by Wyndham Vacation Rentals
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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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62 cottages are available
  • 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

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

    Lying in the...

    Prices from
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    Pets included
    Pets go free
  • 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

    "Greenwood Grange offers the ideal holiday combination - premium quality accommodation, fine facilities all within...

    Prices from
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    Pets included
    Pets go free
  • Charmouth, near Bridport, Dorset
    Charmouth, near Bridport, Dorset×

    Fernhill Heights

    Charmouth, near Bridport, Dorset

    2
    0
    1
    1
    Ref: 17734
    Key Features:
    - Coastal Property - Swimming pool - Car parking on site - Pub within 1 mile - Pets go free - Coast within 1 mile - Garden / Patio - Ground Floor Facilities

    Shared use of outdoor heated swimming pool

    Fernhill Heights is located in an exclusive complex and benefits...

    Prices from
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    Pets included
    Pets go free
  • 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

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

    Lancombe Country Cottages are set in...

    Prices from
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    Pets included
    Pets go free
  • 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

    Lancombe Lodges are set in three acres of glorious Thomas Hardy country, in the heart of an AONB in West Dorset and...

    Prices from
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    Pets included
    Pets go free
  • 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

    "Greenwood Grange offers the ideal holiday combination - premium quality accommodation, fine facilities all within...

    Prices from
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    Pets included
    Pets go free
  • 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

    Sitting alongside each other in a grassy meadow surrounded by mature trees, these four shepherds’ huts (refs...

    Prices from
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    Pets included
    Pets go free
  • Higher Chilfrome, near Maiden Newton, Dorset
    Higher Chilfrome, near Maiden Newton, Dorset×

    Lancombe Country Cottages - Caroline

    Higher Chilfrome, near Maiden Newton, Dorset

    3
    1
    1
    0
    Ref: UKC686
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Rural Location - Woodburning Stove

    Sitting alongside each other in a grassy meadow surrounded by mature trees, these four shepherds’ huts (refs...

    Prices from
    0
    Pets included
    Pets go free
  • 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

    "Greenwood Grange offers the ideal holiday combination - premium quality accommodation, fine facilities all within...

    Prices from
    0
    Pets included
    Pets go free
  • 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

    "Greenwood Grange offers the ideal holiday combination - premium quality accommodation, fine facilities all within...

    Prices from
    0
    Pets included
    Pets go free
  • 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

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

    Lancombe Country Cottages are set in...

    Prices from
    0
    Pets included
    Pets go free
  • 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

    Sitting alongside each other in a grassy meadow surrounded by mature trees, these four shepherds’ huts (refs...

    Prices from
    0
    Pets included
    Pets go free

Looking for something with a little more?

Cotages with Hot tubs Cottages part of our Luxury collection Something with a swimming pool A place near the Coast

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