Family-friendly holiday rentals in Rye Harbour

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.

23 Tower St., Landgate Cottage, Rye

Landgate Cottage is ideally located, opposite the remaining 14th Century Landgate entrance to the old citadel in the heart of Rye. Everything is nearby, with shops, tea rooms, bistros, pubs, restaurants and the Kino Rye cinema also. There is fantastic access to coast and countryside. Close to car parks (£3.00 / 24 hrs), bus stops and Rye railway station (London St Pancras is an hour and 4 mins). Two double bedrooms, bath, shower, fully equipped kitchen and outside terrace with seating.

Woodsmoke Studio: Boho country retreat

Relax and unwind in this artist-run bohemian retreat. Tucked away in the village of Preston, surrounded by countryside, you'll enjoy a peaceful 'get-away' within easy reach of local amenities and Kent's stunning coastline. The studio is blissfully quiet, set back from the cottage with its own entrance under a vine-covered pergola, with views to a large garden. Your host is happy to interact as much or as little as you like, gladly sharing the best experiences the area has to offer.

Excellent central location, A stylish cosy retreat

The Crow’s Nest is a quirky, stylish & cosy retreat right in the centre off Rye, in the heart of the ancient citadel. Family-friendly or a romantic retreat for two, it's on the 1st & 2nd floors of a Grade II Listed building dating back to the 1500s, managed by Hannah. It’s ideal for a staycation. On the first floor there's a living room, kitchen & bathroom. On the 2nd floor there's a double bedroom & a twin bedroom with two full-size single ‘cabin’ beds, connected by a dressing room.

The Other Red Hut

Unique self built studio cabin in a peaceful setting only a stones throw away from the Nature Reserve - replicating the well known Red Hut in Rye Harbour. PLEASE NOTE : The wc/shower room is A SEPARATE building adjacent to the main hut. The sink area is also outside the hut. There’s a patio area which looks towards the Martello tower (The enchantress) There is also a seating area at the bottom of the garden. A sun umbrella when sitting outside is available for your use also.

Charming, Cosy Cottage in Rye Harbour

Light and airy seaside cottage with lots of character. Built in around 1900, it was originally home to one of the local coastguards who were stationed in the village. Cosy and comfortable sitting room. Open plan kitchen diner opening in to the sunny sheltered garden. The kitchen is well equipped, with microwave, electric oven, washer dryer and dishwasher. There is a double bedroom and a single room with bunk beds. The family bathroom is downstairs,and we have an upstairs toilet.

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.

Wheelwrights Rye

Wheelwrights is a luxury 1 bedroom apartment which is finished to a very high standard and comes complete with a balcony overlooking the Strand Quay, in Rye, East Sussex. The railway station, pubs, shops, restaurants & supermarket are all within a 5 minute walk. Rye Harbour, Winchelsea & Camber Beaches, 10 mins by car. Free WiFi Milk/Tea/Coffee/Bottled Water Breakfast Included on Saturday & Sunday 🍳 Two car parks situated next to us. £5 & £7 for 24 hours.

Grade II listed apartment in Mermaid Street, Rye

A grade II listed apartment in the centre of Rye. The property is situated at the bottom of famous cobbled Mermaid Street through a courtyard entrance on The Mint. It is a short walk to local pubs, restaurants and fish and chip shops with beaches within a 10 minute drive. The property features a quirky steep winded staircase and is set on 3 floors! These are also super steep so please be careful with children. A 10 minute walk from Rye station.

The Yard Rye

The Yard is a two-bed interior-designed cottage in the citadel of the beautiful Cinque Port town of Rye. It is situated down a cobbled passageway next to a pretty tea room. PLEASE NOTE – The property can sleep up to two adults in the master bedroom and one child in the single, with a pull-out camp bed if needed for an extra child. We also have a travel cot for an infant. Please be aware we have a steep staircase.

Beautiful boutique studio flat in town centre

Enjoy a stylish experience at this centrally-located place. This newly finished studio flat with fully furnished kitchen and dining area is in the centre of Medieval Rye, making it the perfect base to explore the historic Sussex south coast. This is a new property for us, however we are established hosts with super host status. Please do message if you have any questions. We’d love to hear from you.

Kahytten Beach House on Winchelsea Beach

Kahytten [Danish for ships cabin but also used to describe a fisherman’s retreat] is a cosy and light filled beach house, two minute's walk from the beach in a lovely seaside village with good amenities. Ideal for couple or small family. Well equipped kitchen, central heating and cosy living space. This is a lovely space all year round with beautiful walks on beach and nature reserve.