Estates in Dorchester and Cottages - Holiday Lettings - Holiday Rentals Dorchester

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Dorchester

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754 Holiday homes

(43) Excellent 

Certificate of Excellence

16

Holiday barn in Frampton

Dorchester / Frampton

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 20 km
  • Ask owner if suitable for children
“Stunning barn accommodation” Absolutely lovely place to stay the owners have really thought of every thing . The place makes you feel really at home and relaxed highly recommended.
…see more

Certificate of Excellence

from £60 / night

£300 - £475 / week

Book View

Responds fast!
avg. 3 hours 11 minutes

from £60 / night

(32) Excellent 

Certificate of Excellence

29

Holiday cottage in Tolpuddle

Dorchester / Tolpuddle

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 20 km
“A gem of a find!” Quiet, cosy, spotlessly clean and very well equipped with everything you could possibly need for a short break; highly recommended and we will certainly be back!
…see more

Certificate of Excellence

from £70 / night

£490 / week

Book View

Responds fast!
avg. 52 minutes

from £70 / night

(43) Excellent 

Certificate of Excellence

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
“A visit to Hardy country” The Annexe at Rusper house was very clean and comfortable and we loved the village. The location was perfect within easy reach of Dorchester and Weymouth, Jo the owner was very welcoming and left us a lovely chocolate cake. L
…see more

Certificate of Excellence

from £60 / night

£320 - £620 / week

Book View

from £60 / night

(15) Excellent 

Certificate of Excellence

36

Studio rental in Dorchester with golf nearby

Dorset / Dorchester

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 10 km
“Great Location, quiet, cosy and well equipped studio annex” The accommodation was clean, tidy and had everything we needed for our short stay to attend a wedding. The studio annex is conveniently located near to the town centre within a short walking
…see more

Certificate of Excellence

from £50 / night

£320 - £420 / week

Book View

Responds fast!
avg. 26 minutes

from £50 / night

41

Holiday home in Piddlehinton

Dorchester / Piddlehinton

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 20 km
  • Child friendly

from £95 / night

£665 / week

Book View

from £95 / night

(9) Excellent 

49

Tincleton holiday cottage rental

Dorchester / Tincleton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly
“Feels like a better version of home as soon as you arrive” We have stayed for two weeks for the last few summers and have already booked next year. The cottage is lovely, with a beautiful enclosed garden. It has been thoughtfully equipped and has ma
…see more

from £145 / night

£495 - £1,595 / week

Book View

from £145 / night

(5) Excellent 

12

Holiday cottage in Piddlehinton

Dorchester / Piddlehinton

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly

from £100 / night

£600 - £1,200 / week

Book View

Responds fast!
avg. 3 hours 15 minutes

from £100 / night

(24) Excellent 

35

Holiday cottage with tennis court in Tincleton

Dorchester / Tincleton

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Child friendly
“Beautiful” We stayed in Tincleton Lodge for the weekend, arriving home yesterday. A party of family on our annual get together, mums, sisters, daughters, cousins, aunties and nieces. The cottage was perfect for us. Very spacious and well equipped, wit
…see more

from £273 / night

£975 - £2,595 / week

Book View

from £273 / night

(1) Excellent 

10

Holiday farmhouse in Dorchester

Dorset / Dorchester

5 9 3 nights min

  • 5 bedrooms
  • Sleeps 9
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly

from £208 / night

£1,456 / week

Enquire View

from £208 / night

(38) Excellent 

Certificate of Excellence

27

Holiday cottage in Tolpuddle

Dorchester / Tolpuddle

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 24 km
  • Child friendly
  • Pet friendly
“A beautiful cottage in a lovely village” Since we booked the cottage Helen has been fantastic at providing us with more than enough information to make our stay as easy as possible, particularly with 2 dogs in tow!! Quite simply the cottage is beauti
…see more

Certificate of Excellence

from £80 / night

£390 - £900 / week

Book View

Responds fast!
avg. 1 hour 20 minutes

from £80 / night

(7) Very Good 

7

Holiday cottage in Piddlehinton

Dorchester / Piddlehinton

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly

from £88 / night

£560 - £989 / week

Book View

Responds fast!
avg. 3 hours 15 minutes

from £88 / night

(10) Very Good 

15

Holiday cottage in East Chaldon

Dorchester / East Chaldon

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £67 / night

£470 - £1,050 / week

Book View

from £67 / night

(41) Excellent 

Certificate of Excellence

35

Holiday cottage in Tolpuddle

Dorchester / Tolpuddle

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 18 km
  • Child friendly
  • Pet friendly
“The nicest cottage we've stayed in.......and we've stayed in a few!” Wren Cottage was a delight, tastefully decorated and welcoming with a friendly ambience in every room. It provided every amenity that one could wish for, even a (working) alarm cloc
…see more

Certificate of Excellence

from £80 / night

£390 - £900 / week

Book View

Responds fast!
avg. 1 hour 20 minutes

from £80 / night

(4) Excellent 

24

Holiday home in East Chaldon

Dorchester / East Chaldon

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 6 km
  • Child friendly
  • Pet friendly

from £240 / night

£1,200 - £2,360 / week

Book View

from £240 / night

15

Holiday home in Dorchester

Dorset / Dorchester

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly

from £102 / night

£708 - £1,456 / week

Enquire View

from £102 / night

(23) Excellent 

28

Manor house rental in Dorchester with tennis court

Dorset / Dorchester

8 22 Min stay varies

  • 8 bedrooms
  • Sleeps 22
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly

from £333 / night

£2,000 - £4,000 / week

Enquire View

from £333 / night

22

Home rental in Tolpuddle

Dorchester / Tolpuddle

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Child friendly
  • Private garden

from £113 / night

£790 - £1,786 / week

Enquire View

from £113 / night

(3) Excellent 

32

Holiday barn in Dorchester

Dorset / Dorchester

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly

from £179 / night

£1,250 - £2,650 / week

Enquire View

from £179 / night

12

Dorchester holiday cottage rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £100 / night

£500 / week

Book View

from £100 / night

12

Cottage rental in Dorchester

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

from £100 / night

£500 / week

Book View

from £100 / night

26

Home rental in Frampton

Dorchester / Frampton

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Suitable for children age 5+
  • Private garden

from £184 / night

£1,288 - £2,688 / week

Enquire View

from £184 / night

14

Cottage rental in Dorchester

Dorset / Dorchester

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Pet friendly

from £60 / night

£420 - £1,100 / week

Enquire View

from £60 / night

28

Dorchester holiday bungalow rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

from £72 / night

£510 - £1,540 / week

Enquire View

from £72 / night

32

Dorchester holiday cottage rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £84 / night

£590 - £1,540 / week

Enquire View

from £84 / night

52

Dorchester holiday home rental

Dorset / Dorchester

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly

from £166 / night

£1,165 - £2,995 / week

Enquire View

from £166 / night

22

Dorchester holiday cottage rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £84 / night

£590 - £1,540 / week

Enquire View

from £84 / night

45

Dorchester holiday bungalow rental

Dorset / Dorchester

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly

from £60 / night

£420 - £1,020 / week

Enquire View

from £60 / night

32

Dorchester holiday cottage rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £84 / night

£590 - £1,540 / week

Enquire View

from £84 / night

13

Bungalow rental in Dorchester

Dorset / Dorchester

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Pet friendly

from £60 / night

£420 - £1,100 / week

Enquire View

from £60 / night

35

Cottage rental in Dorchester

Dorset / Dorchester

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Child friendly
  • Pet friendly

from £245 / night

£1,715 - £4,350 / week

Enquire View

from £245 / night

24

Dorchester holiday cottage rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £84 / night

£590 - £1,540 / week

Enquire View

from £84 / night

40

Dorchester holiday bungalow rental

Dorset / Dorchester

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly

from £166 / night

£1,165 - £2,995 / week

Enquire View

from £166 / night

(4) Very Good 

9

Puddletown holiday home rental

Dorchester / Puddletown

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

from £49 / night

£342 - £835 / week

Enquire View

from £49 / night

32

Cottage rental in Dorchester

Dorset / Dorchester

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly

from £135 / night

£950 - £2,235 / week

Enquire View

from £135 / night

14

Puddletown holiday home rental

Dorchester / Puddletown

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly

from £57 / night

£399 - £837 / week

Enquire View

from £57 / night

44

Cottage accommodation in Dorchester

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £84 / night

£590 - £1,540 / week

Enquire View

from £84 / night

(9) Excellent 

10

Holiday home in Puddletown

Dorchester / Puddletown

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly

from £54 / night

£374 - £1,122 / week

Enquire View

from £54 / night

28

Dorchester holiday bungalow rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

from £92 / night

£650 - £1,650 / week

Enquire View

from £92 / night

26

Cottage rental in Dorchester

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

from £84 / night

£590 - £1,540 / week

Enquire View

from £84 / night

26

Bungalow rental in Dorchester

Dorset / Dorchester

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly

from £53 / night

£375 - £895 / week

Enquire View

from £53 / night

Top Destination reviews

The Annexe at Rusper House
Review

The property was spotless and well provided. The only noise was the birds as they sang to establish their territories. The welcome we received was very warm and we were sorry to leave after just a long weekend. Many places to go, to explore or just enjoy the peace - so many that you will need weeks to see everything. Go see and enjoy!see more
Limekiln House
Easter family get together

10 of us had a super Easter w/e at this great house in Dorset. The location was superb the weather lovely and the house was incredibly well stocked with just about everything you needed - far better than at home! The walks from the house were lovely and we also had a delicious meal at the local pub in the village so all in all would thoroughly recommend this house and area for a break.see more
Stable Cottage near Lulworth Cove
A very charming cottage with bags of character and wonderful log burner in a beautiful village.

The location is fantastic. You are away from it all but just a short drive to Lulworth Cove and only 10 miles from Weymouth. Beautiful coastal paths for walking and it is in a great place to explore the lovely coastal villages and towns. Monkey World is only a 15 minute drive away and many wonderful pubs/restaurants to choose from with real character and charm. The fresh flowers, cake and milk in the fridge when we arrived was appreciated and Stable Cottage lived up to expectations.see more
Wren Cottage, Tolpuddle, Dorchester - a lovely quiet dog friendly stay with wifi
Lovely and Relaxing

This is such a nice cottage to stay in. We stayed for a week with our dog and had a great time exploring nearby walks through woods. Kitchen has everything you need to self cater in style. The pub almost next door is a nice place for a beer or dinner. … see more
West Lane Cottage, Piddlehinton, Dorchester - a dog friendly cottage with wi-fi
Cosy Cottage

Another great week at West Lane Cottage, I think this was our 4th visit. Cottage is lovely and has everything you need for a comfortable stay, home from home. A great location but really suits us as we have family nearby. … see more
Lovely, Quiet Studio Annex (now with Netflix) 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 station, provided me with a map and a spare cell phone, until I was able to get one for myself. The place was modern and very comfortable. The bed, couch, kitchen and washroom were pristine. Darren and Wing were always happy to help with any directions I needed, and if I ever had any questions they were merely a phone call or door knock away. I absolutely loved my stay and know my transition to Dorchester wouldn't have been nearly as easy if it wasn't for Darren and Wing. It's a must stay!see more