Cycling holiday villas and apartments Dorset | Holiday Lettings

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534 Holiday homes

Filters applied: Cycling holidays

(7) Excellent 

12

Holiday studio in Semley

Shaftesbury / Semley

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
“What a gem!” This is just a lovely place to stay! The setting on the village green is stunning and the accommodation is spotlessly clean and very well thought out with tremendous attention to detail. Alan and Jo, the owners of the cottage, live next d
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from £56 / night

£355 - £372 / week

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from £56 / night

(2) Excellent 

20

Bournemouth holiday apartment rental

Bournemouth / Southbourne

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £67 / night

£465 - £1245 / week

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from £67 / night

(23) 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

from £50 / night

£350 - £980 / week

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from £50 / 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
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from £98 / night

£450 - £750 / week

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from £98 / 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
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from £110 / night

£770 / week

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from £110 / night

(40) Excellent 

26

Holiday log cabin rental

Isle of Purbeck / Swanage

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Fantastic weekend break” Lavender Leap was everything we wanted and more, a beautiful lodge, very well equipped and in a stunning setting. We had a fabulous weekend stay. Ron was very welcoming and helpful. We couldn't have asked for more.
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from £160 / night

£1100 - £1380 / week

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from £160 / night

(112) Excellent 

19

Cottage accommodation in Chickerell with golf nearby

Weymouth / Chickerell

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Fantastic place to stay” Top notch accomadation Sarah a lovely host fantastic holiday lovely view from the barn great to have secure parking a lovely place to stay a nice garden with great decking area to chill when weather good
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from £65 / night

£350 - £830 / week

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from £65 / night

(6) Excellent 

Certificate of Excellence

46

Holiday apartment in Bournemouth

Dorset / Bournemouth

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“A stunning apartment in a beautiful location” We were lucky enough to see in the New year at this modern, comfortable apartment. Having never been to Bournemouth or Boscombe before, we were utterly amazed at the stunning location. Even in December we
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Certificate of Excellence

from £95 / night

£475 - £1395 / week

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from £95 / night

(2) Excellent 

14

Holiday cottage with golf nearby in Bournemouth

Bournemouth / Tuckton

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £67 / night

£463 - £702 / week

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from £67 / night

(29) Very Good 

30

Holiday cottage letting

Dorset / Isle of Portland

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Holiday” Great holiday on Portland, Dorset. Stayed at Rosa Cottage. Lovely cottage, walking distance to Chesil Beach. Lovely cafe on front. Portland Castle and Lighthouse are great to visit.
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from £80 / night

£420 - £690 / week

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from £80 / night

(18) Excellent 

15

Holiday barn in Corfe Castle

Corfe Castle / Kingston, Dorset

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Excellent” A wonderful short break in Great Barn. A lovely holiday home in a beautiful setting . The view is stunning - just perfect
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Pricing unknown

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Pricing unknown

(22) Excellent 

20

Holiday apartment in Swanage Bay

Swanage / Swanage Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Absolutely stunning” We have recently stayed at the Haven with 8 month twin baby's and two more adults. It has lots of space and Is spotless . Beautiful see views from terrace and lounge.it is perfect location and is lovely and quiet. Highly recommend
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from £100 / night

£410 - £1380 / week

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from £100 / night

(17) Excellent 

23

Holiday apartment rental

Dorset / Weymouth

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“5*” A real home from home apartment. Beautifully decorated and spotlessly clean. Lots of toys for children, books, games and everything you would need for the beach from buckets and spades to metal detectors that you can borrow. Myself and my family l
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from £58 / night

£400 - £650 / week

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from £58 / night

13

Holiday apartment in Poole Quay

Poole / Poole Quay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £126 / night

£880 - £1600 / week

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from £126 / night

(2) Excellent 

23

Barn rental in Weymouth

Dorset / Weymouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £175 / night

£1200 / week

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from £175 / night

(14) 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
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from £110 / night

£770 - £1610 / week

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from £110 / night

(10) Excellent 

34

Holiday townhouse in Lyme Regis

Dorset / Lyme Regis

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £150 / night

£600 - £1800 / week

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from £150 / night

(8) Excellent 

Certificate of Excellence

10

Holiday caravan/mobile home with shared pool in Littlesea Holiday Park

Weymouth / Littlesea Holiday Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Lovely break” The caravan was clean and tidy and had everything we needed. The children loved the park and surrounding areas. Plenty to do for the children.
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Certificate of Excellence

from £40 / night

£250 - £800 / week

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from £40 / night

(28) Excellent 

19

Holiday cottage rental

Dorset / Bridport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
“Great cottage next to Bridport, which in itself is a great little town.” Really great cottage, nice and spacious for a cottage, stayed in a lot more cramped accommodation before. Accommodation itself was also really clean and bright, with lots of pe
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from £66 / night

£295 - £803 / week

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from £66 / night

17

Holiday cottage in Langton Herring

Weymouth / Langton Herring

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £85 / night

£410 - £750 / week

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from £85 / night

(31) Excellent 

Certificate of Excellence

24

Lulworth Cove holiday b&b rental

Wareham / Lulworth Cove

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
“Beautiful” Fabulous place, the accommodation was fabulous with excellent facilities, plus horses, pony, hens wild rabbits... 10 mins from Monkey World and Lulworth Cove. Everything was perfect. Would definitely recommend this property.
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Certificate of Excellence

from £100 / night

£665 - £800 / week

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from £100 / night

(8) Excellent 

26

Holiday caravan/mobile home in Preston, Dorset

Weymouth / Preston, Dorset

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
“Lovely Holiday” Weymouth Bay, Haven caravan park, is extremely well maintained. It is clean, neat and tidy everywhere you go. Reception staff are very helpful and polite. As it is located on the Preston side of Weymouth it is a very short car ride to
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from £120 / night

£700 - £1050 / week

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from £120 / night

(2) Excellent 

12

Holiday cottage in Upwey

Weymouth / Upwey

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £85 / night

£410 - £750 / week

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from £85 / night

(48) Very Good 

Certificate of Excellence

22

Chideock holiday log cabin rental

Bridport / Chideock

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Lovely, warm cabin.” Will and Tania were lovely. There when needed but not obtrusive. Lovely area with loads of dog friendly places to eat.. The cabin was just as described, snug but with everything we needed for our weeks stay. Jacuzzi lovely but,
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Certificate of Excellence

from £65 / night

£450 - £570 / week

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from £65 / night

9

Holiday lodge with shared pool in Woolland

Blandford Forum / Woolland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly

from £132 / night

£495 - £950 / week

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from £132 / 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
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from £95 / night

£450 - £660 / week

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from £95 / night

(17) Excellent 

28

Holiday log cabin with golf nearby in Wareham

Dorset / Wareham

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 15 km
  • Child friendly
  • Ask about pets
“Very peaceful, romantic, quiet and secluded” We loved our stay at Sika lodge. It was a very peaceful place to stay and the owner was very welcoming. We loved the log burning hot tub which got to a lovely temperature. We went to the silent woman pub ve
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from £115 / night

£700 / week

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from £115 / night

(2) Very Good 

20

Holiday cottage in Thornford

Dorset / Thornford

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 38 km
  • Child friendly
  • Car not necessary

from £75 / night

£450 - £645 / week

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from £75 / night

17

Holiday cottage in West Bay

Bridport / West Bay

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+

from £38 / night

£260 - £608 / week

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from £38 / night

(4) Excellent 

24

Holiday home in East Chaldon

Dorchester / East Chaldon

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Nearest beach 6 km
  • Child friendly
  • Pet friendly
“Easter family get together” 10 of us had a super Easter w/e at this great house in Dorset. The location was superb the weather lovely and the house was incredibly well stocked with just about everything you needed - far better than at home! The walk
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from £240 / night

£1200 - £2300 / week

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from £240 / night

(8) Excellent 

Certificate of Excellence

18

Home rental in Osmington Mills

Dorset / Osmington Mills

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
“Wonderful cosy cottage.” We had a superb week in this lovely cottage. Situated on the Jurassic Coast with lovely walks all around and the seaside a 5 minute drive. The house is lovely, big family kitchen and table (with gorgeous AGA) cosy lounge with
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Certificate of Excellence

from £95 / night

£525 - £1050 / week

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from £95 / night

(4) Excellent 

24

Townhouse rental in Mudeford with golf nearby

Christchurch / Mudeford

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £100 / night

£700 - £1180 / week

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from £100 / night

(17) Excellent 

Certificate of Excellence

23

Holiday home in Wareham

Dorset / Wareham

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Family Friendly” I rented this house for my visiting son and family from overseas with children aged ten and eight. it was perfect for them, lovely and clean house with everything they needed, close to shops and restaurants and very quiet. They lov
…see more

Certificate of Excellence

from £75 / night

£450 - £950 / week

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from £75 / night

(3) Very Good 

16

Holiday cottage rental

Dorset / Holwell

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“A fabulous hideaway” This is a beautiful cottage. Beautifully furnished, very comfortable a real home from home. The bathroom is huge, much bigger than you can see from the photos - a real pleasure to use. With a great full size shower. The bedroom is
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from £137 / night

£545 - £858 / week

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from £137 / night

(30) Excellent 

20

Warmwell holiday lodge rental

Weymouth / Warmwell

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great resort” Great resort cabin is well fitted out and clean we had to get the main mattress on the king size bed changed. Park dean sorted this out straight away for us but the cabin is not one of theirs it's owned privately. Now we can sleep withou
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from £80 / night

£489 - £1299 / week

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from £80 / night

(6) Excellent 

10

Holiday bungalow accommodation

Weymouth / Nottington

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Wonderful area, accommodation and hosts” Andreas and Elizabeth are great hosts and the accommodation is perfect . There are two other cottages (we have stayed in all three; we keep coming back!) and I wouldn't hesitate to recommend Kimberwick, Pelham
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from £55 / night

£310 - £840 / week

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from £55 / night

(11) Very Good 

54

Holiday cottage rental

Dorset / Fleet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“The perfect base for exploring Dorset” Moonfleet is a lovely cottage set about halfway along the Fleet lagoon. More importantly it's located perfectly; be it for Corfe, Lulworth or Bovington to the East, or Lyme Regis, Charmouth & Seatown to the West.
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from £150 / night

£500 - £1100 / week

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from £150 / night

(32) Excellent 

24

Holiday home letting

Dorset / Lyme Regis

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Perfect place” it wasn't just the wonderful setting of the house, but the attention to detail within which made this a perfect stay. Everything you could wish for self catering -wise was provided and the owners did everything they could to ensure our
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from £130 / night

£740 - £1885 / week

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from £130 / night

(59) Excellent 

23

Holiday apartment in Bournemouth

Dorset / Bournemouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly
“Great apartment and location” We had a great time at the Farthings. Location excellent, the apartment clean and spacious. Owner helpful.
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from £66 / night

£399 - £1053 / week

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from £66 / night

(7) Excellent 

24

Charminster holiday cottage rental

Dorset / Charminster

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Fabulous” An amazing weekend in a beautiful house in a wonderful area. Only downside, nearest shop 4.5 miles away
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from £250 / night

£1275 - £1975 / week

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from £250 / night

1