40 Best Dorchester Apartments on Holiday Lettings - Condos

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756 Vacation rentals

(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 mi
Now with Netflix 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 …see more

Certificate of Excellence

from $70 / night

$448 - $588 / week

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Responds fast!
avg. 26 minutes

from $70 / night

(43) 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 $84 / night

$448 - $868 / week

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from $84 / night

(43) 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 $84 / night

$420 - $665 / week

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avg. 3 hours 11 minutes

from $84 / 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 $203 / night

$693 - $2,233 / week

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from $203 / night

(32) Excellent 

Certificate of Excellence

29

Vacation cottage in Tolpuddle

Dorchester / Tolpuddle

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 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 $98 / night

$686 / week

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Responds fast!
avg. 52 minutes

from $98 / night

41

Vacation home in Piddlehinton

Dorchester / Piddlehinton

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 20 mi
  • Child friendly
Nestled in the heart of rural Dorset, The Stables at Whites Dairy House is a newly refurbished holiday cottage comfortably sleeping up to 7 guests. It is perfectly situated for exploring Thomas Hardy country, the Jurassic Coastline and Dorset's many picturesque village …see more

from $133 / night

$931 / week

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from $133 / 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 $336 / night

$1,680 - $3,304 / week

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from $336 / night

(24) 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 $383 / night

$1,365 - $3,633 / week

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from $383 / night

(5) Excellent 

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 $140 / night

$840 - $1,680 / week

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Responds fast!
avg. 3 hours 15 minutes

from $140 / night

(10) 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 $94 / night

$658 - $1,470 / week

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from $94 / night

(38) Excellent 

Certificate of Excellence

27

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

Certificate of Excellence

from $112 / night

$546 - $1,260 / week

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Responds fast!
avg. 1 hour 20 minutes

from $112 / 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 $142 / night

$992 - $2,039 / week

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from $142 / night

(41) Excellent 

Certificate of Excellence

35

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

Certificate of Excellence

from $112 / night

$546 - $1,260 / week

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avg. 1 hour 20 minutes

from $112 / night

(3) Excellent 

31

Vacation barn in Dorchester

Dorset / Dorchester

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
Welcome to Langford Valley Barn ~ Luxury 5* GOLD AWARD Self Catering in Dorset Langford Valley Barn is BRAND NEW and has been open for lettings since September 2016 Langford Valley Barn has been awarded 5 stars by Visit England and has Justin received the Gold Award. …see more

from $250 / night

$1,750 - $3,710 / week

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from $250 / night

23

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 $158 / night

$1,106 - $2,501 / week

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from $158 / 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 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 $467 / night

$2,800 - $5,600 / week

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from $467 / night

(1) Excellent 

10

Vacation farmhouse in Dorchester

Dorset / Dorchester

5 9 3 nights min

  • 5 bedrooms
  • Sleeps 9
  • 3 nights min
  • 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 $292 / night

$2,039 / week

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from $292 / 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 $124 / night

$784 - $1,385 / week

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Responds fast!
avg. 3 hours 15 minutes

from $124 / night

12

Dorchester Vacation cottage rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Mappowder Cottage was newly converted in 2017 and is situated down a 3/4 of a mile drive in the middle of the beautiful Dorset countryside. It is fitted out to a high standard giving all the comfort and peace for a perfect break. It is situated 40 minutes from the famou …see more

from $140 / night

$700 / week

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from $140 / 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
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 $258 / night

$1,804 - $3,764 / week

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from $258 / night

12

Cottage rental in Dorchester

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
Maple Cottage set in beautiful peaceful countryside down a long drive. Converted in 2017 and tastefully furnished and fitted out with all you need for a comfortable restful holiday. The garden is secure for both children and dogs with lovely views over the hills. The co …see more

from $140 / night

$700 / week

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from $140 / night

45

Dorchester Vacation bungalow rental

Dorset / Dorchester

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • 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 $84 / night

$588 - $1,428 / week

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from $84 / night

22

Dorchester Vacation cottage rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
Set on the Greenwood Grange resort in beautiful Dorset, Melchester 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 a …see more

from $118 / night

$826 - $2,156 / week

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from $118 / night

14

Cottage rental in Dorchester

Dorset / Dorchester

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Pet friendly
With a setting on the Greenwood Grange resort in beautiful Dorset, Anglebury is the kind of cottage that feels like home as soon as you step inside. With an open plan living, kitchen and dining area, there's a spacious feel to the cottage that makes it a place to relax …see more

from $84 / night

$588 - $1,540 / week

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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
With the feel of a traditional country cottage, Abbotsea makes a welcoming home from home for two. Set on the Greenwood Grange estate in the Dorset countryside, this one bedroom cottage is just right for that rural retreat with that special someone. With doors that open …see more

from $75 / night

$525 - $1,253 / week

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from $75 / night

13

Bungalow rental in Dorchester

Dorset / Dorchester

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • 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 $84 / night

$588 - $1,540 / week

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from $84 / night

(4) Very Good 

9

Puddletown Vacation home rental

Dorchester / Puddletown

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 $69 / night

$479 - $1,169 / week

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from $69 / night

32

Dorchester Vacation cottage rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • 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 $118 / night

$826 - $2,156 / week

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from $118 / night

(9) Excellent 

10

Vacation home in Puddletown

Dorchester / Puddletown

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
Set in the tranquil Dorset countryside, this property is well equipped, furnished and decorated to a high standard throughout, providing comfortable holiday accommodation. Situated on the edge of the famous village of Tolpuddle, this charming semi-detached cottage is f …see more

from $76 / night

$524 - $1,571 / week

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from $76 / night

24

Dorchester Vacation cottage rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • 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 $118 / night

$826 - $2,156 / week

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from $118 / night

40

Dorchester Vacation bungalow rental

Dorset / Dorchester

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly
Set on the beautiful Greenwood Grange estate in the heart of rural Dorset, Durbaville makes a stylish cottage for that group break. The open plan design of the living, kitchen and dining space means that time in the cottage is all about unwinding with family or friends …see more

from $233 / night

$1,631 - $4,193 / week

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from $233 / night

28

Dorchester Vacation bungalow rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
Perfect for a family break in the heart of Dorset's countryside, Mellstock is a spacious two bedroom property with a stylish décor throughout. The contemporary open plan kitchen, dining and living areas make it easy to enjoy spending quality time together yet still feel …see more

from $101 / night

$714 - $2,156 / week

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from $101 / night

52

Dorchester Vacation home rental

Dorset / Dorchester

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
An impressive home from home for that group gathering or a break with the extended family, Coomb Barton is a beautiful cottage with traditional features. With flagstone floors and brick walls, the open plan living area makes a characterful space to unwind together as a …see more

from $233 / night

$1,631 - $4,193 / week

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from $233 / night

14

Puddletown Vacation home rental

Dorchester / Puddletown

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 $80 / night

$559 - $1,172 / week

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from $80 / night

32

Cottage rental in Dorchester

Dorset / Dorchester

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • 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 f …see more

from $189 / night

$1,330 - $3,129 / week

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from $189 / night

35

Cottage rental in Dorchester

Dorset / Dorchester

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • 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 $343 / night

$2,401 - $6,090 / week

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from $343 / night

32

Dorchester Vacation cottage rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
You'll find Weatherbury on the beautiful Greenwood Grange estate in Dorset. With the charm of a traditional cottage and a contemporary décor, this home from home makes a bright, spacious choice for that family break. The open plan living, kitchen and dining space means …see more

from $118 / night

$826 - $2,156 / week

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from $118 / night

(2) Good 

15

Puddletown Vacation home rental

Dorchester / Puddletown

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 $63 / night

$440 - $1,371 / week

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from $63 / night

44

Cottage accommodation in Dorchester

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
You'll find Marlott on the Greenwood Grange resort in Dorset's countryside, and it's easy to see why it's a popular choice for family escapes. With an airy, open plan living and dining space, this is the kind of home from home that makes you feel free from the hustle an …see more

from $118 / night

$826 - $2,156 / week

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from $118 / night

28

Dorchester Vacation bungalow rental

Dorset / Dorchester

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
Wessex is a cosy 2 bedroom property situated near the beautiful town of Dorchester in Dorset. Staying at this dog friendly bungalow comes with having access to the fantastic facilities on the Greenwood Grange resort, which is perfect for entertainment on a lazy day or i …see more

from $129 / night

$910 - $2,310 / week

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from $129 / night