50 Best Dorset Self catering on Holiday Lettings - Cottages

Close

View larger map

Also consider

Apartments Bournemouth
230 properties
Apartments Poole
160 properties
Apartments Weymouth
147 properties
Cottages Bridport
130 properties
Isle of Purbeck
72 properties
Christchurch
60 properties
Condos Lyme Regis
58 properties
Isle of Portland
46 properties
Apartments Dorchester
44 properties
Estates Shaftesbury
31 properties
Blandford Forum
29 properties
Cottages Sherborne
27 properties
Wareham
22 properties
Whitchurch Canonicorum
16 properties
West Lulworth
16 properties
Beaminster
14 properties
Wimborne
11 properties
Stratton
11 properties
Maiden Newton
10 properties
Sturminster Newton
7 properties

Dorset

No dates Enter dates for accurate prices -

Adults, Children

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

1,396 Vacation rentals

(30) Excellent 

25

Bridport Vacation bungalow rental

Dorset / Bridport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Sunnybrook is situated in a quiet cul-de-sac only three minutes level walk from Bridport town centre. This comfortable and spacious two-bedroomed bungalow offers visitors all the facilities of a medium sized Dorset market town, combined with the stunning scenery of the …see more

from $103 / night

$640 - $960 / week

Book View

from $103 / night

(15) Excellent 

21

Vacation caravan/mobile home with golf nearby in Mudeford

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 into wo …see more

from $103 / night

$660 - $1229 / week

Book View

from $103 / night

(22) Excellent 

19

Vacation apartment rental

Dorset / Weymouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Car not necessary
Little Gem - uninterruptable front line sea views positioned only 30 meters from sea and overlooking Portland Harbour the 2012 Olympic venue, and the remains of Sandsfoot castle. Off road dedicated parking within property boundary. Quite and tranquil location and only a …see more

from $103 / night

$551 - $826 / week

Book View

from $103 / night

(35) Excellent 

19

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 $109 / night

$634 - $954 / week

Book View

from $109 / night

(36) Excellent 

33

Swanage Bay Vacation townhouse rental

Swanage / Swanage Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
A light and airy victorian town house with contemporary decor literally only 1-2 mins walk from a clean sandy beach and next to the south west coast path. Ideal for 2 families/large families ,4 couples or groups.With a large enclosed south facing terrace,great kitchen d …see more

from $167 / night

$884 - $2112 / week

Book View

from $167 / night

(59) Excellent 

19

Cottage rental in Bradpole

Bridport / Bradpole

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Daisy Cottage is situated in a quiet and peaceful location, and not too far away from amenities. Within a 5 minute drive you can reach the market town of Bridport and with 10 minutes the Beautiful Jurassic coastline. Daisy cottage has a modern spacious open plan …see more

from $141 / night

$461 - $1216 / week

Book View

from $141 / night

(15) Excellent 

31

Vacation cottage in Shaftesbury

Dorset / Shaftesbury

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 45 mi
  • Child friendly
  • Car not necessary
Summer Lodge is a beautiful refurbished cottage, 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, patio seati …see more

from $73 / night

$506 - $954 / week

Book View

from $73 / night

(11) Excellent 

27

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 $139 / night

$736 - $1613 / week

Book View

from $139 / night

(29) 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 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 $128 / night

$768 - $1408 / week

Book View

from $128 / night

(12) Excellent 

10

Vacation apartment rental

Dorset / Poole

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
A beautiful newly refurbished two-bedroom apartment to let in sunny Sandbanks, Poole. The accommodation is in an ideal location, set just a short walk from both Poole Quay and Sandbanks beach, with local shopping and dining close at hand. For families, we are just a one …see more

from $154 / night

$896 - $1152 / week

Book View

from $154 / night

(18) 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 $135 / night

$800 - $1408 / week

Book View

from $135 / night

(61) Very Good 

24

Vacation cottage in Lyme Regis

Dorset / Lyme Regis

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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 $109 / night

$762 - $1530 / week

Inquire View

from $109 / night

17

Weymouth Vacation cottage rental

Dorset / Weymouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
To have a great Holiday they say you only need 3 things sun, sea and sand but to find your perfect holiday base its all about Location Location Location and Dormouse cottage is spot on. Just 70 yards to the left you will find the famous blue flag central beach and espla …see more

from $54 / night

$419 - $905 / week

Book View

from $54 / night

(4) Excellent 

8

Greenhill Vacation apartment rental

Weymouth / Greenhill

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Car not necessary
Located over looking Weymouth's stunning beach, the holiday apartment offers spectacular sea views and sleeps 5 people. It is within easy reach of all the local amenities, restaurants and bars. The spacious apartment offers stunning sea views and all the benefits of t …see more

from $160 / night

$1056 / week

Book View

from $160 / night

(4) Excellent 

9

Horton Vacation bungalow rental

Wimborne / Horton

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 20 mi
  • Swimming pool
  • Child friendly
centrally heated bungalow situated on the Hampshire Dorset border, with fully equipped kitchen . the lounge / diner has large LCD TV & DVD player, French doors leading out to the heated pool and summerhouse with a heated patio and BBQ area. the bedrooms have 1 double ro …see more

from $141 / night

$768 - $1088 / week

Book View

from $141 / night

(1) Excellent 

28

Bournemouth Vacation apartment rental

Bournemouth / Sandbanks

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
This unique three bedroom three bathroom garden apartment is situated on the prestigious Sandbanks peninsula, a couple of minutes' walk from award-winning sandy beaches and Dorset's beautiful Poole Harbour - the second biggest natural harbour in the world after Sydney. …see more

from $212 / night

$1210 - $2304 / week

Book View

from $212 / night

20

Home rental in Charmouth

Bridport / Charmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.4 mi
  • Child friendly
  • Private garden
The Cottage is a delightful property with a traditional appearance offering all the comforts of a modern home and quietly located near to the centre of the seaside village of Charmouth. It has all the right ingredients needed to enjoy a relaxing break and less than a te …see more

from $154 / night

$615 - $1521 / week

Inquire View

from $154 / night

(5) Excellent 

20

Vacation cottage accommodation

Dorset / Wimborne

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 20 mi
  • Private garden
Dorset country cottage with self catering for two in Witchampton. Situated on the outskirts of the picturesque and historic village of Witchampton in the Vale of the River Allen. Much care was expended in converting this old telephone exchange into a relaxing holiday r …see more

from $64 / night

$352 - $480 / week

Book View

from $64 / night

(21) Excellent 

14

Vacation apartment in Swanage Bay

Swanage / Swanage Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Car not necessary
New to the holiday rental market in September 2015, Sea Court 3 is the raised ground floor apartment of this pretty seaside Victorian building, converted in 2008, with stunning sea views. Sitting in the heart of Swanage about 100m uphill from the beaches, restaurants an …see more

from $93 / night

$538 - $968 / week

Book View

from $93 / night

(13) Excellent 

24

Vacation home with golf nearby in Poole Harbour

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 $128 / night

$781 - $922 / week

Book View

from $128 / night

(1) Very Good 

15

Vacation apartment in Bournemouth

Dorset / Bournemouth

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Our family run apartment makes for a wonderful base when staying in Bournemouth or visiting the wider area. You may be looking for a short break to get away from it all and enjoy the tranquillity of Bournemouth's famous gardens and beach, a more energetic long weekend …see more

from $73 / night

$615 / week

Book View

from $73 / night

(7) Excellent 

28

Vacation caravan/mobile home with shared pool in Christchurch

Dorset / Christchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
For the 2016 season we have a Brand New Platinum Specification 2 bedroom double glazed and centrally heated via radiators static caravan, complete with front and side deck and it's own parking space next to the caravan. Being privately owned the caravan has those extra …see more

from $71 / night

$416 - $1120 / week

Book View

from $71 / night

(33) 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 largest na …see more

from $231 / night

$1261 - $2260 / week

Book View

from $231 / night

(39) Excellent 

22

Vacation home in Lyme Regis

Dorset / Lyme Regis

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
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 $640 / night

$2944 - $5760 / week

Book View

from $640 / night

(11) Excellent 

17

Vacation cottage in Sutton Poyntz

Weymouth / Sutton Poyntz

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
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 a high standard combining a modern kitchen and bathrooms with …see more

from $183 / night

$1280 - $1908 / week

Book View

from $183 / night

22

Caravan/mobile home rental in Avon

Christchurch / Avon

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Beach Dreams is a luxury caravan on the popular small and exclusive Sandhills Holiday Park in Mudeford which is the perfect beachside location for a wonderful holiday. The caravan is situated in a quiet sunny spot off the road and with its own car parking space. It has …see more

from $90 / night

$576 - $1280 / week

Book View

from $90 / night

(30) Excellent 

20

Vacation cottage in Tolpuddle

Dorchester / Tolpuddle

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 24 mi
  • Child friendly
  • Pet friendly
Adjacent to a bridle path so ideal for walkers and dog owners, West Lane Cottage is a modern cottage built using reclaimed materials and furnished to reflect it's Country setting. Piddlehinton is a delightful village which has a pub and a children's play area both of w …see more

from $103 / night

$538 - $1095 / week

Book View

from $103 / night

(10) Excellent 

20

Vacation apartment in Bournemouth

Bournemouth / West Cliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.7 mi
  • Car not necessary
The Coach House is in Bournemouth, Dorset. ( Number 1 on trip Advisor in our category with 30 plus reviews - reviews not linked to Holiday Lettings yet) Weekly rates offered with at least 1 free nights discount, Jayne always wanted to live by the sea and now offers 4 ho …see more

from $64 / night

$320 - $576 / week

Book View

from $64 / night

(29) Excellent 

25

Vacation cottage in Swanage Bay

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
Steam Railway Cottage is a two storey detached cottage which is adjacent to The Swanage Steam Railway in the heart of the town. It is ideally situated just 500 yards from the town centre and beach. It can accommodate up to 4 adults and 2 children plus a baby and compris …see more

from $90 / night

$384 - $1248 / week

Book View

from $90 / night

30

Vacation home in Ringstead

Dorset / Ringstead

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.1 mi
  • Child friendly
  • Pet friendly
Shore Cottage is a unique detached house bordering the seashore with three double bedrooms, each with truly magnificent views over the sea and rolling countryside. The cottage is the last house on an unmade track in Ringstead Bay, Dorset; the large grassy garden runs …see more

from $200 / night

$980 - $1920 / week

Book View

from $200 / night

(11) Very Good 

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 $109 / night

$634 - $1005 / week

Book View

from $109 / night

(5) Excellent 

27

Vacation caravan/mobile home in West Bay

Bridport / West Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.25 mi
  • Child friendly
A six berth static caravan with stunning views across the river towards the Jurassic cliffs and West Bay in one direction and the bustling market town of Bridport in the other direction. Ten minute walk to the harbour where fishing boats still come and sell their catch, …see more

from $91 / night

$717 - $864 / week

Book View

from $91 / night

(12) Excellent 

25

Vacation chalet in Mudeford

Christchurch / Mudeford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
The Shed is named somewhat tongue in cheek by the owners' family as it is about as far from a shed as you can get. Whether sitting out on the decking with its clear view glass balustrade or in the comfort of the lounge you have stunning views across Avon Beach and the …see more

from $146 / night

$825 - $2560 / week

Book View

from $146 / night

(53) 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 $167 / night

$1063 - $1268 / week

Book View

from $167 / night

17

Vacation home in Blandford Saint Mary

Blandford Forum / Blandford Saint Mary

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden
Cosy, stylish Victorian farm lodge full of character, with its own private garden and brilliant views over the downs. Newly and lovingly renovated and redecorated throughout. Located on a working family farm in the heart of the Dorset countryside, but also just 30 minut …see more

from $96 / night

$672 / week

Book View

from $96 / night

(29) Very Good 

31

Vacation home in Lyme Regis

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 $109 / night

$1018 - $2042 / week

Inquire View

from $109 / night

(18) Excellent 

24

Apartment rental in Swanage Bay

Swanage / Swanage Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
'Island View' offers light, spacious and newly refurbished accommodation over 2 floors with spectacular views of the coastline from all main rooms and is fully equipped for all your holiday needs. Watch the boats in the bay and the comings and goings from the pier thro …see more

from $96 / night

$544 - $864 / week

Book View

from $96 / night

(9) Excellent 

25

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 $167 / night

$948 - $2324 / week

Book View

from $167 / night

(26) Very Good 

16

Vacation cottage in Wyke Regis

Weymouth / Wyke Regis

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Moonfleet is a two bedroom cottage located on the edge of Portland Harbour; the waters that hosted the 2012 Olmpic Sailing. Presented to a high standard this accommodation sleeps 5, with two double bedrooms (one with a double and single bed) a spacious lounge/diner and …see more

from $77 / night

$525 - $768 / week

Book View

from $77 / night

23

Poole Harbour Vacation townhouse rental

Poole / Poole Harbour

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Suitable for children age 5+
  • Private garden
This three bedroom, two storey town house is situated in a quiet residential close on Poole Quay. The property hosts a perfect location for a holidaymakers in a tasteful setting just a few minutes stroll from the beach; offering gorgeous panoramic sea views. Its easy tr …see more

from $212 / night

$905 - $1762 / week

Book View

from $212 / night

1