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Dorset Cottage Holidays

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Your search returned 665 cottages.

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  • Fleet Breeze

    Wyke Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A fabulous three-storey mid-terrace resting in Wyke Regis, part of Weymouth in Dorset. WiFi. Woodburning stove. Close to amenities. Weymouth 2.4 miles; Dorchester 10 miles. (Ref. 1056401)

    7 nights from £559

    Secure this property with a 30% deposit*
    Last booked 2 days ago
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  • Harbour View Poole

    Poole, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A lovely end of terrace cottage just a stroll away from the centre of Poole, Dorset. Enclosed patio. WiFi. Poole Harbour views. Sandbanks 4.7 miles; Bournemouth 5.4 miles; Blandford Forum 14.6 miles. (Ref. 1059388)

    7 nights from £447

    Secure this property with a 30% deposit*
    Last booked yesterday
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  • Blue Waters 4

    Southbourne, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A modern ground-floor apartment resting in Southbourne, Dorset. WiFi. Off-road parking. Near beach. Bournemouth 4.3 miles; Poole 9.7 miles. (Ref. 1065525)

    7 nights from £469

    Secure this property with a 30% deposit* Book now
  • Smugglers Cottage

    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A contemporary, three-storey property resting by the harbour in Weymouth, Dorset. Woodburning stove. WiFi. Close to beach and amenities. Weymouth 1 mile; Dorchester 8.6 miles. (Ref. 1058500)

    7 nights from £618

    Secure this property with a 30% deposit*
    Last booked 3 hours ago
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  • The Courtyard - Hilltop Barn

    Winterborne Zelston near Wareham, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A beautiful detached barn conversion situated in the lovely Dorset area of Winterborne Zelston near Wareham and Wimborne Minster. Underfloor heating. Countryside views. Character. Wareham 8.3 miles; Wimborne Minster 8.7 miles; Poole 11.3 miles. (Ref. 1058078)

    7 nights from £649

    Secure this property with a 30% deposit* Book now
  • Little Maltings

    Milton Abbas, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    A quaint holiday cottage resting at the heart of Milton Abbas. Pet-friendly. Off-road parking. Pub nearby. WiFi. Milborne St Andrew 3.1 miles; Blandford Forum 9.1 miles. (Ref. 1064087)

    7 nights from £437

    Secure this property with a 30% deposit*
    Last booked 2 days ago
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  • Emmies

    Osmington near Preston, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A charming period cottage positioned in Osmington near Preston. Open fire. Enclosed courtyard. WiFi. Dog-friendly. Weymouth 5.3 miles; West Lulworth 10 miles. (Ref. 1060123)

    7 nights from £696

    Secure this property with a 30% deposit*
    Last booked 8 hours ago
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  • Puddle Mill Cottage

    Bradle near Corfe Castle, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    Large, detached cottage set in extensive grounds close to the village of Corfe Castle, Dorset. Ideal for families and friends. Coastline nearby. Wareham 6.7 miles; 15.5 miles. (Ref. 1049778)

    7 nights from £778

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  • Townbridge Apartment

    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A gorgeous second-floor apartment nestled at the heart of Weymouth, Dorset. Open-plan living space. Private parking. Close to the coast. Chickerell 3 miles; Dorchester 8.3 miles; Swanage 28.9 miles. (Ref. 1062367)

    7 nights from £564

    Secure this property with a 30% deposit*
    Last booked today
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  • Darwin's

    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A charming end-terrace cottage, resting in the popular coastal resort of Weymouth, Dorset. Pet-friendly. Enclosed garden. Close to amenities and beach. Dorchester 7.4 miles; West Lulworth 14.3 miles; Bridport 20.7 miles. (Ref. 1048252)

    7 nights from £618

    Secure this property with a 30% deposit*
    Last booked 3 hours ago
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The picturesque, rural county of Dorset hosts a fine selection of our carefully chosen holiday cottages. Read on to discover why our range of Dorset cottages are ideal for your next UK break.

Why Dorset?

Dorset has something for absolutely everybody; countryside lovers, keen historians, seascape appreciators and more are well-catered for here. Get your outdoor fix by exploring the astounding Dorset AONB. Spanning both rolling countryside and the awe-inspiring Jurassic Coast, there are varying views around every corner. There is a flourish of fascinating old markets towns, as well as a number of quaint seaside spots dotted along the coast. Families can enjoy a multitude of popular attractions; meanwhile keen walkers can venture the marvels of the Cranborne Chase AONB. For more information and ideas on how to spend your holiday in Dorset, read our Dorset Travel Guide.

Places to Visit in Dorset

No matter your tastes and interests, there is bound to be somewhere that best suits your preferences in Dorset. Head to the coast for a typically English day at the beach, with piers and amusements, or wander the quaint cobbled streets of a number of towns. Some of Dorset's finest towns include; Bournemouth, Blandford Forum, Bridport, Dorchester, Lyme Regis, Shaftesbury, Sherborne and Weymouth.

Types of Holidays

Explore the dramatic Jurassic Coast from one of our Dorset coastal cottages or treat your loved ones at a luxury Dorset cottage. You may want to bring friends and family together at a large holiday cottage in Dorset or book that last minute Dorset holiday. Whatever you're after, our catalogue of over 100 self-catering cottages in Dorset is sure to offer something just for you.