peace and tranquillity, this lovely shepherd’s hut is full of countryside charm and home comforts. Spend a long lazy morning in bed listening to birdsong or have a picnic on the grass in the dappled sunlight beneath the trees. The wood-burner will keep you cosy on a rainy day and your beloved pooch will love roaming the outside space just as much as you will. Jessie has been lovingly created for two and is the most idyllic retreat no matter the time of year.
Jessie
2.7 miles NE of Battle
Sleeps 2 | dog friendly
From £78 per night
Shepherd’s Hut in Sussex: Nestled amongst cherry trees in the east Sussex countryside, just two hours from London, is where you will find picture-perfect Jessie. She is the sweetest escape, designed perfectly for two and your four-legged friends.
Overview
Step Inside
Meander along the path to find Jessie nestled quietly and comfortably between the crab apple and cherry trees. Totally secluded, a stay at Jessie will put your mind at ease for a little while. Step inside the bespoke hut and be greeted with a lovely open plan living space, with solid oak furnishings and countryside charm throughout. To the right sits the pretty dining area. On a rainy day, pop on the radio and play a board game. There are also binoculars and plenty of wildlife books for your use. The cosy double bed folds down from the wall of the dining area, utilising the space during the day. Light the wood-burner and enjoy a slow morning in bed, admiring sweeping views of the Sussex countryside. The spacious kitchen area is well equipped with everything you’ll need during your stay. Including an electric hob, microwave and grill, fridge, toaster, kettle and all the utensils to cook up a delicious meal for two. The shower room is an idyllic spot to freshen up after a countryside ramble or day near the coast. This comfortable retreat comes with all the little luxuries and home comforts for an utterly relaxing stay in nature.
Outdoors
Step outside and soak in the tranquillity this secluded paradise has to offer. With an abundance of outside space for you to enjoy, your four-legged friend will love roaming through the garden. On a long summer afternoon, have a picnic on the grass or enjoy your favourite tipple in the shaded seating area amongst the trees. From dawn till dusk, Jessie is simply a dream. As the sun disappears behind the trees and stars fill the night sky, light the fire pit and get cosy with that special someone. This charming hut is the most idyllic base from which to walk and explore the Sussex countryside. Whatever the occasion, this romantic bolthole is the perfect place to call home for a little while.
Explore
We wouldn’t blame you for wanting to spend your days cosied up at this idyllic retreat or soaking in the Sussex sunshine in the garden. However, if you did want to head out for the day, there is plenty to explore in the local area. Settled in the pretty village of Sedlescombe, The Queens Head is just a short distance away, a lovely 15th century pub perfect for a delicious meal. There is also a vineyard in the village, be sure to go for some wine tasting or stop for a coffee! The closest town is Battle, famous for its Abbey and home to several boutiques, arts and crafts shops, pubs and tea rooms. The Ash Tree Inn is a charming dog-friendly pub and the Swan Inn is one of the oldest pubs in Sussex, both are great for a bite to eat.
East Sussex has many historic houses and gardens for you to explore. Combine a visit to Herstmonceux Castle with The Observatory Science Centre; for art lovers visit the De La Warr Pavilion in Bexhill on Sea, the Jerwood Gallery in Hastings, or the Towner Art Gallery in Eastbourne. You are also not far from Bodiam Castle and the magical estate of Scotney Castle, offering wonderful woodland and parkland to explore.
Take a trip to the medieval town of Rye with its cobbled streets and antique shops. Then head a little further to the sandy beach and picturesque dunes of Camber Sands. Head towards the coast in the other direction, to find Cooden Beach, Pevensey Bay, Hastings and Eastbourne. Take a walk along Eastbourne Pier and stop for some fish and chips! With so much to explore right on your doorstep, you are bound to fall in love with beautiful Sussex and of course, this dreamy hideaway.
Layout
Open plan living-room with kitchen, dining and bedroom areas. Electric hob, microwave/grill, fridge, toaster and kettle. Double bed (4'6'').
Shower-room with with shower, WC and wash-basin.
Important Information
Please note, there are no check ins on a Sunday.
More Details
Availability, reservations and pricing: From £78 per night
Jessie Reviews
4.8
Good or bad, we publish all the reviews left by the guests who have stayed at this property. Reviews policy
39 written reviews
Sue
May 2026
Wow, what an amazing stay.
Such an amazing little shepherds hut, in a beautiful location.
The hut is fully equipped with everything you need and more. The little extra touches made such a difference, from the trollies to take your belongings from the car to the hut, to the little dog treats. We even forgot to take our dog’s food bowl, but there was one there.
So much care has gone into making it into a cozy space. The decor is beautiful. I suffer with a really bad back, and the bed is very comfortable.
Sue and the team really have gone above and beyond to make this a wonderful place to stay. We will definitely be returning.
Many Thanks
Sue & Dave
Luke
January 2026
Visited for an anniversary trip and found that Jessie was very well furnished and a pleasure to stay in.
There was lovely local produce provided, alongside prompt and helpful responses from Sue.
The location is well placed, close to the local town with some nice pubs and a useful post office, and within a quick drive to hastings and st. leonards which we enjoyed visiting.
Would highly recommend staying.
Rebecca
October 2025
Lovely relaxing stay at Jessie hut, lovely view with close proximity to shops, pub and garden centre. Great little touches from the owners and extention of our check out was a wonderful and much appreciated touch. Thank you
Nrutika
September 2025
We had a lovely stay at Jessie! Loved the cows, horses and sheep on site. It was super relaxing and just what we needed. The eggs, bread, milk and juices were a great touch for the next morning as we could have a slow start to the day.
We loved the crab apple trees, however, if you have a dog that eats everything in sight, you really wish for a rake to move the ones that dropped to a corner.
I would say, it would instead of the link for the exact location it would be best to mention the sign on the gate as the pinpoint was dropping us on the opposite side of the road, which had no entrance!
We also tried to contact the host sue on a few occasions as we are not from the area, and was finding it hard to get any kindling so wanted to know where we can buy some but had no response from sue.
Overall a great stay but wished we were able to get a hold of the host.
Alan
September 2025
We had an idyllic stay, it was peaceful and we felt very relaxed and revived.
Everything is nicely set out from the orchard the hut is in, on to everything inside.
The seats and bed were comfortable, and we slept very well.
I would thoroughly recommend this to anyone. And we enjoyed it so much we've already discussed coming back.
Frances
July 2025
We had a beautiful two nights staying at the Jessie cottage! The hut was charming and perfectly cozy. We loved the space itself, the sheep outside, and the milk, butter, eggs, juice, and bread in the fridge. So many sweet touches to the space.
Sam
June 2025
Such a perfect place to stay! So well equipped and such thoughtful details (such as plugs with phone charger sockets) or the little trolleys in the car park for you to use so you don’t have to carry your bags! Bed super comfy - kitchen and toilet immaculate. We’ll definitely be back as we want to use the log burner in the winter and snuggle up looking over the fields! Thank you Sue!
Lucy
June 2025
An excellent Shepherd’s hut in the most perfect location. Everything is well thought out, clean and comfortable. Very nice shower and kitchen, more than decent bed. Well located for days out to Rye, Battle, St Leonard’s and old Town Hastings. Came back feeling very refreshed.
Marie
June 2025
Stunning place, shepherds hut lovely and cosy. Bed was super comfy, the views are amazing and the sounds of the birds, the location and the trees are so lovely, one of the best we have stayed in. The peace and quiet was what we needed. My elderly dog was in her glory running around. Beautiful place to wind down
Samantha
May 2025
This was the most perfect little shepherds hut and location. The setting was so beautiful, the hut itself was so much more than expected. It was super comfortable with everything we needed and more. What a lovely touch being left the essentials for food etc. just perfect in every way. The queens head pub was idyllic with lovely food. We took our push bikes and had a wonderful bike ride in the countryside. Loved the garden centre nearby too. The whole 2 nights was just incredible. Thank you
Janet
May 2025
Jessie is a delightful Shepherd’s Hut in a beautiful orchard setting with lovely views. Everything in the hut was high quality with great attention to detail. The bed was very comfortable. On arrival, there were provisions for us which was much appreciated. We loved that it was set in an orchard with lots of space around it and ideal for our dog, as it was a fenced area. The village is just a short walk away and we enjoyed a meal at the pub. Rye and Battle were local highlights. We would highly recommend a stay at Jessie’s. Many thanks to Sue and the team for a lovely holiday.
Angharad
April 2025
A wonderful , well equipped property with everything needed for a relaxing break. Firepit/barbecue provided for outdoor evenings and a fantastic secure area for the dog to wander in and out as he pleased.
Darren
March 2025
We had an excellent time at Jessie’s, very peaceful setting which made for a relaxing couple of days. Everything was thought of and well organised. Great location, close to Battle and Rye. We had a lovely coastal walk at the Hastings nature reserve, situated on the coast road towards fair Light. Beautiful scenery. We intend to come again.
Charlotte
February 2025
We had such an enjoyable weekend at Jessie. The Hut was clean, beautifully decorated and had everything we needed for our stay. The wood burning stove was lovely. The lit up path made arriving in the evening straightforward. We really enjoyed exploring the surrounding area (Battle, Hastings) and visiting the local pubs. Would highly recommend to anyone looking for a peaceful weekend away!
Olivia
January 2025
The perfect place to wind down on the first weekend of the new year! Jessie had everything we needed and was so cute and cosy - absolutely loved our time there, thank you!
Suzanna
December 2024
We loved every second of our time at this fabulous place. We wanted to escape the world for a little while and we certainly did that! Jessie has been well thought out and had everything we needed and more!
Julia
November 2024
I'd like to tell no one about Jessie as its such a very special place if you like peace, quiet and countryside. But of course I will tell, and say that those who do go, as I, will love it. My dog too was very comfortable indeed.
Joshua
November 2024
Jessie shepherds hut was absolutely amazing, my partner and I had such a relaxing weekend.
Lovely touch leaving eggs, butter and bread for a simple Saturday morning breakfast. I have already recommended the property to family and friends and will return again! Brian the dog also had a fantastic time.
Lotte
October 2024
We had the most amazing weekend at Jessie. The location is so picturesque, private and in the perfect spot for exploring everything East Sussex has to offer. Very dog friendly too which is such a bonus! Thank you for a great stay.
Suzanne
September 2024
Had a wonderful few days away, Jessie is an amazing shepherd’s hut which is fully equipped and I loved the pull down bed, i have stayed in other huts but this one was definitely at the top of the list.
I was looking for a secluded and restful place to recharge and it did not fail to succeed so much that i wanted to stay!
It’s private and you can feel like the outside is miles away. Short walk to the local pub and the roaming geese are an added bonus.
If you’re looking to recharge in simple luxury Jessie definitely hits the spot.
Geoffrey
July 2024
Great little cottage, a short walk to the pub and village shop, and a short drive to the best of 1066 Country. It was perfect for a short break for one. Excellent communication throughout the booking process.
Chris
June 2024
A lovely outstanding peaceful dwelling, it had everything you would want inside the bed was lovely and comfortable and I would definitely come back here again even if it was winter time
Sarah
May 2024
We typically don’t write reviews, but our stay at Jessie was exceptional. The accommodation was impeccably equipped, with every detail meticulously thought out. We enjoyed the best night’s sleep in a clean and cosy environment. The privacy was wonderful and the proximity to fantastic local pubs made for delightful walks right from our doorstep. We will definitely be returning.
William
February 2024
We really enjoyed our short getaway to Jessie. Its location is idealistic with privacy but within walking distance of the local village with an exceptional pub in, The Queens Head. Short drive distances to nearby attractions and walks such Battle and the picturesque town of Rye and Camber sands beach. Would highly recommend!
Shelby
February 2024
We had such a fantastic stay at Jessie! It has everything you could possibly need and very easy check in and out - we would definitely stay again!
Carla
December 2023
We had a lovely 2 night stay in Jessie, it was very cosy and the views were beautiful, Our dog loved the log burner!!
We found the location perfect, we visited Bedgebury Pinetum Christmas light show and found a nice pub near by called the White House...We will definitely return in the future.
Clemence
November 2023
I had a really wonderful time staying at Jessie and discovering the area. Neighbours were lovely (the sheep!) and the wood burner made for some delighfully cosy evenings. The hut is equipped with everything one might need (and I mean absolutely everything), and comes with helpful tips for enjoying the area.
I would absolutely recommend, and come back myself.
I
November 2023
We stayed at Jessie for a few days in November whilst visiting relatives in the area. The location was absolutely perfect for us, so quiet and peaceful. Even a local power failure in the area on our first night could not dampen our enthusiasm for a most enjoyable stay at a lovely Shepherd's Hut. We will almost certainly be paying a return visit.
Julia
October 2023
Lovely little hideaway. So peaceful, lovely view. Highly recommended.
Steve
October 2023
A rural, scenic and quiet getaway - perfect to unwind.
David
September 2023
1st class break highly recommended
Sally
August 2023
We LOVED our stay, everything was absolutely perfect. Even Storm Anthony didn't dampen our experience.
Adam
August 2023
It was a fantastic cosy home from home. Even in the summer, seeing a beautiful fire made the evenings so comfortable and romantic. Everything we could have asked for.
Gaye
July 2023
Absolutely loved our stay at Jessie. The owners have thought of everything.
It's beautifully decorated, well designed, spotlessly clean & very comfortable. Everything you can possibly need is supplied.
It's a lovely spot and we particularly liked the feeling of privacy. It's just you & the wildlife, which we saw plenty of.
We decided within 10 minutes of arrival that we definitely wanted to come back and straight way booked another stay for the autumn.
We had a minor electrical problem early on in our stay but one call to the owner & it was sorted out very fast & efficiently.
Very much looking forward to returning.
Julie
July 2023
We had such a lovely stay in Jessie. We stayed for two nights which was a perfect amount of time for such a warm and cosy space. It was beautifully presented, clean and very comfortable. The bed mechanism was easy to use and therefore a clever way to make the most of the space. The countryside views were wonderful with plenty of wildlife to spot. Even though the weather was not kind on this trip it felt so cosy inside listening to the rain on the roof. A perfect long weekend destination. Classic Cottages were, as ever, a delight to deal with from start to finish.
Penny
July 2023
Jessie is a fantastic little property, with every piece of equipment you could possibly need for a short break away and more. We loved how quiet it was, that it was in a completely dog-proof orchard, the thoughtful touches like dog towels, dog bowls, the food essentials and toiletries and overall, how comfortable it was.
The surrounding area is fabulous to explore - there are vineyards, lovely country walks with lots of wildlife to spot, and it's not far to the sea.
We loved it!
Jack
May 2023
Jessie was the perfect get away for my wife and I. We enjoyed walking through the local trails. If you need some peace and quiet with all modern comforts. Jessie is just the place to stay.
Peter
April 2023
We have just returned from a long spring weekend in Jessie. The shepherd's hut was immaculately presented and welcoming, making for a very relaxing stay. We were able to walk 7 miles from the front door into the beautiful East Sussex countryside, but also use as a base to visit local attractions. Highly recomended.
Nicole
March 2023
We had such a wonderful stay at Jessie - the hut was so cosy! Literally the only people there so it felt so private and secluded. We loved lazy mornings watching the sheep in the opposite field. There's lots of lovely country walks and it's close to Battle & Rye (which are definitely worth a visit). Everything you could possibly need is provided, and it's lovely and clean. Also great that dogs are allowed! Thanks for a fab stay, we didn't want to leave :)
Located 2.7 miles NE of Battle powered by the classic guide
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0.6 Miles
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Location
The location of attractions is intended only as a guide. Distances are 'as the crow flies'.