50 Best Dorset Self catering on Holiday Lettings - Cottages

Close

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,860 Vacation rentals

(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 $161 / night

$934 - $2,164 / week

Book View

Responds fast!
avg. 2 hours 41 minutes

from $161 / night

(20) 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 $440 / night

$2,475 - $4,526 / week

Book View

Responds fast!
avg. 3 hours 43 minutes

from $440 / night

(40) 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 $123 / night

$773 - $1,481 / week

Book View

Responds fast!
avg. 46 minutes

from $123 / night

(53) 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 $194 / night

$773 - $1,417 / week

Book View

Responds fast!
avg. 59 minutes

from $194 / 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.Bookings are ordinarily …see more

from $168 / night

$979 - $1,893 / week

Book View

Responds fast!
avg. 2 hours 1 minutes

from $168 / night

13

Home rental in Buckhorn Weston

Dorset / Buckhorn Weston

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Set within the grounds of the owners’ home,this property is located on the edge of an idyllic village amidst glorious farmland. Step out on foot to visit the impressive medieval church or take a stroll through this lovely rural area. For those in search of some histo …see more

from $58 / night

$405 - $964 / week

Inquire View

from $58 / night

(24) 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

$1,868 - $4,121 / week

Book View

Responds fast!
avg. 3 hours 53 minutes

from $280 / 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 $204 / night

$1,423 / week

Book View

Responds fast!
avg. 3 hours 47 minutes

from $204 / night

17

Vacation home with swimming pool in Charmouth

Charmouth / Fernhill

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
This inviting,compact property is perfect for couples looking for a romantic getaway and a great base for discovering the area. Situated on a small holiday complex just outside the coastal village of Charmouth,the beautiful 30 acre site includes two small lakes and a …see more

from $53 / night

$371 - $778 / week

Inquire View

from $53 / night

12

Lytchett Minster Vacation home rental

Dorset / Lytchett Minster

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
This property is located in the village of Lytchett Matravers in East Dorset,within walking distance (1.5 miles) of the village pubs and shops. Just six miles south-east of the property is the coastal town of Poole,which has no less than five beaches,including the lo …see more

from $64 / night

$445 - $1,042 / week

Inquire View

from $64 / 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 $185 / night

$815 - $1,474 / week

Book View

Responds fast!
avg. 3 hours 21 minutes

from $185 / night

(3) Good 

9

Winterbourne Abbas Vacation bungalow rental

Dorset / Winterbourne Abbas

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • 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 $104 / night

$370 - $740 / week

Book View

from $104 / night

(24) 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 $92 / night

$644 - $1,417 / week

Book View

from $92 / night

22

Vacation home in Osmington Mills

Dorset / Osmington Mills

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Set in an elevated position overlooking Osmington Mills,this bright and airy bungalow offers beautiful views. The village is located in the heart of the Jurassic Coastline and has a pub and farm shop for those essential supplies. Conveniently set along the A353,the p …see more

from $134 / night

$933 - $2,264 / week

Inquire View

from $134 / 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

$646 - $1,285 / week

Book View

Responds fast!
avg. 49 minutes

from $104 / 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

$589 - $1,808 / week

Book View

from $92 / night

(7) Excellent 

Certificate of Excellence

97

Vacation home in Piddlehinton

Dorchester / Piddlehinton

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • 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 $185 / night

$1,291 / week

Book View

from $185 / night

(1) Excellent 

20

Vacation farmhouse in Winterborne Kingston

Blandford Forum / Winterborne Kingston

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • 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 $472 / night

$3,303 / week

Book View

Responds fast!
avg. 45 minutes

from $472 / night

16

Home rental in Yetminster

Sherborne / Yetminster

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Set in a tranquil village location,this stylish former barn offers views over surrounding fields,spacious rooms and an abundance of charm. The picturesque village of Yetminster has a pub,coffee shop and general store and is surrounded by open countryside,making it th …see more

from $77 / night

$537 - $1,260 / week

Inquire View

from $77 / night

10

Swanage Vacation apartment rental

Isle of Purbeck / Swanage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
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 $185 / night

$1,208 - $1,407 / week

Book View

from $185 / night

(63) Excellent 

Certificate of Excellence

18

West Bay Vacation apartment rental

Bridport / West Bay

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • 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 $134 / night

$933 / week

Book View

Responds fast!
avg. 23 minutes

from $134 / 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 $215 / night

$1,111 - $2,073 / week

Book View

Responds fast!
avg. 49 minutes

from $215 / night

(7) Good 

12

Vacation home with swimming pool in Thornicombe

Dorset / Thornicombe

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
This property is located in the heart of Dorset,a county which makes a wonderful place for a fun and relaxing break. There is plenty to see and do within a thirty-minute-drive,not least the beautiful Dorset coast,a mix of sandy beaches,rugged cliffs,and stunning scen …see more

from $72 / night

$504 - $1,325 / week

Inquire View

from $72 / night

(7) Very Good 

99

Bournemouth Vacation cottage rental

Bournemouth / East Cliff, Bournemouth

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.45 mi
  • Child friendly
Able Cottage is a beautiful character property which has been fully renovated keeping original features with a contemporary twist. Stripped wooden floorboards, white walls, original doors and quarry tile floors. Two working open fireplaces, three double bedrooms, one …see more

from $297 / night

$2,073 / week

Book View

from $297 / 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

$850 - $2,576 / week

Inquire View

from $142 / night

(21) Very Good 

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 $258 / night

$902 / week

Book View

from $258 / night

(13) Excellent 

32

Ferndown Vacation cottage rental

Dorset / Ferndown

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 11 mi
  • Child friendly
Birchcroft nestles in over 1 acre of woodlands but is only 5 miles from the golden sandy beaches of Bournemouth with cinemas, nightclubs and great shopping. Picturesque Christchurch, the New Forest, National Trust properties of Brownsea Island, Kingston Lacey, Corfe Cas …see more

from $185 / night

$1,289 - $3,421 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from $185 / night

(1) Excellent 

20

Vacation home rental

Christchurch / Mudeford

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Private garden
This Victorian house was built in the 1880's by my family and was a former post office in the 1960's. It has kept much of its charm and character with many original features remaining. Spectacular views of Hengistbury Head, Stanpit Marsh and The Purbecks can be enjoyed …see more

from $325 / night

$2,065 / week

Book View

Responds fast!
avg. 1 hour 37 minutes

from $325 / 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

$906 - $1,287 / week

Book View

from $130 / night

(2) 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 $192 / night

$1,342 / week

Book View

from $192 / night

(14) Excellent 

31

Vacation lodge in Warmwell

Weymouth / Warmwell

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • 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 $369 / night

$2,360 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from $369 / night

14

Vacation cottage in Trent

Dorset / Trent

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
The stylish former stable is set in a quiet courtyard of traditional Ham Stone Buildings on a working beef farm. The farm is surrounded by rolling countryside,making it the ideal spot for walkers and nature lovers alike. Many pretty towns and villages are accessible …see more

from $75 / night

$522 - $1,235 / week

Inquire View

from $75 / night

(1) Very Good 

19

Alderholt Vacation cottage rental

Dorset / Alderholt

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Nearest beach 20 mi
This delightful large one bedroom cottage forms one of a pair of holiday cottages situated in the grounds of the owners property, all set in ten acres of Outstanding Natural Beauty on the Hampshire/Dorset borders close to the New Forest town of Fordingbridge. Fo …see more

from $69 / night

$480 - $664 / week

Book View

Responds fast!
avg. 2 hours 1 minutes

from $69 / night

(1) Excellent 

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 $170 / night

$1,187 / week

Book View

from $170 / 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 $428 / night

$3,284 - $5,145 / week

Book View

Responds fast!
avg. 3 hours 54 minutes

from $428 / night

(6) Excellent 

25

Vacation home in Sherborne

Dorset / Sherborne

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 27 mi
  • Child friendly
  • Car not necessary
Detached spacious comfortable 3 bed cottage has all the facilities required for a stress free holiday. It has parking free parking for 2 cars. Large lounge for comfort. Downstairs toilet. A fully fitted kitchen. Dishwasher & washing machine. Large fridgefreezer & well e …see more

from $132 / night

$919 / week

Book View

Responds fast!
avg. 2 hours 37 minutes

from $132 / 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 $222 / night

$2,281 / week

Book View

Responds fast!
avg. 3 hours 18 minutes

from $222 / night

9

Vacation home in Lytchett Minster

Dorset / Lytchett Minster

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden
Attached to the owners’ home yet offering a good degree of seclusion,this contemporary annexe is set in a peaceful village location. Lytchett Matravers is a sprawling village with a choice of pubs and a shop. The Jurassic coastline is easily accessible from here,wher …see more

from $70 / night

$485 - $1,132 / week

Inquire View

from $70 / night

(14) Excellent 

23

Corfe Mullen Vacation apartment rental

Wimborne / Corfe Mullen

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
Birch Haven is a spacious and very comfortable apartment adjoining the owner's detached property in Corfe Mullen set in almost an acre of mature garden. Conveniently situated just off the A31 close to Wimborne, this peaceful place offers a haven of tranquility away fro …see more

from $126 / night

$716 - $981 / week

Book View

Responds fast!
avg. 1 hour 47 minutes

from $126 / 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

$330 - $1,158 / week

Book View

from $48 / night

Also consider