Highcliffe Cottage Holidays

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Your Highcliffe, Dorset search returned 136 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4

    Good

  • Sykes rating

Character coastal cottage in Totland Bay within walking distance of the beach. Character features with woodburner. Bay window with fantastic coastal views. Freshwater 1 mile. (Ref. 942245)

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


for 7 nights $699

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.4

    Good

  • Sykes rating

The Granary is a lovely, converted granary that, ideal for couples, resting near the lovely village of Freshwater on the Isle of Wight with a hot tub. Yarmouth 1.5 miles; Cowes 16.3 miles; Fishbourne 18 miles; Ryde 20 miles. (Ref. 1173924)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • 5% off - Wed 5th Nov 2025 to 7th Jan 2026


for 7 nights $484

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.3

    Good

  • Sykes rating

Wonderful, semi-detached cottage located in the thriving village of Freshwater, on the beautiful Isle of Wight. Off-road parking. Enclosed garden. Shop and pub 1 mile, beach 4 mins walk. (Ref. 999328)

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


for 7 nights $678

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.3

    Good

  • Sykes rating

Little Timbers is a picturesque cottage in the charming town of Ringwood, Hampshire. Off-road parking. Pet-friendly. Stunning enclosed garden. Open-plan. Bournemouth 11.9 miles; Poole 16.8 miles (Ref. 1152487)

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


for 7 nights $435

Holiday Park

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.3

    Good

  • Tourist Board rating

A delightful cottage nestled on the West Bay Development on the edge of Yarmouth, Isle of Wight. Off-road parking. Communal lawn. Open-plan. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1131458)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights $678

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

A stylish, three-storey house is settled in Lymington on the edge of the New Forest National Park, Hampshire. Off-road parking. Pet-friendly. Bedrooms with en-suites. Close to coast. Lyndhurst 8.1 miles; Christchurch 12.2 miles; Southampton 17.8 miles. (Ref. 1103879)

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


for 7 nights $959

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A substantial, detached property built in the 1900s, situated in the Boscombe region near Bournemouth. WiFi. Enclosed garden. Bournemouth 1.8 miles; Christchurch 3 miles. (Ref. 923145)

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


for 7 nights $1048

  • Sleeps8
  • Bedrooms3
  • PetsYes
  • Sykes rating

49 Ramley Road is a lovely house near the quaint town of Lymington, Hampshire, boasting an open-plan living space and some gorgeous countryside views. Lyndhurst 9,2 miles; Christchurch 11.3 miles; Southampton 18.6 miles. (Ref. 1172653)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $1621

  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.0

    Good

  • Sykes rating

King Henry House is a stunning pet-friendly house in Lymington, Hampshire, boasting a woodburning stove and open-plan living, whilst being close to amenities. Lyndhurst 8.8 miles; Christchurch 12.6 miles; Southampton 18.2 miles. (Ref. 1171565)

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


for 7 nights $1238

  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A well-presented, end of terrace Town House resting nearby the seaside town of Yarmouth. Pet-friendly. WiFi. Off-road parking. Yarmouth 1.9 miles. (Ref. 966497)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Mon 11th Aug 2025 to 31st Dec 2026


for 7 nights $550

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Charming ground floor coastal apartment. Spacious studio accommodation. Stunning panoramic views across the Solent. Use of a private slipway. Café next door. Newport 12 miles. (Ref. 906577)

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


for 7 nights $391

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.3

    Good

  • Sykes rating

A quaint terraced cottage full of maritime charm resting within the riverside town of Lymington. Open-plan living. Woodburning stove. Pet-friendly. Close to amenities. Bournemouth 19.1 miles. (Ref. 1012747)

  • Wi-fi
  • Dishwasher
  • 20% off - Thu 7th Aug to 30th Nov 2025


for 7 nights $626

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Dorset Explorers is a charming holiday home set a short distance from the sandy beach and rests near the centre of Bournemouth on the coast of Dorset. Christchurch 2.5 miles; Poole 9.1 miles; Milford on Sea 12.2 miles. (Ref. 1169917)

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


for 7 nights $638

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

A stylish, ground-floor property in the hamlet of Norton Green on the Isle of Wight. Country views. Open-plan. Freshwater 1 mile. (Ref. 1010453)

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


for 7 nights $475

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.2

    Good

  • Sykes rating

A stunning, semi-detached home situated in Lymington, Hampshire. WiFi. Pet-friendly. Games room. Lyndhurst 8.1 miles; Christchurch 12.1 miles. (Ref. 1115304)

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


for 7 nights $1355

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Delaware M5, a lovely, terrace cottage located in the quaint town of Yarmouth in Isle of Wight. Near coast. Near pub. Open plan. Family-friendly. Newport 11.1 miles; Ryde 18 miles. (Ref. 1155203)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights $496

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This charming, two-bedroom holiday home rests near Yarmouth, Isle of Wight. Open-plan. Pet-free. Close to a beach. Close to amenities. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1131452)

  • Wi-fi


for 7 nights $558

  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A bright, ground-floor apartment resting in the lively seaside town of Bournemouth, Dorset. Open-plan. Close to a beach. Off-road parking. Poole 5.2 miles; Christchurch 8.1 miles; Lymington 21 miles. (Ref. 1128806)

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


for 7 nights $819

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

The Retreat is a fantastic house in Ferndown, Dorset, boasting an outdoor hot tub, open-plan living, Velux windows and a Smart TV with Sky. Bournemouth 6.8 miles; Poole 8.9 miles; Weymouth 34.1 miles. (Ref. 1179091)

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


for 7 nights $980

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A delightful Sunday School conversion in Totland, Isle of Wight. A characterful property boasting many original features and close to a multitude of beaches and amenities. Freshwater 1 mile. (Ref. 938079)

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


for 7 nights $560