50 Best Dorset Self catering on Holiday Lettings - Cottages

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1,451 Vacation rentals

(84) Excellent 

33

Vacation home in Lyme Regis

Dorset / Lyme Regis

7 14 min stay varies

  • 7 bedrooms
  • sleeps 14
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
The White House is a delightful 18th Century Georgian House with Seven (7) bedrooms situated in the heart of Lyme Regis, just one minute walk from the town's pubs, shops and restaurants and about five minutes from the beach. The newly refurbished White House upgrades t …see more

from $719 / night

$3,006 - $5,880 / week

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Responds fast!
avg. 1 hour 53 minutes

from $719 / night

(13) Excellent 

21

Vacation 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
Beach View (one of "12 great houses by the sea" The Times April 16th 2016) is a beautifully presented spacious, light and airy detached house occupying a stunning position directly on the sea front and is just two hours drive from London. It has breathtaking panoramic …see more

from $166 / night

$1,634 - $5,162 / week

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Responds fast!
avg. 3 hours 45 minutes

from $166 / night

(2) Excellent 

16

Vacation home with indoor pool in Whitchurch Canonicorum

Dorset / Whitchurch Canonicorum

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Swimming pool
Baabara is an original Shepherds Hut renovated and ready for a peaceful 'get away from it all' stay. It's situated by the pond with our ducks and moorhens in our paddock with alpacas, sheep and the odd bunny, pheasant, deer etc…. Baabara in fully insulated and has a cos …see more

from $163 / night

$591 / week

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Responds fast!
avg. 3 hours 16 minutes

from $163 / night

(3) Good 

9

Winterbourne Abbas Vacation bungalow rental

Dorset / Winterbourne Abbas

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Modern 2 bedroom bungalow annex featuring large hall with storage facilities for walking boots, a living area comprising lounge, dining area and kitchenette, and a large family sized bathroom. The main bedroom has plenty of space for a cot which we can provide as requir …see more

from $92 / night

$327 / week

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from $92 / night

(25) Excellent 

25

Vacation apartment in Bournemouth

Dorset / Bournemouth

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
A stunning, contemporary, ground floor apartment located within the East Cliff conservation area in the beautiful seaside town of Bournemouth. The apartment has been completely refurbished to a high standard. Features include a stunning 50" flat screen television, WiF …see more

from $105 / night

$654 - $1,301 / week

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Responds fast!
avg. 1 hour 32 minutes

from $105 / night

(20) Excellent 

23

Vacation lodge in Shaftesbury

Dorset / Shaftesbury

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Saxon Lodge is a spacious, superbly-appointed Four Bedroom Holiday Lodge, identical to Abbey Lodge. Saxon Lodge offers the following: One King Bedroom; One Double Bedroom; Two Twin Bedrooms; Two full-size Bathrooms; Open-plan Lounge, Dining area and well-appointed Kitc …see more

from $216 / night

$1,301 - $1,497 / week

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from $216 / night

(7) Excellent 

16

Melbury Osmond Vacation cottage rental

Dorset / Melbury Osmond

3 4 3 nights min

  • 3 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 32 mi
  • Child friendly
  • Private garden
Barley Close is a warm and cosy cottage with an open fire with an ample supply of logs. A wonderful location in a peaceful Conservation Village with an historic water splash.The cottage is close to Melbury Park which has a large historic mansion and a deer park with man …see more

from $124 / night

$866 / week

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from $124 / night

(44) 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 $125 / night

$778 - $974 / week

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from $125 / night

(11) Very Good 

47

Caravan/mobile home rental in Poole with shared pool

Dorset / Poole

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This stunning lodge, Monaco Duo, 40 foot by 16 foot, 3 bedrooms with extended glass balcony with views to the lakes with magnificent sunsets, an ideal family retreat. Features within the lodge include: TV in all bedrooms; 40" TV & DVD with freeview in the living area; …see more

from $79 / night

$1,372 / week

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Responds fast!
avg. 1 hour 4 minutes

from $79 / night

(54) Excellent 

49

Home rental in Bournemouth

Dorset / Bournemouth

8 26 2 nights min

  • 8 bedrooms
  • sleeps 26
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Prices start from £300 per night midweek and £1000 per night weekend. Minumum nights stays apply. For a quote for your stay please contact owner. -- Located on a quiet tree lined road in Bournemouth, minutes from a Blue Flag sandy beach. DETACHED, 1930’s, spacious 8 …see more

from $458 / night

$3,202 / week

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from $458 / night

(9) Excellent 

21

Caravan/mobile home rental in Mudeford

Christchurch / Mudeford

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child friendly
We would like to welcome you to Seascape our little box by the sea! Seascape is situated in Mudeford at Sandhills Park, a small but perfectly appointed holiday home site that has everything within easy reach to make your holiday a breeze! After parking your car in the …see more

from $81 / night

$547 - $1,699 / week

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from $81 / night

(2) Very Good 

10

Weymouth Vacation apartment rental

Dorset / Weymouth

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Child friendly
  • Pet friendly
Whitesands is a conversion of a period Victorian property which has been completely renovated during 2008. The apartments are situated on the seafront overlooking Weymouth’s glorious sandy beach and close to the Pavilion, harbour and town centre. Whilst retaining man …see more

from $44 / night

$360 - $1,020 / week

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from $44 / night

(9) Excellent 

9

Sherborne Vacation cottage rental

Dorset / Sherborne

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 37 mi
  • Car not necessary
Cottage in Sherborne, Dorset, England - Close To Centre Of Historic Abbey Town, Perfect For Couples As A Base From Which To Explore Dorset Converted grade 2 listed coach house adjacent to the owners Georgian townhouse. Living/ Dining room, separate kitchen, double bedr …see more

from $57 / night

$386 - $745 / week

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from $57 / night

13

Weymouth Vacation apartment rental

Dorset / Weymouth

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Pet friendly
If you are looking for a peaceful holiday in a high quality comfortable apartment close to the beach, harbour and town with on-site parking, then look no further than Tamarisk Court. The well regarded Tamarisk Hotel has been converted into seven luxury self-contained ap …see more

from $49 / night

$334 - $1,170 / week

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from $49 / night

(5) Excellent 

37

Weymouth Vacation cottage rental

Dorset / Weymouth

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Car not necessary
Beautiful cottage with Harbour views situated in a conservation area. This recently updated cottage has a relaxing feel and is located alongside the picturesque harbour with many restaurants and cafes nearby. The kitchen is well equipped and has a dishwasher, microwav …see more

from $144 / night

$1,007 / week

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Responds fast!
avg. 2 hours 45 minutes

from $144 / night

(45) Excellent 

Certificate of Excellence

8

Vacation apartment in Swanage

Isle of Purbeck / Swanage

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.05 mi
  • Child friendly
Those who have been to Swanage previously will know the town and the surrounding areas as a beautiful holiday destination for all ages, offering a multitude of events and interests with something for everyone. For those visiting for the first time, we believe it will no …see more

Certificate of Excellence

from $62 / night

$846 - $1,107 / week

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from $62 / night

(35) Excellent 

16

Vacation home in Weymouth

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 large, four bedroomed detached property with sunny private garden and patio areas. It offers comfortable accommodation for up to 8 people ideal for 1 or 2 week holidays, weekend breaks and family occasions throughout the year.The property is particul …see more

from $170 / night

$990 - $1,914 / week

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Responds fast!
avg. 1 hour 55 minutes

from $170 / night

(1) Excellent 

11

Vacation bungalow in Bournemouth

Dorset / Bournemouth

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Ask about pets
Detached bungalow with large front and rear gardens, large raised deck with inset 6 person hot tub, and off road parking for at least two vehicles. Large farmhouse style kitchen/diner fully equipped with electric fan oven/grill, gas hob, 2 fridges, dishwasher, microwave …see more

from $156 / night

$1,085 - $1,503 / week

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Responds fast!
avg. 1 hour 56 minutes

from $156 / night

(14) Very Good 

22

Vacation cottage in Okeford Fitzpaine

Blandford Forum / Okeford Fitzpaine

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 39 mi
  • Child friendly
  • Pet friendly
Netherway Farmhouse is a 17th century thatched cottage, one of 25 listed buildings in the conservation area of Okeford Fitzpaine, one of Dorset’s most attractive villages exhibiting rural charm and relaxed pace. The cottage is available for weekly bookings. Please note …see more

from $112 / night

$784 - $1,438 / week

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from $112 / night

(1) Very Good 

15

Vacation apartment in Bournemouth

Dorset / Bournemouth

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 0.64 mi
  • Child friendly
  • Car not necessary
Ideally located in Bournemouth only a few minutes stroll to 7 miles of sandy Blue Flag beaches and ten minutes walk to the town centre with its array of activities, shops, restaurants, bars and casinos. Bournemouth is becoming one of the UK's top holiday destinations. …see more

from $131 / night

$781 - $1,165 / week

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Responds fast!
avg. 1 hour 43 minutes

from $131 / night

(4) Excellent 

20

Bournemouth Vacation apartment rental

Bournemouth / Southbourne

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
Latitude West is located in the peaceful location of Southbourne-on-sea; perfect for easy access to the award winning blue flag beaches, just a 2 minute walk away! Local shops are just a 5-10 minute walk away with various restaurants and bars on Southbourne-on-sea highs …see more

from $104 / night

$724 - $1,596 / week

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from $104 / night

(4) Excellent 

14

Vacation caravan/mobile home rental

Weymouth / Chickerell

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 0.5 mi
  • Child friendly
  • Car not necessary
This carefully maintained 2014 Burgundy Swift caravan is located within a two minute walk of the Jurassic Coastline, in the highly rated Littlesea Holiday Park. A mere 15 minute cycle from the seaside town of Weymouth, the combination of privacy provided by its serene …see more

from $111 / night

$775 / week

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Responds fast!
avg. 59 minutes

from $111 / night

(19) Excellent 

13

Swanage Bay Vacation cottage accommodation

Swanage / Swanage Bay

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly
Millpond Cottage is a traditional Purbeck stone cottage dating back to the early 18th century. It is set beside the tranquil Millpond in the heart of Swanage. It offers delightful accommodation for up to 7 people. It is a five minute walk to the town centre and beach. …see more

from $131 / night

$915 - $1,301 / week

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from $131 / night

(16) Very Good 

15

Vacation apartment with indoor 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 mi
  • Swimming pool
Purbeck Cliffs apartment is in a very quiet , peaceful cul de sac yet only 1 mile from Swanage town centre with all its excellent local shops and restaurants and a market that takes place every Friday. The award winning blue flag beach is a safe sandy bay of approximate …see more

from $177 / night

$1,039 - $2,581 / week

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from $177 / night

(29) Excellent 

19

Warmwell Vacation lodge rental

Weymouth / Warmwell

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Kingfisher Haven has it's own enclosed deck area, accessed from the lounge/diner via patio doors, for those warm summer days and nights. On the deck there is a large table, parasol and six chairs. There is a brand new colour TV/DVD player in each of the 3 bedrooms as …see more

from $144 / night

$863 - $2,614 / week

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from $144 / night

(3) Excellent 

Certificate of Excellence

43

Vacation cottage in Winfrith Newburgh

Dorset / Winfrith Newburgh

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Two barn conversions available separately; can accommodate up to 8 people plus 2 cots . The gardens for both Barns are fully enclosed for privacy and peace of mind for dogs and children. West Fossil Barn is located three quarters of a mile west of Winfrith Newburgh dow …see more

Certificate of Excellence

from $131 / night

$588 - $1,372 / week

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Responds fast!
avg. 1 hour 48 minutes

from $131 / night

(27) Excellent 

15

Caravan/mobile home rental in Mudeford

Christchurch / Mudeford

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.15 mi
  • Swimming pool
Bel Endroit is a two year old holiday home situated on the popular Sandhills Park in Mudeford (plot 28). Bel Endroit means "nice spot" in French and we certainly think it is. Avon Beach is 50 metres away; close enough to be able to enjoy the beach but far enough away t …see more

from $93 / night

$596 - $1,830 / week

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from $93 / night

(24) Very Good 

36

Vacation home in Lyme Regis

Dorset / Lyme Regis

5 9 min stay varies

  • 5 bedrooms
  • sleeps 9
  • min stay varies
  • Nearest beach 0.1 mi
  • Child friendly
  • Car not necessary
The mesmerising views and glorious light serve to enhance a lovely house which is as special and iconic as its setting. Listed Grade II as being of Significant Architectural Importance and Historic Interest, there is a wealth of charming period detail, from the wind …see more

from $196 / night

$1,823 - $4,567 / week

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Responds fast!
avg. 1 hour 46 minutes

from $196 / night

(10) Excellent 

10

Swanage Bay Vacation apartment rental

Swanage / Swanage Bay

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
Spacious Maisonette Apartment on a clifftop position with Panoramic views over Swanage Bay, sleeps 7 comfortably, with access to both the beach and countryside on its doorstep. Free WIFI, Bedlinen, SkyTV, and Utilities all included in the price. Wake up to sunrise over …see more

from $203 / night

$980 - $2,026 / week

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Responds fast!
avg. 52 minutes

from $203 / night

(8) Excellent 

22

Warmwell Vacation lodge rental

Weymouth / Warmwell

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
The Keepers Lodge is pure luxury - brand new for 2014. It boasts a view over the lakes from the large deck, which is equipped with seating for up to 8 plus glass topped table & cantilever parasol, or from inside the lodge through the fully glazed front. The main bedro …see more

from $164 / night

$1,078 - $6,534 / week

Inquire View

from $164 / night

(6) Excellent 

Certificate of Excellence

7

Vacation apartment in Lyme Regis

Dorset / Lyme Regis

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child friendly
  • Car not necessary
My newly renovated apartment is one of two that I have available in this gorgeous Victorian, Historical property. No 4 is a quirky flat close to the beach. You will have sole use of the apartment. Just across the road there is a path that leads straight to the beaches. …see more

Certificate of Excellence

from $92 / night

$638 / week

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Responds fast!
avg. 55 minutes

from $92 / night

(11) Very Good 

Certificate of Excellence

16

Vacation cottage in Sherborne

Dorset / Sherborne

2 3 2 nights min

  • 2 bedrooms
  • sleeps 3
  • 2 nights min
  • Nearest beach 43 mi
  • Child friendly
  • Private garden
Set within delightful gardens, Garden Cottage offers quality accommodation situated in the centre of historic Sherborne, Dorset. The cottage is situated in the owners garden, is private and comfortable and offers an ideal base from which to explore Sherborne and the sur …see more

Certificate of Excellence

from $105 / night

$732 / week

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Responds fast!
avg. 2 hours 15 minutes

from $105 / night

(4) Excellent 

23

Vacation cottage in Beaminster

Dorset / Beaminster

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Pet friendly
Our newly refurbished cottage is in Beaminster in West Dorset, a15 minute drive to the coast. It has two bedrooms and sleeps four with room for one small furry friend if you have one. You can enjoy; - free welcome pack - free logs - high quality towels and bed linen - …see more

from $91 / night

$515 - $876 / week

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from $91 / night

(22) Excellent 

24

Vacation cottage in Swanage Bay

Swanage / Swanage Bay

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Only five minutes from a Blue Flag beach in beautiful Swanage, this Grade II listed cottage is full of character with a farmhouse kitchen complete with Aga, sitting room with a woodburning stove, an outside sundeck and BBQ. On three floors, the cottage sleeps up to 7 p …see more

from $94 / night

$654 - $1,438 / week

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from $94 / night

(47) 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 $79 / night

$419 - $811 / week

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Responds fast!
avg. 3 hours 3 minutes

from $79 / night

(20) Excellent 

31

Weymouth Vacation home rental

Dorset / Weymouth

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
  • Car not necessary

from $196 / night

$915 - $1,286 / week

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from $196 / night

(41) Excellent 

22

Apartment rental in Sandbanks

Bournemouth / Sandbanks

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 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 largest na …see more

from $170 / night

$980 - $2,196 / week

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from $170 / night

(2) Excellent 

32

Vacation home in Chideock

Bridport / Chideock

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 1 mi
  • Child friendly
Barn Cottage, completely refurbished in June 2018. It is a self catering well equipped cottage, set in the centre of the world heritage Jurassic Coast and in an Area of Outstanding Natural Beauty (AONB). The cottage has two first floor bedrooms with kingsize beds, th …see more

from $196 / night

$588 - $1,144 / week

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Responds fast!
avg. 3 hours 25 minutes

from $196 / night

(6) Excellent 

9

Vacation home with golf nearby in Charmouth

Bridport / Charmouth

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child friendly
This holiday home is located on a private estate complex of around 50 properties and a hotel with the use of restaurant, bar and heated outdoor pool, the grounds cover about 20 acres of countryside with 2 lakes one of which can be fished. Situated about a mile from the …see more

from $79 / night

$471 - $915 / week

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from $79 / night

(1) Excellent 

13

Vacation apartment in Studland

Swanage / Studland Bay

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 0.5 mi
  • Child friendly
Situated in an exclusive development our 2 bed apartment is just minutes walk from the award winning beach at Shore Road. Fresh & stylish the apartment is professionally interior-designed & fitted out to the highest standard for ultimate in style, comfort and relaxation …see more

from $170 / night

$1,189 / week

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from $170 / night