Vacation Rentals in Winchelsea

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Winchelsea holiday rentals
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12 Holiday rentals and Airbnb in Winchelsea

Best family friendly Winchelsea holiday rentals

Among the 4 accommodations in Winchelsea, here are the 4 best family friendly rentals

Rose Mullion Cottage - Winchelsea
8.6 55 reviews
Winchelsea
27/06 – 04/07
A$313/nighttotal: A$2191 (7 )

Rose Mullion Cottage

3 2
house , Pett
Rose Mullion Cottage is located in Pett, a charming village, just 39 kilometres from Eastbourne Miniature Steam Railway Adventure Park and Eastbourne Pier. This property has received excellent ratings for location, cleanliness and user experience.
The cottage offers three bedrooms and a comfortable living space, perfect for families or groups of friends. The modern kitchen is fully equipped with a dishwasher and oven, and there's a private terrace, a garden, a spa, and free Wi-Fi for your enjoyment.
Stoats Old River Way - Winchelsea
9.7 37 reviews
Winchelsea
20/10 – 30/10
A$399/nighttotal: A$3990 (10 )

Stoats Old River Way

1 3
house , Winchelsea
This spacious four-bedroom house, situated on Stoats Old River Way in Winchelsea, offers easy access to attractions such as the Eastbourne Miniature Steam Railway Adventure Park (43km), Eastbourne Pier (45km), and the Eurotunnel UK (45km).
The self-catering property features a fully equipped kitchen, private patio with barbecue, free Wi-Fi, parking, a spa, and outdoor play equipment, comfortably accommodating a family and providing a relaxing getaway near hiking trails.
Southbank - Winchelsea
8.9 28 reviews
Winchelsea
20/10 – 30/10
A$263/nighttotal: A$2630 (10 )

Southbank

3 3
house , Rye
This Rye holiday home, Southbank, is situated approximately 40 kilometres from Eurotunnel UK, 43 kilometres from Leeds Castle, and 45 kilometres from Folkestone Central railway station.
The three-bedroom property offers free private parking, a fully equipped kitchen with dishwasher, a private terrace and garden, plus Wi-Fi; ideal for families or groups of up to six, enjoying a self-catering stay with access to a spa.
Rosendal – Cosy Cottage For Countryside & Coast - Winchelsea
9.6 145 reviews
Winchelsea
20/10 – 30/10
A$250/nighttotal: A$2500 (10 )

Rosendal – Cosy Cottage For Countryside & Coast

3 3
apartment , Sussex de l'Est
Rosendal Cottage, a three-bedroom house, is situated on the edge of Winchelsea, East Sussex, a short walk (less than 0.8 km) from the town centre and close to the High Weald Area of Outstanding Natural Beauty, offering easy access to Rye and the coast.
This family-friendly dwelling boasts an open-plan kitchen/dining area, a cosy lounge with a wood burner and Freesat TV, plus a garden, parking, and sleeps six, with amenities including a dishwasher and WiFi; nearby attractions include Winchelsea beach, the 1066 trail and Rye Harbour Nature Reserve.

Best Winchelsea holiday rentals with parking

River View - Stunning Garden Flat W/ Free Parking - Pass The Keys - Winchelsea
10 1 review
Winchelsea
20/10 – 30/10
A$284/nighttotal: A$2840 (10 )

River View - Stunning Garden Flat W/ Free Parking - Pass The Keys

2 3
apartment , Rye
This Rye ground-floor flat is centrally located in the medieval town, within easy walking distance of Rye Castle Museum and the Jerwood Gallery.
The 93-square-metre self-catering apartment offers two bedrooms, two bathrooms, a private garden, parking, and sleeps up to seven guests, boasting modern amenities including a dishwasher and Wi-Fi.
Summer Breeze Caravan On Winchelsea Sands Holiday Park - Winchelsea
8.6 5 reviews
Winchelsea
27/06 – 04/07
A$247/nighttotal: A$1729 (7 )

Summer Breeze Caravan On Winchelsea Sands Holiday Park

2 2
house , Winchelsea
This caravan is situated within Winchelsea Sands Holiday Park in Winchelsea, 33 kilometres from Ashford International, offering a peaceful setting with proximity to outdoor activities like hiking and cycling.
The accommodation provides 2 bedrooms, 2 bathrooms, a kitchen with a fridge and microwave, a terrace with garden views, a swimming pool, on-site restaurant and bar, free WiFi, and free private parking, accommodating up to 11 guests.
Stylish Luxury Let In Rye. Walk To Shops/pubs/restaurants + Near Beach - Winchelsea
9.8 48 reviews
Winchelsea
27/06 – 04/07
A$403/nighttotal: A$2821 (7 )

Stylish Luxury Let In Rye. Walk To Shops/pubs/restaurants + Near Beach

3 2
apartment , Rye
Bee Cottage is a stylish house located a short ten-minute walk from Rye town centre, offering easy access to shops, restaurants, and historic attractions. It has received excellent ratings for location, cleanliness, and overall user experience.
This three-bedroom home comfortably sleeps six guests and spans 80 square metres. Amenities include a well-equipped kitchen, a private garden with a patio and barbecue, and entertainment options like an Xbox, DVD player, and a record player.
Spring Crescent Cottage In Rye - Winchelsea
9.1 58 reviews
Winchelsea
20/10 – 30/10
A$308/nighttotal: A$3080 (10 )

Spring Crescent Cottage In Rye

2 3
house , Rye
Spring Crescent Cottage, a two-bedroom house in Rye, East Sussex, is situated 29km from Ashford International and offers easy access to Folkestone (48km) and other Kent and East Sussex attractions.
This pet-friendly property sleeps seven, features free Wi-Fi, and is ideal for families or couples seeking a peaceful base for exploring Rye's historic town centre and the surrounding coastline.

Frequently asked questions about holiday rentals in Winchelsea

  • What are some interesting places to visit in or near Winchelsea?

    Winchelsea itself is a charming medieval town with the ruins of the old town walls, a historic church, and quaint cobbled streets. You can also visit Rye, a nearby historic town with a castle and a bustling market. For stunning coastal views, head to the nearby Camber Sands beach.
  • What are the best Airbnb and holiday rentals in Winchelsea?

  • Which walking or cycling routes are the best in Winchelsea?

    The South Coast Path runs along the cliffs near Winchelsea, offering breathtaking views. For a shorter walk, try the circular route around the old town walls. If you're into cycling, there's a lovely route along the River Rother to Rye.
  • What are the most popular Airbnbs in Winchelsea?

  • What sports or outdoor activites can visitors enjoy in and around Winchelsea?

    Winchelsea is great for walking, cycling, and birdwatching. You can also enjoy watersports at Camber Sands, including kite surfing and windsurfing. For something more adventurous, try a round of golf at the nearby Rye Golf Club.
  • What are the best holiday rentals with a pool in Winchelsea?

    Rye Harbour Caravan, Gallery Apartment and Beautiful 3 Bedroom Holiday Home Sleeps 8 People are the best holiday rentals with a pool in Winchelsea.

  • What other towns or cities can be easily accessed from Winchelsea?

    Rye is just a short drive away, and Hastings is about 15 minutes by car. You can also easily reach the historic city of Canterbury by car or train. The towns of Bexhill-on-Sea and Eastbourne are also within easy reach.
  • What are the best rentals for families and kids in Winchelsea?

    The best rentals for families and kids in Winchelsea are Wheelwrights, Moonfleet - Beautiful Flat In Historic Rye and Rye Bay Beach Apartment.

  • What amenities are commonly available in vacation rentals in Winchelsea?

    Most vacation rentals in Winchelsea offer basic amenities like a kitchen, bathroom, and comfortable beds. Many also have a garden or patio, and some even have sea views. You can find rentals with Wi-Fi, washing machines, and even hot tubs.
  • What are the best rentals or Airbnbs with a jacuzzi in Winchelsea?

    The best holiday rentals or Airbnb with a jacuzzi in Winchelsea are Stowaway Beach House Camber Sands, Kinara In Camber and Henry-oscar House.

  • What time of year is best to rent a vacation rental Winchelsea?

    The best time to visit Winchelsea is during the spring or autumn when the weather is mild and the crowds are smaller. The summer months are popular for beach holidays, but it can get quite busy. Winter can be chilly, but it's a great time to enjoy the town's quieter side.

Destinations nearby

Best Winchelsea holiday rentals with a balcony

White Haven - With 2 Double Rooms - Winchelsea
8.9 20 reviews
Winchelsea
20/10 – 30/10
A$183/nighttotal: A$1830 (10 )

White Haven - With 2 Double Rooms

3 3
apartment , Winchelsea Beach
White Haven is a 3-bedroom holiday home situated within the Winchelsea Sands holiday park, a short walk from the stunning Winchelsea Beach. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This spacious holiday home, spanning 39 square metres, comfortably accommodates up to 7 guests. Amenities include a fully equipped kitchen, a private terrace, and access to a swimming pool, tennis court, and parking.
The Studio House-design & Garden | Pass The Keys - Winchelsea
Winchelsea
19/08 – 23/08
A$1051/nighttotal: A$4204 (4 )

The Studio House-design & Garden | Pass The Keys

3 5
studio , Rye
This studio apartment is situated in the historic centre of Rye, just 2 minutes on foot from the train and bus stations, placing you within immediate reach of local shops, galleries, and restaurants.
Offering 111 square meters of space for up to 6 guests, this property features two bathrooms, a kitchen with a fridge and dishwasher, and two private outdoor areas, providing an ideal base for exploring Rye Castle Museum and the 1.6 kilometer walk to Camber Sands beach.
Extraordinary Huts Ltd - Winchelsea
9.4 550 reviews
Winchelsea
20/10 – 30/10
A$585/nighttotal: A$5850 (10 )

Extraordinary Huts Ltd

2 3
farm , Rye
Extraordinary Huts is a farm stay in Rye, East Sussex, just a short drive from Camber Castle and the beautiful East Sussex countryside. The farm stay consistently receives excellent user ratings for its cleanliness, location, and overall experience.
Each self-catering unit comes with a kitchen, dining area, and living room, giving guests the flexibility to relax and enjoy their own space. Guests can enjoy the outdoor space, including a terrace, garden, and barbecue, and there are also opportunities for hiking and windsurfing nearby.
Oak House - Winchelsea
9.8 68 reviews
Winchelsea
19/08 – 23/08
A$652/nighttotal: A$2608 (4 )

Oak House

1 5
house , Rye
Oak House, a three-bedroom property in Rye, East Sussex, is conveniently located approximately 42 kilometres from the Eurotunnel UK and 43 kilometres from Leeds Castle.
This family-friendly house, sleeping up to six, boasts a private terrace, garden, spa, and fully equipped kitchen including a dishwasher; free Wi-Fi is also available.

Best pet friendly Winchelsea holiday rentals

Among the 4 accommodations in Winchelsea, here are the 4 best pet friendly rentals

Winchelsea Sands Holiday Park - Winchelsea
8.1 25 reviews
Winchelsea
20/10 – 30/10
A$164/nighttotal: A$1640 (10 )

Winchelsea Sands Holiday Park

3 3
apartment , Winchelsea
Winchelsea Sands Holiday Park apartments offer self-catering accommodation in Winchelsea, East Sussex, conveniently located near Winchelsea's historic town centre and approximately 43-50km from Eastbourne and the Eurotunnel terminal.
These pet-friendly flats, each with a private terrace, 20 square metre floor area, and sleeping up to 11 guests, include free Wi-Fi, parking, fully equipped kitchens, and private bathrooms; ideal for exploring the nearby coast.
Daisy Tatham Cottage, Rye - Winchelsea
10 204 reviews
Winchelsea
20/10 – 30/10
A$221/nighttotal: A$2210 (10 )

Daisy Tatham Cottage, Rye

1 3
apartment , Sussex de l'Est
Daisy Tatham Cottage, a Victorian terraced house in Rye, East Sussex, is located within walking distance of Rye train station and the historic Cinque Ports town centre.
This dog-friendly holiday home sleeps five guests across three floors, offering two bedrooms, a futon in a third bedroom/lounge, a private courtyard garden, and amenities including a washing machine, BBQ, and log burning stove.
Chequer -  A Holiday Let That Sleeps 14 Guests  In 7 Bedrooms - Winchelsea
10 2 reviews
Winchelsea
19/08 – 23/08
A$2498/nighttotal: A$9992 (4 )

Chequer - A Holiday Let That Sleeps 14 Guests In 7 Bedrooms

7 5
apartment , Rye
This seven-bedroom Rye holiday home, a five-minute walk from Rye Castle Museum and Rye train station, offers easy access to the 1066 Country Walk.
The 511-square-metre property boasts six bathrooms, a fully equipped kitchen including dishwasher and microwave, plus Wi-Fi, making it ideal for large groups; nearby attractions include Lamb House and Rye Farm World.
Caravan 7, A Modern Unit With Gch + Dg - Winchelsea
10 1 review
Winchelsea
20/10 – 30/10
A$195/nighttotal: A$1950 (10 )

Caravan 7, A Modern Unit With Gch + Dg

1 3
cabin , Winchelsea Beach
This Winchelsea Beach holiday lodge offers a tranquil retreat within a small caravan park, located just a short 200-meter walk from Winchelsea Beach and its adjacent Nature Reserve, with convenient public transport links to Rye and Hastings. This modern, two-bedroom accommodation for four guests includes a well-equipped open-plan kitchen and living area with a smart TV, gas central heating, double glazing, and a private outdoor seating area, making it suitable for year-round stays.
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