Family-friendly holiday rentals in Rotherfield

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.

Jacks Cottage -

A beautiful oak framed building with great views of the south downs. Accommodation comprising of a comfortable lounge with TV and wifi and log burner. The kitchen is well equipped with a dishwasher, oven and microwave. One double bedroom downstairs with en suite shower room. Upstairs there is a mezzanine with two single beds and a sitting area above the lounge area with a bathroom with free standing bath. The outside space is a south facing patio with table and chairs and a BBQ is available.

4* Gold Contemporary barn - perfect to explore SE

Rural retreat 1 hour from London, 5 minutes from Regency spa of Tunbridge Wells. Perfect base for couples to explore South East England , or for business guests. Detached barn with luxury underfloor heating. Beamed living room with glorious views over valley. Private garden with BBQ and seating areas. Access to private bird hide overlooking 450 acre RSPB reserve + views 12 miles to west. 1 bedroom (king bed with memory foam mattress) en-suite wetroom, living/dining area with smart TV, kitchen.

Luxurious, picture-perfect, stunning treehouse

Hoots Treehouse is a picture-perfect, romantic, luxurious treehouse with all mod cons in an area of outstanding natural beauty - only 45 minutes south of M25. Clad in aromatic cedar wood, beautifully furnished - ideal private, woodland retreat for couples. Can also comfortably sleep up to 2 children (from 5 years) on single mattresses in loft area accessed by a ladder and hatch. NOT SUITABLE FOR 4 ADULTS. A wonderful place to chill-out and lose yourself - you won't want to leave! Sheer bliss!

Double room in detached annex

Self contained double room in our detached garden annex with private off road parking and EV charging nearby. Equipped with a king bed, TV, waterfall shower and separate WC, hair dryer, kettle and mini fridge. Outside space with table and chairs for al fresco dining! Located close to the Ashdown Forest with plenty of country walks. We are a 15 minute drive from Royal Tunbridge Wells and an hour from London and the East Sussex coast. We are on hand in the main house for your convenience.

The Cottage, Dovedale Farm, Crowborough, TN6 1UT

This beautifully presented two bedroom detached cottage is situated within close proximity of Crowborough Town Centre and approximately 7 miles from the vibrant heart of Tunbridge Wells with popular shops, bars and restaurants. This characterful property is set amongst 4 acres of mature landscaped gardens which encompasses a private fishing lake. Along with 2 double bedrooms, this separate annex also comprises its own courtyard garden, ample parking as well as stunning views of the garden.

Delightful cottage in High Weald farm setting

The Old Kennel is in the High Weald AONB. A delightful self contained cottage set next to the farmhouse (shared drive). The charm here is the tranquillity of the countryside surroundings on our working beef farm. Set apart from the workings of the farm to allow quiet enjoyment. With glorious morning to early evening sun the garden benefits also from shade if needed. The space is ideal for a couple. A mezzanine for 2 children, steep access & restricted height, suitable only for some.

Pigeon Hole, Organic Vineyard stay with Pool.

Woodland Shepherds Hut situated at Coes Farm an Organic Vineyard and Orchard making Natural wines and cider, 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room. We planted our 5 acre organic vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Entire converted stone coach house

The Coach House is a newly converted, open plan space with very good internet connection in tranquil wooded location on the edge of the Ashdown Forest. It is adjacent to, but detached from the main house Fairstowe and is ideally suited for family occupancy or a couple. Guests have the freedom of having sole occupancy. A 2nd bedroom can be created by closing a multifold door where a single regular bed is provided for one guest and a single fold-out bed is available for a second.

Grade II Listed 2 Bed Cottage in stunning Village

Beautiful 2 Bed cottage dating back to 14th Century, inglenook fireplace, exposed beams and lots of character and all mod cons. Located opposite traditional Sussex pub (Rose & Crown) and walking distance from village center with local shop, baker, butcher, deli, high end restaurant (Middle House) etc. 9 miles from Tunbridge Wells and 4 miles from Wadhurst Train station with regular trains to London. 23 Miles from Eastbourne it's a great location for exploring the South East.

Idyllic Shepherd's hut in a quiet secluded meadow

Cozy inside and with gorgeous views outside, if that sounds like a splendid mix, then set off for the high-weald area of outstanding natural beauty and a self-catering stay at Gabriel's Rest, a gorgeous little shepherd's hut set in a peaceful and tranquil corner of a Sussex meadow with its own little garden. This idyllic retreat is set at Pococksgate Farm. It's all very peaceful here, and a relaxing place to just chill out all by yourselves with no one else around you.

Charming Grade II-listed Tudor Cottage

A charming 16th century Grade II-listed Tudor cottage nestled in the pretty village of Rotherfield in the Sussex High Weald and an Area of Outstanding Natural Beauty (AONB). Extending 1,900 sq ft internally and with exposed timber beams, the house is opposite a picturesque church, close to two lovely historic pubs, surrounded by ancient woodlands and open countryside, and 4 minutes by car from a train station with direct trains to and from London.