Highcliffe Cottage Holidays

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Your Highcliffe, Dorset search returned 138 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

1550 historic terraced cottage, extended and modernised whilst retaining period features and plenty of character. Balcony with sea views. Centrally located, good range of places to eat and close to shops. Wightlink ferry within walking distance. (Ref. 989971)

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


for 7 nights $884

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A stunning first-floor, duplex apartment in Brockenhurst, New Forest, Hampshire. Off-road parking. Open-plan. Central location. Feature fireplaces. Lyndhurst 4 miles; Cadnam 7.6 miles; Southampton 13.3 miles. (Ref. 1102022)

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


for 7 nights $911

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A pretty, one-bedroom cottage resting in Christchurch, Dorset. Woodburning stove. Pet-friendly. Near beach. Bournemouth 5.8 miles. (Ref. 1098695)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • 30% off - Sat 1st Nov 2025 to 28th Feb 2026


for 7 nights $850

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Stable Cottage is a wonderful, single-storey barn conversion set on the outskirts of Burley, Hampshire, with a woodburning stove and pet-friendly policy. Bransgore 4.5 miles; Ringwood 6.5 miles; Bournemouth 14.4 miles; Southampton 16.2 miles. (Ref. 1166063)

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


for 7 nights $1089

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A lovely ground-floor maisonette apartment resting in Boscombe, Dorset. Close to amenities and the beach. Pet-friendly. Ground-floor living. Private driveway. Bournemouth 1.8 mile; Christchurch 2.8 miles; Poole 8 miles. (Ref. 1086302)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Fri 27th Mar to 9th Apr 2026


for 7 nights $745

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

The Penthouse is a simply stunning, second-floor apartment resting on the coast of Milford On Sea, Hampshire, with stunning sea views, and close by shop. New Milton 4.2 miles; Lymington 4.8 miles; New Forest National Park 5.5 miles. (Ref. 1160672)

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


for 7 nights $2299

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A delightful, ground-floor cottage set in the village of Boldre in the New Forest National Park. Idyllic location. Lymington 2.6 miles. (Ref. 25383)

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


for 7 nights $559

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Topsails, a detached property set in a desirable area, paces from a beach in the village of Freshwater, Isle of Wight. Pet-friendly. Enclosed garden. Off-road parking. Yarmouth 2.4 miles; Cowes 15.1 miles. (Ref. 1139901)

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


for 7 nights $1269

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A semi-detached dwelling situated within the quaint village of Tuckton, Bournemouth. Off-road parking. Seaside location. Christchurch 1 mile. Bournemouth 5 miles. (Ref. 997076)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Wed 7th Jan to 7th Feb 2026


for 7 nights $686

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A delightful, single-storey, detached timber-clad cottage in the village of Boldre in the New Forest National Park. Well-presented, furnished to a good standard. Woodburner. Lymington 2.6 miles. (Ref. 25473)

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


for 7 nights $493

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

23 Millhams Street, a stunning renovated Victorian cottage resting in the town of Christchurch in Dorset, close to a shop, a pub, and a beach. Southbourne 1.6 miles; Bournemouth 3.8 miles.; New Forest National Park 5.8 miles. (Ref. 1162980)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $860

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A lovely coastal three bed, semi-detached holiday cottage. Wonderful open plan living area, conservatory, private garden. Moments walk from the stunning Colwell Bay. Beach 3 mins walk. Shops, pubs, cafés and restaurants all under a mile. (Ref. 936741)

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


for 7 nights $655

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Low Tide Loft is a detached and spacious house situated a short stroll from the beach with sea glimpses, located in Colwell Bay on the Isle of Wight. Yarmouth 3.9 miles; Cowes 16.3 miles; Fishbourne 17.1 miles; Ryde 19.1 miles. (Ref. 1164181)

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


for 7 nights $1415

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

1 Star Cottages is a delightful, terraced cottage resting in Freshwater, Isle of Wight. Pet-friendly. Close to a shop, pub, and beach. Enclosed garden. Yarmouth 2.7 miles; Newport 11.7 miles. (Ref. 1149357)

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


for 7 nights $645

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.4

    Good

  • Sykes rating

A spectacular semi-detached eco house located in Freshwater, Isle of Wight. Contemporary interior. Solar panels. Close to sea. Ref 952914. (Ref. 952914)

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


for 7 nights $602

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A semi-detached property, situated within the village of Freshwater. WiFi. Private garden area. Shop and pub within a 5-minute walk. Yarmouth 3 miles. (Ref. 981443)

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


for 7 nights $883

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A spacious, semi-rural and semi-detached holiday cottage with tasteful decor and a pretty, traditional cottage garden. Between two beautiful beaches. (Ref. 948494)

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


for 7 nights $509

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A duplex apartment resting in the coastal town of Bournemouth, Dorset. Off-road parking. Close to a beach. Close to a pub. Poole 4.9 miles; Southampton 34.4 miles; Dorset AONB 35.6 miles. (Ref. 1133748)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $890

  • 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 $693

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

This detached property rests in Highwood, Hampshire. Within New Forest National Park. Secluded spot with country views. Off-road parking. Christchurch 10.9 miles; Bournemouth 14.2 miles. (Ref. 996886)

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


for 7 nights $798

Last booked yesterday
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