Family-friendly vacation rentals in Rye

St John | Rye, East Sussex

Sensational Conversion Featured in Grand Designs This old St.John Ambulance Station has been recently converted into a stunning, beautiful four-bedroom home, earning it features in Grand Designs Magazine, Deezen and winner of Architects Journal's Retrofit Award plus shortlist for the World Architecture Awards. The ideal place for hosting a holiday with both friends and family (and dogs!). Located within the old town walls of Rye and just a few minutes walk from the train station. Rye High Street is just a minute's walk up cobbled Conduit Hill. The space The home offers exceptional space with a large open plan living, dining and kitchen area. A double sided wood burner in the centre of the living area is fully functional and guests are welcome to enjoy this feature. Also on the ground floor is a shower room and one double bedroom - suitable for wheelchair use. As you continue upstairs you arrive at the second double bedroom and the main bathroom. Just past these is a twin room with single beds that can both be pulled out in to doubles. The master bedroom located at the far end of the property features an en-suite shower, super king sized bed and a picturesque view over part of Rye. The front doors can be both opened to allow for wheelchair access. Pets are allowed but confirm with ask us before you book. We recommend booking for up to 8 adults or 6 adults and 4 children. There is a fire pit and outdoor seating in the outside area.

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.

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.

Relaxing Luxury Retreat

Hop Pickers Retreat is found in the heart of an Area of Outstanding Natural Beauty (AONB) on the Kent and East Sussex border. Located on an farm you are surrounded by wildlife, birdsong, mooing cows, stunning views and in the summertime the sound of a combine, combining the crops in the surrounding fields. It is the ideal place to turn off that phone and unwind with your glass of your favourite tipple in the woodfired hot tub underneath the big starry sky.

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.

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.

Owlers Cottage

Escape to Owlers Cottage – Your Coastal Hideaway! Just a 5-minute stroll to the Camber Sands dunes, this stylish 2-bed retreat is perfect for beach lovers, history buffs & furry friends! Enjoy cosy nights by the fire, al fresco dining in the suntrap garden, and superfast WiFi & Sky TV for ultimate relaxation. Dog-friendly, family-friendly, and full of charm! Ready for your seaside escape?

The Bullock Lodge, Lea Farm, Rye Foreign

The Bullock Lodge is situated on a fifth generation working farm in the Sussex countryside known as Rye Foreign. Nestled in its own quiet valley with beautiful views out stretching to neighbouring Rye and across to Tillingham, it’s the perfect bolt hole for peace and quiet amongst nature but with beaches and the historic town of Rye only a stones throw away.