
Vacation rentals in Rye
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Top-rated vacation rentals in Rye
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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.

Pebbles - calming and quiet near the sea
Pebbles is a private annexe at our home in Pett Level, a haven of quiet and calmness. You’ll be only five minutes walk from an amazing beach. Surrounded by fabulous countryside and cliff top walks, 2 local pubs in the village of Pett, 5 minutes car ride or a lovely 1/2 hour walk away over the hills. There is a bright lounge with french doors overlooking the garden, wet room, double bedroom and fully fitted kitchen. The garden is secluded and peaceful . The beautiful town of Rye is 5 miles away.

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.

Rooms By The Sea on The Sunshine Coast.
Beautiful, spacious, locally owned first floor one bedroom flat with floor to ceiling windows overlooking the beach, Hastings/St Leonards border. Walking distance to the bars, restaurants and shops of Hastings old town, town centre and St Leonards. Sleeps 2 in king size four poster bed; with a roll top bath, shower and fully fitted kitchen, TV and fast wifi. Nearby free parking. Extensive recommendations for local businesses which we encourage guests to use. Towels and bed linen provided.

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

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.

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.

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.

Summer House
Set in a picturesque village with miles of country walks, this detached Summer House is located just a few minutes walk from the village centre where you will find a local pub, tea room, village store and Italian delicatessen . From its position you will enjoy beautiful views of rolling countryside and access to walks on your doorstep, as well as several National Trust places like Sissinghurst and Scotney Castle close by.

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.
Popular amenities for Rye vacation rentals
Other great vacation rentals in Rye

The Granary, Organic Vineyard stay with Pool.

Sea View Holiday Flat + Pool & Spa in Countryside

Excellent central location, A stylish cosy retreat

Central Rye, Stunning Cottage - Sleeps 6 w/parking

Stylish Seafront Flat

Spacious Cottage in Citadel, Sleeps 6 (+2 kids)

Cosy Cottage with Woodburner & Countryside Views.

The Place in Rye - Peaceful, spacious cottage
When is the best time to visit Rye?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,287 GYD | G$39,961 GYD | G$39,542 GYD | G$41,844 GYD | G$44,773 GYD | G$43,936 GYD | G$45,610 GYD | G$47,911 GYD | G$45,191 GYD | G$41,007 GYD | G$39,333 GYD | G$43,936 GYD |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 15°C | 17°C | 17°C | 15°C | 12°C | 8°C | 6°C |
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 vacation rentals in Rye

Total vacation rentals
Explore 180 vacation rentals in Rye

Nightly prices starting at
Rye vacation rentals start at G$12,553 GYD per night before taxes and fees

Verified guest reviews
Over 13,790 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
170 of Rye vacation rentals include wi-fi 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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