Highcliffe Cottage Holidays

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Your Highcliffe, Dorset search returned 140 cottages

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  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Superb thatched 17th century cottage in hamlet of Middleton, near Freshwater. Single-storey accommodation. Pet-friendly. Ideal for a couple. Freshwater 0.5 miles. (Ref. 951450)

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

7 nights from €631

  • 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
  • 5% off - Mon 1st Sep to 30th Sep 2025

7 nights from €1656

  • 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

7 nights from €427

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A quaint, end-of-terrace cottage nestled in the waterside town of Christchurch. Enclosed patio garden. Pet-friendly. Off-road parking. Bournemouth 4.8 miles. (Ref. 1102048)

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

7 nights from €671

  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • 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

7 nights from €913

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Plummers Water, a nicely-presented holiday bungalow in the quaint village of Pilley, Hampshire. Pet-friendly. Child-friendly. EV charging. Pool table. Lymington 2.9 miles; Milford on Sea 6.8 miles; Isle of Wight 16.8 miles (Ref. 1155530)

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

7 nights from €831

Last booked 4 hours ago
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  • 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

7 nights from €706

  • 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

7 nights from €496

  • 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

7 nights from €739

Last booked 2 days ago
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  • 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

7 nights from €749

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.3

    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

7 nights from €616

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.2

    Good

  • Sykes rating

Seahorse Lodge is a contemporary lodge based on the Downtown Holiday Park, in Downtown, Hampshire. Open-plan. Off-road parking. On-site facilities. Enclosed decking. Barton-on-Sea 2.4 miles; Lymington 4.6 miles. (Ref. 1142125)

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

7 nights from €668

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • 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

7 nights from €505

  • 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

7 nights from €632

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    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

7 nights from €452

Last booked 2 days ago
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  • 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

7 nights from €786

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.0

    Good

  • Sykes rating

Flexford Mill Cottage, a stunning holiday home in Sway near the market town of Lymington, Hampshire. Pet-friendly. Within New Forest National Park. Lyndhurst 7.8 miles; Christchurch 11.8 miles; Southampton 17.7 miles. (Ref. 1142485)

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

7 nights from €1382

  • 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

7 nights from €608

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Little Lions Farm is a suitable, pet-friendly cottage situated upon 14 acres of pasture in Ashley Heath, Dorset, well-positioned to nearby attractions. Bournemouth 10.9 miles; Poole 13.7 miles. (Ref. 1167943)

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

7 nights from €635

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

This delightful mid-terrace cottage rests in the pretty hamlet of Norton Green, on the Isle of Wight. Country views. Open-plan. Modern interior. Freshwater 1 mile. (Ref. 1007836)

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

7 nights from €384