Vacation rentals in Playden

An outdoor decking area is shown, featuring a small table with two chairs. Planters filled with flowers are positioned along the edges, while a brick wall and wooden lattice provide structure and privacy. Bright blue skies can be seen overhead.

4.95 out of 5 average rating, 167 reviews

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!

A staircase is depicted leading upwards, surrounded by textured navy walls adorned with a floral pattern. Two circular mirrors are mounted on the wall, complemented by vintage-style light fixtures. A safety light illuminates the space, guiding guests toward the upper levels of the home.

4.96 out of 5 average rating, 280 reviews

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.

Guest favorite

A distinctive black building with a bright red roof is centered in the image, set against a backdrop of clear blue skies. Pebbled ground surrounds the structure, with sparse greenery dotting the landscape, leading towards the water in the distance.

Home in Rye Harbour

4.94 out of 5 average rating, 331 reviews

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.

4.98 out of 5 average rating, 110 reviews

A well-tended garden space is visible, featuring vibrant flowers and lush greenery. The sunlit area leads to a patio with seating, framed by a mature tree. A white cottage can be seen in the background, contributing to the tranquil country setting.

Cottage in Iden

Stylish family retreat, Rye, coast, sleeps 8

Mr Catt's House is located in picturesque Iden, East Sussex, 2 miles from central Rye. It's the perfect place to stay with friends/family/dogs/children to explore an area of outstanding natural beauty whilst enjoying the home comforts of a cosy and attractively decorated country cottage. The cottage is on a quiet lane surrounded by fields and is 5 minutes drive from Rye and 10 minutes drive from Camber Sands. It has an EV charge point and free parking on the lane.

A detailed plaque is mounted on dark wood, marked with the title 'AN ENGLISH LISTED BUILDING'. It is accompanied by a diamond-patterned window, allowing natural light to filter through the panes. The craftsmanship reflects historical significance and architectural charm.

4.98 out of 5 average rating, 166 reviews

Unique 14th century house in the Citadel of Rye

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 is round the cobbly corner.

4.95 out of 5 average rating, 294 reviews

A welcoming entrance is featured, showcasing a white door adorned with a wreath. A hanging planter with vibrant flowers is visible beside a window, framed by a rustic black wooden exterior. The cobblestone courtyard provides a textured pathway leading to the entrance.

Condo in East Sussex

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.

Guest favorite

A well-kept pathway leads alongside a charming cottage, bordered by lush greenery and colorful blooming flowers. A person is seen tending to the garden, while others stroll along the path, enjoying the peaceful surroundings. A classic streetlamp provides soft illumination, enhancing the tranquil ambiance.

Cottage in Playden

4.88 out of 5 average rating, 226 reviews

Characterful cottage for two on quiet farm lane

Willow cottage is a one bedroom detached home on a quiet farm lane in Playden, 2 mins drive from Rye, the historic cinque port town. The perfect cottage for a couple (plus baby) to relax in. There are plenty of country walks direct from the cottage and Camber Sands and Winchelsea beaches a 10mins drive away. There is a dedicated parking space outside. The owners are next door to give you local recommendations if required.

A close-up view of a door sign displaying the name 'Hamiltons Nest.' The sign is made of slate and is mounted on a light green door featuring intricate details that enhance its character.

4.94 out of 5 average rating, 236 reviews

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

4.95 out of 5 average rating, 336 reviews

The kitchen features navy cabinetry with modern appliances, including a microwave and oven. A patterned tile floor adds interest, while a skylight allows natural light to illuminate the space. Wood countertops provide ample preparation area, complemented by decorative blue tile backsplash.

Condo in East Sussex

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.

A peaceful street scene in the Ancient Town of Rye is depicted, featuring historic brick buildings with large windows. A quaint shop front is visible on the left, while traditional buildings line the right side. The road is paved, with a few scattered cars parked.

4.98 out of 5 average rating, 286 reviews

The Stables, Rye

A characterful and charming property in the Ancient Town and Cinque Port of Rye. Recently renovated 'The Stables' is believed to have originally formed a part of Rye's original town wall and benefits from a wealth of period charm. Located at the bottom of Mermaid street and opposite the bustling Strand, you will find antique shops scattered amongst restaurants a stones throw away!

4.98 out of 5 average rating, 133 reviews

A bedside table is presented with a decorative lamp featuring a green and white shade. Next to it, a stylish glass water carafe and a small drinking glass are arranged on a wooden tray. An elephant artwork hangs on the wall above, complementing the cozy ambiance.

Farm stay in Rye Foreign

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.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Playden vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Playden

Guest favorite

The kitchen features wooden beams overhead and a mix of modern and vintage elements. A wooden table with yellow chairs invites dining, while the navy cabinets and patterned backsplash add character. Natural light illuminates the space, highlighting kitchen appliances and decorative items.

4.87 out of 5 average rating, 92 reviews

The Playhouse | Sleeps 2 | Rye | East Sussex

JoRating, 5 stars2 weeks ago

The most amazing place to stay. This really is very very special accommodation . The interiors are to die for, it couldn’t be more central and yet it is a peaceful haven in the beautiful bustling town of Rye.

4.99 out of 5 average rating, 94 reviews

A well-maintained garden cottage is framed by lush greenery and colorful flowerbeds. The cottage features large windows and a sloping roof, while a charming pathway curves through the manicured lawn, leading to the front entrance. Trees and plants create a tranquil outdoor setting.

Cottage in Iden

Comfortable and a spacious retreat for two

SheilaRating, 5 stars1 month ago

This is a spacious and charming annexe to a beautiful property, set in peaceful and extensive grounds, yet only a few minutes from Rye. It is immaculate and very comfortable . Everything you need is provided and the unexpected extras such as bread, butter, milk,tea, fruit and biscuits were really welcome after a long journey. The annexe has its own enclosed outside area where you can relax outside and look at the lovely garden . Brenda is a very kind and friendly host ,who was happy to let us wander the grounds to exercise our dog in the field and her dog Peppi often joined us. It is dog heaven and dog secure . We loved our stay here !

A welcoming entrance presents a green door with glass panels, adorned with a decorative house number, 'THE PIXIE 79 THE HIGH STREET.' To the left, a large window allows natural light to illuminate the space, revealing a glimpse of the interior decor.

5 out of 5 average rating, 41 reviews

Luxurious retreat on Rye High Street

LeorahRating, 5 stars3 weeks ago

Angela’s place was absolutely incredible. One of the most beautiful Airbnb I had stayed at. Perfectly located on Rye’s Main Street, near shops and restaurants. The inside is beautiful, tastefully decorated, and extremely comfortable. Everything was spotless. The claw foot tub in each room was the perfect way to relax after a day of walking around Rye. Angela was extremely accommodating, letting us check in early at no cost. I already dream of coming back!

5 out of 5 average rating, 82 reviews

Apartment in Hastings

Escape to the Sea

CrystalRating, 5 stars1 week ago

A lovely place by the sea. The host communicated well and was very responsive. Thank you for this great stay.

4.98 out of 5 average rating, 60 reviews

A private courtyard features a wooden table and chairs surrounded by potted plants. A cozy bench is positioned to one side, complemented by a rustic door and a brick wall, providing a serene outdoor space for relaxation.

Cottage in East Sussex

Dairy Cottage , in walking distance to Rye

JanetRating, 5 stars3 weeks ago

We had a lovely stay in Jane’s super accommodation. The Dairy is very well equipped and really comfortable. Jane is a great host- very friendly and welcoming. She helped us plan days out in the local area and was about to say goodbye as we left. Excellent few days.

Guesthouse in East Hoathly

4.95 out of 5 average rating, 85 reviews

‘The Water Snug’ Floating Lake Cabin

JoeRating, 5 stars1 week ago

What a visit! We’ve absolutely loved every minute of our stay with Patrick and Juliette, they have created the most beautiful living space and could not have been more friendly and accommodating. It’s a fantastic spot for either a calm getaway or for if you want to do some exploring, and your hosts have excellent local knowledge that they are happy to share if you need recommendations for the area. We had planned to just relax on the boat for the whole time, but we actually wound up visiting nearby areas (Brighton, the beautiful Sheffield Park, local pubs) before retreating to the boat for the evenings, and we loved this mix. Could not recommend this place enough, it’s been our favourite holiday yet and I’m certain that we’ll be back in future!

Superhost

4.81 out of 5 average rating, 54 reviews

Bijou and In the heart of Rye

MadeleineRating, 5 stars1 month ago

We stayed for one night here and it was absolutely perfect. Only a short walk to the town centre and the bed was comfortable and easy to get to. All very clean and perfect for our little trip away, thank you!

Superhost

A traditional inglenook fireplace is visible, featuring a sturdy grate holding neatly arranged logs. A cast iron coal bucket is positioned to the left, while fireplace tools are arranged neatly to the right. The rustic brickwork adds historical character to the setting.