Cottages in Dorset and self catering accommodation – Holiday Lettings - Holiday Rentals Dorset

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Dorset

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1,270 Holiday homes

Travellers going to Dorset are booking June dates now. Secure your holiday home today and have the perfect trip.

(39) Excellent 

27

Holiday cottage in Uplyme

Lyme Regis / Uplyme

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Ask owner if suitable for children
Self catering one bed luxury cottage for two. Beautiful rural location. Ideal romantic, bolt hole in the countryside Only one mile from Lyme Regis town and beach Local pub and shop 10 mins walk through woodland glen. Private parking Luxury bed linen , waterfall show  …see more

from £80 / night

£500 - £590 / week

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from £80 / night

(37) Very Good 

17

West Bexington holiday chalet rental

Dorset / West Bexington

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“We want to come back next year!” The lodge is warm, clean, bright, well equipped, comfy. We could see the sun rise and set from its windows. As we were on a walking weekend it was such a nice home to come home to at the end of the day. There is  …see more

from £39 / night

£200 - £695 / week

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from £39 / night

(9) Very Good 

18

Holiday apartment in Swanage Bay

Swanage / Swanage Bay

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“The nearest place to heaven” So close to the ocean that on a wild day the spray splashes on the windows. The flat is very cosy and comfortable. Everything you need is right there. The owners have thought of everything from crab nets to a great selecti  …see more

from £80 / night

£390 - £1700 / week

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from £80 / night

Featured properties

(29) Excellent 

25

Swanage Bay holiday cottage rental

Swanage / Swanage Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Cottage and location spot on!!” Me and my family spent the last week of the summer holidays at Taunton cottage. The location is perfect nestled up a quiet side street with your own gated entrance. Literally 1 minute walk and you are at the heart of sw  …see more

from £100 / night

£600 - £1100 / week

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from £100 / night

(8) Excellent 

36

Holiday home in Lyme Regis

Dorset / Lyme Regis

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 0.1 km
  • Suitable for children age 5+
  • Private garden
“Beautiful retreat” We stayed at Sundial House for a family Xmas holiday. The location is perfect for all the pubs & shops, with simply stunning views day & night of the sea & harbour. We all loved watching the sun rise every morning from the kitchen/d  …see more

from £150 / night

£1395 - £2995 / week

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from £150 / night

(24) Excellent 

29

Cottage accommodation in Weymouth

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“lovely” Lovely house well renovated and designed. Three good sized bedrooms. Knock through living area a bit tight for six, but I imagine in the warmer weather with the sweet comfortable courtyard open that would be resolved. Lovely, courteous owners.  …see more

from £80 / night

£600 - £850 / week

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from £80 / night

(32) Excellent 

20

Holiday barn in Melplash

Bridport / Melplash

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 6 km
  • Child friendly
  • Pet friendly
“Fabulous Roe Barn” Spent another fabulous time at Roe Barn in Dorset. The accommodation was outstanding as last year. Hope to return very soon.  …see more

from £93 / night

£414 - £1129 / week

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from £93 / night

(21) Excellent 

19

Holiday apartment rental

Dorset / Weymouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Car not necessary
“A Gem of a Holiday” We have just returned from a two week stay at Little Gem and have had a great time. The views were amazing, everything was just as advertised. And the bed was so comfortable. So much to see and do,we would love to come back again ,  …see more

from £80 / night

£430 - £645 / week

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from £80 / night

(35) Excellent 

34

Bournemouth holiday apartment rental

Bournemouth / Lansdowne

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Great apartment close to centre” We stayed here for a girlie Weekend away and had a great time. The apartment was well furnished, clean and.spacious for the 6 of us. The owner was really helpful and made us feel very welcome. I wouldn't hesitate to re  …see more

from £75 / night

£275 - £698 / week

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from £75 / night

(13) Excellent 

31

Holiday cottage in Shaftesbury

Dorset / Shaftesbury

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 45 km
  • Child friendly
  • Car not necessary
“Excellent!” Stayed at Summer Lodge for a week in October. Very nicely appointed, quiet residential area, and conveniently located within a five minute walk from the town centre, supermarkets (Tesco and Budgens), local restaurants, pubs etc. Hostess Da  …see more

from £57 / night

£395 - £745 / week

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from £57 / night

(13) Excellent 

25

Holiday lodge in Mudeford

Christchurch / Mudeford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children
“Fantastic!” Beautiful Lodge in a perfect location! All mod cons and extremely clean... Very comfy bed..Stunning Harbour views and wonderful amenities. Beach, Café, pub and shop all 2 mins walk... We have been coming down now to the site for over 25 ye  …see more

from £110 / night

£770 - £1610 / week

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from £110 / night

(34) Excellent 

19

Home rental in Isle of Portland

Dorset / Isle of Portland

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
A contemporary, spacious house with private off-road parking. Situated in a central position on the lower part of the island, makes it ideal for guests visiting the Weymouth and Portland National Sailing Academy or the Jurrassic Coastline. Ideal for small groups, coup  …see more

from £100 / night

£760 - £1230 / week

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from £100 / night

(12) Very Good 

10

Holiday cottage in West Bay

Bridport / West Bay

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Amazing location, beautiful views, proper beach holiday” First of all I would like to thank the owner for letting us stay in this amazing holiday home. We could not have been happier here for the week. The location attracted us in an instant to  …see more

from £114 / night

£795 - £1295 / week

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from £114 / night

(28) Excellent 

41

Holiday cottage rental

Poole / Poole Quay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Very nice and clean property in a great location” If you are visiting the Poole area this property is in a great location from the quay and 5 minutes fro the town centre for an excellent selection of shops and superstores.The property was cleaned to a  …see more

from £185 / night

£950 - £1250 / week

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from £185 / night

(2) Excellent 

20

Holiday home in Puncknowle

Dorset / Puncknowle

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Large victorian cottage set in a quiet edge of village location with a large garden and views over surrounding countryside. Located just 1.5 miles from the sea and the well known Jurassic coast with its stunning scenery. The village is close to Weymouth to the east and  …see more

from £85 / night

£395 - £1075 / week

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from £85 / night

(12) Excellent 

21

Holiday 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 km
  • Swimming pool
Our aim is to provide you with a home from home - from a welcome pack to get you started to games and DVDs.  …see more

from £65 / night

£400 - £960 / week

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from £65 / night

(12) Excellent 

13

Swanage holiday apartment rental

Isle of Purbeck / Swanage

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Excellent Apartment” Very nice two bed apartment. Great location, well equips. Really comfortable Beds with quality linen. Would book again if we go to Swanage  …see more

from £80 / night

£475 - £775 / week

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from £80 / night

(70) Excellent 

23

Holiday 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 km
  • Child friendly
“Gem of a cottage close to everything in Swanage” Lovely cottage, plenty big enough for 3 adults and 2 kids. They particularly loved the 'upstairs kids lounge' with pool table and chill out space to look out at the boats or the stars at night. Everyt  …see more

from £90 / night

£500 - £1050 / week

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from £90 / night

28

Bournemouth holiday 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 afte  …see more

from £165 / night

£895 - £1800 / week

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from £165 / night

(4) Excellent 

8

Greenhill holiday apartment rental

Weymouth / Greenhill

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Car not necessary
“Mrs” Great location as a stones throw from the beach. Beautiful view and private parking. Would recommend.  …see more

from £125 / night

£825 / week

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from £125 / night

(6) Excellent 

23

Apartment rental in Bournemouth with golf nearby

Bournemouth / Lansdowne

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Car not necessary
“Beautiful penthouse” I will recommend this.a bit of a distance from the beach but so beautiful it does not matter.the house is a home away from home.owner thought of everything to make you comfortable.its so nice that you can leave the windows open ev  …see more

from £120 / night

£600 - £790 / week

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from £120 / night

(40) Excellent 

19

Holiday home in Swanage Bay

Swanage / Swanage Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
“Excellent home from home” My daughter and her two children stayed here with me in June. The house was excellent everything was there that we needed - a short walk to beach I didn't have to use my car at all-very relaxing, clean and roomy  …see more

from £100 / night

£500 - £1100 / week

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from £100 / night

(18) Excellent 

41

Holiday home rental

Lyme Regis / Uplyme

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
“A beautiful place to spend a week with family” An excellent location and a beautiful place to spend time with our family. If it was our home I couldn't bare to rent it out to others. All of the furniture and fittings were to the highest quality and st  …see more

from £240 / night

£280 - £2500 / week

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from £240 / night

(31) Excellent 

21

Corfe Castle holiday cottage rental

Isle of Purbeck / Corfe Castle

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly
“Beautiful cottage in great location” Three generations of us stayed at Wissett Cottage and we all loved it. It's a beautiful character cottage, spacious, tastefully furnished and very comfortable. It has a well equipped kitchen for us to cook our own  …see more

from £75 / night

£390 - £990 / week

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from £75 / night

(24) Excellent 

18

Holiday apartment in Swanage Bay

Swanage / Swanage Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.002 km
  • Child friendly
“excellent appartment ideal location” could not fault one thing just like home from home everything has been thought of inside of the appartment toys for my little girl ,dvds etc the views are out of this world beds are comfy we have booked f  …see more

from £99 / night

£425 - £975 / week

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from £99 / night

(2) Excellent 

19

Holiday chalet in West Stour

Gillingham / West Stour

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
“Gorgeous Getaway” Our stay at Melbury Chalet was lovely. The chalet is furnished to a high standard and stocked with everything you might need. The bath robes were a very nice thought and the hot tub was a massive hit! It is set in lovely countryside  …see more

from £170 / night

£566 - £1197 / week

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from £170 / night

(7) Excellent 

19

Holiday home in Swanage

Isle of Purbeck / Swanage

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Comfortable, spacious holiday home in fantastic location.” We loved this house, it was perfect for our family & in a brilliant location with beautiful views especially from the bathroom. It was easy to pop back to & change or get something we'd forgot  …see more

from £130 / night

£910 / week

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from £130 / night

(18) Excellent 

18

Bournemouth holiday apartment rental

Bournemouth / Southbourne

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Very comfortable accommodation in a great location” This apartment was perfect for a long weekend stay, right on the coast road, without the hustle and bustle of being closer to Bournemouth but conveniently situated for visiting lots of places such as  …see more

from £100 / night

£625 - £1100 / week

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from £100 / night

(19) Excellent 

23

Over Compton holiday barn rental

Sherborne / Over Compton

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 37 km
  • Child friendly
“Outstanding Barn and Location” This barn is in such a lovely location among country lanes but only a very short distance from the amazing village of Sherbourne which I would highly recommend visiting. The barn has everything you could wish for and lev  …see more

from £98 / night

£450 - £800 / week

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from £98 / night

(8) Excellent 

25

Holiday apartment in Bournemouth

Dorset / Bournemouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Beautiful flat” Beautiful two bed flat, very clean. I spoke to the owner and he allowed me to do an early checkin (mid day). It really enhanced our stay !  …see more

from £80 / night

£500 - £950 / week

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from £80 / night

(6) Excellent 

12

Holiday 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
“Truly Amazing!!” I stayed at Beach View with my extended family and 2 small children. We all had high expectations and Beach View certainly exceeded even those. We loved every bit of this family friendly, luxury accommodation from the amazing sea view  …see more

from £320 / night

£1490 - £3800 / week

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from £320 / night

(8) Excellent 

20

Holiday 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 km
  • 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 £50 / night

£220 - £450 / week

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from £50 / night

(15) Excellent 

17

Holiday apartment in Poole Harbour

Poole / Poole Harbour

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Fabulous” Had a really lovely time here, couldn't fault a thing with the apartment. Simply fabulous. Great location overlooking the harbour, and stunning views. Poole is just a short walk over a lifting bridge and we found lots of nice little restaura  …see more

from £90 / night

£500 - £1000 / week

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from £90 / night

(9) Excellent 

18

Holiday cottage in Okeford Fitzpaine

Blandford Forum / Okeford Fitzpaine

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 39 km
  • Child friendly
  • Pet friendly
“Lovely cottage” Stayed here over Christmas week and it is a absolutely beautiful cottage. The reason why it hasn't got 5 stars is because cooking xmas dinner for 6, we struggled with baking trays and had to buy more. Also the garden wasn't totally sec  …see more

from £150 / night

£390 - £1030 / week

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from £150 / night

(24) Very Good 

31

Holiday studio in Isle of Portland

Dorset / Isle of Portland

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
“Clean, well appointed, comfortable, stunning views” Lovely situation for a 'get away from it all' break. fantastic views, great cliff walking, good regular bus service to Weymouth. Nice clean flat, comfy beds, everything you need for a relaxing stay.  …see more

from £47 / night

£295 - £360 / week

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from £47 / night

(12) Excellent 

23

Corfe Mullen holiday apartment rental

Wimborne / Corfe Mullen

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
“A wonderful place to stay.” We spent three nights at Birch Haven in August and it was the most peaceful and welcoming place to stay. We were very pleased with everything, it was spotlessly clean and so well equipped for a lovely short break. Deborah  …see more

from £80 / night

£450 - £660 / week

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from £80 / night

(22) Excellent 

18

Piddlehinton holiday cottage rental

Dorchester / Piddlehinton

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 23 km
  • Child friendly
Whites Georgian Stables nestles in the heart of the picturesque Piddle valley at Piddlehinton. A tranquil place to unwind and re-charge.It sleeps 6 adults and a child in en-suite rooms of a recently refurbished, comfortable cottage; ideally located for touring Dorset.&l  …see more

from £50 / night

£350 - £980 / week

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from £50 / night

(32) Excellent 

31

Melplash holiday cottage rental

Bridport / Melplash

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
“Everything we were looking for.” We have just returned from a lovely week at Bluebell Cottage. The cottage was immaculate and very well equipped. We were warmly welcomed by Alistair and Lisa and enjoyed the home baked cakes on arrival! Our children lo  …see more

from £74 / night

£332 - £855 / week

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from £74 / night

17

Piddletrenthide holiday b&b rental

Dorchester / Piddletrenthide

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 18 km
  • Private garden
Set in in the heart of Hardy country, in the picturesque village of Piddletrenthide, South House Retreat is a unique B and B offering accommodation to writers, artists, creative people, literary lovers and those who want to rest or just visit our beautiful County. Run b  …see more

from £60 / night

£420 / week

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from £60 / night

(16) Excellent 

16

Holiday 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 km
  • Child friendly
“Delightful home from home by the sea” This is a truly lovely home from home, in the heart of Swanage and accessible to all the amenities the town and its surroundings has to offer. Everything at Baytree is beautifully thought out, it's comfortable, s  …see more

from £79 / night

£550 - £1050 / week

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from £79 / night

Top Destination reviews

Little Spinney. Contemporary studio in Lyme Regis
Great stay in lovely Lyme

Just spent an amazing weekend with my husband in this beautiful studio, what an idyllic place for our romantic break. The accommodation was pristine, stylish and comfortable with a lovely kingside bed, fab modern shower room and so many well thought … see more
50 Burlington Mansions
well located and nicely furnished

We were a little concerned about renting a ground floor flat however the flat has no neighbours above or on 2 sides so it was quiet and peaceful. Its exceptionally well equipped and tastefully furnished There were at least 4 pairs of scissors in … see more
No 4, Beautiful 2 bedrooms, Close Beach and Town
Everything we were looking for - and more!

We are two seniors who wanted a clean, well-equipped, ground floor apartment near the center of Bournemouth and we found it. As we live abroad we appreciated Stephen welcoming us to the apartment and explaining how things worked. There is a bus sto … see more
Lovely, Quiet Studio Annex in central Dorchester
Amazing stay!

Absolutely amazing stay. I can't say enough positive things about Darren and Wing. I am a Canadian who recently relocated to Dorchester and before I settled into a long term let I stayed at the annex. Darren and Wing picked me up from the train stati … see more
COTTAGE IN SWANAGE
Gem of a cottage close to everything in Swanage

Lovely cottage, plenty big enough for 3 adults and 2 kids. They particularly loved the 'upstairs kids lounge' with pool table and chill out space to look out at the boats or the stars at night. Everything you need for a smashing stay, with thoughtf … see more
Chestnut Mews
Chestnut Mews a great base for a Swanage family holiday

This property was ideal for a three generation family stay, 6 adults, a small child and a baby. It was welcoming, well maintained, and comfortable. It had a home from home feel and there were some toys, games and DVDs available for guests use. It was … see more