Cottages in Dorset and self catering accommodation – Holiday Lettings - Holiday Rentals Dorset

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Dorset

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1,271 Holiday homes

Travellers going to Dorset are booking June dates now. Secure your holiday home today and have the perfect trip.

(14) Excellent 

31

Holiday cottage in Shaftesbury

Dorset / Shaftesbury

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 45 km
  • Child friendly
  • Car not necessary
“Excellent!” Stayed at Summer Lodge for a week in October. Very nicely appointed, quiet residential area, and conveniently located within a five minute walk from the town centre, supermarkets (Tesco and Budgens), local restaurants, pubs etc. Hostess Da  …see more

from £57 / night

£395 - £745 / week

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from £57 / night

(79) Excellent 

33

Holiday apartment in Lyme Regis

Dorset / Lyme Regis

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Private garden
“Great location, great facilities, great welcome - highly recommended 4*” Easy to find and in a great location, I can highly recommend Acorns Garden Apartment at Hedgehog Corner if you;re looking for a luxurious, relaxing place to stay. Joy's welcome i  …see more

from £120 / night

£700 - £1120 / week

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from £120 / night

(13) Very Good 

9

Isle of Portland holiday home rental

Dorset / Isle of Portland

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Beautiful house in a beautiful place” Very well presented house with great sea views from 2 of the 3 bedrooms. Small park, local shop and beach all within 5 minute walk.  …see more

from £75 / night

£500 - £600 / week

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from £75 / night

(28) Excellent 

25

Holiday cottage in Swanage Bay

Swanage / Swanage Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Comfortable family house in very convenient location” This was a very comfortable house with all of the facilities that you would want in a home from home. The owners left some milk in the fridge and other items, which was handy. They were friendly in  …see more

from £70 / night

£300 - £975 / week

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from £70 / night

(32) Excellent 

20

Holiday barn in Melplash

Bridport / Melplash

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 6 km
  • Child friendly
  • Pet friendly
“Fabulous Roe Barn” Spent another fabulous time at Roe Barn in Dorset. The accommodation was outstanding as last year. Hope to return very soon.  …see more

from £93 / night

£414 - £1129 / week

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from £93 / night

(28) Excellent 

27

Holiday studio in Bradpole

Bridport / Bradpole

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Ask about pets
“Comfortable and cosy” Very nice, comfortable, cosy, beautiful, clean and spacious accommodation on a small quiet farm within an easy short drive to the coastal village of West bay....(broadchurch film location). There's enough room for a weeks clothe  …see more

from £75 / night

£275 - £495 / week

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from £75 / night

(7) Excellent 

12

Holiday home with shared pool in Bournemouth

Bournemouth / Southbourne

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Truly Amazing!!” I stayed at Beach View with my extended family and 2 small children. We all had high expectations and Beach View certainly exceeded even those. We loved every bit of this family friendly, luxury accommodation from the amazing sea view  …see more

from £330 / night

£1523 - £3800 / week

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from £330 / night

(23) Excellent 

28

Holiday apartment in Weymouth

Dorset / Weymouth

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.02 km
  • Child friendly
“Lovely apartment” Very nice apartment with comfortable pillows which makes a change. It had lots of little extras like washing up liquid kitchen roll tissues soap and a store cupboard of tea sugar vinegar salt pepper etc. We would have had lovely view  …see more

from £47 / night

£305 - £760 / week

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from £47 / night

30

Holiday home in Ringstead

Dorset / Ringstead

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.1 km
  • Child friendly
  • Pet friendly

from £156 / night

£765 - £1500 / week

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from £156 / night

(39) Excellent 

16

Holiday barn in Frampton

Dorchester / Frampton

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 20 km
  • Ask owner if suitable for children
“Rose Barn” The barn was amazing , high quality and peaceful .A perfect place to stay to take in the gorgeous dorset countryside and jurassic coastline . The bottle of wine on arrival was a lovely touch and a few provisions such as tea and coffee were  …see more

from £60 / night

£325 - £450 / week

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from £60 / night

(59) Excellent 

19

Cottage rental in Bradpole

Bridport / Bradpole

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Brilliantly cosy for December” The cottage was bright and warm. The heating system was excellent, the bathroom a treat. If we'd more time we would have tried lighting the log fire! A great break before the xmas rush.  …see more

from £110 / night

£360 - £950 / week

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from £110 / night

(12) Excellent 

24

Holiday cottage in Leigh, Dorset

Sherborne / Leigh, Dorset

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 32 km
  • Private garden

from £108 / night

£463 - £757 / week

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from £108 / night

(28) Excellent 

25

Bridport holiday bungalow rental

Dorset / Bridport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

from £80 / night

£485 - £750 / week

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from £80 / night

(11) Excellent 

25

Holiday chalet in Mudeford

Christchurch / Mudeford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Wonderful stay” What a fantastic place! The accommodation is superb, the situation outstanding and the chalet is presented in the finest possible way with so much attention to detail. We have previously stayed in a couple of lodges or mobile homes e  …see more

from £114 / night

£644 - £2000 / week

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from £114 / night

(28) Very Good 

30

Holiday cottage letting

Dorset / Isle of Portland

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Wonderful holiday home” We stayed at Rosa Cottage for a week in March, and had a wonderful stay. The cottage is furnished to a high standard with a tasteful and original look. The kitchen is well equipped, and we had some wonderful evenings aroun  …see more

from £80 / night

£340 - £760 / week

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from £80 / night

(33) Excellent 

33

Swanage Bay holiday townhouse rental

Swanage / Swanage Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Clean and comfortable, spacious” Our only complaint is the bed in the master bedroom was too hard and low as we are a older couple but apart from that it was a lovely holiday home  …see more

from £130 / night

£690 - £1650 / week

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from £130 / night

(1) Very Good 

10

Cottage rental in Weymouth

Dorset / Weymouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £85 / night

£410 - £750 / week

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from £85 / night

(26) Excellent 

16

Holiday home in Weymouth

Dorset / Weymouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Great Location, Lovely house.” We stayed for a long weekend with the whole family, the house was very comfortable. Great location we were able to walk into town to the pubs and restaurants. We would definitely stay again.  …see more

from £120 / night

£640 - £1350 / week

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from £120 / night

(3) Excellent 

25

Holiday home in Poole

Dorset / Poole

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Felt very comfy home from home and location perfect” Very nice house with everything you needed for a restful break within easy reach of waterfront or shopping areas.Very satisfied  …see more

from £80 / night

£350 - £675 / week

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from £80 / night

(40) Excellent 

27

Holiday cottage in Uplyme

Lyme Regis / Uplyme

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Ask owner if suitable for children

from £85 / night

£500 - £600 / week

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from £85 / night

(4) Excellent 

8

Greenhill holiday apartment rental

Weymouth / Greenhill

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Car not necessary
“Mrs” Great location as a stones throw from the beach. Beautiful view and private parking. Would recommend.  …see more

from £125 / night

£825 / week

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from £125 / night

18

Holiday home accommodation

Dorset / Lyme Regis

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly

from £79 / night

£341 - £752 / week

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from £79 / night

(9) Excellent 

18

Holiday cottage in Okeford Fitzpaine

Blandford Forum / Okeford Fitzpaine

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 39 km
  • Child friendly
  • Pet friendly
“Lovely cottage” Stayed here over Christmas week and it is a absolutely beautiful cottage. The reason why it hasn't got 5 stars is because cooking xmas dinner for 6, we struggled with baking trays and had to buy more. Also the garden wasn't totally sec  …see more

from £150 / night

£390 - £1030 / week

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from £150 / night

(25) Excellent 

29

Cottage accommodation in Weymouth

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“lovely” Lovely house well renovated and designed. Three good sized bedrooms. Knock through living area a bit tight for six, but I imagine in the warmer weather with the sweet comfortable courtyard open that would be resolved. Lovely, courteous owners.  …see more

from £80 / night

£600 - £850 / week

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from £80 / night

(12) Excellent 

13

Swanage holiday apartment rental

Isle of Purbeck / Swanage

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Excellent Apartment” Very nice two bed apartment. Great location, well equips. Really comfortable Beds with quality linen. Would book again if we go to Swanage  …see more

from £85 / night

£575 - £775 / week

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from £85 / night

(13) Excellent 

32

Holiday apartment in Bournemouth

Bournemouth / Alum Chine

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Immaculate and beautiful flat with all the mod cons, 2 minutes from the beach! Wow!” The owners were so helpful and welcoming and made us feel at home straight away! I can't say enough about the flat. It is all new and very tastefully and thoughtfully  …see more

from £100 / night

£700 - £980 / week

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from £100 / night

(22) Excellent 

18

Holiday caravan/mobile home with shared pool in Swanage Bay

Swanage / Swanage Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Lovely location in a clean and well equipped caravan with stunning views” The caravan was well presented in a good location with stunning views. It was very clean and well equipped and we were able to walk to Swanage seafront in about twenty minutes -  …see more

from £40 / night

£200 - £660 / week

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from £40 / night

(22) Excellent 

11

Holiday apartment rental

Swanage / Swanage Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“We enjoyed it so much I have already paid my deposit for next year.” We had a good week and the flat was great. I enjoyed looking out of the window in the morning at the sea whilst drinking my coffee.  …see more

from £60 / night

£345 - £785 / week

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from £60 / night

(7) Excellent 

10

Holiday caravan/mobile home with shared pool in Littlesea Holiday Park

Weymouth / Littlesea Holiday Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Lovely break” The caravan was clean and tidy and had everything we needed. The children loved the park and surrounding areas. Plenty to do for the children.  …see more

from £40 / night

£250 - £700 / week

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from £40 / night

(26) Excellent 

12

Holiday apartment in Piddlehinton

Dorchester / Piddlehinton

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 21 km
  • Child friendly
  • Private garden

from £60 / night

£350 - £620 / week

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from £60 / night

(24) Excellent 

29

Holiday cottage in Shaftesbury

Dorset / Shaftesbury

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 45 km
  • Child friendly
  • Car not necessary
“Perfect in Every Way” This cottage was a wonderful surlprise. It was beautifully and practically decorated, and its location really excellent...very close to all facilities. The owner, Ashley was both very friendly and helpful, and her thoughtfullness  …see more

from £57 / night

£395 - £745 / week

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from £57 / night

(8) Excellent 

20

Holiday apartment in Bournemouth

Bournemouth / West Cliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Car not necessary

from £45 / night

£220 - £450 / week

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from £45 / night

(13) Excellent 

14

Holiday apartment in Swanage Bay

Swanage / Swanage Bay

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Beautiful, spacious apartment.” Well presented apartment with all the equipment you could possibly need - including a very useful shopping trolley for visits to the local supermarket. Plenty of space for all the family and the balcony is a pleasant e  …see more

from £150 / night

£750 - £970 / week

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from £150 / night

(3) Excellent 

20

Holiday home in Puncknowle

Dorset / Puncknowle

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £85 / night

£395 - £1075 / week

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from £85 / night

(53) Very Good 

27

Corfe Castle holiday cottage rental

Corfe Castle / Kingston, Dorset

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Fantastic location, lovely cottage with everything you need.” The cottage is conveniently located just above corfe castle within easy reach of swanage beach and studland bay. The cottage is safe and well equipped with everything you need. The owner is  …see more

from £130 / night

£830 - £990 / week

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from £130 / night

(4) Very Good 

17

Holiday cottage in West Bay

Bridport / West Bay

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+
“ideal location” ideal location flat walk to beach with plenty of eateries also close to morrisons and to get into bridport lovely town also a spare shop just a short walk for morning paper.bungalow very comfortable and very roomy with everything you  …see more

from £38 / night

£260 - £604 / week

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from £38 / night

17

Piddletrenthide holiday b&b rental

Dorchester / Piddletrenthide

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 18 km
  • Private garden

from £60 / night

£420 / week

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from £60 / night

(34) Excellent 

19

Home rental in Isle of Portland

Dorset / Isle of Portland

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £100 / night

£760 - £1230 / week

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from £100 / night

(15) Excellent 

17

Holiday apartment in Poole Harbour

Poole / Poole Harbour

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Fabulous” Had a really lovely time here, couldn't fault a thing with the apartment. Simply fabulous. Great location overlooking the harbour, and stunning views. Poole is just a short walk over a lifting bridge and we found lots of nice little restaura  …see more

from £90 / night

£500 - £1000 / week

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from £90 / night

(10) Excellent 

17

Holiday cottage in Sutton Poyntz

Weymouth / Sutton Poyntz

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
“Mrs” An amazing cottage equipped with everything and more you could need. It is especially great the toys and equipment provided for children. Great location in delightful village but so close to Weymouth. Bus service at the door if you prefer not t  …see more

from £150 / night

£990 - £1490 / week

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from £150 / night

Top Destination reviews

Lovely, Quiet Studio Annex in central Dorchester
Amazing stay!

Absolutely amazing stay. I can't say enough positive things about Darren and Wing. I am a Canadian who recently relocated to Dorchester and before I settled into a long term let I stayed at the annex. Darren and Wing picked me up from the train stati … see more
COTTAGE IN SWANAGE
Gem of a cottage close to everything in Swanage

Lovely cottage, plenty big enough for 3 adults and 2 kids. They particularly loved the 'upstairs kids lounge' with pool table and chill out space to look out at the boats or the stars at night. Everything you need for a smashing stay, with thoughtf … see more
Chestnut Mews
Chestnut Mews a great base for a Swanage family holiday

This property was ideal for a three generation family stay, 6 adults, a small child and a baby. It was welcoming, well maintained, and comfortable. It had a home from home feel and there were some toys, games and DVDs available for guests use. It was … see more
Buzzards Swoop
Great cottage next to Bridport, which in itself is a great little town.

Really great cottage, nice and spacious for a cottage, stayed in a lot more cramped accommodation before. Accommodation itself was also really clean and bright, with lots of personal touches that made it feel lived in which was a great touch. Loca … see more
No 3, Beautiful 2 bedrooms, Close Beach and Town
Very comfortable

Had a great time. Flat was clean and very comfortable. Being centrally located it was close to all amenities without having to use our car. Loads of things to do with the kids and great places to eat. Would definitely recommend. Thanks for a lovely s … see more
Bluebell Cottage
Everything we were looking for.

We have just returned from a lovely week at Bluebell Cottage. The cottage was immaculate and very well equipped. We were warmly welcomed by Alistair and Lisa and enjoyed the home baked cakes on arrival! Our children loved the trampoline, jungle gym … see more