Cycling holiday villas and apartments Dorset | Holiday Lettings

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Dorset

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534 Holiday homes

Filters applied: Cycling holidays

(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 £110 / night

£770 / week

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from £110 / night

(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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Responds fast!
avg. 46 minutes

from £100 / night

(11) Excellent 

Certificate of Excellence

30

Maiden Newton holiday home rental

Dorset / Maiden Newton

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Child friendly

Certificate of Excellence

from £385 / night

£2000 - £2200 / week

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Responds fast!
avg. 2 hours 19 minutes

from £385 / 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

(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

(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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Responds fast!
avg. 3 hours 45 minutes

from £100 / night

(3) Excellent 

12

Barn rental in Abbotsbury

Weymouth / Abbotsbury

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 3 km
  • Child friendly
  • Pet friendly
“A great holiday property with much to see and do locally” We found that the Grain Store had everything we needed for a lovely holiday in Dorset. Well appointed, clean and all things thought through, including good wi-fi, a well stocked kitchen and ut
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from £76 / night

£530 - £1400 / week

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Responds fast!
avg. 3 hours 14 minutes

from £76 / night

(5) Very Good 

19

Weymouth holiday apartment rental

Dorset / Weymouth

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £65 / night

£400 - £900 / week

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Responds fast!
avg. 1 hour 22 minutes

from £65 / night

(41) Excellent 

Certificate of Excellence

16

Holiday barn in Frampton

Dorchester / Frampton

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 20 km
  • Ask owner if suitable for children
“Stunning barn accommodation” Absolutely lovely place to stay the owners have really thought of every thing . The place makes you feel really at home and relaxed highly recommended.
…see more

Certificate of Excellence

from £70 / night

£400 - £525 / week

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Responds fast!
avg. 2 hours 57 minutes

from £70 / night

(24) Excellent 

Certificate of Excellence

39

Holiday apartment with tennis court in Bournemouth

Bournemouth / Southbourne

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

Certificate of Excellence

from £180 / night

£800 - £1200 / week

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Responds fast!
avg. 1 hour 4 minutes

from £180 / night

(6) Very Good 

22

Cottage rental in Harmans Cross

Swanage / Harmans Cross

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 6 km
  • Child friendly
  • Pet friendly

from £91 / night

£565 - £1005 / week

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from £91 / 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

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from £98 / night

(5) Excellent 

22

Holiday cottage in Stour Provost

Shaftesbury / Stour Provost

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Child friendly

from £108 / night

£463 - £757 / week

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Responds fast!
avg. 20 minutes

from £108 / 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,
…see more

Certificate of Excellence

from £65 / night

£450 - £570 / week

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Responds fast!
avg. 2 hours 23 minutes

from £65 / night

(6) Excellent 

38

Uplyme holiday cottage rental

Lyme Regis / Uplyme

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“A fantastic house! Can't wait to go back!” Fantastic house, exceptionally well kitted out and finished! Social areas worked really well for 12 people. We were 6 couples however this house would work equally as well for a couple of families. The walk i
…see more

from £640 / night

£2160 - £4680 / week

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Responds fast!
avg. 2 hours 52 minutes

from £640 / night

(7) Excellent 

23

Holiday home in Rousdon

Lyme Regis / Rousdon

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Pet friendly
“Five go exploring at Christmas” Five of us (and a German shepherd) spent a very happy Christmas in this beautiful home. The estate is incredible! So peaceful, and the other residents were very friendly and welcoming. The house is stunning; beautifully
…see more

from £170 / night

£1200 - £2000 / week

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Responds fast!
avg. 3 hours 23 minutes

from £170 / night

(25) 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 £88 / night

£350 - £985 / week

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Responds fast!
avg. 2 hours 18 minutes

from £88 / night

(28) Excellent 

24

Home rental in Rodwell

Weymouth / Rodwell

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Perfect location for us” Number 8, was the perfect location for us only 5mins from Weymouth town centre and 2 mins away from Brewers Quay and the harbour. Stunning views of the coast from the bathroom window and living room balcony. Beds were very c
…see more

from £158 / night

£1100 / week

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Responds fast!
avg. 17 minutes

from £158 / night

(1) Excellent 

15

Cottage letting in Stoke Abbott

Dorset / Stoke Abbott

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 6 km
  • Child friendly
  • Pet friendly

from £70 / night

£375 - £515 / week

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from £70 / night

(7) Excellent 

22

Holiday cottage in Sturminster Newton

Dorset / Sturminster Newton

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 46 km
  • Child friendly
“Beautifully equipped and furnished cottage in peaceful setting” A very well presented and well maintained cottage with top of the range utensils and fittings. Nothing was too much trouble for the owner Maryanne. Little touches like fresh flowers, larg
…see more

from £80 / night

£373 - £1019 / week

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Responds fast!
avg. 1 hour 14 minutes

from £80 / night

(3) Excellent 

15

Cottage rental in Broadwindsor

Dorset / Broadwindsor

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 6 km
  • Child friendly
  • Pet friendly
“Seriously good accomodation” My wife and I spent a week staying at the Barn with our two golden retrievers. Property was clean, tidy and spacious and had everything we needed. Owners were friendly and helpful but not at all intrusive. Wi-Fi was brill
…see more

from £70 / night

£425 - £655 / week

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from £70 / 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
…see more

from £65 / night

£350 - £830 / week

Enquire View

from £65 / night

(20) Excellent 

50

Poole holiday caravan/mobile home rental

Dorset / Poole

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Excellent caravan, lovely area” Rockley Retreat is a large caravan with everything needed for your holiday. The area around Poole is lovely, with plenty to keep everyone happy.
…see more

from £58 / night

£400 - £849 / week

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Responds fast!
avg. 2 hours 36 minutes

from £58 / 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
…see more

Certificate of Excellence

from £95 / night

£525 - £1050 / week

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Responds fast!
avg. 1 hour 10 minutes

from £95 / night

(18) Excellent 

14

Swanage Bay holiday apartment rental

Swanage / Swanage Bay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Ideal position” This firat floor flat is in a wonderful position, on the quay, with views from 2 bedrooms across Swanage Bay and very convenient for all facilities of the town. The living/dining room is light & airy with superb views - and is comfo
…see more

from £100 / night

£368 - £1449 / week

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Responds fast!
avg. 46 minutes

from £100 / night

24

Holiday cottage in Child Okeford

Blandford Forum / Child Okeford

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly

from £162 / night

£693 - £1146 / week

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Responds fast!
avg. 20 minutes

from £162 / night

(11) Excellent 

Certificate of Excellence

24

Holiday caravan/mobile home rental

Weymouth / Chickerell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly
“more like a holiday cottage” Been a long time since last caravan holiday and was not expecting such a lovely, well appointed holiday cottage.
…see more

Certificate of Excellence

from £60 / night

£920 / week

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Responds fast!
avg. 3 hours 46 minutes

from £60 / 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
…see more

from £125 / night

£870 - £1760 / week

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Responds fast!
avg. 3 hours 14 minutes

from £125 / night

22

Sturminster Newton self catering cottage rental

Dorset / Sturminster Newton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly

from £80 / night

£425 - £495 / week

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Responds fast!
avg. 3 hours 40 minutes

from £80 / night

19

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

(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

(13) Excellent 

24

Holiday 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 km
  • Car not necessary
“Perfect in every way.” Very cosy, perfect location, & nicely decorated. We had a lot of rain when we were there so having a comfortable place to stay was very important. The owners were lovely & did their best to make our stay as enjoyable as possible
…see more

from £100 / night

£610 - £720 / week

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from £100 / 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 £95 / night

£450 - £660 / week

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Responds fast!
avg. 3 hours 6 minutes

from £95 / night

(5) 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

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from £200 / night

(2) Excellent 

39

Holiday cottage in Upwey

Weymouth / Upwey

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £261 / night

£1042 - £2054 / week

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Responds fast!
avg. 20 minutes

from £261 / night

(9) Very Good 

22

Cottage rental in Shaftesbury

Dorset / Shaftesbury

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Ask about pets

from £75 / night

£480 - £600 / week

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from £75 / night

(23) Very Good 

20

Holiday cottage in Maiden Newton

Dorset / Maiden Newton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
“Very clean and comfortable accommodation.” The Old Coach House is a very clean, comfortable and cosy cottage in a good location. We had a great stay there.
…see more

from £70 / night

£325 - £660 / week

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Responds fast!
avg. 2 hours 30 minutes

from £70 / night

(15) Very Good 

Certificate of Excellence

23

Hamworthy holiday caravan/mobile home rental

Poole / Hamworthy

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“EXCELLENT CARAVAN” Excellent caravan, enough space for us and really homely. Very well looked after and comfortable beds. As always rockley park makes a great base to explore the area with a good pub on site to come back to. Kids enjoy the flume in
…see more

Certificate of Excellence

from £70 / night

£490 / week

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Responds fast!
avg. 1 hour 49 minutes

from £70 / night

(1) Excellent 

30

Cottage rental in Shaftesbury

Dorset / Shaftesbury

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 48 km
  • Child friendly
  • Private garden

from £145 / night

£640 - £1056 / week

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Responds fast!
avg. 20 minutes

from £145 / night

(16) Excellent 

Certificate of Excellence

24

Apartment rental in Bournemouth with golf nearby

Bournemouth / West Cliff

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Car not necessary
“Amazing apartment!” Me and my boyfriend stayed at this apartment for 4 night and loved every minute of it so much so that we arranged to stay a extra night!.. Inside the apartment was perfect, it had everything we needed and was decorated very homely.
…see more

Certificate of Excellence

from £50 / night

£300 - £350 / week

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Responds fast!
avg. 2 hours 6 minutes

from £50 / night

1