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Looking for a Holiday Cottage around Winchelsea?

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Self Catering

Self Catering in Winchelsea, East Sussex

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


The Old Cowshed

Tenterden, 6.7 miles from Winchelsea
£555.00 - £865.00 (per week)

A striking barn conversion kitted out to a very high standard and offering stylish accommodation for four.  Surrounded by open countryside and far reaching views, this property is eco friendly with a groundsource heat pump, underfloor heating and hidden solar panels. It has wonderful views across the Romney Marsh and is perfect ... more


Hucksteps Row

Rye, 2.1 miles from Winchelsea
£295.00 - £505.00 (per week)

Hucksteps Row, situated in the heart of Rye, is an ancient listed beamed cottage with lovely features. The property offers the opportunity to explore this historic town as well as being close to the beach and local amenities.Size: Sleeps 3 in 2 bedrooms Nearest beach: 3 miles Nearest amenities: 100 ... more


Strawberry Hole Barn

Northiam, 6.9 miles from Winchelsea
£505.00 - £830.00 (per week)

This four star barn conversion has been beautifully renovated and is set in an idyllic rural location. It provides extremely spacious accommodation for four people and has been furnished to an exceptionally high standard, with a beautiful sunny south facing courtyard and the owners' large garden to explore. Size: Sleeps ... more


Caru

In Winchelsea
£595.00 - £1,075.00 (per week)

Very spacious and comfortable bungalow - ten minute walk across the fields to the beach, lots and lots of walks nearby and many things to see and do, places to visit - Rye, Rye Harbour Nature Reserve, picturesque Winchelsea and much more.Size: Sleeps 8 in 4 bedroom Nearest beach: 0.5 ... more


The Highlands

The Highlands
Iden, 4.4 miles from Winchelsea
£1,000.00 - £1,500.00 (per week)
01603 929 256
Make Booking Enquiry

This large secluded Victorian house sleeps 11 and has breathtaking views of the surrounding countryside towards Rye. Inside the rooms are light and airy. The property has undergone a total restoration and refurbishment. Period features have been lovingly restored and the ambience of the family home maintained. The house is ... more

The Highlands

Pets Welcome


Vineyard View

Tenterden, 6.7 miles from Winchelsea
£1,650.00 - £2,595.00 (per week)

Vineyard View is a linked barn providing luxury accommodation for up to twelve people.  Both properties are beamed with underfloor heating and wood stoves and there is a wonderful valuted living area in the main barn with enough space for everyone to gather and eat together.  Both properties have been finished ... more


The Piece Of Cheese

Hastings, 6.9 miles from Winchelsea
£328.00 - £550.00 (per week)

Said to be the only three cornered cottage in England, this cosy and characterful property is bursting with character and is perfect for two. It is very close to the Country Park and there are plenty of independent shops and restaurants to enjoy during your stay.Size: Sleeps up to 2, ... more


The Coach House

The Coach House
Rye, 1.7 miles from Winchelsea
£450.00 - £595.00 (per week)
07714 455 634
Make Booking Enquiry

The Coach House is the newest addition to Cadborough holiday cottages. It is recently converted and offers luxury accommodation for two people. The large spacious open plan living area is light and airy and offers everything for a comfortable, relaxing and peaceful stay. The kitchen is fully equipped with Bosch ... more

The Coach House

The Bryer

Beckley, 6.4 miles from Winchelsea
£459.00 - £750.00 (per week)

Set in an unspoilt rural location on a working vineyard, The Bryer is a truly peaceful place to relax in. It has been beautifully restored to the highest of standards, and is within a short drive of the wide sandy beach at Camber Sands and the historic town of Rye.Size: ... more


Birdsong Barn

Three Oaks, 4.8 miles from Winchelsea
£900.00 - £1,430.00 (per week)

Deep in the woodlands, surrounded by nature, you will find this amazing converted 18th century barn, hand-crafted and styled to perfection.  With 350 acres of private nature reserve to explore, for your exclusive use, this will be a holiday that you won't forget in a hurry.  Hastings is close by ... more


Churchlands Barn

Tenterden, 6.7 miles from Winchelsea
£1,105.00 - £1,735.00 (per week)

A stunning barn conversion in a lovely rural location, perfect for walking, cycling and sightseeing.  This property has been crafted to a very high standard with exposed beams, vaulted ceilings, wooden flooring with underfloor heating and a private terrace over looking far reaching countryside views and a hot tub.  There is ... more


Coldharbour Cottage

Coldharbour Cottage

Stone-in-Oxney, 6.3 miles from Winchelsea
£400.00 - £650.00 (per week)
01233 758 520
07733 142 336
Make Booking Enquiry

Coldharbour Cottage won the National Silver Award for the best Self Catering Cottage in 2010. The cottage itself has been renovated to a high standard whilst retaining many original features. The original oak beams, inglenook fireplace, old bakers oven and the garden room make this an ideal place to relax, ... more

Coldharbour Cottage

Enjoy England Self Catering 4 Star


Chez Moo

Wittersham, 7 miles from Winchelsea
£470.00 - £865.00 (per week)

The perfect barn conversion, set in the grounds of the owners's home,  in the most wonderful rural setting and decorated to perfection.  Not far from historic Rye.Size: Sleeps up to 5, 3 bedroomsNearest beach: 6 milesNearest amenities: 4 milesPets: Pets allowed at this propertyShort breaks: Will considerSmoking: No smoking allowed at this ... more


The Parlour

Rye, 5.2 miles from Winchelsea
£660.00 - £1,190.00 (per week)

Converted to a high standard but retaining many of the original features, The Parlour has 3 en-suite shower rooms and is set in a quiet rural location.Size: Sleeps up to 6, 3 bedroomsNearest beach: 6 milesNearest amenities: 0 milesPets: Not allowed at this propertyShort Breaks: Not allowed at this propertySmoking: ... more


The Caravan at Honeysuckle

In Winchelsea
£278.00 - £485.00 (per week)

Lovely tranquil setting in the garden of the owners house - peaceful and relaxing and a short walk to the beach. Lots of intersting places to visit nearby including rye, Rye Harbour Nature Reserve and day tickets to a holiday park for use of swimming pool and amenities - great ... more


Churchlands

Tenterden, 6.7 miles from Winchelsea
£2,210.00 - £3,470.00 (per week)

Three luxury properties sleeping sixteen in total each with their own private garden and hot tub.  There is a communal games room for the young at heart and a vast vaulted living area in Churchlands Barn for everyone to join together with the luxury of being able to retreat to the ... more


Blue Notes

Camber, 3.5 miles from Winchelsea
£510.00 - £925.00 (per week)

Blue Notes is a ground floor flat set in an enviable position amongst the dunes of Camber Sands. It provides the ideal setting for a beachside family holiday with shops, cafes and restaurants all just a short stroll away. Size: Sleeps up to 4, 2 bedrooms Nearest beach: 30 yards ... more


Owl House

Rye, 6.4 miles from Winchelsea
£440.00 - £630.00 (per week)

Set in an unspoilt rural location on a working vineyard, Owl House is a truly peaceful place to relax in. It has been beautifully converted to the highest of standards with great attention to detail and is within a short drive of the wide sandy beach at Camber Sands and the historic town ... more


Beach Haven - House

Beach Haven - House
Camber, 3.5 miles from Winchelsea
£750.00 - £2,100.00 (per week)
01273 695 420
Make Booking Enquiry

Beach Haven is a striking, modern house in Camber, East Sussex, and is a 3 minute walk from Camber Sands. The house sleeps 10 plus a camp bed and a travel cot. It is the perfect location for 2 large families as there is plenty of space to spread and ... more

Beach Haven - House

The Barn

The Barn
Camber, 3.4 miles from Winchelsea
£420.00 - £1,250.00 (per week)
01797 225 202
Make Booking Enquiry

The Barn is a stylishly restored property, sleeping six, 2 doubles, 1 twin, with two bathrooms. A short walk from the stunning beach but private enough to get away from it all - roaring log fires in winter to lazy days in summer. ... more

The Barn

Alastair Sawday's


Larkin House

Larkin House
Rye, 2.4 miles from Winchelsea
£300.00 - £700.00 (per week)
020 7354 1171
07976 677 558
Make Booking Enquiry

Charming house, in central Rye. Stylish,spacious interior, sleeps 6. 2 double bedrooms (one twin), 2 bathrooms, 2 large living areas with sofa-beds. Private patio. Pets and children welcome. Baby facilities available. Outside on road parking. HDTV and internet. Short breaks, holidays and longer lets. ... more

Larkin House

The Guesthouse at Waites Barn

The Guesthouse at Waites Barn
Fairlight, 3.9 miles from Winchelsea
From £395.00 (per week)
07768 516 027
Make Booking Enquiry

Fairlight, situated between Rye, Battle and Hastings, is an ideal location for experiencing the beautiful coastline and the enchanting towns within East Sussex. The detached Guesthouse of Waites Barn in Fairlight, East Sussex has 3 separate bedrooms, each with its own en suite bathroom, which make a great base to ... more

The Guesthouse at Waites Barn

Kings Bank Oast

Beckley, 5.1 miles from Winchelsea
£770.00 - £1,310.00 (per week)

Set in the owners' parkland, Kings Bank Oast is a superb example of an Oast House. Furnished to a high standard, this home provides spacious accommodation in peaceful surroundings, but close to Rye, Hastings and the coast.Size: Sleeps up to 8, 4 bedrooms, 2 bedrooms with single beds and futon ... more


The Old Granary

Brede, 5.8 miles from Winchelsea
£661.00 - £1,165.00 (per week)

Amazing converted granary with stunning panoramic views across rolling countryside. Peaceful and relaxing holiday base with lots of local attractions and a sandy beach only a short drive away.Size: Sleeps 7 in 4 bedrooms Nearest beach: 6 miles Nearest amenities: 0.5 mile Pets: Not accepted at this property Short breaks: ... more


The Warrens

The Warrens
Camber, 3.8 miles from Winchelsea
£638.00 - £1,595.00 (per week)
01580 831 845
07989 572 858
Make Booking Enquiry

Nestled behind the dunes at Camber, this stylish four star holiday cottage offers versatile accommodation for up to ten guests. ... more

The Warrens

Pets Welcome Wheelchair Accessible


Humphries Cross Apartments

Playden, 3.9 miles from Winchelsea
From £20.00 (per week)

Humphries Cross is a large Edwardian country house in an idyllic location set in 15 acres of gardens and grounds surrounded by farmland in an area of outstanding natural beauty. The Victorian portion of the house which was the original farmhouse dates back to the early 1800's. This has now ... more


Methersham Oast Barn

Rye, 6.4 miles from Winchelsea
£520.00 - £885.00 (per week)

This converted barn and the next door annexe have been renovated to a high standard, providing comfort deep in the tranquil countryside. Despite its quiet rural location, the coast at Camber Sands is only a few miles away and the delightful villages and towns of East Sussex and the steam ... more


The Retreat

Rye, 5.6 miles from Winchelsea
£395.00 - £575.00 (per week)

A character cottage in the pretty village of Brede, furnished and decorated to a very high standard.  The perfect Retreat for exploring the Sussex countryside and within an easy drive of Rye and Battle.  There is a lovely pub called The Red Lion just a short stroll away offering free Wi-Fi and ... more


Forget Me Not

In Winchelsea
£470.00 - £795.00 (per week)

This property is only a short stroll from Winchelsea Beach.  It is in a quiet cul de sac on a private road and is attached to the owner's property.  Forget Me Not is a wonderful seaside treat - full of style and home comforts and has a little conservatory and south ... more


Quarter House

Quarter House
Rye, 2.1 miles from Winchelsea
01797 222 498
07956 280 257
Make Booking Enquiry

Enjoy stylish, romantic beamed surroundings in the heart of the historic walled Citadel of Medieval Rye. This unusual, converted Grade II listed two-storey apartment retains original features including an open log fire, original wooden floors & beams dating back to the 1700s. Explore the Citadel and view Rye from the ... more

Quarter House

Enjoy England Self Catering 4 Star


Quality Riverside Apartments

Quality Riverside Apartments
Rye, 2 miles from Winchelsea
£375.00 - £550.00 (per week)
07803 189 031
Make Booking Enquiry

Quality one bedroom split-level apartments with their own access and entrance via mahogany decked steps and sun balcony. Weve been coming to Rye regularly for over 15 years now and this is our second stay at the Boathouse. If there is a more perfect place to stay in Rye, weve ... more

Quality Riverside Apartments

Rye View

Rye View

Rye, 2 miles from Winchelsea
£435.00 - £675.00 (per week)
020 8405 1307
07771 884 885
Make Booking Enquiry

For that long weekend break to keep yourself going before the Summer months do check out our 'Out of Season' bookings more flexibility on arrival times – call for availability. Rye View is a 4 star VisitBritain house, only 5 minutes walk from the centre of Rye with parking directly ... more

Rye View

Enjoy England Self Catering 4 Star


Brackledown House

Hastings, 6.4 miles from Winchelsea
£475.00 - £760.00 (per week)

Brackledown House is a holiday home contained in the wing of a large Victorian home. It offers comfortable, spacious and airy accommodation and is only a ten minute stride to the beach and close to Hastings Old Town.Size: Sleeps up to 5, 3 bedrooms Nearest beach: 1 mile Nearest amenities: ... more


Old School House

Old School House
Northiam, 6.7 miles from Winchelsea
From £560.00 (per week)
07968 333 097
Make Booking Enquiry

Beautiful self contained lodging in the heart of East Sussex. 10 minute drive to historic towns of Rye and Battle. Great country walks on our doorstep. Camber sands 15 mins away by car. Pets allowed, daily, weekend or week long lets. Own driveway, private garden and patio. Self contained with ... more

Old School House

Hare Farm Oast

Hare Farm Oast
Brede, 4.8 miles from Winchelsea
£1,500.00 - £2,600.00 (per week)
07802 979 348
Hare Farm Oast

Beside The Sea Holidays

Beside The Sea Holidays
Camber, 3.5 miles from Winchelsea
£220.00 - £1,490.00 (per week)
01797 227 308
Beside The Sea Holidays

The Gazebo

In Winchelsea
01797 225 186

Purdie Gallery Flat

Rye, 2.3 miles from Winchelsea
01580 761 499
07774 920 622

Rocklands Holiday Park

Rocklands Holiday Park
Hastings, 6.2 miles from Winchelsea
£369.00 - £740.00 (per week)
01424 423 097
Rocklands Holiday Park

Seascape

Camber, 4 miles from Winchelsea
£800.00 - £1,500.00 (per week)
07779 474 332

Enjoy England Self Catering 4 Star Pets Welcome


Beach Chalet

Beach Chalet
Camber, 4.1 miles from Winchelsea
£420.00 - £525.00 (per week)
020 8300 3092
Beach Chalet

The Beach Huts

The Beach Huts
Camber, 4.1 miles from Winchelsea
£89.00 - £645.00 (per week)
07795 416 103
The Beach Huts

2 Bedroom Chalet

Camber, 4.1 miles from Winchelsea
01424 813 928

Family Friendly Flat and Parking

Rye, 2 miles from Winchelsea
£225.00 - £450.00 (per week)
020 7607 6753

15 Wishes

15 Wishes
Rye, 2.1 miles from Winchelsea
£400.00 - £550.00 (per week)
020 8942 0829
15 Wishes

The Peninsula

The Peninsula

Camber, 3.6 miles from Winchelsea
£750.00 - £1,090.00 (per week)
07955 181 267
07912 627 068
The Peninsula

Enjoy England Gold Award Enjoy England Self Catering 4 Star

Event

What's On in Winchelsea?

  • Elem Tree Boot Fair

    Sunday 22nd April
    Location: Icklesham

    On the main road (A259) from Hastings to Rye - just outside Icklesham. ... more

  • Guided Tour Of Brede High Woods At Bluebell Time

    Wednesday 25th April @ 10:00am
    Location: Brede

    A guided tour of Brede High Woods at Bluebell time, led David Bonsall of the Woodland Trust. Booking is essential, ... more

  • Salts Farm Book Group

    Thursday 26th April
    Location: East Guldeford

    Salts Farm Book Group meets on the last Thursday of the month in the cafe area of Salts Farm Shop. ... more

  • WI Evening Group

    Thursday 26th April
    Location: Playden

    Information evening for a possible new evening WI, open to all women 18 and above living or working in Playden/Rye ... more

  • Rye Country Market

    Friday 27th April @ 10:00am
    Location: Rye

    Rye Country Market will be open every Friday from 9th March - 14th December. We sell Cakes, Savouries, Preserves, Free ... more

  • Winchelsea Cellar Tours

    Saturday 28th April
    Location: Winchelsea

    Each year a team of volunteers run guided tours of the town’s medieval cellars. All proceeds received (£6 per person) ... more

  • Walking, Talking and Drawing at Rye Art Gallery

    Sunday 29th April
    Location: Rye

    Walking, Talking and Drawing at Rye Art Gallery. Using the wonderful Stormont Studio at the Gallery as a base, Denise ... more

  • Winchelsea Cellar Tours

    Sunday 29th April
    Location: Winchelsea

    Each year a team of volunteers run guided tours of the town’s medieval cellars. All proceeds received (£6 per person) ... more

  • Winchelsea Open Gardens

    Tuesday 1st May @ 10:30am
    Location: Winchelsea

    Eight beautiful gardens open in Wichelsea offering herbaceous borders, strawberry teas, Victorian rockery, water features and more. Proceeds in aid ... more

  • Winchelsea Cellar Tours

    Tuesday 1st May
    Location: Winchelsea

    Each year a team of volunteers run guided tours of the town’s medieval cellars. All proceeds received (£6 per person) ... more

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