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Dorset

Cottages with pools in Dorset perfectly complement the laid back charm of this beautiful corner of England. From the hustle and bustle of towns such as Dorchester, to the rugged sights of the Jurassic Coast, it is the sort of place you visit when you need to relax and forget about the stresses of city life. And there is no faster route to relaxation than a cottage with a private pool.

Dorset is a perennial holiday favourite with visitors of all ages. Villages such as Sherbourne and Beaminster will help you appreciate the slower pace of life, while adventurous types can trek across the vales, pausing for refreshments at rural settlements such as Bettiscombe and Shaftesbury. Step into the past with a visit to Blandford Forum or the Wimborne market, or an afternoon at the old fashioned fishing village of Wareham.

The whole county is scattered with rustic farmland, friendly pubs, and excellent restaurants, so it is worth setting aside a few days to simply wander and explore – you never know what hidden gems you might find!

No matter how long you are spending in Dorset, holiday cottages with pools are an ideal base for families, friends, or romantic breaks, as they offer a unique gateway to the rural environment along with a few much-appreciated modern comforts. Dine out al fresco by the water as you watch the sun set over the hills, or cool off after a long day of building sandcastles at Lyme Regis, Bridport, or Chideock.

On sunny days, the famous Dorset coast is simply unmissable. Cottages with swimming pools allow you to make the most of warm weather without venturing into the chilly sea, but if you really need your saltwater fix, there are some safe and swimmer-friendly beaches at Weymouth, Swanage, and Bournemouth.

Whether you are looking for a rural retreat, a seaside staycation, or an action-packed family adventure, Dorset will surprise you with its diversity and charm.

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  • Piddletrenthide, Dorset
    Piddletrenthide, Dorset×

    Doles Ash Farm - Fox Cottage

    Piddletrenthide, Dorset

    2
    1
    1
    1
    Ref: DFX
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Ground Floor Facilities - Woodburning Stove
    Fox Cottage is a lovely retreat for two. Relax in the pool or enjoy a friendly game of tennis!
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    "Idyllic Dorset cottages with indoor heated swimming pool and tennis court . . ."

    Lying in the picturesque Piddle Valley in West Dorset are the twelve acres of glorious rolling countryside in which these holiday cottages are set. No longer a working farm, Doles Ash Farm now has a splendid range of barns which have been sympathetically converted to form a group of very comfortable cottages, interestingly clustered around a grass courtyard with the owners’...

    Doles Ash Farm - Harvesters Cottage
    4
    2
    2
    Doles Ash Farm - Drakes Cottage
    4
    2
    2
    Doles Ash Farm - Orchard House
    6
    3
    3
    Doles Ash Farm - The Stable
    6
    3
    3
    Doles Ash Farm - Groom Cottage
    4
    3
    3
    Doles Ash Farm - Huntsman’s Cottage
    5
    2
    2
  • Higher Bockhampton, near Dorchester, Dorset
    Higher Bockhampton, near Dorchester, Dorset×

    Greenwood Grange Cottages - Abbotsea

    Higher Bockhampton, near Dorchester, Dorset

    2
    1
    1
    2
    Ref: DHR
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Ground Floor Facilities
    Abbotsea is great for dog lovers. There are lovely walks to enjoy and there is even a dog’s exercise paddock.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    "Greenwood Grange offers the ideal holiday combination - premium quality accommodation, fine facilities all within a family-run friendly and welcoming atmosphere, and it has achieved a Green Tourism Business Scheme Gold Award"

    Set at Higher Bockhampton (which is Hardy’s ‘Upper Mellstock’), Greenwood Grange is a secret hideaway set in its own 4 acres of peaceful grounds and landscaped gardens. All the cottages offer the very highest quality accommodation...

    Greenwood Grange Cottages - Anglebury
    3
    2
    2
    Greenwood Grange Cottages - Kingsbere
    3
    2
    2
    Greenwood Grange Cottages - Weatherbury
    4
    2
    2
    Greenwood Grange Cottages - Mellchester
    4
    2
    2
    Greenwood Grange Cottages - Sandbourne
    4
    2
    2
    Greenwood Grange Cottages - Stourcastle
    4
    2
    2
    Greenwood Grange Cottages - Casterbridge
    6
    3
    3
    Greenwood Grange Cottages - Wellbridge
    2
    1
    1
    Greenwood Grange Cottages - Yalbury
    4
    2
    2
    Greenwood Grange Cottages - Coomb Barton
    8
    4
    4
    Greenwood Grange Cottages - Henchard
    12
    4
    4
    Durbaville
    8
    4
    4
    Greenwood Grange Cottages - Marlott
    4
    2
    2
    Greenwood Grange Cottages - Melstock
    4
    2
    2
    Greenwood Grange Cottages - Wessex
    4
    2
    2
  • Higher Chilfrome, Dorset
    Higher Chilfrome, Dorset×

    Lancombe Country Cottages - Bride

    Higher Chilfrome, Dorset

    2
    1
    1
    2
    Ref: DZO
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Rural Location
    Bride is a cosy haven for two - with a beautiful four poster bed and shared access to the pool and sauna!
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    "Set in glorious countryside... not far from the Jurassic Coast"

    Lancombe Country Cottages are set in three acres of glorious Thomas Hardy country, in the heart of an Area of Outstanding Natural Beauty in west Dorset, close to the famous World Heritage Jurassic Coast, including the Chesil Beach. The six holiday cottages converted from old barns are set around an attractive courtyard, now a communal lawned area, are all well finished and equipped and provide a relaxing...

    Lancombe Country Cottages - Asker
    4
    3
    3
    Lancombe Country Cottages - Lydden
    3
    2
    2
    Lancombe Country Cottages - Hooke
    4
    2
    2
    Lancombe Country Cottages - Cerne
    4
    2
    2
    Lancombe Country Cottages - Frome
    5
    3
    3
  • Higher Bockhampton, near Dorchester, Dorset
    Higher Bockhampton, near Dorchester, Dorset×

    Greenwood Grange Cottages - Wellbridge

    Higher Bockhampton, near Dorchester, Dorset

    2
    1
    1
    0
    Ref: DHM
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    Whether you are looking for an active or relaxing break for you and your loved one, Wellbridge has it all.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    "Greenwood Grange offers the ideal holiday combination - premium quality accommodation, fine facilities all within a family-run friendly and welcoming atmosphere, and it has achieved a Green Tourism Business Scheme Gold Award"

    Set at Higher Bockhampton (which is Hardy’s ‘Upper Mellstock’), Greenwood Grange is a secret hideaway set in its own 4 acres of peaceful grounds and landscaped gardens. All the cottages offer the very highest quality accommodation...

    Greenwood Grange Cottages - Anglebury
    3
    2
    2
    Greenwood Grange Cottages - Kingsbere
    3
    2
    2
    Greenwood Grange Cottages - Weatherbury
    4
    2
    2
    Greenwood Grange Cottages - Mellchester
    4
    2
    2
    Greenwood Grange Cottages - Sandbourne
    4
    2
    2
    Greenwood Grange Cottages - Stourcastle
    4
    2
    2
    Greenwood Grange Cottages - Casterbridge
    6
    3
    3
    Greenwood Grange Cottages - Yalbury
    4
    2
    2
    Greenwood Grange Cottages - Coomb Barton
    8
    4
    4
    Greenwood Grange Cottages - Henchard
    12
    4
    4
    Durbaville
    8
    4
    4
    Greenwood Grange Cottages - Marlott
    4
    2
    2
    Greenwood Grange Cottages - Abbotsea
    2
    1
    1
    Greenwood Grange Cottages - Melstock
    4
    2
    2
    Greenwood Grange Cottages - Wessex
    4
    2
    2
  • Higher Chilfrome, near Maiden Newton, Dorset
    Higher Chilfrome, near Maiden Newton, Dorset×

    Axe Lodge

    Higher Chilfrome, near Maiden Newton, Dorset

    2
    1
    1
    2
    Ref: 25873
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Detached Property - Rural Location
    Perfect for two, within easy reach of historic houses, museums and popular seaside resorts along the Dorset coast.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Lancombe Lodges are set in three acres of glorious Thomas Hardy country, in the heart of an AONB in West Dorset and near the famous World Heritage Jurassic Coast, including Chesil Beach. These wooden lodges offer an idyllic retreat amongst a breathtaking landscape of rolling countryside, a perfect base for exploring. Each lodge has its own decked patio where you can chill out after a day out, or relax in the three acres of grounds, enjoy a dip in the heated indoor swimming pool or...

    Broad Lodge
    4
    3
    3
    Wey Lodge
    2
    2
    2
  • Charmouth, near Bridport, Dorset
    Charmouth, near Bridport, Dorset×

    Fernhill Heights

    Charmouth, near Bridport, Dorset

    2
    1
    1
    1
    Ref: 17734
    Key Features:
    - Coastal Property - Swimming pool - Car parking on site - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Ground Floor Facilities
    Located on an exclusive complex this studio has use of an outdoor swimming pool in the summer and is close to many of Dorset’s attractions.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Shared use of outdoor heated swimming pool

    Fernhill Heights is located in an exclusive complex and benefits from views across open countryside. This holiday accommodation has a good quality 2-seater sofa and double bed in the living/dining room (no separate bedroom). It is set on a beautiful 30 acre site which includes two small lakes and a barbecue area. There is also use of a heated outdoor swimming pool (Easter-Sep) and direct access to the coastal footpath. The surrounding...

  • Higher Bockhampton, near Dorchester, Dorset
    Higher Bockhampton, near Dorchester, Dorset×

    Greenwood Grange Cottages - Anglebury

    Higher Bockhampton, near Dorchester, Dorset

    3
    2
    1
    2
    Ref: DHU
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Ground Floor Facilities
    Anglebury has the best of both worlds - boasting a rural location yet the on-site facilities ensure there’s always something to do.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    "Greenwood Grange offers the ideal holiday combination - premium quality accommodation, fine facilities all within a family-run friendly and welcoming atmosphere, and it has achieved a Green Tourism Business Scheme Gold Award"

    Set at Higher Bockhampton (which is Hardy’s ‘Upper Mellstock’), Greenwood Grange is a secret hideaway set in its own 4 acres of peaceful grounds and landscaped gardens. All the cottages offer the very highest quality accommodation...

    Greenwood Grange Cottages - Kingsbere
    3
    2
    2
    Greenwood Grange Cottages - Weatherbury
    4
    2
    2
    Greenwood Grange Cottages - Mellchester
    4
    2
    2
    Greenwood Grange Cottages - Sandbourne
    4
    2
    2
    Greenwood Grange Cottages - Stourcastle
    4
    2
    2
    Greenwood Grange Cottages - Casterbridge
    6
    3
    3
    Greenwood Grange Cottages - Wellbridge
    2
    1
    1
    Greenwood Grange Cottages - Yalbury
    4
    2
    2
    Greenwood Grange Cottages - Coomb Barton
    8
    4
    4
    Greenwood Grange Cottages - Henchard
    12
    4
    4
    Durbaville
    8
    4
    4
    Greenwood Grange Cottages - Marlott
    4
    2
    2
    Greenwood Grange Cottages - Abbotsea
    2
    1
    1
    Greenwood Grange Cottages - Melstock
    4
    2
    2
    Greenwood Grange Cottages - Wessex
    4
    2
    2
  • Higher Chilfrome, near Maiden Newton, Dorset
    Higher Chilfrome, near Maiden Newton, Dorset×

    Lancombe Country Cottages - Ezmerelda

    Higher Chilfrome, near Maiden Newton, Dorset

    3
    1
    1
    1
    Ref: UKC688
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Rural Location - Woodburning Stove
    Ezmerelda is a classic shepherd’s hut in a most evocative setting - perfect for exploring this beautiful part of the county!
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Sitting alongside each other in a grassy meadow surrounded by mature trees, these four shepherds’ huts (refs UKC685, UKC686, UKC687 and UKC688) have a fantastic ‘back-to-nature’ appeal, and are just as suited for groups of friends and family as they are for couples looking for a romantic getaway in a beautiful setting. With a wood burner as well as a heater, these properties make an ideal, year-round base for an adventure. Set within three acres of grounds in the heart...

    Lancombe Country Cottages - Marjorie
    2
    1
    1
    Lancombe Country Cottages - Caroline
    2
    1
    1
    Lancombe Country Cottages - Emily
    2
    1
    1
  • Higher Chilfrome, Dorset
    Higher Chilfrome, Dorset×

    Lancombe Country Cottages - Lydden

    Higher Chilfrome, Dorset

    3
    2
    1
    2
    Ref: DZP
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Rural Location
    There’s plenty to do here at Lydden – take a day trip out to explore the area or simply relax in the pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    "Set in glorious countryside... not far from the Jurassic Coast"

    Lancombe Country Cottages are set in three acres of glorious Thomas Hardy country, in the heart of an Area of Outstanding Natural Beauty in west Dorset, close to the famous World Heritage Jurassic Coast, including the Chesil Beach. The six holiday cottages converted from old barns are set around an attractive courtyard, now a communal lawned area, are all well finished and equipped and provide a relaxing...

    Lancombe Country Cottages - Asker
    4
    3
    3
    Lancombe Country Cottages - Bride
    2
    1
    1
    Lancombe Country Cottages - Hooke
    4
    2
    2
    Lancombe Country Cottages - Cerne
    4
    2
    2
    Lancombe Country Cottages - Frome
    5
    3
    3
  • Higher Chilfrome, near Maiden Newton, Dorset
    Higher Chilfrome, near Maiden Newton, Dorset×

    Lancombe Country Cottages - Marjorie

    Higher Chilfrome, near Maiden Newton, Dorset

    3
    1
    1
    1
    Ref: UKC685
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Rural Location - Woodburning Stove
    This characterful shepherd’s hut is set in a tree-lined grassy meadow within the Dorset Area of Outstanding Natural Beauty.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Sitting alongside each other in a grassy meadow surrounded by mature trees, these four shepherds’ huts (refs UKC685, UKC686, UKC687 and UKC688) have a fantastic ‘back-to-nature’ appeal, and are just as suited for groups of friends and family as they are for couples looking for a romantic getaway in a beautiful setting. With a wood burner as well as a heater, these properties make an ideal, year-round base for an adventure. Set within three acres of grounds in the heart...

    Lancombe Country Cottages - Caroline
    2
    1
    1
    Lancombe Country Cottages - Emily
    2
    1
    1
    Lancombe Country Cottages - Ezmerelda
    2
    1
    1
  • Higher Chilfrome, near Maiden Newton, Dorset
    Higher Chilfrome, near Maiden Newton, Dorset×

    Lancombe Country Cottages - Emily

    Higher Chilfrome, near Maiden Newton, Dorset

    3
    1
    1
    0
    Ref: UKC687
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Rural Location - Woodburning Stove
    This shepherd’s hut has access to some great on-site facilities, including 3-acre grounds, a sauna and an indoor heated swimming pool!
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Sitting alongside each other in a grassy meadow surrounded by mature trees, these four shepherds’ huts (refs UKC685, UKC686, UKC687 and UKC688) have a fantastic ‘back-to-nature’ appeal, and are just as suited for groups of friends and family as they are for couples looking for a romantic getaway in a beautiful setting. With a wood burner as well as a heater, these properties make an ideal, year-round base for an adventure. Set within three acres of grounds in the heart...

    Lancombe Country Cottages - Marjorie
    2
    1
    1
    Lancombe Country Cottages - Caroline
    2
    1
    1
    Lancombe Country Cottages - Ezmerelda
    2
    1
    1
  • Higher Bockhampton, near Dorchester, Dorset
    Higher Bockhampton, near Dorchester, Dorset×

    Greenwood Grange Cottages - Kingsbere

    Higher Bockhampton, near Dorchester, Dorset

    3
    2
    1
    2
    Ref: DGY
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Ground Floor Facilities
    The owners of Kingsbere have thought of everything! Facilities here include a sauna, playground, dog paddock, and fruit and vegetable patch.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    "Greenwood Grange offers the ideal holiday combination - premium quality accommodation, fine facilities all within a family-run friendly and welcoming atmosphere, and it has achieved a Green Tourism Business Scheme Gold Award"

    Set at Higher Bockhampton (which is Hardy’s ‘Upper Mellstock’), Greenwood Grange is a secret hideaway set in its own 4 acres of peaceful grounds and landscaped gardens. All the cottages offer the very highest quality accommodation...

    Greenwood Grange Cottages - Anglebury
    3
    2
    2
    Greenwood Grange Cottages - Weatherbury
    4
    2
    2
    Greenwood Grange Cottages - Mellchester
    4
    2
    2
    Greenwood Grange Cottages - Sandbourne
    4
    2
    2
    Greenwood Grange Cottages - Stourcastle
    4
    2
    2
    Greenwood Grange Cottages - Casterbridge
    6
    3
    3
    Greenwood Grange Cottages - Wellbridge
    2
    1
    1
    Greenwood Grange Cottages - Yalbury
    4
    2
    2
    Greenwood Grange Cottages - Coomb Barton
    8
    4
    4
    Greenwood Grange Cottages - Henchard
    12
    4
    4
    Durbaville
    8
    4
    4
    Greenwood Grange Cottages - Marlott
    4
    2
    2
    Greenwood Grange Cottages - Abbotsea
    2
    1
    1
    Greenwood Grange Cottages - Melstock
    4
    2
    2
    Greenwood Grange Cottages - Wessex
    4
    2
    2
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