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Holiday Cottages

Holiday Cottages in Winchelsea, East Sussex

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Below are listings for holiday cottages in Winchelsea and the surrounding area. You can add your listing to this category here.


Harbour Cottage

Rye, 2.1 miles from Winchelsea
£295.00 - £520.00 (per week)

Harbour Cottage, a listed terraced cottage situated on a pedestrian way in the middle of Rye in Sussex, is close to many quaint shops and restaurants. Camber Sands with its lovely beaches is only three miles away and other attractions include castles, stately homes and gardens open to the public.Size: ... more


Glebe Cottage

Tenterden, 6.7 miles from Winchelsea
£530.00 - £835.00 (per week)

A delightfully converted barn with luxury in mind providing every comfort for four and with stunning views across the Romney Marsh to the sea. This is the perfect place to relax and enjoy the surrounding countryside, with a footpath directly to the local pub the 14th century Ferry Inn on the ... more


Ockman Cottage

Ockman Cottage
Rye, 2.2 miles from Winchelsea
£495.00 - £750.00 (per week)
07437 189 088
Make Booking Enquiry

COVID-19 Our housekeeping company are ensuring all directors and staff are up to date with all the correct procedures concerning housekeeping services regarding COVID-19 they have obtained the Schulke Training Certificate "Environmental cleaning during the COVID-19 outbreak" and will ensure PPE is worn to prevent cross contamination. All areas are ... more

Ockman Cottage

Landgate Square Cottage

Rye, 2.4 miles from Winchelsea
£560.00 - £925.00 (per week)

A 16th century gem, overlooking communal gardens and within walking distance of all of the amenities that Rye has to offer. Landgate Square Cottage has been sympathetically restored and tastefully furnished, making it the ideal getaway in this seaside town.Size: Sleeps up to 6, 3 bedrooms Nearest beach: 3 miles ... more


Dolphin Cottage

Hastings, 6.9 miles from Winchelsea
£490.00 - £715.00 (per week)

This is a bright and modern family home that has been recently refurbished to a high standard. The interior design takes inspiration from the historic fishing town that it is located in and it is situated in the hub of the vibrant seafront. It has 1 double bedroom and a single ... more


Oast House Cottage

Icklesham, 2.8 miles from Winchelsea
£374.00 - £685.00 (per week)

Very pretty cottage with stupendous views over the valley and hills beyond. Short drive into historic Rye and the seven miles of sandy beaches at Camber.Size: sleeps 4 adults and 1 child in 2 bedrooms (folding bed available suitable for child) Nearest beach: 3 miles Nearest amenities: 1 mile Pets: No pets ... more


Flushing House

Flushing House

Rye, 2.1 miles from Winchelsea
£200.00 - £700.00 (per week)
01797 229 795
07974 921 951
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This fascinating Grade II* listed house of immense historical interest was built around 1520 and boasts the original Tudor turning staircase.it was also extensively used in the Mapp and Lucia filming in Rye. Flushing House has a Gold Award given by the tourist board. Opposite the church and in the ... more

Flushing House

Enjoy England Gold Award Enjoy England Self Catering 4 Star Families Welcome Pets Welcome Walkers Welcome


Rose Cottage

Brede, 5.2 miles from Winchelsea
£690.00 - £1,350.00 (per week)

A lovingly restored former gamekeepers cottage just outside the village of Brede, close to Rye.  A stunning property which has been beautifully designed and is ideal for families or groups of friends to enjoy.  It has great open plan living space with three double bedrooms upstairs and a paved terrace with ... more


Spring Cottage

Rye, 2.6 miles from Winchelsea
£505.00 - £855.00 (per week)

A mid-terrace Victorian property, well furnished and finished with parking.  It is within walking distance of Rye town centre and conveniently situated across the street from a wonderful foodie pub called Globe Inn Marsh.  Camber Sands is only a few miles away, offering seven miles of glorious sandy beach and the whole Garden of Kent ... more


Quarter House

Quarter House

Rye, 2.1 miles from Winchelsea
£225.00 - £595.00 (per week)
01797 222 498
07956 280 257
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Enjoy historic & romantic beamed surroundings in the heart of the Medieval walled Citadel of Rye. This unusual, converted Grade II listed two-storey apartment retains original features including open log fire, original wooden beams and floors dating back to the 1700s. Explore the cobbled streets of the Citadel and view ... more

Quarter House

Enjoy England Self Catering 4 Star


Iden Cottage

Winchelsea Beach, 0.6 miles from Winchelsea
£335.00 - £585.00 (per week)

Iden Cottage, detached and situated close to Winchelsea Beach near the ancient town of Rye in Sussex, offers a relaxing holiday. As well as being able to explore all the amenities of Rye, there are the attractions of Great Dixter with its lovely gardens, and Camber Sands close by.Size: Sleeps ... more


Cadborough Cottages

Cadborough Cottages

Rye, 1.7 miles from Winchelsea
£260.00 - £450.00 (per week)
07714 455 634
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5 converted delightful one bedroom cottages available for 2 nights or more. One mile from Rye town centre yet in the heart of beautiful countryside. Peaceful location with plenty of on-site parking and with direct access to 1066 walks. Please visit our website for full details and tariffs (incl short ... more

Cadborough Cottages

Enjoy England Self Catering 4 Star Pets Welcome


Poplars Cottage

Rye, 5.5 miles from Winchelsea
£389.00 - £630.00 (per week)

Located in the charming village of Beckley, this lovely cottage is not only close to the sea, but also within easy access to many wonderful famous gardens and castles.  It has been furnished and finished with great style and is the perfect little holiday home from home.Size: Sleeps up to ... more


Church Passage Cottage

Hastings, 6.9 miles from Winchelsea
£414.00 - £900.00 (per week)

Church Passage Cottage, with its lovely original features, is an attractive listed cottage close to the High Street in Hastings and only a short distance from the beach. The beaches of Camber and Winchelsea and the historic town of Rye are close by.Size: Sleeps 6, Bedrooms 3 Nearest beach: 1 ... more


The Artist's Cottage

The Artist's Cottage
Rye, 2.1 miles from Winchelsea
£450.00 - £975.00 (per week)
07775 782 330
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The Artist’s Cottage is a beautiful Grade II listed building built in 1483. Located in the heart of Rye’s historic citadel area, this newly renovated cottage is ideally situated for exploring the town and accessing the surrounding coast and countryside. The cottage has three bedrooms which comfortably accommodates up to ... more

The Artist's Cottage

Battle Abbey Cottage

In Winchelsea
£390.00 - £645.00 (per week)

A stunning cottage located  in the small peaceful town of Winchelsea.  This property has been furnished to a high standard using natural fabrics and soft colours, making it the perfect get-away for couples.  Wonderful walks, great views from the town gates and a mouth-watering deli selling local produce and fine wines, making ... more


Landgate Cottage

Landgate Cottage

Rye, 2.3 miles from Winchelsea
£98.00 - £570.00 (per week)
01797 253 525
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15th century cottage opposite the medieval Landgate arch. Refurbished with to modern standard, retaining period features. Landgate Cottage has a cosy woodfire, pretty courtyard and WIFI. Close to galleries, restaurants, National Trust properties and wonderful beaches. ... more

Landgate Cottage

Enjoy England Self Catering 4 Star


Oasthouse Loft

Oasthouse Loft

Northiam, 6.1 miles from Winchelsea
£250.00 - £420.00 (per week)
01797 253 525
Make Booking Enquiry

A wonderfully warm and cosy, romantic hideaway in an exquisite country location with 360-degree panoramic views. Tastefully furnished in a comfortable, subtle yet contemporary style the Oasthouse Loft offers spacious, quality rural accommodation. Enjoy nestling on ancient farmland pastures, in the picturesque High Weald, close to the Kent and East ... more

Oasthouse Loft

Enjoy England Gold Award Enjoy England Self Catering 4 Star Pets Welcome


Firkin Barn Cottage

Firkin Barn Cottage

Northiam, 6.1 miles from Winchelsea
£270.00 - £825.00 (per week)
01797 252 011
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Firkin Barn is a lovely old 18th Century barn constructed of ragstone and old brickwork, heavily beamed, and opening onto the ancient walled garden of Morley Farm. It has undergone sympathetic conversion to a very high standard, carefully retaining its many historic features in keeping with the estate which dates ... more

Firkin Barn Cottage

Enjoy England Gold Award Enjoy England Self Catering 4 Star


Forge Mews Cottage

Rye, 2.1 miles from Winchelsea
£439.00 - £775.00 (per week)

Forge Mews Cottage can be found in a quiet gated mews development, a stone's throw from Rye Quay and all of the amenities that the historic town of Rye has to offer. A traditional style modern home, this contemporary cottage provides light and spacious accommodation, with a woodburning stove making ... more


Lower Coastguard Cottage

Fairlight, 4.6 miles from Winchelsea
£631.00 - £1,085.00 (per week)

A refurbished coastguard cottage, this property is set in a truly magnificent location in the heart of Hastings Country park and with stunning views across the cliffs, and out to sea to France. Tastefully decorated with guests' comfort in mind, this is a great getaway destination.Size: Sleeps up to 6, ... more


Forget Me Not Holiday Cottage

Forget Me Not Holiday Cottage
Winchelsea Beach, 0.6 miles from Winchelsea
£500.00 - £980.00 (per week)
01797 226 583
07443 939 630
Make Booking Enquiry

Comfortable holiday accommodation for 4 people. On the doorstep of Rye Harbour Nature Reserve and the beach. Glorious walks direct from your door to Rye Harbour, Rye, Pett Level and Winchelsea town. Great facilities include smart TV, free WiFi, D/W, AWM, M/wave, oven/hob, fridge, freezer. Winchelsea Beach benefits from a ... more

Forget Me Not Holiday Cottage

Mermaid Cottage

Mermaid Cottage
Rye, 2.1 miles from Winchelsea
£480.00 - £950.00 (per week)
07923 037 929
Make Booking Enquiry

Mermaid Cottage is a cosy, recently refurbished 18th century cottage situated on the historic cobbled Mermaid Street in Rye, perfect for a relaxing break. Situated at the top of Mermaid Street, you are centrally based in the Citadel for exploring Rye and the surrounding areas. The cottage offers two bedrooms, ... more

Mermaid Cottage

Providence Cottage

Rye, 2.3 miles from Winchelsea
£385.00 - £640.00 (per week)

Very characterful 16th Century cottage located just within The Landgate in wonderful Rye. Short walk to all the shops, pubs and restaurants and an easy drive to the Nature Reserve at rye Harbour or the sandy beaches of Camber.Size: Sleeps 4 in 2 bedrooms Nearest beach: 3 miles Nearest amenities: ... more


White Cottage

In Winchelsea
£470.00 - £795.00 (per week)

A charming property set high up in the historic village of Winchelsea, full of history and close to Winchelsea Beach and  Rye. This property will accept a pet and is a real home from home with lots of lovely touches including a picnic basket for a fun day out at the beach.Size: ... more


Finlay Cottage

Rye, 2.4 miles from Winchelsea
£475.00 - £810.00 (per week)

Set on a working farm, with an outdoor heated pool available in summer months and a tennis court, this is a cracking place for a family holiday. Finlay Cottage is a comfortable holiday home, with a solid fuel Rayburn stove at the heart of its farmhouse kitchen. Ideally placed for ... more


Hop Press Cottage

Hop Press Cottage

Northiam, 6.1 miles from Winchelsea
£200.00 - £695.00 (per week)
01797 252 011
Make Booking Enquiry

Hop Press Cottage, Morley Farm, Northiam, is an idyllic Grade II detached cottage, located within the walled garden of historic Morley Farmhouse, which is situated within unspoilt Wealden countryside just six miles behind Rye. The cottage has its own private parking and entrance and its own secluded private terrace with ... more

Hop Press Cottage

Enjoy England Gold Award Enjoy England Self Catering 4 Star Pets Welcome


Wintons Cottage

Rye, 3.9 miles from Winchelsea
£725.00 - £1,275.00 (per week)

Perfect family cottage, set in a semi-rural location in the grounds' of the owners house with fantastic outlook and very close to Rye and Camber Sands.  The property has been stylishly furnished with great attention to detail and has a sun trap enclosed courtyard and use of the owners' tennis ... more


Rose Cottage

Iden, 5.1 miles from Winchelsea
01797 280 501
07775 701 081

The Nook

The Nook
Rye Harbour, 2.3 miles from Winchelsea
£460.00 - £870.00 (per week)
The Nook

Marsh View Cottage

Marsh View Cottage
Camber, 3.6 miles from Winchelsea
£490.00 - £890.00 (per week)
01737 217 873
07720 477 383
Marsh View Cottage

Pets Welcome


Covehurst Bay Holiday Cottage

Covehurst Bay Holiday Cottage
Hastings, 4.7 miles from Winchelsea
From £439.00 (per week)
01424 813 385
07717 763 548
Covehurst Bay Holiday Cottage

Crown Stables

Rye, 2.2 miles from Winchelsea
07789 275 200

Tauranga at Camber Sands

Camber, 3.6 miles from Winchelsea
07768 553 870

Mulberry Cottages

Rye, 2.1 miles from Winchelsea
01227 464 958

Sea Holly Cottage

Sea Holly Cottage
Camber, 3.5 miles from Winchelsea
£585.00 - £925.00 (per week)
07766 410 773
Sea Holly Cottage

Waves

Waves
Camber, 3.5 miles from Winchelsea
£470.00 - £820.00 (per week)
07831 163 844
Waves

Amberley House Cottage Holidays

Amberley House Cottage Holidays
Rye, 2.3 miles from Winchelsea
01797 222 707
Amberley House Cottage Holidays

The Vigilant

The Vigilant
Rye Harbour, 2.4 miles from Winchelsea
£550.00 - £850.00 (per week)
The Vigilant

Crown Cottage

Crown Cottage
Rye, 2.2 miles from Winchelsea
07854 586 448
Crown Cottage
Event

What's On in Winchelsea?

  • Margins

    Friday 30th July for 22 days
    Location: Rye

    This first group exhibition in the recently refurbished Old Gym will be curated by artist Matthew Burrows, the founder of ... more

  • Nature Refocused: Water and Woodland

    Wednesday 4th August for 12 days @ 11:00am
    Location: Rye

    The Red Door Gallery is pleased to announce a new exhibition hosted by Scarlett Woodman and Hannah Buchanan between 4th ... more

  • Tuesday Painters Club of Rye

    Friday 13th August for 10 days @ 10:00am
    Location: Rye

    ART EXHIBITION of members' work Open daily 10.00a.m. - 5.30p.m. From Friday13th to Sunday 22nd August Oil, Acrylic, Watercolour, Pen ... more

  • Reflections by Caroline Anderson

    Wednesday 18th August for 13 days @ 11:00am
    Location: Rye

    Caroline Anderson is a creative arts psychotherapist and a sky seascape artist. The influence of her life on Sark runs ... more

  • Beckley Church Fete

    Monday 30th August @ 1:00pm
    Location: Beckley

    Beckley Church Fete - Bank Holiday Monday Fun for all including:- - brass band - dog show with prizes - ... more

  • Rye Flower and Veg Show

    Saturday 4th September @ 8:30am
    Location: Rye

    The annual "open to everyone" Flower and Veg Show with classes and prizes for vegetables, fruit, flowers, plants, photography, cookery ... more

  • Colour and Light

    Wednesday 15th September for 13 days @ 11:00am
    Location: Rye

    Red Door are delighted to welcome back Clare Summons and Maggie Brand. Clare and Maggie are 2 ex teachers embarking ... more

  • Antique and Book Fair

    Wednesday 27th October @ 9:00am
    Location: Rye

    Lots of stalls with books and Antiques looking for Dealers of Books and Antiques to join us for this new ... more

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