50 Best Dorset Self catering on Holiday Lettings - Cottages

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1,467 Vacation rentals

(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 $390 / night

$1,623 - $5,129 / week

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Responds fast!
avg. 3 hours 39 minutes

from $390 / night

(36) 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 $169 / night

$987 - $1,909 / week

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avg. 1 hour 59 minutes

from $169 / 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 $168 / night

$965 - $2,162 / week

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from $168 / 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 $130 / night

$909 - $1,292 / week

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from $130 / night

(27) 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 $104 / night

$650 - $1,292 / week

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avg. 1 hour 32 minutes

from $104 / 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 $91 / night

$322 / week

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from $91 / 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 $56 / night

$383 - $741 / week

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from $56 / 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 $91 / night

$637 / week

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Responds fast!
avg. 1 hour 42 minutes

from $91 / night

(3) Good 

14

Vacation cottage in Bournemouth

Dorset / Bournemouth

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.35 mi
  • Child friendly
The cottages sit well back from the road and are set within the attractive well maintained grounds of an old manor house. To the front of each cottage is a patio area with rustic bench seating. On the main lawns there are picnic tables enabling guests both to sit and …see more

from $161 / night

$708 - $1,415 / week

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Responds fast!
avg. 2 hours 1 minutes

from $161 / 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 $93 / night

$650 - $1,429 / week

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Responds fast!
avg. 3 hours 47 minutes

from $93 / night

(19) Excellent 

32

Mudeford Vacation home rental

Christchurch / Mudeford

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
  • Pet friendly
Stunning waterside property with uninterrupted sea and harbour views: This stunning and newly refurbished, luxury 4 bed, 4 en suite detached property has unrivaled uninterrupted views of the Isle of Wight, Highcliffe, Mudeford Sandspit, Hengistbury Head and across Chri …see more

from $442 / night

$2,486 - $4,545 / week

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from $442 / night

(63) Excellent 

Certificate of Excellence

18

West Bay Vacation apartment rental

Bridport / West Bay

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Lyme Bay View is located on the 3rd floor within Quay West Apartments in West Bay. It has stunning sea views along the Jurassic coast taking in Golden Cap, Charmouth, Lyme Regis and beyond. West bay is a small coastal village suitable for all generations with plenty of …see more

Certificate of Excellence

from $116 / night

$811 / week

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Responds fast!
avg. 23 minutes

from $116 / night

(51) Excellent 

25

Swanage Bay Vacation cottage rental

Swanage / Swanage Bay

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 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 cottage …see more

from $195 / night

$779 - $1,429 / week

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avg. 1 hour 11 minutes

from $195 / 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

$773 / week

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Responds fast!
avg. 59 minutes

from $111 / night

(23) Very Good 

22

Vacation home in Bournemouth

Dorset / Bournemouth

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 5 mi
  • Child friendly
  • Pet friendly
A newly refurbished (with love) barn in a beautiful semi-rural setting in the 'village of Throop'. The Barn was built in the late 1700's/ early 1800's as a malthouse, an outbuilding for the neighbouring Stour View, a late Georgian House built in 1790. The malthouse w …see more

from $195 / night

$1,364 - $2,000 / week

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Responds fast!
avg. 3 hours 6 minutes

from $195 / night

(38) Excellent 

18

Bournemouth Vacation apartment rental

Bournemouth / Southbourne

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
A modern top (3rd) floor 2 bedroom apartment to rent. Property will sleep 6 (plus a travel cot if required). The apartment is situated in Southbourne, with stunning sea views, a convenient 2 minute stroll to the beach, a lift to the property and private parking. It offe …see more

from $124 / night

$779 - $1,494 / week

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Responds fast!
avg. 39 minutes

from $124 / 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 $48 / night

$332 - $1,163 / week

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from $48 / night

(1) Excellent 

20

Vacation farmhouse in Winterborne Kingston

Blandford Forum / Winterborne Kingston

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 19 mi
  • Child friendly
  • Private garden
Spacious Farmhouse with *Full Size Snooker Table* Set in Stunning Dorset. Located in the Dorset Countryside, Heytor Farmhouse is set in 12 acres of working farmland, is Spacious and Beautifully Appointed. The Farmhouse has been newly refurbished with a new Kitchen and …see more

from $416 / night

$2,909 / week

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Responds fast!
avg. 45 minutes

from $416 / night

(10) 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

$543 - $1,688 / week

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from $81 / night

(14) Excellent 

31

Vacation lodge in Warmwell

Weymouth / Warmwell

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
The Lodge has a special luxury feel from the moment you arrive. It is a classically designed Gite style and has high specification features. A welcome pack will be provided, for you to enjoy, on arrival including, bread, milk and basic commodities. Kingfisher Breaks is …see more

from $324 / night

$1,810 - $2,069 / week

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Responds fast!
avg. 3 hours 14 minutes

from $324 / night

(15) Excellent 

16

Vacation cottage in Sutton Poyntz

Weymouth / Sutton Poyntz

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Laurel Cottage is a charming 300 year old thatched cottage in the heart of the peaceful village of Sutton Poyntz on the outskirts of the seaside resort town of Weymouth. The interior has been refurbished to an exceptionally high standard combining a modern kitchen and …see more

from $203 / night

$1,415 - $1,544 / week

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Responds fast!
avg. 3 hours 30 minutes

from $203 / 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 $142 / night

$851 - $2,577 / week

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from $142 / night

(28) 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 $92 / night

$587 - $1,801 / week

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from $92 / night

(2) Excellent 

22

Vacation cottage in Sturminster Marshall

Wimborne / Sturminster Marshall

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Built in 1876 and recently imaginatively and tastefully renovated this 5 star converted chapel overlooks the village green in the quiet Dorset village of Sturminster Marshall and is just a short walk from a welcoming pub. The sophisticated accommodation has been arrange …see more

from $112 / night

$779 - $1,591 / week

Inquire View

from $112 / night

(4) Very Good 

20

Vacation farmhouse rental

Dorset / West Milton

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 6 mi
  • Child friendly
  • Pet friendly
The Farmhouse has 6 bedrooms, 3 bathrooms (2 en-suite), a beautiful large, wood kitchen with a range style cooker with open plan dining area. With character stonework and a large lounge with wood burner, The farmhouse is perfect for large groups and families who wish to …see more

from $286 / night

$1,818 - $3,571 / week

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Responds fast!
avg. 3 hours 3 minutes

from $286 / night

(6) Excellent 

13

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 $78 / night

$468 - $909 / week

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from $78 / night

(15) 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

$779 - $1,429 / week

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from $112 / night

(6) Excellent 

Certificate of Excellence

97

Vacation home in Piddlehinton

Dorchester / Piddlehinton

4 7 3 nights min

  • 4 bedrooms
  • sleeps 7
  • 3 nights min
  • Nearest beach 20 mi
  • Child friendly
  • Pet 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

Certificate of Excellence

from $163 / night

$1,137 / week

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from $163 / night

(2) Excellent 

11

Vacation home rental

Dorset / Blandford Forum

1 5 2 nights min

  • 1 bedroom
  • sleeps 5
  • 2 nights min
  • Nearest beach 16 mi
  • Child friendly
  • Pet friendly
Lovely Summerhouse in beautiful countryside surroundings. It is fitted out very comfortably with all you need to enjoy your stay. Great place to stay whether you want to do pottery or just enjoy Dorset countryside. The pottery studio is well equipped for you to enjoy …see more

from $103 / night

$721 / week

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from $103 / night

8

Vacation shepherds hut in Worth Matravers

Swanage / Worth Matravers

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Child friendly
  • Pet friendly
Purbeck Shepherd Huts are a new boutique glamping offering in the heart of Worth Matravers. We have two huts, each with their own private gardens that have been designed and hand crafted to a beautiful finish. Both huts are completely self contained with everything you …see more

from $148 / night

$1,036 / week

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from $148 / 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 $201 / night

$973 - $2,011 / week

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Responds fast!
avg. 47 minutes

from $201 / 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 $130 / night

$585 - $1,364 / week

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Responds fast!
avg. 1 hour 48 minutes

from $130 / night

12

Vacation lodge with shared pool in Woolland

Blandford Forum / Woolland

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
Welcome to The Victorian Barn, a collection of 11 picturesque holiday houses, barn conversions, apartments, cottages & Lodges on a 65 acre estate in the heart of beautiful Dorset. Set in peaceful, rural surroundings between 2 pretty villages, The Victorian Barn is the p …see more

from $129 / night

$644 - $1,255 / week

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from $129 / night

12

Swanage Vacation apartment rental

Isle of Purbeck / Swanage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 0.3 mi
  • Child friendly
  • Car not necessary
New 2 bedroom apartment with stunning sea views located within an exclusive development. Individually designed and fitted out to the highest standard for ultimate comfort and relaxation; the apartment is just moments from the award winning beach at Shore Road. Swanage i …see more

from $182 / night

$1,273 / week

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from $182 / night

(20) Excellent 

31

Weymouth Vacation home rental

Dorset / Weymouth

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Nearest beach 0.5 mi
  • Child friendly
  • Car not necessary

from $195 / night

$909 - $1,234 / week

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from $195 / night

(1) Very Good 

21

Vacation bungalow in Mudeford

Christchurch / Mudeford

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Pet friendly
33 De Havilland Way is a 3 bedroom bungalow, recently refurbished, with all new fittings and appliances. Each room has been decorated to create a light and airy seaside feel, to help provide a calm and relaxing atmosphere while you are on holiday. Sleeps 6-8 Off road …see more

from $120 / night

$639 - $1,948 / week

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from $120 / night

(69) Excellent 

Certificate of Excellence

23

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
The Farthings are a modern purpose built block of apartments. Each apartment is individually furnished to a high standard. The holiday atmosphere starts as the electric gates open and let you into the development.A charming small block of four apartments in the very hea …see more

Certificate of Excellence

from $76 / night

$454 - $838 / week

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Responds fast!
avg. 59 minutes

from $76 / night

(1) Excellent 

15

Vacation apartment rental

Isle of Purbeck / Swanage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 0.5 mi
  • Child friendly
A Bright and Beautiful 2 bedroom apartment located within an exclusive development. Individually designed and fitted out to the highest standard for ultimate in style, comfort and relaxation; the apartment is just moments from the award winning beach at Shore Road. Swa …see more

from $169 / night

$1,182 / week

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from $169 / night

(13) Excellent 

Certificate of Excellence

25

Chideock Vacation cottage rental

Bridport / Chideock

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Car not necessary
Newly available self catering accommodation near Lyme Regis. Stunning brand new one bedroom self catering accommodation created from a barn conversion and designed to be a home away from home. All the amenities and comfort you could wish for and situated on the Lyme Ba …see more

Certificate of Excellence

from $94 / night

$472 - $887 / week

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Responds fast!
avg. 46 minutes

from $94 / night

(20) Excellent 

33

Vacation home in Bournemouth

Bournemouth / Sandbanks

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Pet friendly
32 Brownsea Road is a stunning 'New England style' self catering holiday home in the heart of Sandbanks, Poole. The property was completed to a high specification in 2015. Enjoy your holiday in complete luxury with wifi, underfloor heating throughout the ground floor, …see more

from $280 / night

$1,866 - $4,117 / week

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Responds fast!
avg. 3 hours 33 minutes

from $280 / night