Family-friendly vacation 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.

Cosy Barn in the heart of the Garden of England

‘Little Hartleys’ is a detached, converted stable with cosy wood burning stove. Perfect for families where children can use our play park complete with sunken trampoline and zip wire and visit our chickens. From time to time, other animals will be housed on the property. Country walks start opposite the main entrance & within 1.5 miles you can find yourselves in our charming local pubs. Stable with private parking & outdoor area set behind a fence within the main residence on 2 acres of land

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.

Cosy Cottage with Woodburner & Countryside Views.

Cowbeach Cottage is Grade II listed and has been lovingly restored to a high standard. It features a wealth of old oak beams and an inglenook fireplace with a cosy wood burning stove. It is tastefully decorated throughout to provide a relaxing space. The bespoke oak staircase leads to a beautiful vaulted bedroom with views across the Kent countryside. The cottage benefits from a private south facing garden and patio. It is ideally situated to explore the many National Trust properties close by.

Farmhouse studio with stunning country views

Nestled between the beautiful East Sussex villages of Ticehurst and Wadhurst (voted the best place to live in the UK 2023), The Studio at Brick Kiln Farm offers a unique opportunity to relax and stay next to working farmland surrounded by stunning countryside. Ideally situated, guests are spoilt for choice when deciding how to spend their days. Bewl Water, Bedgebury and Scotney Castle are within easy driving distance and an evening can be finished at one of the excellent nearby village pubs.

Dog-friendly Farmhouse Annex for 4

• Convenient location off A21 to local attractions • Parking for 1 car on shared drive • 15 mins walk from station/village/bus • 1 pet dog on lead • 2 rooms: 1 double bed, 2 single beds • Hob, oven, microwave, crockery, cutlery, utensils • Washing machine and heated airer • Bathroom: shower and toilet • Starter supply: kitchen basics, laundry pods, toilet rolls • Shower gel, shampoo, handwash • Bedlinen and towels • Non-guests prohibited • Please read full description and see photos

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.

Glamping in hidden Sussex valley Lavender BellTent

Lower Gate Glamping is the perfect rural escape. It is a unique place that has been part of our family for over 50 years. We'd love to invite you to share this place with us in our Lavender Bell Tent (one of two tents). You'll enjoy a friendly welcome alongside everything you need for a comfortable stay. Don't forget to book your breakfast basket and logs for your fire pit! You can also enjoy our enchanting 6 acre woodland and stream. It's the perfect place to make camps and have adventures!

Contemporary rural retreat with breathtaking views

The Rookery is a well located private space with stunning South-facing views across an Area of Outstanding Natural Beauty. An ideal base to explore countryside & coast, ancient forests & villages, historic castles, famous beaches and cosy local pubs. Just 15 min to Sissinghurst Castle & garden, Bodiam & Scotney Castle, 20 min to Rye & 30 min to the dunes & beach at Camber. Explore local walks, Go Ape at Bedgebury Forest, paddleboarding & watersports or tour our local wineries.

Luxury architectural retreat/ East Sussex views

Oliveswood barn a self contained contemporary Architect designed Barn is a luxurious couples retreat, a detached structure surrounded by beautiful AONB countryside with outstanding views. Dog friendly. Close to many famous houses and gardens ,Sissinghurst Castle, Great Dixter, Chartwell, Batemans and Scotney Castle. The Spa town of Royal Tunbridge Wells is a 20 minute drive away. Wadhurst our nearest village has 2 small supermarkets, great butcher, deli, 2 pubs and takeaways.

The Long Stable: Rural haven, spacious, fast Wifi

Stylishly fitted and eco-friendly, our detached, self-contained cottage is in a very rural location. There are no other holiday cottages on the farm. Situated in the High Weald Area of Outstanding Natural Beauty, on a sheep farm of 23 acres (which you are free to roam), this is a real get-away-from-it-all location. One of the most peaceful and relaxing places you will ever stay. With underfloor heating and a wood-burning stove you will be cosy whatever the weather.

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.