50 Best Dorset Self catering on Holiday Lettings - Cottages

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Dorset

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1,168 Vacation rentals

(35) Excellent 

16

Vacation barn in Frampton

Dorchester / Frampton

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • 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

from $76 / night

$410 - $599 / week

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from $76 / night

(13) Excellent 

18

West Country Vacation cottage rental

Dorset / Bridport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
Situated in beautiful Dorset countryside in an Area Of Outstanding Natural Beauty, this is a rare opportunity to stay in a very comfortable cottage in an unspoilt rural valley, rich in wildlife, birds and wild flowers. It has its own garden and lies within the grounds  …see more

from $101 / night

$479 - $996 / week

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from $101 / night

(8) Excellent 

20

Chideock Vacation cottage rental

Bridport / Chideock

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Sleeps 4 or 6 - see below. Stable Cottage has been converted from what was the former stable of Midlands Farm. It is a self catering and well equipped cottage set at the centre of the world heritage Jurassic Coast and is an Area Of Natural Beauty. With the Tack Room (  …see more

from $108 / night

$624 - $990 / week

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from $108 / night

(64) Excellent 

23

Vacation cottage in West Country

Swanage / Swanage Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
WINNER OF TRIP ADVISOR CERTIFICATE OF EXCELLANCE , An attractive cottage built from Purbeck. Stone , full of character,situated in the oldest part of Swanage. Just 5 mins walk from the town centre, beach and Steam Railway. The house is perfect for families or coup  …see more

from $114 / night

$536 - $1323 / week

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from $114 / night

(23) Excellent 

28

Vacation apartment in West Country

Dorset / Weymouth

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.02 mi
  • Child friendly
Fully self-contained first floor Georgian apartment consisting of one double bedroom, a twin bedroom, and a fully equipped kitchen/lounge boasting three large period sash windows giving superb views of the entire bay. Perfect for families or couples looking for a short  …see more

from $57 / night

$372 - $958 / week

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from $57 / night

(38) Excellent 

27

Vacation cottage in Uplyme

Lyme Regis / Uplyme

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Ask about children
A newly-refurbished, one bed self-catering cottage - ideal for two - lovely rural retreat location but only one mile from Lyme Regis town and the Jurassic coast. Walk to local pub 10 mins, 5 miin drive into Lyme Regis town or country footpath to beach in 20 minutes.  …see more

from $101 / night

$441 - $756 / week

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from $101 / night

(13) Excellent 

31

Vacation cottage in West Country

Dorset / Shaftesbury

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
Summer Lodge is a beautiful cottage just refurbished for 2015, it is cosy comfortable light and airy and furnished to a high standard, with thick new carpet throughout, comfortable quality beds and tasteful decor. New TV's lounge and both bedrooms, downstairs cloakroom,  …see more

from $71 / night

$498 - $939 / week

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from $71 / night

(1) Excellent 

20

Vacation b&b accommodation

Dorset / Owermoigne

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Private garden
A boutique bed and breakfast, Lime Tree Lodge is a graceful house built by the current owners and set in a quiet country lane. The gardens are exquisite and full use of the Italianate sun terrace and conservatory will avail the sight of flocks of garden birds. Gourmet b  …see more

from $120 / night

$838 / week

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from $120 / night

(31) Excellent 

20

Vacation cottage in Corfe Castle

Isle of Purbeck / Corfe Castle

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
Quintessentially English thatched cottage in the heart of Purbecks and Thomas Hardy country set in a street so unspoilt it is used in period dramas.. 10 minutes from the Jurassic Coast and 10 minutes from the beautiful sandy beaches of Studland bay & Swanage. Romantic,  …see more

from $95 / night

$498 - $939 / week

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from $95 / night

(57) Very Good 

24

Vacation cottage in West Country

Dorset / Lyme Regis

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Lavender Cottage is available for weekly self catering stays and short breaks outside school holidays. The cottage is ideal for small families and couples with bath/shower facilities on each floor of accommodation. The cottage was rated 4 stars by Visit Britain last yea  …see more

from $89 / night

$498 - $1506 / week

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from $89 / night

(25) Excellent 

25

West Country Vacation cottage rental

Swanage / Swanage Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Tucked away in a quiet position in the heart of Swanage, on the beautiful Isle of Purbeck, Taunton Cottage is perfectly situated only a two minute walk away from the safe, award-winning sandy beach, shops, cafés, pubs and restaurants. Built of Purbeck stone, the cottag  …see more

from $126 / night

$756 - $1386 / week

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from $126 / night

(13) Excellent 

24

Vacation home with golf nearby in Poole

Poole / Poole Harbour

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Car not necessary
A beautiful one bedroom house located in the Harbourside Park area of Poole, just a five minute walk to the quay front and its many wonderful restaurants, bars. Lander also benefits from a landscaped decked patio area ideal for alfresco dinning. A well presented house  …see more

from $126 / night

$769 - $908 / week

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from $126 / night

(13) Excellent 

23

Home rental in West Country

Swanage / Swanage Bay

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
This is a detached house in an elevated position in Swanage with wonderful views overlooking Swanage Bay, Old Harry Rocks and the Isle of Wight. The garden in the front and to the side of the house is laid to lawn and at the back of the house is a Purbeck stone patio b  …see more

from $108 / night

$756 - $1575 / week

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from $108 / night

(6) Excellent 

36

Vacation home in West Country

Dorset / Lyme Regis

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 0.1 mi
  • Suitable for children age 5+
  • Private garden
The mesmerising views and glorious light serve toenhance a lovely house which is as special and iconic as itssetting. Listed Grade II as being of Significant ArchitecturalImportance and Historic Interest, there is a wealth of charmingperi  …see more

from $252 / night

$1758 - $3774 / week

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from $252 / night

(12) Excellent 

21

Vacation caravan/mobile home with golf nearby in West Country

Christchurch / Mudeford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
If you love the great British seaside but prefer to keep it simple, Mudeford could well be your place. And if you want to stay in comfort just 200 yards from a long sandy beach that isn't too busy, then the Bolt Hole could be a great base for you. Tucked in  …see more

from $82 / night

$504 - $1210 / week

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from $82 / night

(27) Excellent 

41

Vacation cottage rental

Poole / Poole Quay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Short breaks welcome! The cottage is a beautifully appointed, spacious early Victorian terraced property located within only a few minutes walk of Historic Poole Quay, Old Town, The Heritage Trail, Poole Park and Town Centre with the Dolphin indoor shopping com  …see more

from $234 / night

$1197 - $1638 / week

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from $234 / night

(28) Excellent 

12

Vacation home in West Country

Bridport / Netherbury

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
Get away from it all in beautiful West Dorset and have a taste of the Good Life! Springfield House Annex offers a luxurious hideaway where you can enjoy absolute peace and quiet either outside in the large, enclosed garden or warming your toes indoors by the woodburner.  …see more

from $108 / night

$838 - $971 / week

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from $108 / night

(3) Excellent 

11

Vacation cottage in Tarrant Monkton

Dorset / Tarrant Monkton

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 40 mi
  • Child friendly
  • Pet friendly
A magnificent detached thatched cottage offering a complete escape from every day life. The cottage boasts a spacious living room with beautiful open inglenook fireplace, a large dining room to seat ten, a farmhouse-style kitchen and four bedrooms. Bursting with  …see more

from $252 / night

$1128 - $1260 / week

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from $252 / night

(32) Excellent 

20

Vacation barn in West Country

Bridport / Melplash

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 6 mi
  • Child friendly
  • Pet friendly
Roe Barn is a stunning detached barn conversion providing first class holiday accommodation with a large secure garden in a beautiful location. Set in 6 acres of outstanding Dorset countryside there is lots of space for couples, families and dogs to explore and the dra  …see more

from $113 / night

$504 - $1423 / week

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from $113 / night

(9) Very Good 

18

Vacation apartment in West Country

Swanage / Swanage Bay

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
The flat is on the ground floor in a small block of nine situated on the waterfront of Swanage. The lounge/diner and two of the bedrooms feature panoramic views of the whole bay of Swanage. Even in bad weather the views can be spectacular, particularly when the sea is r  …see more

from $101 / night

$504 - $2142 / week

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from $101 / night

(15) Excellent 

17

Vacation apartment in Bere Regis

Dorset / Bere Regis

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Suitable for children age 5+
This apartment lies in the heart of the rural Dorset village of Bere Regis, right opposite the Post Office and General Store, close to two pubs serving food and a hairdressers. Local fishermen sell freshly caught fish and seafood at the weekends and a renown mobile fish  …see more

from $76 / night

$441 - $756 / week

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from $76 / night

(12) Excellent 

25

Vacation lodge in West Country

Christchurch / Mudeford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Whether your ideal holiday is energetic or restful Harbour Lodge (brand new, June 2012) is perfectly situated for either. Located quietly overlooking the harbour, the Lodge's comfortable interior and west facing deck might be all you need to relax and unwind. The love  …see more

from $126 / night

$882 - $2029 / week

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from $126 / night

(23) Excellent 

40

Apartment rental in Bournemouth

Bournemouth / Boscombe Spa Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
A luxurious 2 bedroom, 2 bathroom apartment with extensive sea views from all rooms and your own large south-facing private terrace. Located midway between Bournemouth and Christchurch, this apartment is 5 minutes walk from the Blue Flag awarded sandy beaches of  …see more

from $177 / night

$851 - $1796 / week

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from $177 / night

(31) Excellent 

31

Apartment rental in Sandbanks

Bournemouth / Sandbanks

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Shore Point is situated in the heart of the prestigious Sandbanks peninsular. The property is in Brownsea Road, a quiet and peaceful location yet just a minute or two's walk from the award winning Sandbanks beaches and is at the entrance of one of the world's  …see more

from $158 / night

$864 - $2224 / week

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from $158 / night

(24) Excellent 

16

Vacation home in West Country

Dorset / Weymouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Henley House is a 5 star rated, newly renovated, large, four bedroomed detached property ideal for 1 or 2 week holidays and weekend breaks throughout the year. It offers comfortable accommodation for up to 8 people. The property is particularly well positioned in a q  …see more

from $152 / night

$744 - $1701 / week

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from $152 / night

(32) Excellent 

22

West Country Vacation cottage rental

Bridport / Melplash

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
Bluebell Cottage is a pretty stone cottage in a fantastic location fully equipped with modern comfortable furnishings and a large fully enclosed sunny garden. Set in 6 acres of stunning Dorset countryside there is lots of space for couples, families and dogs to explore  …see more

from $94 / night

$416 - $1078 / week

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from $94 / night

(52) Very Good 

27

Corfe Castle Vacation cottage rental

Corfe Castle / Kingston, Dorset

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Tucked away in the heart of Enid Blyton country is a charming two-bedroom cottage with lots of living space, a rolling garden and uninterrupted views over the majestic ruins of Corfe Castle and the Purbeck Hills. Furnished with a quirky eye and an emphasis on comfort,  …see more

from $164 / night

$1046 - $1248 / week

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from $164 / night

(60) Excellent 

24

Vacation apartment in Bournemouth

Dorset / Bournemouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly
A charming small block of four apartments in the very heart of Bournemouth, just a short walk to the beach or shops. The Farthings are charming and each of the apartments has their own charm and character, they are fitted out to a high standard with quality fittings and  …see more

from $79 / night

$472 - $1305 / week

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from $79 / night

21

Avon Vacation lodge rental

Christchurch / Avon

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
The Beach Hut (Lodge 126) is a large, two bedroomed luxury lodge, situated on the much sought after Sandhills Park, Avon Beach, Mudeford BH 23 4AL. The Beach Hut and the decking area have limited views of Christchurch Harbour, and also glimpses of yacht masts passing b  …see more

from $152 / night

$819 - $1890 / week

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from $152 / night

(1) Excellent 

20

Vacation cottage with golf nearby in Highcliffe

Christchurch / Highcliffe

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Wilson Cottage is a contemporary modern cottage, with 4 bedrooms and large open plan living spaces, where families or friends can enjoy each others company while located well to explore the South West of the New Forest or the Coastal areas alike. The beaches at Highclif  …see more

from $201 / night

$1225 - $2141 / week

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from $201 / night

(2) Excellent 

19

Vacation chalet in West Stour

Gillingham / West Stour

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Melbury is one of four chalets set in the grounds of a working dairy farm in North Dorset. Awarded 4* by Visit Britain this Scandinavian style accommodation is perfect for families and friends re-uniting or as a base for exploring our beautiful Dorset countryside Sp  …see more

from $215 / night

$714 - $1509 / week

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from $215 / night

(10) Excellent 

26

Vacation home in Langton Matravers

Swanage / Langton Matravers

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Kilderkin Cottage provides contemporary living in a Purbeck stone cottage. Set in a quiet conservation area its open plan and spacious rooms are newly fitted with comfortable furnishings and modern day conveniences. The cosy and welcoming 'home away from home' atmospher  …see more

from $84 / night

$567 - $1588 / week

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from $84 / night

(24) Excellent 

30

Vacation cottage in West Country

Dorset / Shaftesbury

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 45 mi
  • Child friendly
  • Car not necessary
Easter cottageA beautiful mews cottage in the heart of the historic part of Shaftesbury with it's own courtyard parking, perfect for enjoying the town's atmosphere, an interesting and lovely location to holiday for all seasons, with so much to see and  …see more

from $72 / night

$498 - $939 / week

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from $72 / night

(27) Excellent 

20

West Country Vacation lodge rental

Weymouth / Warmwell

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Kingfisher Retreat is a luxury lodge on the popular Warmwell Holiday Park, set in a private cul-de-sac accessed via a barrier. It sleeps up to 4 guests in 2 bedrooms plus there is a sofabed in the lounge should this be required. It boasts an open plan fully fitted ki  …see more

from $101 / night

$617 - $1637 / week

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from $101 / night

(12) Excellent 

14

Beaminster Vacation cottage rental

Dorset / Beaminster

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
A pretty stonebuilt terraced cottage located on a quiet street in the heart of the charming West Dorset town of Beaminster, a short walk from its excellent food and gift shops. Beautiful walks from the door and only a short drive to the spectacular Jurassic Coast with i  …see more

from $89 / night

$467 - $882 / week

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from $89 / night

(12) Very Good 

10

Vacation cottage in West Bay

Bridport / West Bay

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
House on cliff-side in small fishing village of West Bay on Jurassic coast of Dorset. Stunning views of Lyme Bay, the beach, cliffs and West Bay, can be seen from the master bedroom, living room/dining room, patio and garden. Listen to and watch the waves breaking on th  …see more

from $144 / night

$1002 - $1632 / week

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from $144 / night

(9) Excellent 

16

Cottage rental in Chetnole

Sherborne / Chetnole

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 33 mi
  • Private garden
Newly refurbished Clockmakers Cottage is a luxurious detached and spacious cottage. Adjacent to the owners home Clockmakers Cottage is situated in a lovely Dorset village with an award winning pub. It has its own enclosed rear garden backing onto a woodland and a terr  …see more

from $95 / night

$441 - $1071 / week

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from $95 / night

(12) Excellent 

21

Apartment rental in Poole

Dorset / Poole

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
** A beautiful modern two bedroom apartment with views of Poole harbour and Brownsea Island. Situated just five minutes walk from Poole Quay! **High standard spacious accommodation. Ideal for families and couples and all year round breaks**The apartment is situated on  …see more

from $150 / night

$599 - $1223 / week

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from $150 / night

(28) Very Good 

31

Vacation home in West Country

Dorset / Lyme Regis

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Teal House is an 18th Century property in the heart of Lyme Regis split over 3 floors, sleeping up to 8 people in 4 bedrooms plus bathroom, shower room and outside toilet.The house has recently been refurbished to a high standard. Oak flooring throughout the gro  …see more

from $108 / night

$624 - $2010 / week

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from $108 / night

(7) Excellent 

22

Vacation cottage in Sturminster Newton

Dorset / Sturminster Newton

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 46 mi
  • Child friendly
Stables Holiday Cottage is a cosy single storey 'home from home' adjoining a period farmhouse set in a lovely rural village in Hardy's beautiful Dorset countryside. Open all year, it is an excellent base for all types of outdoor pursuits & ideally placed for enjoying a  …see more

from $101 / night

$439 - $1283 / week

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from $101 / night