Holiday rentals in Rye

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Top-rated holiday rentals in Rye

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Top guest favourite
A quaint outdoor seating area features two white metal chairs and a central round table. A wooden bench with heart-shaped cutouts serves as additional seating, adorned with soft cushions. A tray on the table holds a cup and a pastry, surrounded by lush greenery.
Home in England
5 out of 5 average rating, 219 reviews

The Place in Rye - Peaceful, spacious cottage

The Place in Rye is located in The Mint in the very centre of historic Rye, and sleeps 4. The newly renovated cottage has two light and airy bedrooms each with king size beds, ample storage space and their own luxury bathroom. There is a new fitted kitchen, dining area and comfortable sitting room, WIFI, smart TV and small library. There is a peaceful sunny courtyard with outside seating for 4. There is a car park 50 meters from the cottage. Sorry we do not accept children under 12 and no pets.

Top guest favourite
An outdoor decking area features a white dining table with matching chairs, complemented by a bottle of champagne and glassware arranged on the table. Sunshine casts a patterned shadow across the space, surrounded by brick walls and potted plants.
Flat in East Sussex
4.95 out of 5 average rating, 213 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!

Top guest favourite
A stylish entryway showcases a vintage poster for 'The Danny LaRue Show' on the wall, paired with a mid-century sideboard accented by decorative items. The staircase leads towards the living space, while a textured area rug adds warmth to the contemporary design.
Home in East Sussex
4.89 out of 5 average rating, 111 reviews

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.

Top guest favourite
A charming cottage displays a wooden shingle exterior with a distinctive green door. The two-story structure features multiple windows, inviting natural light. The well-maintained facade is complemented by a cobblestone pathway, reflecting the historic character of its surroundings.
Cottage in East Sussex
4.97 out of 5 average rating, 118 reviews

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.

Top guest favourite
A cozy seating area is highlighted by a grey upholstered sofa adorned with patterned cushions. A small wooden side table displays two croissants on a plate and a mug, with a magazine titled 'RyeZine' nearby. A vintage door and colorful wallpaper add character.
Flat in East Sussex
4.96 out of 5 average rating, 336 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.

Top guest favourite
A spacious living area features large windows that frame captivating sea views. A wooden dining table is set between the windows, accompanied by two chairs. A plant is placed on each side of the room, and simple furnishings are styled for a relaxed atmosphere.
Flat in Hastings
4.99 out of 5 average rating, 148 reviews

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

Top guest favourite
A charming outdoor seating area features a light blue table and two matching chairs placed on a gravel surface. Surrounded by greenery and colorful flowers, the entrance to the cozy cottage is visible in the background, framed by a wooden trellis overhead.
Cottage in Winchelsea Beach
4.95 out of 5 average rating, 115 reviews

Delightful 2 bedroom hideaway close to beach

Woodview is ideal for a romantic get away by the sea or a bird-watching holiday on the wonderful Rye Harbour Nature Reserve. This cosy cottage has free parking on site and lots of secluded outdoor space with a range of seating and dining areas. Recently refurbished throughout, it has a well-equipped new kitchen and shower room. Winchelsea Beach Village has good amenities and is close to a wide range of local historic and countryside attractions that can be enjoyed all year round.

Top guest favourite
The living room features a flat-screen TV on a dark stand, accompanied by a clear desk and a wooden chair. A small bar-style table for two is positioned near the window, adorned with floral artwork and a vase. Natural light enters through the window, illuminating the space.
Apartment in Rye
4.97 out of 5 average rating, 582 reviews

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.

Guest favourite
The retreat's exterior is characterized by modern architecture, featuring large arched windows and a welcoming entrance. Surrounding greenery, including tall trees, enhances the natural setting, while a gravel pathway leads to a spacious outdoor area with wooden seating and potted plants.
Cabin in East Sussex
4.95 out of 5 average rating, 186 reviews

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.

Top guest favourite
A cobbled street lined with traditional timber-framed houses showcases the architectural charm of the area. The buildings feature decorative leaded glass windows and steep roofs, with greenery and street lamps adding to the historic ambiance. A clear sky can be seen above.
Home in East Sussex
4.98 out of 5 average rating, 216 reviews

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.

Top guest favourite
The historic windmill features a distinctive white weatherboard structure, surrounded by lush greenery. Two teak steamer chairs are positioned in the foreground, inviting relaxation in the garden. A clear blue sky with soft clouds enhances the serene rural setting.
Windmill in Benenden
4.99 out of 5 average rating, 847 reviews

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.

Top guest favourite
A charming view of Mermaid Street is captured, showcasing an array of historic buildings with black and white exteriors. Cobblestone paths wind through the scene, accompanied by neatly trimmed hedges and planters. A decorative sign hangs above, adding character to the quaint street.
Apartment in East Sussex
4.95 out of 5 average rating, 345 reviews

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.

Popular amenities for Rye holiday rentals

When is the best time to visit Rye?

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Avg. price$233 SGD$243 SGD$241 SGD$255 SGD$273 SGD$268 SGD$278 SGD$292 SGD$275 SGD$273 SGD$265 SGD$278 SGD
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Frequently Asked Questions

  • What are the best places to stay in Rye?

    Rye has welcoming stays ranging from historic cottages in the town centre to converted barns and quiet countryside retreats nearby. Many travelers choose accommodations within walking distance of local shops, galleries, and restaurants to better explore the village atmosphere.

  • What are the best things to do in Rye with kids?

    Families often explore the cobbled streets, climb the tower at St Mary’s Church, and discover stories at Rye Castle. Children also enjoy the nearby nature reserves and picnic spots around the countryside.

  • What are some of the best things to do in Rye?

    Explore Rye’s ancient streets lined with independent shops, visit the historic Rye Castle Museum, or climb to St Mary’s Church tower for panoramic views. The town also has art galleries and scenic walks along the Rother river.

  • How is the weather in Rye?

    Rye has cool, damp winters around 36–47°F (2–8°C), and mild summers near 55–71°F (13–22°C). Rain is frequent year-round, so waterproof layers are helpful when out exploring.

  • When is the best time to visit Rye?

    Late spring and summer are often recommended for milder temperatures and longer days, making outdoor walks and local festivals more enjoyable. Autumn brings colourful foliage and quieter streets throughout the town.

  • What are the best places to visit in Rye?

    Stroll along Mermaid Street, visit Rye Castle Museum, and climb the tower at St Mary’s Church for views of the town and countryside. Art galleries and bookshops provide additional places to explore around the town.

  • What are some hiking trails in Rye?

    Rye has scenic walking paths along the River Rother, through nearby nature reserves, and across rolling marshlands. These trails blend countryside views with opportunities for birdwatching and peaceful outings.

  • What are some family activities we can do in Rye?

    Families often enjoy climbing St Mary’s Church tower, browsing the Rye Castle Museum, and picnicking in local parks. Exploring nature reserves and interactive exhibitions adds variety to a day with children.

  • What are some of the best day trip ideas from Rye?

    Travelers frequently visit ancient towns nearby, explore local coastline beaches, and walk scenic countryside trails. Historic castles and nature reserves in the region also provide options for engaging day trips.

  • Are there any pet friendly accommodations available in Rye?

    Rye has pet friendly stays, including cottages and homes that welcome dogs. Many are close to open parks and walking paths, making it easy to explore the area with pets.

  • What are some local tips for visiting Rye?

    Wear comfortable shoes for walking the cobbled lanes and consider exploring midweek for a quieter experience. Locals often suggest sampling local pastries and watching the sunset from the town’s elevated viewpoints.

  • What is Rye known for?

    Rye is known for its medieval charm, historic architecture, and literary connections. Its preserved town centre, ancient inns, and scenic marshland surroundings frequently attract visitors seeking atmospheric heritage.

  • What are the best hidden gems to explore in Rye?

    Visitors frequently seek out Mermaid Street’s picturesque houses, tucked-away bookshops, and the quiet Ypres Tower garden. Exploring less-trafficked lanes may reveal unique local art studios and historic spots.

  • What are the best foods to try in Rye?

    Rye has frequently suggested fresh seafood, locally made pies, and traditional Sussex cheeses. Cream teas and pastries from independent bakeries are popular with both visitors and locals.

  • What should I bring for a trip to Rye?

    Pack layers for changing weather, waterproof shoes for walking cobbled lanes, and a jacket suitable for frequent rain. Bringing an umbrella and a camera helps you enjoy both the historic streets and countryside views.

  • What is the nightlife in Rye like?

    Rye has several pubs and wine bars with cozy atmospheres and occasional live music performances. Evenings often centre around relaxed gatherings in historic taverns or sampling local drinks in friendly venues.

  • What are the most popular events or festivals in Rye?

    The Rye Jazz Festival, held in late summer, is frequently suggested for live music and community spirit. Seasonal events, including local food fairs and bonfire celebrations, bring together residents and visitors for lively festivities.

  • Are there family friendly vacation rentals in Rye?

    Rye has a range of family friendly vacation rentals, including self-catering cottages and homes with spacious living areas. Many are located near quiet streets or green spaces, making them well suited for group stays.

Quick stats about holiday rentals in Rye

  • Total holiday rentals

    Explore 190 holiday rentals in Rye

  • Nightly prices starting at

    Rye holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 14,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    180 of Rye holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Rye rentals

  • 4.8 Average rating

    Rye stays are highly rated by guests – averaging 4.8 out of 5!

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