Highcliffe Cottage Holidays

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Your Highcliffe, Dorset search returned 138 cottages

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  • 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 £1711

  • 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 £429

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful three-bedroom semi-detached house resting in Totland Bay on the Isle of Wight. Dog-friendly. Off-road parking. Near a beach. Freshwater 1 miles; Yarmouth 2.8 miles. (Ref. 1043546)

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


for 7 nights £495

  • 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 £823

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


for 7 nights £646

  • 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 £598

  • 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


for 7 nights £678

  • 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 £750

  • 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


for 7 nights £554

  • 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 £385

  • 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 £637

Last booked 2 days ago
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  • 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


for 7 nights £823

  • 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 £618

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A fantastic ground-floor apartment located in West Cliff near Bournemouth, Dorset. Close to beach. Stunning sea views. Close to amenities. Enclosed private garden. Allocated parking. No pets. Sandbanks 4.2 miles; Poole 5.3 miles; Christchurch 5.6 miles. (Ref. 1083610)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • £300 off - Fri 24th Oct to 31st Oct 2025


for 7 nights £1570

  • 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 £478

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Heather 227 is a charming, single-storey lodge residing in New Milton, Hampshire. Ground-floor living. Close to amenities. In the New Forest National Park. Highcliffe 4.1 miles; Christchurch 7 miles; Bournemouth 12.6 miles. (Ref. 1131138)

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


for 7 nights £596

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.4

    Good

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Comfortable and spacious ground floor studio apartment situated on the beach, 10 minutes from Yarmouth. Wonderful sea views. Perfect for a romantic retreat. (Ref. 4220)

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


for 7 nights £287

  • 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


for 7 nights £541

Last booked 2 days ago
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  • 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


for 7 nights £435

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

This lovely, detached, four-bedroom property rests near Freshwater, Isle of Wight. Open-plan. Private driveway. Enclosed garden. Close to amenities and a beach. Yarmouth 2.4 miles; Cowes 15 miles; Fishbourne 16.7 miles; Ryde 18.7 miles. (Ref. 1112919)

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


for 7 nights £1062