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

Family · Indoor spaces · Walkability

Ye Olde Cobbler - 1 Bedroom Flat for Rental in Rye

Ye Olde Cobbler - 1 Bedroom Flat for Rental in Rye. Central location in the heart of Rye just off of the high street. With an outdoor decking area, you can enjoy the peaceful town on your own little sun trap! Double bedroom with wardrobe, dressing table and full length mirror. Living room boasting two double seater sofas and a smart TV for your viewing. Fully equipped kitchen with an added dishwasher for your comfort. Full size bath with overhead shower in the bathroom to help you fully relax!

Kitchen · Indoor spaces · Condition

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.

Indoor spaces · Family · Cleanliness

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.

Kitchen · Family · Long stay

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.

Indoor spaces · Family · Beach

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.

Indoor spaces · Kitchen · Walkability

Old Smock Windmill in rural Kent

Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

Family · Kitchen · Hiking

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.

Kitchen · Indoor spaces · Condition

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.

Indoor spaces · Family · Getting around

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

Indoor spaces · Family · Getting around

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.

Kitchen · Indoor spaces · Layout

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.

Family · Kitchen · Location