45 Best Dorchester Apartments on Holiday Lettings - Condos

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49 Vacation rentals

(23) Excellent 

35

Vacation 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 mi
  • Child friendly
TINCLETON LODGE is a luxury self-catering accommodation awarded both with 5 Star and coveted with English Tourist Board GOLD award and the M3a Disability for 2016. Free Wi-FI. Offering spacious accommodation for up to 10 with 5 bedrooms and 4 bathrooms. Secure garde …see more

from $323 / night

$1294 - $3114 / week

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avg. 3 hours 55 minutes

from $323 / night

(9) Excellent 

49

Tincleton Vacation cottage rental

Dorchester / Tincleton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
ROSE COTTAGE has been lovingly renovated and stunningly refurbished to a very high English Tourist Board 5 star standard for 2016 offering luxury period accommodation for 2 - 6 people with all of the modern facilities to make your stay as luxurious, comfortable and mem …see more

from $124 / night

$644 - $1944 / week

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avg. 3 hours 57 minutes

from $124 / night

(25) Excellent 

16

Puddletown Vacation cottage rental

Dorchester / Puddletown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Child friendly
This Grade 2 listed cottage offers a quiet, peaceful base for exploring the beautiful Dorset countryside and coast with its dramatic cliff top walks, sand and shingle beaches and the World Herritage Jurassic Coast. A 19th Century estate cottage in the heart of Puddletow …see more

from $85 / night

$468 - $845 / week

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from $85 / night

(9) Very Good 

15

Vacation 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
A delightful ancient stone thatched cottage which has been tastefully modernised to give spacious accommodation of great character with many exposed beams. The cottage has recently been completely redecorated and a new kitchen installed all with new white goods, gas ho …see more

from $84 / night

$676 - $1151 / week

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avg. 3 hours 24 minutes

from $84 / night

(33) Excellent 

20

Vacation cottage in Tolpuddle

Dorchester / Tolpuddle

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 24 mi
  • Child friendly
  • Pet friendly
Adjacent to a bridle path so ideal for walkers and dog owners, West Lane Cottage is a modern cottage built using reclaimed materials and furnished to reflect it's Country setting. Piddlehinton is a delightful village which has a pub and a children's play area both of w …see more

from $104 / night

$507 - $1170 / week

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Responds fast!
avg. 1 hour 12 minutes

from $104 / night

16

Home rental in Tolpuddle

Dorchester / Tolpuddle

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Child friendly
  • Private garden
GRADE II LISTED THATCHED COTTAGE IN THE HEART OF DORSET Refurbished for 2017, this pretty property has been owned by the same family for a number of generations and has recently been lovingly furnished to be a comfortable holiday home. Nestling in a picturesque villa …see more

from $143 / night

$999 - $2322 / week

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from $143 / night

24

Vacation cottage in Frampton

Dorchester / Frampton

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Surrounded by beautiful countryside and with many footpaths and bridleways for walkers, Toll Lodge is situated on the main road which goes through the Dorset village of Frampton. A contemporary bright combined living, kitchen and dining area features a modern log burne …see more

from $65 / night

$449 - $926 / week

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from $65 / night

(37) Excellent 

22

Vacation cottage in Tolpuddle

Dorchester / Tolpuddle

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 18 mi
  • Child friendly
  • Pet friendly
Wren Cottage is a warm and characterful modern home with everything you could want for a self catering holiday in Dorset. Nearby is the village pub, The Martyrs, and a lovely play area with seating and views. Athelhampton House is a 1.5 miles away and the County Town …see more

from $104 / night

$507 - $1170 / week

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avg. 1 hour 12 minutes

from $104 / night

15

Vacation home in Dorchester

Dorset / Dorchester

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
Set within the county town of Dorchester, this grade II listed house has been sympathetically converted from a former dairy. Offering individual character and an exclusive gated setting, this spacious property is ideal for visiting both the coast and countryside. The he …see more

from $128 / night

$895 - $1893 / week

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from $128 / night

(41) Excellent 

Certificate of Excellence

16

Vacation barn in Frampton

Dorchester / Frampton

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 20 mi
  • Ask about children
Beautiful detached self-contained barn conversion with its own patio and wood burner. The barn was converted many years ago and is newly refurbished for the 2015 season to a very high standard with modern appliances. It has an open plan sitting room with drop down kitch …see more

Certificate of Excellence

from $65 / night

$390 - $683 / week

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Responds fast!
avg. 3 hours 24 minutes

from $65 / night

7

Vacation barn rental

Dorset / Dorchester

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Private garden
Tanglewood Barn is located at the end of a 250m driveway and has countryside views. There is a private garden and patio. The owners live on site in an 18th Century Barn conversion. Situated just 5 miles from Lulworth Cove and the world famous Jurassic Coast the Barn …see more

from $92 / night

$640 - $1255 / week

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from $92 / night

(24) Excellent 

18

Piddlehinton Vacation cottage rental

Dorchester / Piddlehinton

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 23 mi
  • Child friendly
The delightful cottage lies in the heart of Hardy's rolling countryside in the picturesque Piddle valley. A tranquil place to unwind and re-charge, so great for a short break with friends or family. A recent refurbishment and new furniture provides three pretty and fre …see more

from $65 / night

$455 - $1274 / week

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Responds fast!
avg. 2 hours 6 minutes

from $65 / night

(34) Excellent 

Certificate of Excellence

12

Vacation apartment in Piddlehinton

Dorchester / Piddlehinton

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 21 mi
  • Child friendly
  • Private garden
Private and modern annexe that has been recently refurbished to a high standard and provides a wonderful rural retreat for couples, young families or friends. The bedroom is a stylish sanctuary with a king size bed, sumptuous duvet and selection of pillows. There is a …see more

Certificate of Excellence

from $78 / night

$416 - $806 / week

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from $78 / night

(3) Very Good 

15

Vacation home in East Chaldon

Dorchester / East Chaldon

7 13 Min stay varies

  • 7 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
The Well House is a Grade 2 listed property of thatch and stone cottage sleeping 15 people comfortably. It has 8 bedrooms -7 doubles/king size and 1 single plus other options. The property was originally three cottages and is one of the oldest properties in the villag …see more

from $335 / night

$2080 - $5713 / week

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avg. 3 hours 24 minutes

from $335 / night

(3) Very Good 

12

Vacation cottage in Piddlehinton

Dorchester / Piddlehinton

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Contemporary barn conversion on the border of the village of Piddlehinton in Dorset. Close to the market town of Dorchester, Weymouth and the historic Jurassic coast. Perfect for holidays. On the bridle way for walking, in beautiful countryside for relaxing .Harrie …see more

from $79 / night

$553 - $1300 / week

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from $79 / night

(4) Excellent 

24

Vacation home in East Chaldon

Dorchester / East Chaldon

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 6 mi
  • Child friendly
  • Pet friendly
Please note that twin rooms cannot be converted to double rooms. Limekiln House is set in an elevated position with marvellous views across the Dorset countryside from the one acre terraced lawns and the picture windows with no houses, neighbours or traffic nearby. The …see more

from $312 / night

$1463 - $3068 / week

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from $312 / night

(1) Excellent 

16

Vacation manor house in Puddletown

Dorchester / Puddletown

9 24 Min stay varies

  • 9 bedrooms
  • Sleeps 24
  • Min stay varies
  • Child friendly
  • Private garden
Clarendon Manor is a beautiful manor house located in the quiet village of Puddletown in Dorset. The large manor house has 6 reception rooms and accommodates 18-24 guests in 9 en-suite bedrooms and 6 day beds; it also benefits from a hot tub, games room and gym. The ama …see more

from $1948 / night

$6494 - $13000 / week

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from $1948 / night

(1) Excellent 

10

Vacation farmhouse in Dorchester

Dorset / Dorchester

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
The Lodge offers the most wonderful, relaxed, rural accommodation for up to 9 (plus 3) people. It is positioned high on the beautiful Dorset downs commanding spectacular views south towards the coast. The property is set at the heart of the Wrackleford Estate on …see more

from $271 / night

$2535 - $3900 / week

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from $271 / night

17

Piddletrenthide Vacation b&b rental

Dorchester / Piddletrenthide

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 18 mi
  • Private garden
Set in in the heart of Hardy country, in the picturesque village of Piddletrenthide, South House Retreat is a unique B and B offering accommodation to writers, artists, creative people, literary lovers and those who want to rest or just visit our beautiful County. Run b …see more

from $85 / night

$592 / week

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Responds fast!
avg. 45 minutes

from $85 / night

(7) Very Good 

7

Vacation cottage in Piddlehinton

Dorchester / Piddlehinton

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Situated on the Little Puddle Barn site, Harriet's Cottage has been a long term project of the owners incorporating cutting edge environmentally friendly technology. Features include a large area of glass tiled roof for the solar heating system, Huge thermal storage ta …see more

from $75 / night

$520 - $1170 / week

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from $75 / night

(10) Excellent 

Certificate of Excellence

35

Studio rental in Dorchester with golf nearby

Dorset / Dorchester

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 10 mi
  • Ask about children
Self contained, self catering studio annex based in the county town of Dorchester. The towns amenities are all within short walking distance, including the new 'Brewery Square' development. Great base to explore Dorset's fabulous coast, countryside and walk in the foots …see more

Certificate of Excellence

from $72 / night

$472 - $546 / week

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Responds fast!
avg. 31 minutes

from $72 / night

(4) Excellent 

16

Vacation b&b rental

Dorchester / Piddletrenthide

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 18 mi
  • Private garden
Set in in the heart of Hardy country, in the picturesque village of Piddletrenthide, South House Retreat is a unique B and B offering accommodation to writers, artists, creative people literary lovers and those who want to rest or just visit our beautiful County. Run b …see more

from $85 / night

$592 / week

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Responds fast!
avg. 45 minutes

from $85 / night

(29) Excellent 

Certificate of Excellence

27

Vacation cottage in Tolpuddle

Dorchester / Tolpuddle

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 20 mi
This self catering cottage is located in the garden of an eighteenth century thatched house which was formerly the central farm in the village of Tolpuddle, eight miles from Dorchester. It was possibly the home of one of the employers of the Tolpuddle Martyrs. The cotta …see more

Certificate of Excellence

from $91 / night

$637 / week

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Responds fast!
avg. 41 minutes

from $91 / night

24

Piddletrenthide Vacation cottage rental

Dorchester / Piddletrenthide

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Little Mill is nestled in the charming Dorset village of Piddletrenthide, within the Piddle Valley, a designated area of beauty. The upstairs at Little Mill is a social living space, combining kitchen / lounge and dining - perfect for spending time together whilst away. …see more

from $55 / night

$384 - $786 / week

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from $55 / night

(6) Very Good 

13

Vacation home in East Chaldon

Dorchester / East Chaldon

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
A country retreat! The Well House and annex has 5 bedrooms (sleeps 9 plus a cot and 2 additional Z beds if required.) and 2 bathrooms. In addition and if required there is an annexe that sleeps 2 plus there is Stable Cottage which has 2 bedrooms (sleeps 4 plus a co …see more

from $206 / night

$1689 - $2955 / week

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avg. 3 hours 24 minutes

from $206 / night

(18) 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 mi
  • Child friendly
The Manor House is located on the historic Moreton Estate in the heart of the beautiful Dorset countryside surrounded by woodland and parkland. It is a ten minute drive to Lulworth Cove and the Jurassic Coast - England's first natural World Heritage Site. Moreton train …see more

from $606 / night

$2600 - $5200 / week

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from $606 / night

27

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
Dorset's beautiful landscape of rolling chalk downland affords wonderful walking, there are a network of footpaths directly from the property. The area offers a wealth of pretty villages, sandy beaches and a coastline which has World Heritage status. The towns of Dorche …see more

from $184 / night

$1285 - $3495 / week

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from $184 / night

18

Dorchester Vacation cottage rental

Dorset / Dorchester

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
Located on an old dairy, The Creamery is within strolling distance of the centre of the historic market town, Dorchester. The interior combines characterful vaulted, beamed ceilings with contemporary decor and stylish furnishings. The bright and spacious open plan loung …see more

from $86 / night

$600 - $1232 / week

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from $86 / night

(3) Excellent 

32

Vacation barn in Dorchester

Dorset / Dorchester

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Welcome to Langford Valley Barn ~ Luxury 5* Self Catering in Dorset Langford Valley Barn is BRAND NEW and is open for lettings from September 2016 Langford Valley Barn has been awarded 5 stars by Visit England. Short breaks are available - please enquire. Langford V …see more

from $183 / night

$1281 - $3491 / week

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from $183 / night

17

Vacation b&b in Piddletrenthide

Dorchester / Piddletrenthide

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 18 mi
Set in in the heart of Hardy country, in the picturesque village of Piddletrenthide, South House Retreat is a unique B and B offering accommodation to writers, artists, creative people, literary lovers and those who want to rest or just visit our beautiful County. Run …see more

from $85 / night

$592 / week

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Responds fast!
avg. 45 minutes

from $85 / night

20

Dorchester Vacation home rental

Dorset / Dorchester

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly
This delightful period former farm cottage is set on the edge of the idyllic rural Dorset village of Dewlish, near Dorchester, and can sleep two people in one bedroom. The Meal House is a delightful period former farm cottage set on the edge of the idyllic rural Dorset …see more

from $69 / night

$478 - $979 / week

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from $69 / night

(3) Very Good 

9

Dorchester Vacation home rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
This late Victorian semi-detached former farm cottage, one of two cottages on site, is set on the edge of Dewlish, near Dorchester and can sleep four people in two bedrooms. The Old Dairy is a late Victorian semi-detached former farm cottage, one of two cottages on sit …see more

from $63 / night

$436 - $1060 / week

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from $63 / night

17

Dorchester Vacation cottage rental

Dorset / Dorchester

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Yalbury is a 2 bedroom property set on the relaxing resort of Greenwood Grange in Dorchester. This stylish cottage is perfect for those family breaks away. The kids will also always be occupied as the swimming pool and games room are so close to the property. The proper …see more

from $108 / night

$754 - $2002 / week

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from $108 / night

32

Dorchester Vacation cottage rental

Dorset / Dorchester

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Set on the peaceful Greenwood Grange resort in Dorset, Stourcastle’s the kind of cottage that makes you feel at home as soon as you step inside. If it’s been too long since you spent a lazy day close to home, the living area makes a bright, spacious area to sit back and …see more

from $108 / night

$754 - $2002 / week

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from $108 / night

19

Dorchester Vacation bungalow rental

Dorset / Dorchester

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
Just the setting for that family break in rural Dorset, Wellbridge sits on the Greenwood Grange resort. With plenty of facilities for those lazy days close to home, the cottage has everything you need to spend time together in between days out exploring the region. The …see more

from $77 / night

$533 - $1326 / week

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from $77 / night

32

Cottage rental in Dorchester

Dorset / Dorchester

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Step into Casterbridge and into Dorset country life, thanks to its setting on the beautiful Greenwood Grange resort in rural Dorset. With a spacious, modern design and traditional touches to give it that country character, the cottage makes the perfect home from home fo …see more

from $150 / night

$1040 - $2906 / week

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from $150 / night

16

Dorchester Vacation cottage rental

Dorset / Dorchester

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Set on the Greenwood Grange resort in beautiful Dorset, Mellchester is a two bedroom cottage designed with family living in mind. Life at this home from home is all about unwinding in between adventures on the nearby Jurassic Coast, and the open plan living space makes …see more

from $108 / night

$754 - $2002 / week

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from $108 / night

(2) Good 

13

Dorchester Vacation home rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
This is a delightful attached barn conversion, within the grounds of the owner's home and set in the rural Dorset hamlet of Tincleton and can sleep four people in two bedrooms. The Old School Cottage is a wonderful, attached barn conversion, within the grounds of the o …see more

from $55 / night

$375 - $866 / week

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from $55 / night

35

Cottage rental in Dorchester

Dorset / Dorchester

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Pet friendly
Every inch the stylish country retreat, Henchard is a four bedroom home from home with traditional features throughout. With the kind of décor that’ll have you reaching for your camera phone as soon as you step inside, the living area’s the perfect place to gather with …see more

from $310 / night

$2158 - $5655 / week

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from $310 / night

13

Bungalow rental in Dorchester

Dorset / Dorchester

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly
Set on the picturesque Greenwood Grange resort, Kingsbere is a traditional cottage with a contemporary feel throughout. In the heart of Dorset’s countryside, Greenwood Grange is a peaceful resort popular with families keen to enjoy a slower pace of life. The cottage has …see more

from $77 / night

$533 - $1430 / week

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from $77 / night