24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Wool Holiday Cottages

REFINE SEARCH

Your Wool, Dorset search returned 127 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
  • Guest Rated (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A stylish two-bedroom annexe resting in Milton Abbas, Dorset. Within an Area of Outstanding Natural Beauty. Close to amenities. Child and pet-friendly. Rural. Milborne 2.7 miles. (Ref. 1119272)

  • Wi-fi
  • Off-road parking
  • Baby-friendly

7 nights from £497

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A charming holiday home resting in Langton Matravers near Swanage, Dorset. Dog-friendly. Character features. Electric fire. In Dorset AONB. Wareham 8.7 miles; Poole 18.6 miles. (Ref. 1096532)

  • Wi-fi
  • Dishwasher

7 nights from £559

Last booked yesterday
See more details
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

Located in countryside village of Piddlehinton, Way’s Forge is a lovely cosy holiday retreat. Sleeps 3 people. Garden. Welcomes 2 dogs. Shop 2-3 miles. Pub 2 min. Dorchester 6 miles. (Ref. 994768)

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

7 nights from £473

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A 16th century, Grade II listed, thatched property situated within Winterborne Whitechurch village. Woodburning stoves. Ample off-road parking. WiFi. Milborne St Andrew 3.5 miles; Bere Regis 6.3 miles; West Lulworth 15.1 miles. (Ref. 1062552)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 5% off - Wed 5th Feb to 30th Jun 2025

7 nights from £1108

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Lodge 12 is a stylish three-bedroom holiday home perched near Corfe Castle, Dorset. Hot tub. Pet-free. Woodburning stove. Open-plan. Swanage 5.1 miles; Wareham 6.8 miles; Bournemouth 22.6 miles. (Ref. 1124143)

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

7 nights from £1156

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A charming townhouse set over three floors in the centre of Dorchester. Character features. Off-road parking. Central town location. Weymouth 8.8 miles. (Ref. 1077743)

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

7 nights from £827

  • Sleeps12
  • Bedrooms6
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A spacious, detached, three-storey house nestled in Weymouth, Dorset. Close to amenities. Close to beach. Pet-free. Enclosed garden. Dorchester 6.5 miles; Bridport 18 miles. (Ref. 1080182)

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

7 nights from £1266

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2

    Good

  • Sykes rating

Located in the village of Corfe Castle, Tavern Way is a lovely home for families or couples. Garden. Welcomes two dogs. WiFi. Pub and shop 5 min. Swanage 5.6 miles. (Ref. 994715)

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

7 nights from £537

  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

First floor comfortable apartment sleeping up to 7 people close to the beach in Weymouth. Welcomes two dogs. Shared garden. Beach 2 min. Shop 10 min. Pub 5 min. Dorchester 7.6 miles. (Ref. 994772)

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

7 nights from £605

  • Sleeps3
  • Bedrooms2
  • PetsYes
  • Sykes rating

The Cottage is a delightful, pet-friendly holiday cottage resting in the little village of Langton Matravers in Dorset with an open-plan living space. Wareham 8.4 miles; Poole 18.3 miles. (Ref. 1171326)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine

7 nights from £647

Last booked yesterday
See more details
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.2

    Good

  • Sykes rating

A charming single-storey cottage resting in Upton near Preston, Dorset. Dog-friendly. Off-road parking. Close to amenities. In an AONB. Weymouth 7 miles. (Ref. 1129333)

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

7 nights from £773

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.2

    Good

  • Sykes rating

Detached property in village of Sutton Poyntz. 3 bedrooms. 2 dogs. Off road parking for two cars. (Ref. 994127)

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

7 nights from £766

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This gorgeous lodge rests in a leafy park in the lovely village Corfe Castle, Dorset. Hot tub. Woodburning stove. Pet-free. Open-plan living. Swanage 5.1 miles; Wareham 6.8 miles; Bournemouth 22.6 miles. (Ref. 1124137)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Baby-friendly
  • 30% off - Mon 7th Apr to 31st May 2025

7 nights from £925

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

Magnolia cottage is situated in Osmington. Pretty, thatched and very well-equipped. High chair and cot. Wifi. Parking for two cars. Pub 5 min. Weymouth 4.5 miles. (Ref. 994367)

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

7 nights from £566

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Located on the Esplanade in Weymouth with far reaching beach and sea views and within walking distance of the Harbour and town amenities. (Ref. 994167)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £634

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

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

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

7 nights from £565

  • Sleeps15
  • Bedrooms7
  • PetsNo
  • Sykes rating

Beachaven is a charming holiday home, set over three floors, located in the popular resort of Weymouth in Dorset resting near the beach and amenities. Dorchester 7.6 miles; Bridport 19.2 miles. (Ref. 1151664)

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

7 nights from £1410

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Snug cottage near Moreton village train station. Comfortable sitting/dining room with open fire and Rayburn. Garden and patio. WiFi. Beach 8 miles. Weymouth 10 miles. (Ref. 994032)

  • Wi-fi
  • Washing machine

7 nights from £457

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A delightful, converted stable nestled in a quiet location on a working farm in the village of Spetisbury, Dorset. Smart TV. Woodburning stove. Pet-friendly. Blandford Forum 3.9 miles; Poole 12.2 miles; Dorchester 18.7 miles. (Ref. 1127126)

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

7 nights from £611

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.1

    Good

  • Sykes rating

Situated in the beautiful Bowleaze Cove area of Weymouth, just seconds from a beach is this enchanting holiday home. (Ref. 994020)

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

7 nights from £842