Family-friendly holiday rentals in Robertsbridge

The Woolly Retreat - Alpaca Shepherds Hut.

Nestled in a secluded Alpaca field in the heart of the enchanting Ashdown Forest lies a cosy, new Shepherd’s Hut in the idyllic village of Hartfield, famous for its connection to Winnie the Pooh and his timeless adventures. Surrounded by Alpacas which you can feed , this charming retreat offers a perfect blend of rustic luxury & nature. Whether you're looking for a romantic getaway, or just a relaxing weekend immersed in nature, our shepherd's hut is the place to unwind, recharge and reconnect.

The Loft,bijou self-contained space & dog friendly

This unique place has a style all of its own. A self-contained cosy loft, small but perfectly formed. Conveniently located on the A21 for a Coastal or Country getaways. Bewl Water, Bedgebury Pinetum, Battle Abbey, and Bodiam Castle all only 10 mins by car. We have an abundance of National Trust properties within easy reach, with the pretty towns of Rye and Hastings only 30 mins away. We are dog friendly and have wonderful walks close by. Great for couples or single occupancy, room for a cot too.

Unique shack cabin, fire bowl, BBQ, dog friendly

• Rustic, tiny house experience • Small, shared woods within property • Double bed, ensuite shower and compost toilet • Convenient: off A21 for local attractions • Parking for 1 car on shared drive • 1 pet dog on lead • 15 mins walk from station/village/bus stop • Hot water, electricity, mains water • Hotplate, small fridge • BBQ and fire bowl • No children under 12 • Shower gel, shampoo, handwash • Bedlinen and towels • Non-guests prohibited • Please read full description and see photos

Stunning cottage overlooking Bodiam Castle

Lavender House is a beautifully restored period cottage in the heart of Ewhurst Green, with views over the iconic Bodiam Castle, one of the most photographed landmarks in East Sussex. Quirky cottage charm meets modern comfort throughout: bright, airy rooms, exposed character features and everything you need for a genuinely relaxing stay. Two generous outdoor spaces make the most of the sunshine, and the White Dog pub is literally 100 metres from the front - this property is one of a kind!

The Grange - Lower Barn Farm, Bodiam, East Sussex

The Grange at Lower Barn Farm is a quirky, rustic, converted detached barn designed with a touch of industrial components which makes for an ideal rural getaway. 70 acres of rolling country side and wooded grounds on the Kent and Sussex borders, complete with idyllic fishing lakes, are just waiting to be explored. There are woodland walks, an abundance of wildlife to be discovered and even the 14th century Bodiam castle, a 5 minute ride away, if you’re lucky you might even spot a kingfisher.

Stylish, Oak Vaulted Studio with Countryside Views

The Grade II listed Bakehouse, like its beautiful neighbouring holiday accommodation Cowbeach Cottage, has a wealth of character and has been lovingly restored to a high standard. The Bakehouse can be booked alone or with the Cottage for two couples who wish to holiday together, whilst enjoying their own space. The charming, bright and tastefully decorated vaulted studio features a wealth of oak beams and benefits from its own south facing garden, patio and verandah with far reaching views.

Jaysbarn charming nook, guesthouse Sussex/Kent

Step back in time and enjoy our cosy annex in Hurst Green, Etchingham, where original barn features meet modern comfort. A stylish barn conversion that’s spotlessly clean, well equipped and full of character. Set back from the road, it offers a comfortable base with underfloor heating, a log burner and a dog-friendly garden — ideal for exploring East Sussex and Kent. NB: Nearby A21 roadworks may cause traffic, some road noise and slightly longer journey times (see Other details to note).

The Loft: Luxury countryside retreat in 20+ acres

The Loft at Little Park Farm offers an idyllic retreat in over 20 acres of private countryside, the perfect escape for a relaxed and enjoyable break in the natural beauty of Sussex. The farm offers a mosaic of habitats thriving with wildlife; with woodland walks, duckponds, and ornate gardens for you to explore. Our Shetland ponies or Boer goats will happily join you. The Loft is a lovingly refurbished and well-equipped self-contained annex with a private garden. Many close attractions.

Calm Sussex Retreat

Enjoy my beautiful home while I’m away in the quaint village of Staplecross for your Sussex adventures in the Rother valley and wider area. Built in 1845 it comes with a bespoke fireplace in an open plan living/dining room, two spacious double bedrooms, a courtyard dining area and free off-road parking on the drive. Staplecross has a lively local community and is famed for its access to ancient woodlands and walking trails on foot and for our traditional Sussex bonfire celebrations.

High Weald country side Log Cabin on Cattle farm

Located on a working cattle farm, this cosy log cabin has enough space to comfortably be occupied by up to 7 people with plenty of garden space complete with picnic tables, BBQ and a fishing pond. The farm itself is found in the centre of the High Weald area of outstanding natural beauty and is surrounded by numerous castles, Bedgebury forest and Bewl reservoir. In addition to the views, only a short drive away are plenty of shopping towns, a cinema and bowling complex.

Adorable Hideaway: log stove, campfire, organic fm

Leave the world behind at our organic smallholding hideaway – the perfect antidote to stress and modern life. This is a true romantic retreat for two, with space for up to four (extra bed available). The ancient woodland, the orchard, the old fashioned sheep, the hens, make this the place to unwind. In the evenings, dine and chat by the log stove or around a campfire. I didn't have to move to Devon, after all, because I found here.

Hop at Tipsy Cottages: a romantic rural retreat

At the heart of 1066 country, in a designated Area of Outstanding Natural Beauty, this romantic cottage sits in a peaceful, rural location on the edge of Robertsbridge, perfect for exploring the countryside and coast nearby. Keen gardeners will find us ideally placed for the gardens at Perch Hill, Great Dixter and Sissinghurst, or history buffs will adore our proximity to Battle and castles at Bodiam and Scotney.