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Dorset Cottages with Pool

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Your Dorset search returned 17 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsNo
  • Sykes rating

Elworth Farmhouse Cottage is a Grade II listed, thatched cottage set in Elworth near Portesham, Dorset. In AONB. Characterful. Swimming pool. Hot tub. Dorchester 8.3 miles; Weymouth 8.6 miles. Portesham 0.7 miles Abbotsbury 1.5 miles (Ref. 1144205)

  • Wi-fi
  • Swimming pool
  • Hot Tub
  • Dishwasher
  • Washing machine

7 nights from £728

  • Sleeps8
  • Bedrooms4
  • PetsNo
  • Sykes rating

16 Wakeling Island is a stylish, detached home resting in Crossways, Dorset. On-site facilities. Family-friendly. Lakeside views. Woodburning stove. Puddletown 5.3 miles; Dorchester 5.6 miles; Weymouth 10 miles. (Ref. 1138508)

  • Wi-fi
  • Swimming pool
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £791

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A well-positioned, fourth-floor apartment resting in Castletown, Dorset. Sea views. Close to amenities and the beach. Contemporary. Designated parking. Private balcony. Portland 1.9 miles; Weymouth 5.2 miles; Dorchester 12.6 miles. (Ref. 1119638)

  • Wi-fi
  • Swimming pool
  • Dishwasher
  • Washing machine

7 nights from £521

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.1

    Good

  • Sykes rating

A well-presented, modern apartment on the rugged Isle of Portland. Far reaching sea views. Open plan living. Balcony with seating. Access to indoor swimming pool and gym. Close to pub, beach and shop. WIFI and allocated parking. Weymouth within 6 miles. (Ref. 1034885)

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

7 nights from £538

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

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Beautiful barn conversion positioned in the lovely village of Dewlish in Dorset. Off-road parking. Shared outdoor heated pool. Pet-friendly. Shop 1.8 miles, pub 0.2 miles. (Ref. 1003641)

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

7 nights from £855

  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

An exceptional property close to Lyme Regis in Dorset. Swimming pool. Woodburning stove. Gardens. Sea views. Lyme Regis 0.7 miles; Bridport 10.5 miles; Branscombe 10.8 miles; Weymouth 29.3 miles. (Ref. 1106401)

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

7 nights from £2012

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A wonderful, four-bedroom holiday home resting in Plush, near Dorchester. Beautiful views. Swimming pool. En-suite bedroom. Dorchester 9.4 miles; Weymouth 18.1 miles; Poole 25.8 miles. (Ref. 1131341)

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

7 nights from £896

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Delightful, single-storey, Grade II listed cottage linked to Old Higher Lighthouse at Portland Bill on Dorset's Jurassic Coast. Amazing views. Shared access to lighthouse observatory. Shared use of seasonal outdoor heated pool and Jacuzzi. (Ref. 12494)

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

7 nights from £694

  • Sleeps15
  • Bedrooms8
  • PetsYes

    4.6

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

Wonderfully appointed barn conversion residing in the sleepy village of Dewlish in Dorset. Dog-friendly. Off-road parking. Shared outdoor heated pool. Dorchester 7 miles. (Ref. 1003646)

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

7 nights from £2252

  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Luxurious 5 star contemporary property. Games room. Indoor swimming pool. WiFi. Stunning views. Five en-suite bedrooms, one family bathroom. Large sitting room and generous sitting/dining room/kitchen. (Ref. 993982)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £2500

  • Sleeps15
  • Bedrooms7
  • PetsYes

    4.1

    Good

  • Sykes rating

A spacious holiday home resting in Moreton, Dorset. Woodburning stove. Ground-floor living. Shared outdoor pool and tennis court. Terrace with furniture. Dorchester 6 miles; Weymouth 10.5 miles; Blandford Forum 14.9 miles. (Ref. 1060785)

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

7 nights from £1550

Last booked yesterday
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  • Sleeps6
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A well-presented, detached lodge based on a fabulous holiday park and close to the market town of Ringwood. Open-plan living area. Superb on-site facilities. Bournemouth 9 miles. En-suite. (Ref. 981858)

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

7 nights from £605

  • Sleeps6
  • Bedrooms3
  • PetsYes

    3.6

    Good

  • Sykes rating

A fabulous three-bedroom holiday home resting in Charmouth, Dorset. Family-friendly. Close to beach and amenities. Communal swimming pool. Within an Area of Outstanding Natural Beauty. Lyme Regis 1.9 miles; Axminster 5.4 miles; Bridport 7.7 miles. (Ref. 1112256)

  • Wi-fi
  • Off-road parking
  • Swimming pool

7 nights from £509

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A contemporary holiday home residing in Charmouth, Dorset. Smart TV. Enclosed garden. Off-road parking. In East Devon AONB. Lyme Regis 2.4 miles; Axminster 5.4 miles; Bridport 7.7 miles (Ref. 1115837)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Dishwasher

7 nights from £565

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Charming detached Grade II listed lighthouse cottage at Portland Bill on Dorset's Jurassic Coast. Upside down accommodation with sensational sea views. Shared access to Lighthouse observatory. Shared use of heated pool and Jacuzzi. (Ref. 12497)

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

7 nights from £658

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A contemporary, lakeside lodge set in the village of Furzehill, Dorset. Open-plan living. Electric fire. Decking. Wimborne Minster 1.5 miles; Bournemouth 11.4 miles. (Ref. 1129123)

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

7 nights from £832

  • Sleeps16
  • Bedrooms8
  • PetsYes
  • Sykes rating

A breath-taking, detached holiday home set on the outskirts of Blandford Forum, Dorset. Dog-friendly. Hot tub. Outdoor pool. Tennis court. Woodburning stove. Thornicombe 3.7 miles; Child Okeford 7.8 miles; Moors Valley Country Park & Forest 15.8 miles. (Ref. 1034684)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Games room

7 nights from £5935

What could be more luxurious than a Dorset holiday cottage with a pool? Imagine yourself lounging by the pool during your staycation break. Dorset cottages with pools have a lot of advantages, one of which is that they provide you with a lot of independence. There's no need to book a sun lounger or brave the crowds on the beach; simply put on your swimsuit and dive in!

Why Dorset Holiday Cottages with a Pool?

Find a wide range of Dorset holiday cottages with indoor pools, ideal for adding a little something extra to your getaway. Whether you've spent the day exploring the verdant landscapes of Hardy Country or walking along the Jurassic Coast admiring some of the breath-taking natural wonders such as Lulworth Cove, Durdle Door and Old Harry Rocks, these holiday cottages in Dorset with indoor swimming pools are the ideal way to relax and unwind. Use our Dorset Travel Guide for even more holiday inspiration.

Places to Visit near Dorset Cottages with a Pool

Dorset Cottages with pools are in an ideal location to visit some of the county's most beautiful sights. Venture out to Kingston Lacy with its stunning formal gardens, Corfe Castle's evocative ruins, Cerne Abbas' famed giant, and the fossil-rich beaches of Lyme Regis, Charmouth, and Weymouth.

If you're travelling with children, there are several family-friendly attractions nearby, including Monkey World, Dorset Adventure Park, and Swanage Railway, as well as a variety of water sports and outdoor activities. The Isle of Purbeck is known for its biodiversity, natural beauty, and cliff-top treks. Dorset is the ideal spot for a UK holiday cottage break, with so much to see and do.

Types of Dorset Holidays

Alongside this collection of Dorset cottages with pools, you explore the spectacular Jurassic Coast from one of these Dorset coastal cottages. Bring the whole family to a large Dorset holiday cottage or arrange a last-minute Dorset break. Or, enjoy the great outdoors during a glamping break in Dorset. With so many options, make sure you get the most out of your Dorset holiday.

Still undecided? Browse this larger collection of holiday cottages with indoor swimming pools, or these cottages with swimming pools. Alternatively, This wider range of Dorset cottages may contain the perfect break for you.