Family-friendly vacation rentals in Rye

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.

Escape to the Sea

Gorgeous, spacious, south-facing flat with stunning sea views, original features, and high ceilings. The sunrises/sets and moon reflections are breathtaking! In between St Leonards on Sea and Hastings, and 30 seconds to the beach! The bedroom has a king size bed and the living room a double sofabed. Bedding is cotton/linen washed with non toxic products. Flat is on the 3rd floor but not that many stairs and as such, sea views far from the madding crowd! There is free parking nearby

The Midnight Express; Magical Bus, Hot Tub+ Views!

Probably the most magical bus stay in the UK, inspired by the romance of the Orient Express & Harry Potter ✨ Set in peaceful countryside near Canterbury, with epic views, the Midnight Express is a one-of-a-kind converted double-decker bus for couples, families, and small groups seeking a cosy, playful stay. With a hot tub, gaming area in the driver’s seat, cinema snug, log burner, private garden, and separate First Class Waiting Room, it feels like a magical little world of its own.

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.

Hamiltons Nest

Romantic holiday apartment centrally located in the medieval town of Rye Stylishly decorated throughout to offer comfortable accommodation Within walking distance of Rye’s independent shops, cafes and restaurants Close to Camber Sands beach, Rye Harbour Nature Reserve, Tenterden and Hastings Visit the historic houses, gardens and vineyards the area has to offer Great for walkers with easy access to local footpaths

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.