Cycling holiday villas and apartments Dorset | Holiday Lettings

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540 Holiday homes

Filters applied: Cycling holidays

9

Studio rental in Bournemouth with shared pool

Dorset / Bournemouth

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £80 / night

£399 - £500 / week

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Responds fast!
avg. 3 hours 22 minutes

from £80 / 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
…see more

from £115 / night

£700 / week

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from £115 / night

(6) Excellent 

20

Beaminster holiday cottage let

Beaminster / Drimpton

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 17 km
  • Child friendly

from £46 / night

£320 / week

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from £46 / night

(3) Very Good 

8

Holiday cottage with indoor pool in Okeford Fitzpaine

Blandford Forum / Okeford Fitzpaine

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 50 km
  • Swimming pool

from £70 / night

£450 / week

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from £70 / night

(6) Very Good 

15

Poole Quay holiday apartment let

Poole / Poole Quay

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Nearest beach 6 km
  • Child friendly
  • Car not necessary

from £80 / night

£560 - £730 / week

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from £80 / night

(13) Very Good 

18

Apartment rental in Poole Harbour

Poole / Poole Harbour

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Car not necessary
“Lovely apartment with great views.” Very comfortable accommodation very clean apart from the oven and door above the cooker.Neither looked as though they had been cleaned for along time which was disappointing as we had to cook our Christmas dinner .
…see more

from £100 / night

£900 / week

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from £100 / night

(10) Very Good 

21

Holiday home in East Burton

Wareham / East Burton

5 24 2 nights min

  • 5 bedrooms
  • Sleeps 24
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly
“Amazing” Had great fun at this property on our stag do. The property was very clean spacious with great views/scenery. Veronica was lovely and Michelle always lovely as ever, both had very good communication and very helpful and honest throughout...
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from £375 / night

£2000 - £2950 / week

Enquire View

from £375 / night

(4) Excellent 

15

Holiday barn in Abbotsbury

Weymouth / Abbotsbury

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
“Dorset Dream” Perfect location for exploring the glorious countryside and coast. The lodge is absolutely gorgeous and its location is ideal for exploring by foot or car. Chisel beach is really close to Abbotsbury as is Weymouth, Lyme Regis, and Port
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from £125 / night

£870 - £1760 / week

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Responds fast!
avg. 3 hours 14 minutes

from £125 / night

(16) Excellent 

Certificate of Excellence

17

Holiday apartment in Bere Regis

Dorset / Bere Regis

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Suitable for children age 5+
“Perfect apartment for a weekend away” Julia was very prompt in all communication, only booking a few days before our visit, and she replied immediately. The flat was spotless and had all the mod cons and was perfect for 2 couples. Both pubs in the vi
…see more

Certificate of Excellence

from £70 / night

£350 - £600 / week

Book View

Responds fast!
avg. 2 hours 31 minutes

from £70 / night

(7) Very Good 

15

Holiday apartment in Lyme Regis

Dorset / Lyme Regis

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Lovely flat in a great location.” Flat 2 Buckfields was a lovely flat and very well equipped for our stay. Unfortunately, we were poorly and the weather was terrible, but we were lucky that the flat had books/dvds to entertain us and was a nice enviro
…see more

from £110 / night

£770 / week

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from £110 / night

(3) Very Good 

12

Holiday cottage in Piddlehinton

Dorchester / Piddlehinton

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
“A bit quirky but good value, well equiped spacious and clean” Well equipped and clean. Suited us well with two couples able to have separate bathrooms/ loos. It is a barn conversion so the very high roof in the living area don't make for a feeling o
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from £61 / night

£425 - £1000 / week

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from £61 / night

(6) Excellent 

Certificate of Excellence

9

Holiday caravan/mobile home rental

Weymouth / Littlesea Holiday Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
“Excellent caravan” Easy to book. Owner really helpful. Caravan exceptional. Definitely look to stay again in the near future. Thank you
…see more

Certificate of Excellence

from £70 / night

£375 - £750 / week

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Responds fast!
avg. 1 hour 37 minutes

from £70 / night

(45) Very Good 

Certificate of Excellence

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
“Lovely cottage, very quiet, well equipped” We had a lovely time staying here, although the sat-nav didn't think it existed at times. The Cellar Bar in the Manor House was very welcoming, although the meals were a bit expensive. We explored lots of pl
…see more

Certificate of Excellence

from £70 / night

£475 - £695 / week

Book View

Responds fast!
avg. 59 minutes

from £70 / night

(24) Excellent 

16

Puddletown holiday cottage rental

Dorchester / Puddletown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Child friendly
“Excellent Holiday Cottage” Mill Street cottage is an excellent holiday home for a small family. We stayed here during the summer holidays and found it to be an excellent choice. The cottage itself is superb, with all the amenities you could ask for.
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from £65 / night

£360 - £650 / week

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from £65 / night

(5) Very Good 

22

Wool holiday home rental

Dorset / Wool

2 12 2 nights min

  • 2 bedrooms
  • Sleeps 12
  • 2 nights min
  • Nearest beach 9 km
  • Child friendly
  • Pet friendly
“A lovely stay!” A fantastic property, set up for anything! The grounds around are the equivalent of a field, allowing you plenty of tranquillity and space. The property also had a BBQ and hot tub, creating a great group atmosphere. I would thoroughl
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from £150 / night

£900 - £1250 / week

Enquire View

from £150 / night

(1) Excellent 

14

Home accommodation in Shaftesbury

Dorset / Shaftesbury

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden

from £85 / night

£440 / week

Book View

from £85 / night

(4) Very Good 

71

Bournemouth holiday townhouse rental

Bournemouth / Tuckton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Lovely warm, well equipped modern house, ideally situated” The house was warm and well equipped, very modern and spacious. It is not a homely house, but comfortable enough for a short stay. Everywhere was beautifully clean. We would recommend using
…see more

from £120 / night

£770 - £1267 / week

Book View

Responds fast!
avg. 1 hour 33 minutes

from £120 / night

(1) Excellent 

21

Holiday lodge in Mudeford

Christchurch / Mudeford

2 4 Min stay varies

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

from £70 / night

£700 - £1400 / week

Book View

from £70 / night

17

Holiday cottage in Gillingham

Dorset / Gillingham

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly

from £126 / night

£541 - £917 / week

Book View

Responds fast!
avg. 2 hours 35 minutes

from £126 / night

(1) Average 

26

Poole holiday caravan/mobile home rental

Dorset / Poole

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £49 / night

£263 - £999 / week

Book View

from £49 / night

(2) Excellent 

32

Holiday barn in Dorchester

Dorset / Dorchester

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £141 / night

£985 - £2685 / week

Enquire View

from £141 / night

(23) Excellent 

21

Holiday cottage in Charmouth

Bridport / Charmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Perfect!” Absolutely beautiful cottage in an amazing location. Me and my daughter stayed here for a week during half-term. The house is fab, extremely comfortable with everything you could possibly need. The village of Charmouth is so pretty and peace
…see more

from £100 / night

£595 - £975 / week

Enquire View

from £100 / night

(36) Excellent 

32

Holiday apartment in Bournemouth

Bournemouth / Southbourne

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Great house and suited us well” A group of 10 of us stayed here after finishing our A-level exams for a short holiday away. It was a spacious house with plenty of room for us all and a well equipped kitchen. Its very close to the beach and a high stre
…see more

from £200 / night

£1299 - £2249 / week

Enquire View

from £200 / night

(2) Excellent 

13

Chalet accommodation in West Stour

Gillingham / West Stour

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £157 / night

£524 - £1044 / week

Book View

Responds fast!
avg. 2 hours 47 minutes

from £157 / night

(3) Very Good 

17

Apartment rental in Woolland with shared pool

Blandford Forum / Woolland

2 4 Min stay varies

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

from £142 / night

£520 - £995 / week

Book View

from £142 / night

(46) Excellent 

25

Cottage rental in Broadwindsor

Dorset / Broadwindsor

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Somewhere to get away from it all” Great location and fairly remote within a mile of highest point in Dorset - which is well worth a walk. Spacious and clean, light and airy cottage surrounded lovely gardens with goats, pigs and sheep nearby ready to
…see more

from £40 / night

£280 - £920 / week

Book View

Responds fast!
avg. 3 hours 4 minutes

from £40 / night

(2) Very Good 

27

Holiday apartment with golf nearby in Poole Quay

Poole / Poole Quay

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

from £98 / night

£534 - £730 / week

Book View

from £98 / night

(50) Excellent 

Certificate of Excellence

22

Holiday b&b in Preston, Dorset

Weymouth / Preston, Dorset

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Private garden
“Perfect” An absolutely perfect place to stay. Spotlessly clean. Excellent food. Home from home. Rosemary just could not do any more to make this any better. Thank you.
…see more

Certificate of Excellence

from £80 / night

£560 - £630 / week

Book View

Responds fast!
avg. 1 hour 25 minutes

from £80 / night

22

Cottage rental in Woolland with shared pool

Blandford Forum / Woolland

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly

from £242 / night

£930 - £2020 / week

Book View

from £242 / night

(29) Excellent 

8

Holiday cottage in Sturminster Newton

Dorset / Sturminster Newton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 50 km
  • Car not necessary
  • Private garden
“Immaculate cottage restoration beautifully furnished. Perfect for a romantic break” We stayed in Primrose Cottage 21st - 24th Nov 2013. The workmanship evident in the restored cottage is impressive as are the furnishings & décor. We couldn't resist us
…see more

from £100 / night

£470 - £670 / week

Enquire View

from £100 / night

(12) 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 0.2 km
  • Swimming pool
“Absolutely amazing” Stayed at Bel Endroit for 4 nights with my two daughters (ages 13 & 9), mother in law and our 7 month old puppy. It was the first time going on holiday with our puppy and never stayed in a park complex before so I was a bit nerv
…see more

from £81 / night

£456 - £1400 / week

Book View

from £81 / night

(5) Excellent 

26

Holiday caravan/mobile home rental

Dorset / Weymouth

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £45 / night

£310 - £1295 / week

Book View

Responds fast!
avg. 3 hours 28 minutes

from £45 / 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
…see more

from £250 / night

£1275 - £1975 / week

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from £250 / night

(3) Average 

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

Book View

from £75 / night

(1) Excellent 

8

Litton Cheney holiday converted chapel rental

Bridport / Litton Cheney

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Nearest beach 4 km
  • Private garden

from £80 / night

£370 - £520 / week

Book View

Responds fast!
avg. 45 minutes

from £80 / night

(30) Excellent 

22

Broadwindsor holiday cottage rental

Dorset / Broadwindsor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Brilliant property, lovely people, good location” Lovely property, really top drawer! The animals out the back were all very friendly and in good condition and the proprietors are very friendly and full of good advice on the local area. The village it
…see more

from £36 / night

£250 - £690 / week

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Responds fast!
avg. 3 hours 4 minutes

from £36 / night

(3) Excellent 

30

Poole holiday caravan/mobile home accommodation

Dorset / Poole

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £130 / night

£910 / week

Book View

Responds fast!
avg. 1 hour 15 minutes

from £130 / 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
…see more

from £137 / night

£545 - £858 / week

Book View

from £137 / night

(7) Very Good 

26

West Lulworth holiday bungalow rental

Dorset / West Lulworth

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £200 / night

£1050 - £2205 / week

Book View

from £200 / night

(5) Excellent 

8

B&b rental in Wool

Dorset / Wool

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Pet friendly

from £120 / night

£840 / week

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from £120 / night

1