Rochester Castle Holiday Cottages

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Rochester Castle Holiday Cottages

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Your Rochester, Medway search returned 51 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published
A living room with a television and a fireplace at 1-Bed Apt in Rochester, Kent
17
Rochester, Kent, Kent, ME1
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

  • Sykes rating

1-Bed Apt is a well-equipped ground-floor apartment in the town of Rochester, in Kent, offering nearby amenities, a coffee maker and private parking. Maidstone 9.1 miles; Dartford 15.9 miles; Canterbury 31.6 miles. (Ref. 1193996)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine


for 7 nights From £492

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A living room with a television and sofas at Cozy Riverside Retreat in Snodland
New property
23
Snodland, Kent, ME6
  • Sleeps11
  • Bedrooms5
  • Pet FriendlyNo

  • Sykes rating

Snodland House is a substantial five-bedroom house situated in Snodland, Kent, boasting off-road parking, a garden with BBQ and WiFi for groups. Chatham 6.6 miles; Maidstone 8.5 miles; Canterbury 34.8 miles. (Ref. 1205739)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights From £1537

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A small outdoor seating area with a white table and chair next to a black wooden house surrounded by colorful flowers at Cherry Orchard Farm in Wateringbury
22
Wateringbury, Kent, ME15
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Cherry Orchard Farm, a lovely barn conversion resting just outside Wateringbury, Kent. Single-storey. Private garden. Open-plan. Private parking. Maidstone 4.8 miles; Tonbridge 10.9 miles; High Weald National Landscape 17.2 miles. (Ref. 1148600)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights From £512

Last booked 2 days ago
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A grassy yard with two small horses near a small building surrounded by trees at Badger View in Culverstone Green near Chatham
23
Culverstone Green near Chatham, Kent, DA13
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Delightful, detached lodge, Elevated location with wonderful views, Forest to the rear and a haven for wildlife, ideally suited to animal lovers, Perfect romantic retreat, Ideal for walking, touring and relaxing, WiFi, Sevenoaks 11.5 miles. (Ref. 946987)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights From £395

Last booked 2 days ago
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A house with large windows and a garden at Rochester Retreat Spacious 5 Bedroom House in Higham
New property
28
Higham, Kent, ME3
  • Sleeps11
  • Bedrooms5
  • Pet FriendlyNo

  • Sykes rating

Rochester Retreat Spacious 5 Bedroom House is a large detached home in Higham, Kent, featuring a hot tub, enclosed garden, and versatile family accommodation. Dedham 2 miles; Stratford St Mary 1 mile; Hadleigh 5.7 miles. (Ref. 1207165)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine


for 7 nights From £4710

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A cozy seating area with a sofa and table at Cosy Escape in Sheerness
23
Minster On Sea, Kent, ME12
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

  • Sykes rating

The Hive is a delightful glamping retreat on the Isle of Sheppey, pet-friendly, featuring a Hobbit-style pod, private wood-fired hot tub, and communal pool. (Ref. 1193953)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Hot Tub


for 7 nights From £823

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An outdoor patio with seating and a bamboo screen at The Old Barn in Manchester
12
Sidcup, London, DA15
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

  • Sykes rating

203 Old Farm Avenue is a pet-friendly lodge in Sidcup, Greater London, with off-road parking and enclosed decking. Greenwich 6.8 miles; Dartford 7.2 miles. (Ref. 1190819)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom


for 7 nights From £796

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An outdoor area with a wooden fence gravel ground plants and a white door at Westgate Cottage in Sittingbourne
Offer
35
Sittingbourne, Kent, ME9
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

A ground floor annexe situated near the hamlet of Oad Street near Sittingbourne in Kent. Pet-friendly. Garden with patio area. Sittingbourne 1.7 miles; Rochester 10.2 miles; Tunbridge Wells 31.2 miles. (Ref. 960985)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

  • 10% off - Thu 30th Apr to 1st Sep 2026


for 7 nights From £360

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A house with windows and planters at Denmark House in Chatham, Kent
New property
79
Chatham, Kent, Kent, ME5
  • Sleeps14
  • Bedrooms8
  • Pet FriendlyYes

  • Sykes rating

Denmark House is an amazing, pet-friendly farmhouse conversion near the beach in Chatham, Kent, with a woodburning stove, recording studio, and barbecue. Rochester 5.2 miles; Maidstone 4.9 miles; Gillingham 9.2 miles; Canterbury 28.1 miles. (Ref. 1193987)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights From £1935

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A driveway leading to a white cottage and a black wooden garage with garden and trees at Oast Cottage in West Peckham near Hadlow
68
West Peckham near Hadlow, Kent, ME18
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

A homely ground-floor cottage tucked away on the rural outskirts of West Peckham near Hadlow, Kent. Underfloor heating. Private garden. WiFi. Tonbridge 5.8 miles; Maidstone 9.1 miles; Royal Tunbridge Wells 10.8 miles. (Ref. 1068731)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights From £760

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An outdoor garden with a hot tub, wooden chairs and fire pit at Cosy Escape in Minster On Sea
22
Minster On Sea, Kent, ME12
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

  • Sykes rating

Honey is a quaint glamping retreat on the Isle of Sheppey, pet-friendly, featuring a Hobbit-style pod, private wood-fired hot tub, and communal swimming pool. (Ref. 1194197)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Hot Tub


for 7 nights From £901

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A brick house with multiple windows a blooming tree and garden with green lawn at Paddock View in Maidstone
41
Maidstone, Kent, ME15
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

This charming annexe rests on the owners' grounds in a peaceful location in East Farleigh near Maidstone, Kent. Designated parking. Garden. Close to amenities. Rochester 11.5 miles; Canterbury 31.1 miles (Ref. 1125491)

  • Wi-fi
  • Off-road parking
  • Washing machine


for 7 nights From £392

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A brick house with white-framed windows a wooden fence and plants outside at Knights Cottage in Broomfield near Hollingbourne
29
Broomfield near Hollingbourne, Kent, ME17
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

This delightful cottage rests in Broomfield, in the district of Maidstone, Kent. Woodburning stove. Enclosed garden. Maidstone 5.7 miles. (Ref. 1002755)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights From £893

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A house with a red door and windows at a residential area
10
Hornchurch, London, RM11
  • Sleeps7
  • Bedrooms3
  • Pet FriendlyNo

  • Sykes rating

20 Mellowes Road is a delightful house located in Hornchurch near London, featuring free parking, private gardens, nearby amenities and a hot tub. London 18.4 miles; Essex 23.3 miles; Southend-on-Sea 24.4 miles (Ref. 1190817)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine


for 7 nights From £1463

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An entrance view of a house with a gravel driveway at The Old Workshop Wormshill near Harrietsham
38
Wormshill near Harrietsham, Kent, ME9
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

The Old Workshop is an amazing, single-storey barn conversion in Wormshill, Kent, with a private hot tub, a barbecue, a fire pit, EV charging, and a piano. Maidstone 9.1 miles; Rochester 16.5 miles. (Ref. 1175408)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £1212

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A brick garage with wooden doors and a tiled roof next to a brick wall with a wooden gate at Orchard Retreat in Paddock Wood Kent
33
Paddock Wood, Kent, Kent, TN12
  • Sleeps4
  • Bedrooms1
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

This delightful holiday property rests in Paddock Wood, Kent. Countryside views. Woodburning stove. Large, lawned area. Tonbridge 6.2 miles; Royal Tunbridge Wells 7.2 miles; Maidstone 11.6 miles (Ref. 1127384)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights From £389

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An outdoor patio area with a table and chairs next to a two-story house with wooden beams and a balcony surrounded by grass and trees at The Barn at Mulberry Lodge in Langley
Offer
30
Langley, Kent, ME17
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

A lovely three-bedroom first-floor apartment resting in Kingswood, near Langley in Kent. Open-plan. Smart TVs. Off-road parking. Private garden. Otham 3.4 miles; Maidstone 6.1 miles; Kent Downs AONB 19 miles. (Ref. 1077629)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

  • 5% off - Thu 9th Jul to 31st Aug 2026


for 7 nights From £839

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The Piggery - 1184725 - photo 1
37
Hadlow, Kent, ME18
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

The Piggery is a charming holiday cottage resting near Maidstone, Kent, with enclosed lawn, woodburning stove, and private parking. Maidstone 8.2 miles; Royal Tunbridge Wells 13 miles; Orpington 20.2 miles. (Ref. 1184725)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights From £728

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A house with a garden at Dukes Place
New property
107
Hadlow, Kent, ME18
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

  • Sykes rating

Dukes Place is an amazing, 14th-century cottage in West Peckham, Kent, featuring 2.5 acres of gardens, swimming pool, tennis court, and woodburning stoves. Maidstone 7.9 miles; Rochester 16.8 miles; London 32.6 miles. (Ref. 1202942)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Washing machine


for 7 nights From £3005

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An exterior view of a brick building with wooden doors and a parking area at The Milking Parlour Frittenden near Cranbrook Kent
38
Frittenden near Cranbrook, Kent, Kent, TN17
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

The Milking Parlour is a characterful, two-bedroom cottage residing in Frittenden near Cranbrook, Kent. Near the High Weald AONB. Woodburning stove. Goudhurst 8.3 miles; Tenterden 8.4 miles; Maidstone 12.9 miles. (Ref. 1138166)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher


for 7 nights From £612

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Map View

 

Just show me cottages near Rochester Castle

If you were asked to draw the quintessential English castle, you'd probably sketch something very similar to the mighty Rochester Castle in Kent. Built in the 1080s, this imposing stone structure was the first of its kind in England, and at 38m high, is the tallest surviving medieval building in Europe. So if you want to crane your neck and look upon the lofty battlements of Rochester Castle, why not pencil a daytrip to this renowned heritage site into your Kent cottage holiday itinerary; there's no better place to absorb a bit of history on your next cottage holiday in the South East of England.

History abound at Rochester Castle

Guarding an important crossing on the River Medway for over 900 years, it's safe to say that Rochester Castle has been in the wars a bit over the past millennium. The castle was the site of three major sieges, each taking its grim toll on the castle's structural integrity. Today, the scars of those particular assaults can still be seen in the form of the demolished square turret south-east of the keep, which provides history fans with some seriously authentic eye-candy. Before returning to your cosy Kent holiday cottage, be sure to plug in to one of Rochester Castle's audio guides, which provide the perfect accompaniment to a stroll around this fascinating English Heritage site.

If you're looking for somewhere to keep the kids entertained on your next cottage holiday in Kent, a trip to Rochester Castle may be the ideal place to do so. With its extensive grassy grounds, fascinating history and accompanying children's guide, a visit to Rochester Castle will have the kids recreating scenes from the history books long after you return to your nearby holiday cottage. Whilst you're in the area, pay a visit to the town of Rochester, whose Cathedral and cobbled streets provide yet another reminder of the town's proud history.

Rochester Castle- Opening Times & Visitor Information

So if you want to add a sprinkling of history to your next holiday, why not visit Rochester Castle. The site is open from 10am-6pm seven days a week, with prices starting at just £15.30 for a family of five. What's more, our Kent holiday cottages provide the ideal place to return to after a day of exploration within the walls of Rochester Castle, so book now for your chance to unearth all of the history that this site has to offer.