Cycling holiday villas and apartments Dorset | Holiday Lettings

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534 Holiday homes

Filters applied: Cycling holidays

11

Holiday barn in Whitchurch Canonicorum

Dorset / Whitchurch Canonicorum

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly

from £105 / night

£486 - £780 / week

Book View

from £105 / night

(1) Excellent 

18

Holiday home in Baiter Park

Poole / Baiter Park

2 4 7 nights min

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

from £58 / night

£400 - £700 / week

Book View

from £58 / night

(18) Excellent 

13

Holiday cottage in Winfrith Newburgh

Dorset / Winfrith Newburgh

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Pet friendly
“Ticked all the boxes” Very warm welcome. Excellent accommodation. Close to all local amenities & so much to see with Lulworth Cove just a short drive away but plenty more to do & see further afield. Great place for a relaxing holiday.
…see more

from £70 / night

£350 - £550 / week

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from £70 / night

12

Holiday apartment in Bournemouth

Dorset / Bournemouth

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £90 / night

£499 - £850 / week

Book View

from £90 / night

(9) Excellent 

Certificate of Excellence

18

Holiday bungalow rental

Wimborne / Horton

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Child friendly

Certificate of Excellence

from £65 / night

£390 / week

Book View

from £65 / 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
…see more

Pricing unknown

Enquire View

Pricing unknown

(4) Excellent 

17

Holiday cottage rental

Dorset / Cerne Abbas

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 25 km
  • Pet friendly
  • Private garden
“The perfect country weekend away!” My girlfriends and I had a wonderful time at Mel and Ian's place in Cerne Abbas, Dorchester. The cottage had everything we needed, and they even baked us a cake on arrival! We went on walks, drove out to the Giant (h
…see more

from £39 / night

£230 - £496 / week

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from £39 / night

(6) Excellent 

23

Cottage rental in Shaftesbury

Dorset / Shaftesbury

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
“Fantastic” Our high expectations were far outreached when we first walked through the door into an inviting and homely house. We thoroughly enjoyed our stay in this inspirational and relaxing environment thanks to the numerous books to browse throug
…see more

from £75 / night

£500 - £1050 / week

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from £75 / 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

(18) Very Good 

18

Weymouth holiday cottage rental

Dorset / Weymouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Excellent compact accommodation” House had almost everything we needed, easy to use appliances with instructions provided, comfortable beds and enough room for two adults and two teenagers without being cramped
…see more

from £80 / night

£395 - £665 / week

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from £80 / 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

£570 - £730 / week

Book View

from £80 / night

(3) Excellent 

22

Holiday cottage in Charmouth

Bridport / Charmouth

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“If you are a family group, book it!” We are a family group of 13, ranging in age from 6 months to 66 years. This cottage is fabulous (a 400 year old thatched cottage would be hard to beat!) one of the best self-catering properties we've come across.
…see more

from £344 / night

£1586 - £3178 / week

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from £344 / night

(1) Very Good 

19

Alderholt holiday cottage rental

Dorset / Alderholt

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 20 km

from £36 / night

£250 - £430 / week

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from £36 / 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

(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
…see more

from £61 / night

£425 - £1000 / week

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from £61 / night

19

B&b rental in Weymouth

Dorset / Weymouth

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 8 km

from £80 / night

£499 / week

Book View

from £80 / night

(37) Excellent 

43

Home rental in Bournemouth

Dorset / Bournemouth

8 25 Min stay varies

  • 8 bedrooms
  • Sleeps 25
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“It was wonderful” It was absolutely wonderful, the house is beautiful and clean and tidy. Everything we needed was there. Great location,close to the beach. Loved it!
…see more

from £400 / night

£2800 / week

Book View

from £400 / 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

16

Holiday barn rental

Dorset / Whitchurch Canonicorum

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £159 / night

£735 - £1458 / week

Book View

from £159 / night

(25) Excellent 

40

Apartment rental in Bournemouth

Bournemouth / Boscombe Spa Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Fantastic apartment and great location.” Lovely apartment with fantastic views. We stayed here for the weekend with our 2 Grandsons aged 7&4. We felt at home straight away. Apartment had everything you could need-even plastic plates/cups for the kids
…see more

from £160 / night

£800 - £1375 / week

Book View

from £160 / night

(4) Excellent 

12

Holiday home rental

Dorset / Christchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Excellent location in Christchurch to access all amenities” Very clean and tidy house with car parking outside. We loved the nautical themed décor. The location suited us perfectly for easy access to the river walk and short drive to the beaches and c
…see more

from £85 / night

£620 - £820 / week

Book View

from £85 / 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

Book View

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

Book View

from £70 / night

(16) Excellent 

24

Holiday studio rental

Bridport / Symondsbury

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Nearest beach 3 km
  • Private garden
“Good Value and ideal location for Symondsbury” Izzy's Annex provided the ideal accommodation for a base in the small village of Sym ondsbury in Dorset to attend a wedding at the local church and The Barn for the reception. Just a matter of a short wal
…see more

from £65 / night

£305 / week

Book View

from £65 / night

(24) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from £47 / night

£295 - £360 / week

Book View

from £47 / night

(42) 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
“Great.” This is great rental, we have been twice this year already & may do a 3rd if possible. We find it lovely & peaceful. The new shower is really good too. We can't fault it.
…see more

Certificate of Excellence

from £70 / night

£475 - £695 / week

Book View

from £70 / 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

Book View

from £132 / night

(9) Excellent 

25

Ferndown holiday cottage rental

Dorset / Ferndown

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 11 km
  • Child friendly
“Extremely helpful owner and assistant. Beautiful house” before our stay I spoke to Sonia on a number of occasions regarding my husband who is in a wheelchair. I can only say I have never had such good service regarding the information given for a dis
…see more

from £130 / night

£740 - £1815 / week

Book View

from £130 / night

(5) Very Good 

23

Mudeford holiday lodge rental

Christchurch / Mudeford

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Brilliant” The owner of this lodge is fantastic, very friendly and was fantastic to us. The lodge is perfect, its bright, spacious and the beds are lovley. The kitchen is full of modern features including an Amercian Style fridge / freezer which wa
…see more

from £118 / night

£702 - £1730 / week

Book View

from £118 / night

(4) Very Good 

16

Holiday apartment in Poole Quay

Poole / Poole Quay

2 4 7 nights min

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

from £99 / night

£688 - £1250 / week

Enquire View

from £99 / night

(1) Average 

11

Isle of Portland holiday studio accommodation

Dorset / Isle of Portland

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 3 km
  • Suitable for children age 5+

from £59 / night

£399 / week

Book View

from £59 / night

(3) Very Good 

11

Holiday home rental

Swanage / Swanage Bay

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Loads to do... great views... classic Dorset” A group of us spent a short break in Swanage, we had a great time at the cottage, there's loads to do and see in the area and some fantastic scenery. The house has been refurbished to a high standard, s
…see more

from £120 / night

£900 - £1050 / week

Book View

from £120 / night

(16) Very Good 

16

Holiday home in Weymouth

Dorset / Weymouth

8 23 Min stay varies

  • 8 bedrooms
  • Sleeps 23
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“A great property in a great location” We stayed at Bunkhouse Plus with a group of friends to share our children's 16th birthdays. We had a fantastic time. The property is well located close to the beach and activities in Weymouth and was extremely
…see more

from £150 / night

£1050 / week

Book View

from £150 / 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

Book View

from £108 / 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

Book View

from £60 / 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

(24) Very Good 

18

Holiday manor house in Bournemouth

Bournemouth / Branksome Park

5 19 2 nights min

  • 5 bedrooms
  • Sleeps 19
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Excellent stay for big groups” I booked Burton Manor for a stag weekend and it worked out really well. Although very clean the property's not in the best condition but that didn't bother us because we just wanted to relax and enjoy some food and drink
…see more

from £750 / night

£3960 - £4360 / week

Book View

from £750 / 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

Book View

from £100 / night

(10) Excellent 

Certificate of Excellence

14

Holiday apartment rental

Bournemouth / Southbourne

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 0.3 km
  • Child friendly
  • Car not necessary
“Good location” Carbery View is a lovely holiday home for two people. It is very comfortable,cosy and has all the facilities you need. The location is perfect and there is ample off road parking and is within walking distance of local shops and buses.
…see more

Certificate of Excellence

from £40 / night

£280 - £510 / week

Book View

from £40 / night

(7) Very Good 

7

Holiday cottage in Piddlehinton

Dorchester / Piddlehinton

3 6 7 nights min

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

from £58 / night

£400 - £900 / week

Book View

from £58 / night

1