Highcliffe Cottage Holidays

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Highcliffe Cottage Holidays

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Your Highcliffe, Dorset search returned 140 cottages

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Map View
A green shepherd hut on wheels with wooden doors and steps in a garden with trees and lawn at The Happy Hut in Sopley near Christchurch
33
Sopley near Christchurch, Hampshire, BH23
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

The Happy Hut is an inviting, secluded hut situated in a serene setting in the village of Sopley, near Christchurch, Dorset. Romantic. Quiet location. Bournemouth 7.8 miles. (Ref. 1141027)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub


for 7 nights $531

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A brick single-story house with a tiled roof a white gate a wooden bench and a flower pot on the patio at Sengador in Highcliffe
36
Highcliffe, Dorset, BH23
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Freshly decorated bungalow in the Dorset town of Highcliffe. En-suite. Dog-friendly. Beach 3 minute walk. (Ref. 973182)

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


for 7 nights $776

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A front view of a house with a garage driveway flower pot and tree at 27 Wick Lane in Christchurch
37
Christchurch, Dorset, BH23
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This attractive, detached holiday home with 2 ground floor bedrooms is situated in the town of Christchurch, Dorset. WiFi. Off-road parking. Enclosed garden. Bournemouth 6.9 miles. (Ref. 1012793)

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


for 7 nights $1447

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A two story brick house with a driveway a garage and windows at Sandy Toes Mudeford near Christchurch
50
Mudeford near Christchurch, Dorset, BH23
  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A contemporary four-bedroom holiday home resting in Christchurch, Dorset. Open-plan. Enclosed garden. Pet-friendly. Close to the beach. Milford on Sea 7.9 miles; Bournemouth 8.2 miles. (Ref. 1085727)

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


for 7 nights $1306

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A green lodge with a raised deck and potted plants beside a paved driveway at Gwydn Lodge in Downton Hampshire
37
Downton, Hampshire, Hampshire, SO41
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A contemporary lodge based on New Forest Lodge Retreat on Downton Lane, Milford on Sea, Hampshire. Open-plan. Off-road parking. On-site facilities. Decking. Pet free. Barton-on-Sea 2.6 miles; Lymington 4.5 miles. (Ref. 1125790)

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


for 7 nights $777

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A garden with a shed and a bench overlooking a body of water at Harbour View Mudeford in Christchurch
26
Christchurch, Dorset, BH23
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Luxury coastal ground floor property, located on Fishermans Bank, Mudeford. Amazing views of Christchurch Harbour. En-suite master room. Pet-friendly. Shop 0.9 miles, pub 0.3 miles. (Ref. 1006623)

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

  • 20% off - Wed 23rd Dec 2026 to 5th Jan 2027


for 7 nights $965

Last booked yesterday
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A backyard garden with patio furniture potted plants and a grass lawn at Ivys Place in Highcliffe
30
Highcliffe, Dorset, BH23
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Ivy’s Place is an idyllic cottage resting in the town of Highcliffe, Dorset. Pet-friendly. Enclosed garden. Off-road parking. Christchurch 3.4 miles; Bournemouth 8.8 miles. (Ref. 1140465)

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


for 7 nights $987

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A modern two story house with parking spaces and cars in front at Mary Bowes Terrace in Southbourne
30
Southbourne, Dorset, BH6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A delightful, ground-floor apartment set in the seaside town of Southbourne. Beach 100 yards. TV. Open-plan living. Designated parking space. Christchurch 2.3 miles; Poole 9 miles. (Ref. 1125968)

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


for 7 nights $661

Last booked yesterday
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A brick building with multiple windows and doors surrounded by plants and trees at Northern Byre in Sopley
49
Sopley, Hampshire, BH23
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Northern Byre is a delightful, four-bedroom barn conversion resting in Sopley, Hampshire. Pet-friendly. Contemporary. Close to amenities and attractions. Christchurch 3 miles; Ringwood 6.3 miles; Bournemouth 7.5 miles. (Ref. 1141030)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Sky TV


for 7 nights $1130

Last booked yesterday
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The exterior of a modern white apartment building with balconies and a pathway surrounded by grass and plants at 1 Blue Waters in Southbourne
29
Southbourne, Dorset, BH6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A lovely, single level lower-ground-floor apartment resting in Southbourne, Dorset. Near the beach and coast. Open-plan. Close to amenities. Bournemouth 4.3 miles; Poole 9.7 miles; Milford-on-Sea 11.2 miles. (Ref. 1095373)

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


for 7 nights $814

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A row of houses with a white picket fence and small garden in front at Smugglers Cottage in Christchurch
32
Christchurch, Dorset, BH23
  • 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

  • 20% off - Wed 14th Jan to 26th Mar 2026

  • 25% off - Thu 26th Mar to 25th Jun 2026

  • 30% off - Fri 26th Jun to 30th Sep 2026


for 7 nights $868

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A red brick house with two windows and a green door with a blue patio table and chairs in front at Trinity Cottage in Christchurch
30
Christchurch, Dorset, BH23
  • 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 $886

Last booked yesterday
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A row of brick and white houses along a street with sidewalks and driveways at Tennyson View in Totland
35
Totland, Isle of Wight, PO39
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A charming property set in the village of Totland, on the scenic Isle of Wight. Off-road parking. Electric fire. Enclosed garden. Freshwater 0.9 miles; Yarmouth 2.7 miles. (Ref. 1128375)

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


for 7 nights $857

Last booked 2 days ago
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A white two story house with green windows surrounded by grass and trees at Primrose Spinney in Highwood near Ringwood
52
Highwood near Ringwood, New Forest National Park, BH24
  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

This lovely, detached property rests in Highwood near Ringwood, Hampshire. In a National Park. Pet-friendly. Off-road parking. Woodburning stove. Close to amenities. Bournemouth 13.9 miles; Poole 18.9 miles (Ref. 1124526)

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


for 7 nights $1594

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A single story building with white painted brick walls patio and garden with chairs at Orchard Annexe in Boldre
21
Boldre, New Forest National Park, SO41
  • 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 $584

Last booked yesterday
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A white front door with a narrow vertical window and a doorbell on a red brick wall with a sign reading 5 Captains Retreat Christchurch
28
Christchurch, Dorset, BH23
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

Delightful and well-appointed modern cottage, quietly situated close to Christchurch town centre and quayside. En-suite facilities to both bedrooms. Allocated parking. Convenient touring base. Bournemouth 6 miles. (Ref. 934482)

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


for 7 nights $1070

Last booked yesterday
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A garden with a tree a flower bed and a wooden picnic table outside a two story house at Molly's Place in Boscombe
34
Boscombe, Dorset, BH5
  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.7★

    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 $755

Last booked yesterday
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A garage with blue doors attached to a black wooden building with a round window door and plants outside at Windy Ridge Cottage in Yarmouth
33
Yarmouth, Isle of Wight, PO41
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Delightful cottage attached to the owner's home just outside Yarmouth. Freestanding bath, rear patio garden, private stairway to beach. Sea and marshland views. Yarmouth 0.6 miles. (Ref. 952517)

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


for 7 nights $834

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A brick semi detached house with white doors and windows behind a wooden fence at New Park Farm Cottage in Brockenhurst
32
Brockenhurst, New Forest National Park, SO42
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A beautiful cottage located in the heart of Brockenhurst in Hampshire. Wonderful enclosed garden. Homely interior. Perfect for families. Lyndhurst 3.9 miles; Cadnam 7.5 miles. (Ref. 971907)

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


for 7 nights $937

Last booked yesterday
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A courtyard with a circular stone path trees and plants in front of single-story cottages at Plimoth N9 in Yarmouth
36

Holiday Park

Yarmouth, Isle of Wight, PO41
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Plimoth N9 is a lovely, single-storey lodge located in Yarmouth, a seaside town on the Isle of Wight, only a short walk to a pub, beach, and river. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1171968)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher


for 7 nights $541

Last booked 2 days ago
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Map View

Please find below a selection of self catering holiday cottages to rent in or near Highcliffe.