Family-friendly vacation rentals in Rye

Wish Ward Cottage (Centre of Rye) 4 plus 2

Wish Ward Cottage is a beautifully refurbished 19th-century cottage in the heart of Rye, just off Mermaid Street. Perfect for families, couples or small groups, it blends historic charm with modern comfort. The kitchen / dining area open through French doors onto a private sunny courtyard, ideal for relaxed breakfasts or evening drinks. A cosy lounge offers space to unwind, with Sonos, Smart TV, Netflix and iPlayer throughout your stay. Just minutes from Rye’s shops, restaurants and Camber Sands

St John | Rye, East Sussex

Set within the town walls of Rye, St. John occupies a former ambulance station, thoughtfully transformed into a four-bedroom home. Its history remains woven into the architecture, with references to its medical past and materials inspired by the medieval character of its surroundings. Awarded the AJ Retrofit Award and featured in Grand Designs, Condé Nast Traveller, and Dezeen, St. John is an exemplary adaptive reuse project where contemporary living and local heritage exist in careful balance.

*Location* Spacious Character Flat in Central Rye

Welcome to Wish Ward. One of the oldest buildings in Rye, (Grade II) its full of quirky features, beams and windows overlooking the High Street, Mermaid Street & The Mint. A beautiful flat with everything for your comfort. We are experienced super hosts and pride ourselves on exceeding our guests expectations and providing a wonderful break. *Bed 2 is in open area, perfect for younger guests* Please note there is restricted height and stairs at points. This should not affect your stay.

The Playhouse | Sleeps 2 | Rye | East Sussex

This unique property sits behind one of Rye's most iconic High Street shops. Tucked behind the main drag this architecturally important building has been completely restored and renovated. Offering a truly spectacular bolt hole from the demands of modern life but with all the mod cons. The Playhouse (one bedroom) is home to the quirky finds of its delightful owners, with an eye for colour, modern comforts, mixed in with playful vintage signs it creates a fabulous spot from which to explore.

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.

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.

Central Rye, Stunning Cottage - Sleeps 6 w/parking

Stunning 16th Century cottage which has been beautifully restored to an exceptionally high standard in the centre of Rye. Shops, restaurants and local pubs are 100 yards away and Camber Sands beach is 3 miles away. Perfect getaway for sight seeing in Rye, attending a wedding or a lazy day on the beach! Easy walk from the station and a short walk to the local play park and leisure centre. Private parking spot for the duration of your stay, which is a godsend in Rye!

14th-Century House in Rye's Historic Citadel

Hucksteps is a medieval, 3 bedroom/2 bathroom house centrally located in the Citadel of Rye. Facing St Mary’s Church, the house is surrounded by cobbled streets, period architecture, literary associations, stunning coastline, and vibrant culture. Camber's sandy beaches and dunes are an easy walk/cycle/drive away. A High Street full of independent shops, restaurants, inns, art galleries, Kino cinema, Rye Spa Retreat, tea rooms are round the cobbly corner.

Cosy cottage in Rye Harbour

Welcome to our idyllic sea-side cottage in Rye Harbour, just down the road from a cosy pub, a village store, and a nature reserve. The nature reserve is ideal for walks and birdwatching, and is home to the Discovery Centre where you can grab a coffee and learn about the area. There are lots of pubs, cafes, restaurants & a winery in Rye town, 5 minutes away by car. The house is also conveniently located for day trips to Winchelsea and Camber Sands.

Daisy Tatham Cottage, Rye

Daisy Tatham Cottage is perfectly situated in the heart of the historic Cinque Ports town of medieval Rye, East Sussex – in 1066 country. ‘Daisy’ is a Victorian terraced house dating from about 1850 and provides comfortable, charming and dog friendly accommodation for up to five people. The 5th bed is a futon style single sofa. The house is walking distance from the railway station and just minutes away from Rye's most loved pubs and restaurants.

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.

Old Surgery - C17th House in Rye

Charming, quaint historic house in central Rye with large sunny garden, with garden furniture and hammock. Ideal for large families, two families, or groups of friends. Available for whole weeks in summer, and for weekends from autumn-spring. NB check-in/checkout times listed are for Saturday same day changeover - If you are renting just for the weekend then the check-in / check out time will normally be much more relaxed - ask me for details