May half term holiday cottages in Dorset

With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover Dorset

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With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to Dorset. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.

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We've got 20 holiday cottages in Dorset to show you...

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Location

Facilities

Property

Children

 
  • The Linhay - Holiday Cottage - 2.3 miles W of Bridport
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    | 2661

     
    1 bedroom, rural cottage near the beach near Bridport, Dorset.
    Sleeps 2 + cotSaturday changeover
    Regret no petsPrice per week £467
    The Linhay is a tucked away single-storey retreat – an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel ...
     
    50.7277
    -2.8097
    https://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/2661/26610129.jpg?w=236&h=157&mode=crop&v=2
    The Linhay (2661)
    Sleeps 2 + cot
  • The Dairy - Holiday Cottage - 2.3 miles W of Bridport
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    | 2663

     
    1 bedroom, rural cottage near the beach near Bridport, Dorset.
    Sleeps 2 + cotSaturday changeover
    Regret no petsPrice per week £467
    The Dairy is another extremely comfortable single-storey cottage in this small and friendly farm development. This property has French windows to its own enclosed outside space – ...
     
    50.7277
    -2.8098
    https://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/2663/26630127.jpg?w=236&h=157&mode=crop&v=635272070536178750
    The Dairy (2663)
    Sleeps 2 + cot
  • Badgers Cottage - Holiday Cottage - 3.8 miles E of Bridport
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    | 3014

     
    1 bedroom, dog friendly self catering cottage near Bridport, Dorset.
    Sleeps 2 + cotFriday changeover
    Dogs welcomePrice per week £479
    Badgers Cottage, a snug semi-detached cottage for two, is set in a farmyard, beautifully converted from an 18th Century stone barn. All on one level, the open plan design gives a ...
     
    50.7351
    -2.6751
    https://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/3014/30140018.jpg?w=236&h=157&mode=crop&v=1
    Badgers Cottage (3014)
    Sleeps 2 + cot
  • The Chalet on the Beach - Holiday Cottage - Lyme Regis
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    | 3351

     
    Beach Chalet on the beach sleeping two in Lyme Regis, Dorset.
    Sleeps 2Friday changeover
    Regret no petsPrice per week £660
    Imagine a holiday right on the seashore of a very special beach, relaxing on your veranda with a glass of something refreshing, watching the gentle waves at one of the most famous ...
     
    50.7194
    -2.9441
    https://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/3351/33510039.jpg?w=236&h=157&mode=crop&v=0
    The Chalet on the Beach (3351)
    Sleeps 2
  • Celtic Blessing - Holiday Cottage - 2.4 miles E of Bridport
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    | 2256

     
    2 bedroom holiday cottage near Bridport, Dorset.
    Sleeps 4 + cotFriday changeover
    Regret no petsPrice per week £648
    Close to Dorset's spectacular Jurassic Coast, the popular market town of Bridport and the harbour and beach at West Bay, this cottage has stunning views of the gentle Dorset ...
     
    50.7420
    -2.7071
    https://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/2256/22560131.jpg?w=236&h=157&mode=crop&v=635272061777741250
    Celtic Blessing (2256)
    Sleeps 4 + cot
  • Dairyman’s Cottage - Holiday Cottage - 1.7 miles NE of Shaftesbury
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    | 2094

     
    2 bedroom, rural holiday cottage near Shaftesbury, Dorset.
    Sleeps 4 + cotFriday changeover
    Regret no petsPrice per week £709
    Dairyman’s Cottage is traditional yet contemporary, semi-detached and set on a south-facing terrace. The property has a welcoming feel, with a stunning open plan design ...
     
    51.0262
    -2.1781
    https://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/2094/20940002.jpg?w=236&h=157&mode=crop&v=635622008107331714
    Dairyman’s Cottage (2094)
    Sleeps 4 + cot
  • Phoebes House - Holiday Cottage - 3.5 miles NW of Beaminster
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    | 2924

     
    2 bedroom, rural self catering cottage near Beaminster, Dorset.
    Sleeps 4Friday changeover
    Regret no petsPrice per week £840
    A stunning west Dorset location, amazing rural views and a truly luxurious property, Phoebes House is a hidden gem just a short drive inland from the famous Jurassic Coast. This ...
     
    50.8500
    -2.7882
    https://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/2924/29240039.jpg?w=236&h=157&mode=crop&v=0
    Phoebes House (2924)
    Sleeps 4
  • Doghouse Farm - Holiday Cottage - 2.3 miles W of Bridport

     
    2.3 miles W of Bridport
    Sleeps 4 + 2 cots in 2 propertiesSaturday changeover
    The Linhay is a tucked away single-storey retreat – an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel ...
     
    50.7277
    -2.8097
    https://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/CX112/Header/CX1120001.jpg?w=236&h=157&mode=crop&v=1
    Doghouse Farm (2661)
    Sleeps 4 + 2 cots in 2 properties
  • Meadowbank - Holiday Cottage - 3.9 miles N of Bridport
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    | 2644

     
    3 bedroom holiday cottage near Bridport, Dorset.
    Sleeps 5 + cotSaturday changeover
    Regret no petsPrice per week £671
    This sunny south-facing cottage enjoys a quiet rural position on the edge of the beautiful village of Netherbury, a short drive from the beaches and cliffs of the World Heritage ...
     
    50.7885
    -2.7567
    https://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/2644/26440136.jpg?w=236&h=157&mode=crop&v=635231325881486250
    Meadowbank (2644)
    Sleeps 5 + cot
  • Barn Owls Cottage - Holiday Cottage - 3.8 miles E of Bridport
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    | 3015

     
    3 bedroom, dog friendly self catering cottage near Bridport, Dorset.
    Sleeps 6 + 2 cotsFriday changeover
    Dogs welcomePrice per week £1002
    Barn Owls Cottage, a semi-detached cottage converted from an 18th Century stone barn, has retained much of its original character with inset fossils and huge oak beams. The ...
     
    50.7352
    -2.6750
    https://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/3015/30150007.jpg?w=236&h=157&mode=crop&v=1
    Barn Owls Cottage (3015)
    Sleeps 6 + 2 cots
We'd love to help you find the perfect holiday cottage:
 
 

We've got 20 holiday cottages matching your search criteria.


 
 

20 Holiday cottages