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Winchelsea, UK vacation rentals
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Best Vacation rentals and Airbnb offers in Winchelsea, UK

Our Favorite Family-Friendly Vacation Rentals in Winchelsea, UK

These family-friendly vacation rentals in Winchelsea, UK offer spacious layouts and easy access to top city attractions.

Kahytten Beach House On Winchelsea Beach - Winchelsea, UK
9.8 467 reviews
Winchelsea, UK
10/20 – 10/30
$240/nighttotal: $2400 (10 )

Kahytten Beach House On Winchelsea Beach

1 3
bungalow , Winchelsea Beach
Kahytten, a two-bedroom beach cottage in Winchelsea Beach, is a two-minute walk from the beach and close to Rye and Hastings, offering easy access to Rye Harbour Discovery Centre and Camber Castle.
This pet-friendly home sleeps four, features a well-equipped kitchen with a fridge and dishwasher, a private garden, and parking, plus children's toys and craft supplies are available.
Designer Central Rye Home With Two Gardens - Winchelsea, UK
9.5 30 reviews
Winchelsea, UK
08/19 – 08/23
$712/nighttotal: $2848 (4 )

Designer Central Rye Home With Two Gardens

1 5
apartment , Sussex de l'Est
This 3-bedroom, 2-bathroom condo in Rye, East Sussex, offers a central location within a medieval town, just a 2-minute walk to public transport and within walking distance of Camber Sands beach.
This family-friendly residence accommodates up to 6 guests and features a modern ambiance with high ceilings, two private gardens, a fully equipped kitchen with a fridge and dishwasher, and excellent proximity to local restaurants, galleries, boutiques, and convenient day trip destinations.
Oak House - Winchelsea, UK
9.8 68 reviews
Winchelsea, UK
08/19 – 08/23
$538/nighttotal: $2152 (4 )

Oak House

3 5
house , Rye
Oak House, a three-bedroom, two-bathroom home in Rye, East Sussex, England, offers a peaceful, quiet street location 26 miles from the Eurotunnel UK and 27 miles from Leeds Castle.
This pet-friendly rental boasts a private terrace, garden, spa, fully equipped kitchen including a dishwasher and microwave, free Wi-Fi, and accommodates up to six guests, providing towels, linens, and convenient access to Rye's historic town center.
Delightful 2 Bedroom Hideaway Close To Beach - Winchelsea, UK
9.9 119 reviews
Winchelsea, UK
10/20 – 10/30
$163/nighttotal: $1630 (10 )

Delightful 2 Bedroom Hideaway Close To Beach

2 3
apartment , Winchelsea Beach
Woodview Cottage is located in a quiet street in Winchelsea Beach Village, just a 5-minute walk from the beach and a 2-minute walk from the Co-op. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The cottage features two bedrooms and one bathroom, comfortably accommodating up to four guests. It offers a fully equipped kitchen, private outdoor space, free parking, and is conveniently located near the Rye Harbour Nature Reserve, making it a great choice for birdwatching enthusiasts.

Best Winchelsea, UK vacation rentals with parking

Summer Breeze Caravan On Winchelsea Sands Holiday Park - Winchelsea, UK
8.6 5 reviews
Winchelsea, UK
10/20 – 10/30
$183/nighttotal: $1830 (10 )

Summer Breeze Caravan On Winchelsea Sands Holiday Park

2 3
house , Winchelsea
This caravan is located in Winchelsea Sands Holiday Park, offering a peaceful retreat 20.5 miles from Eastbourne Miniature Steam Railway Adventure Park and 20.5 miles from Eastbourne Pier, with Ashford International 20.5 miles away and London Gatwick Airport 52.2 miles distant.
This accommodation features 2 bedrooms, 2 bathrooms, and can host up to 11 guests, with amenities including a kitchen with a fridge and microwave oven, a swimming pool, terrace, garden, restaurant, bar, and parking, plus complimentary WiFi and easy access to hiking and cycling.
The Gallery Apartment - Rye Central Chic - Pass The Keys - Winchelsea, UK
10 1 review
Winchelsea, UK
10/20 – 10/30
$208/nighttotal: $2080 (10 )

The Gallery Apartment - Rye Central Chic - Pass The Keys

2 3
apartment , Rye
The Gallery Apartment is located in Rye Central, offering direct access to local amenities and attractions.
This 800-square-foot condo accommodates up to 7 guests with 2 bedrooms and 1 bathroom, featuring a fully equipped kitchen with a dishwasher and oven, complimentary WiFi, and an in-unit washing machine.
Caravan 1 A Super Caravan With A Private Garden - Winchelsea, UK
8.0 1 review
Winchelsea, UK
10/20 – 10/30
$128/nighttotal: $1280 (10 )

Caravan 1 A Super Caravan With A Private Garden

2 3
chalet , Winchelsea
This Winchelsea cabin offers a private retreat located 52 miles from London Gatwick Airport.
This one-bedroom cabin accommodates up to seven guests and includes a full kitchen, free Wi-Fi, and a terrace, with complimentary private parking available.
93 M² Apartment ∙ 2 Bedrooms ∙ 7 Guests - Winchelsea, UK
8.8 4 reviews
Winchelsea, UK
06/27 – 07/04
$183/nighttotal: $1281 (7 )

93 M² Apartment ∙ 2 Bedrooms ∙ 7 Guests

2 2
apartment
This Rye, England ground floor apartment at 39a Winchelsea Road is centrally located in Rye's medieval town center, within walking distance of historic landmarks, shops, and cafes. This 1,000-square-foot (approximately 93 square meter) flat features two bedrooms, two bathrooms, a private garden, parking, and can comfortably accommodate seven guests with amenities including a fridge, microwave, and dishwasher.

Frequently Asked Questions about vacation rentals in Winchelsea, UK

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

    The coastal path leading to Rye is a beautiful walk, offering stunning views of the English Channel. If you prefer cycling, the Romney Marsh Cycleway is a great option, offering a flat and scenic route through the countryside.
  • What are the best Airbnb and vacation rentals in Winchelsea, UK?

    Romantic Glamping Cabin Near Beautiful Rye, Wheelwrights and Private Area Of Our Grade Ii Listed Oast House Rye are the most popular Airbnb and vacation rentals in Winchelsea, UK among travelers.

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

    Winchelsea is a great place for outdoor activities. You can go for a swim at the beach, play golf at the nearby Rye Golf Club, or go for a hike in the countryside. There are also opportunities for fishing and birdwatching.
  • What are the most popular Airbnbs in Winchelsea, UK?

    Among the Airbnbs in Winchelsea, UK, Romantic Glamping Cabin Near Beautiful Rye, Wheelwrights and Private Area Of Our Grade Ii Listed Oast House Rye are the most popular ones.

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

    Winchelsea is well-connected to other towns and cities. You can easily reach Hastings, Rye, and even Brighton by car or train.
  • What are the best vacation rentals with a pool in Winchelsea, UK?

    Rye Harbour Caravan, Gallery Apartment and Henry-oscar House are the best vacation rentals with a pool in Winchelsea, UK.

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

    Vacation rentals in Winchelsea typically offer amenities like Wi-Fi, a fully equipped kitchen, and a comfortable living space. Some rentals may also have a garden, patio, or even a fireplace.
  • What are the best rentals for families and kids in Winchelsea, UK?

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

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

    The best time to visit Winchelsea depends on your preferences. Summer offers warm weather and plenty of sunshine, while spring and fall provide a more peaceful atmosphere.
  • What are the best rentals or Airbnbs with a jacuzzi in Winchelsea, UK?

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

  • What are the local dishes in Winchelsea region?

    The local cuisine in Winchelsea is a mix of traditional English dishes and fresh seafood. You can try local favorites like fish and chips, shepherd's pie, or a hearty roast dinner. Don't forget to sample the local cheeses and beers.

Destinations nearby

Find the Best Vacation Rentals with Balconies in Winchelsea, UK

Elevate your stay in Winchelsea, UK with a vacation rental featuring a private balcony and stunning city skyline views.

Eagles Nest At Greyfriars - Winchelsea, UK
9.9 11 reviews
Winchelsea, UK
10/20 – 10/30
$389/nighttotal: $3890 (10 )

Eagles Nest At Greyfriars

2 3
house , Winchelsea
Eagles Nest at Greyfriars, a Winchelsea vacation home, is located 26 miles from the Eastbourne Miniature Steam Railway and 27 miles from Eastbourne Pier.
This 650-square-foot rental boasts two bedrooms, two bathrooms (one with a hot tub), a private terrace with sea views, a garden, free Wi-Fi, and parking; it comfortably sleeps seven guests and offers proximity to cycling, fishing, and canoeing.
Extraordinary Huts Ltd - Winchelsea, UK
9.4 550 reviews
Winchelsea, UK
10/20 – 10/30
$411/nighttotal: $4110 (10 )

Extraordinary Huts Ltd

2 3
farm , Rye
Extraordinary Huts Ltd, a farm stay near Rye, East Sussex, England, offers convenient access to Rye's town center and is approximately 26-30 miles from attractions like Eastbourne and Leeds Castle.
This pet-friendly, family-friendly lodging features units with private entrances, terraces, gardens, and fireplaces, plus on-site bike rentals for exploring the scenic countryside and nearby activities such as cycling, hiking, and pub crawls.
Honey Cottage - Winchelsea, UK
9.2 42 reviews
Winchelsea, UK
10/20 – 10/30
$174/nighttotal: $1740 (10 )

Honey Cottage

2 3
house , Rye
Honey Cottage, a recently renovated Rye vacation home, is located 26 miles from the Eurotunnel UK and 27 miles from Leeds Castle.
This 750-square-foot (approximately 70 square meter) rental boasts two bedrooms, one bathroom, a fully equipped kitchen, private terrace, garden, and spa; it comfortably sleeps several guests and includes Wi-Fi, a fireplace, and a washing machine.
New Apartment Nestled On The Seaside With Expansive Views Of Cliffs, Sea And Sky - Winchelsea, UK
Winchelsea, UK
06/27 – 07/04
$586/nighttotal: $4102 (7 )

New Apartment Nestled On The Seaside With Expansive Views Of Cliffs, Sea And Sky

2 2
apartment , Hastings
Cliff End Apartments offers a tranquil coastal retreat in Pett Level, East Sussex, a short drive from historic Hastings and within 2 hours of London.
This family-friendly 2-bedroom, 2-bathroom unit accommodates up to 4 guests and features a kitchen with a fridge and dishwasher, a terrace, garden, spa, and parking, ideal for nature lovers and beach enthusiasts.

Top Dog-Friendly Vacation Rentals in Winchelsea, UK

Discover pet-friendly vacation rentals in Winchelsea, UK that prioritize comfort for both you and your dog.

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Winchelsea, UK
10 3 reviews
Winchelsea, UK
08/19 – 08/23
$597/nighttotal: $2388 (4 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 5
cottage
This 3-bedroom, 6-guest vacation home in Playden, East Sussex, offers convenient access to the historic medieval town of Rye, just a 0.6-mile walk away, and is a 10-minute drive from Camber Sands beach.
This family-friendly rental features a log burner, a dedicated family room with entertainment options, an office space, and an enclosed garden with outdoor seating, plus private parking for up to 3 cars and Wi-Fi.
Caravan 3 A Comfortable And Spacious Caravan - Winchelsea, UK
Winchelsea, UK
10/20 – 10/30
$135/nighttotal: $1350 (10 )

Caravan 3 A Comfortable And Spacious Caravan

2 3
chalet , Winchelsea
This charming cottage in Winchelsea is located 52 miles from London Gatwick Airport, offering a secluded getaway.
This single-bedroom rental accommodates up to seven guests and features a private terrace, fully equipped kitchen, free Wi-Fi, and private parking.
Daisy Tatham Cottage, Rye - Winchelsea, UK
10 204 reviews
Winchelsea, UK
10/20 – 10/30
$155/nighttotal: $1550 (10 )

Daisy Tatham Cottage, Rye

1 3
apartment , Sussex de l'Est
Daisy Tatham Cottage, a Victorian-era terraced house in Rye, East Sussex, is located within walking distance of Rye train station and the historic Cinque Ports town center.
This pet-friendly two-bedroom house, sleeping up to five guests, features a private courtyard garden, a fully equipped kitchen, a log-burning stove, and provides amenities such as a washing machine, TV, and DVD player; optional extras include a travel cot and highchair.
April Cottage - Winchelsea, UK
9.3 24 reviews
Winchelsea, UK
06/27 – 07/04
$249/nighttotal: $1743 (7 )

April Cottage

3 2
house , Winchelsea
April Cottage is a 3-bedroom vacation home located in the charming town of Winchelsea, East Sussex, England. It is conveniently situated near the Eurotunnel UK and Leeds Castle, making it an ideal base for exploring the region. With excellent user and location ratings, April Cottage offers a comfortable and convenient stay for up to 6 guests.
The cottage features a private garden and terrace, an equipped kitchen, free Wi-Fi, and an outdoor dining area. It exudes historic charm and is within easy reach of major tourist attractions in Winchelsea.
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