Holiday rentals in Guestling

The Oaks. Beautiful Scandi style cabin on stilts

The Oaks cabin, a romantic escape from daily life - tranquil and luxurious. Relax from the moment you arrive. Nestled next to ancient woodland within a family small holding. Adjoining the High Weald National Landscape, 2 miles from Tenterden in the Kent countryside. From here you can enjoy wonderful experiences in Kent and Sussex and end your day in one of the great local pubs, breweries or vineyards. Immerse yourself in nature from the deck and adjoining field. A cabin of pure, sleek escapism.

1920s Showmans living wagon,experience times past.

Set in the sussex countryside our beautiful showman's wagon is now resting. She has spent many years looking after showman travelling around the countryside housing show folk and fair ground people. Her history and that of the travelling community is a magical fascinating part of history. It is a privilege for us to own and gives us pleasure to be able to share with anyone who would like to stay. The garden and surrounding countryside are part of the charm of our wagon in summer and winter.

Log cabin lakeside retreat in private grounds

Take it easy at this unique and tranquil getaway. Set in private grounds of 10.5 acres & shared only with the on-site owners, this Log Cabin overlooks the lower lake Bedroom 1 features a huge Emperor Size double bed (7ft x 7ft), with duck down Egyptian cotton pillows and duvet. Double doors open to a balcony overlooking the lake Bedroom 2 - 2 Single Hypnos medium mattresses or 1 x Super King bed Includes two further fold out beds best suited for children. Outdoors: 1 x balcony 3 x patio

Big barn, Nr Hastings/Rye 4 doubles 1 bunk room

Our Barn is a large, rustic , comfy home situated in a semi -rural location 10 mins drive from the vibrant seaside town of Hastings in one direction and Rye in the other, close to main road. The perfect place to really relax and explore the breathtaking surroundings. With fascinating places to visit, stunning beaches, award winning restaurants and pubs, quirky shops and easy access to Brighton, Lewes and Kent.We have 4 Double Bedrooms (1 on ground floor) and 1 small kids room with bunk beds.

The Lodge at Maidlands Oast - Nr Rye, East Sussex

Maidlands Lodge is a detached converted barn boasting stunning uninterrupted far reaching views across the Tillingham Valley. It provides guests the ultimate luxury retreat and romantic getaway for two nestled in the heart of the breathtaking rolling East Sussex countryside . This light and airy property is presented to the highest of standards throughout providing top quality linens and bedding as standard. The underfloor heating also ensures a cosy retreat throughout the winter months.

Escape to the Sea

Gorgeous, spacious, south-facing flat with stunning sea views, original features, and high ceilings. The sunrises/sets and moon reflections are breathtaking! In between St Leonards on Sea and Hastings, and 30 seconds to the beach! The bedroom has a king size bed and the living room a double sofabed. Bedding is cotton/linen washed with non toxic products. Flat is on the 3rd floor but not that many stairs and as such, sea views far from the madding crowd! There is free parking nearby

The Annex

A two bedroom self-contained cottage set in the East Sussex countryside, with views of the Fairlight Hall Estate and the English Channel. On a clear day you can see as far as Dungeness and the inter-lying beaches. Situated between the historic old fishing port of Hastings and the fortified hilltop town of Rye, on the A259. The Annex is next door to a family home within their established garden, to which guests have access. The nearest railway stations are Battle or Hastings.

September serenity

Reconnect with nature at this unforgettable escape. Set in just under a quarter of an acre in a private enclosed garden with private parking, this shepherds hut is set in the heart of rural Kent just a stones throw from the border of the beautiful County of East Sussex. Just 8 miles from the costal village of Rye, 12 miles from the stunning beaches of Camber Sands, Hectors hut is an idillic quiet spot to stay with all of the modern amenities of Tenterden just 2 miles away.

Beachfront views of Rye Bay, with EV charger.

Beach-front views of Rye Bay, a spacious modern house set above the beach on a private lane. Its four bedrooms enjoy sea views and there's room on the balcony to relax in the morning sun. The second floor Belvedere (lookout) gives extensive views across Rye bay to English Channel. A great base for exploring Hastings, Rye and East Sussex, or simply going to the beach. There are 32 steps up to the house. 7kW EV charger, bring your type 2 cable (pay online per kWh). Pet free.

Old Smock Windmill in rural Kent

Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

Battle’s sweet retreat

This cosy little apartment has everything you need for a peaceful retreat in our beautiful little town of Battle. Situated in the High Street directly opposite the famous Battle Abbey you are perfectly placed to explore the town and surrounding area. The apartment is decorated with an appreciation of the architecture and history of the Abbey whilst including inspirations from the surrounding countryside.

Barefoot Safari Tent near Rye. Bath & Valley Views

An adults-only, completely private safari tent in the Brede Valley, just 10 minutes from Rye. Sleep under canvas with a proper double bed, log burner, kitchen, private bath and outdoor shower — all to yourselves. Off-grid and hidden away, it is made for a peaceful romantic escape: big skies, valley views, campfires and slow mornings. Sunday check-out is wonderfully unhurried.