Cycling holiday villas and apartments Dorset

Close

View larger map

Also consider

West Country
12,019 properties
London
7,457 properties
Northern England
7,061 properties
Cornwall
5,241 properties
Devon
4,278 properties
South East England
3,776 properties
Yorkshire
3,102 properties
East Anglia
2,387 properties
Cumbria
2,033 properties
Norfolk
1,803 properties
Sussex
1,697 properties
Dorset
1,292 properties
Dorset
1,292 properties
Somerset
1,208 properties
East Sussex
1,166 properties
Cotswolds
1,124 properties
Isle of Wight
913 properties
Kent
854 properties
Kent
854 properties
Lincolnshire
745 properties

Dorset

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

495 Holiday homes

Filters applied: Cycling holidays

17

Holiday townhouse in Poole

Dorset / Poole

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
This beautifully presented 4 bedroom family holiday home sleeps 8 guests comfortably. Situated just a short walk away from the wonderful award winning beaches at Sandbanks, this is the ideal choice for family holidays in this most sought after area. Featuring an ent  …see more

from £300 / night

£1180 - £2025 / week

Enquire View

from £300 / night

(1) 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
Hi. We are Weymouth bay breaks. This is our second year of running our Caravan at Weymouth Bay. Our Beautiful Modern, Clean & Tidy Caravan Featuring wonderful Views, a beach very close by via car or by foot. • The caravan is a Large Caravan. • Platinum  …see more

from £45 / night

£275 - £1295 / week

Book View

from £45 / night

(39) Excellent 

23

Holiday cottage in Beaminster

Dorset / Beaminster

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Child friendly
“Never Disapointing” We have returned home again after our second stay at this most wonderful cottage. Everything in the cottage is of a high standard and you could not wish for a better place to spend time in Dorset. We found this 'Gem' quite by ch  …see more

from £100 / night

£300 - £635 / week

Enquire View

from £100 / night

(8) Very Good 

15

Holiday home in Bournemouth

Bournemouth / Southbourne

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Perfection!” Don't be put off that the interior isn't very modern (do not mean this in a detrimental way), the house is absolutely perfect for a holiday to Bournemouth. The beach is a minutes walk away and is quiet and everything you need from a beach  …see more

from £72 / night

£500 - £950 / week

Book View

from £72 / night

21

Holiday home letting

Poole / Poole Harbour

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
This spacious detached character style holiday house has been a favourite holiday home in this area for many years and is ideally located to enable guests to enjoy all that the area has to offer. Featuring a spacious lounge/diner with fantastic direct sea views, a sep  …see more

from £200 / night

£1050 - £1830 / week

Enquire View

from £200 / night

(10) Excellent 

57

Holiday cottage in Upwey

Weymouth / Upwey

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Shhhhhh! Dont tell anyone” This is a great place to stay in Dorset. You have the quiet setting of Upwey but with the local activities just down the road. The house was superb and enough for the 4 of us. The host , could not be more genuine and hone  …see more

from £179 / night

£899 - £1599 / week

Book View

from £179 / night

(2) Excellent 

18

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

£300 - £450 / week

Book View

from £50 / 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
Self catering holiday apartments walking distance to Poole Quay Dorset. 2 bedroom apartment sleeping 5 persons. Short breaks. Long term lets available. Serviced accommodation. Poole Town Centre. Free Wifi and parking. Credit cards accepted. Golf and Yacht clubs near.&  …see more

from £98 / night

£534 - £730 / week

Book View

from £98 / 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
Sleeps 5/6 in eco friendly cottage using cutting edge technology. Surrounded by sheep, chickens and a host of wildlife bordered by the River Piddle, use of private hot tub.  …see more

from £58 / night

£400 - £900 / week

Book View

from £58 / night

(9) Excellent 

15

Caravan/mobile home rental in Christchurch

Dorset / Christchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Fantastic accommodation, great site, pool and beach on the doorstep” We arrived to find the accommodation exactly as described. It looked and felt brand new and there were some subtle touches that individually you probably would not have noticed but c  …see more

from £81 / night

£456 - £1400 / week

Book View

from £81 / night

(13) Very Good 

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
“Lovely break in Poole” We booked this caravan as my husband and I wanted to have a short break with our one year old. The pictures on the website do not disappoint and the caravan was lovely and clean. We had a lovely stay at Rockley Park. We didn't r  …see more

from £70 / night

£490 / week

Book View

from £70 / night

24

Holiday apartment rental

Blandford Forum / Woolland

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
Welcome to The Victorian Barn, a holiday hamlet of houses, apratments, cottages and lodges amidst beautiful Dorset countryside. The Victoria & Albert Suite within The Victorian Barn Sleeps up to 14 guests and is perfect for family holidays, mini breaks and special  …see more

from £374 / night

£1630 - £2975 / week

Book View

from £374 / night

11

Poole Quay holiday apartment rental

Poole / Poole Quay

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 5 km
  • Child friendly
  • Car not necessary
Self catering holiday accommodation Flat 7 2 bedroom apartment situated in a quiet area only walking distance to Poole Quay Dorset. Stroll along the quayside, Close to shops, theatre, yacht clubs. RNLI, Poole Stadium.Free Wifi, free car parking in our own car park.  …see more

from £88 / night

£560 - £730 / week

Book View

from £88 / night

(4) Excellent 

34

Holiday barn in Bournemouth

Dorset / Bournemouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
Bournemouth Cottage, Semi Rural Location, PYO within half mile, Equestrian just at the end of the road  …see more

from £99 / night

£693 / week

Book View

from £99 / night

(22) Excellent 

21

Beaminster holiday cottage rental

Dorset / Beaminster

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Albert Cottage;a beautifully refurbished historic 2 bedroom cottage. A delightful, Grade ll listed stone cottage. Spacious, very well equipped.Quality mattresses.Pretty private gardens. Safe for children and dogs. In the enchanting historic town of Beaminster. Jurassic  …see more

from £43 / night

£300 - £690 / week

Enquire View

from £43 / night

(31) Excellent 

17

Bournemouth holiday apartment rental

Bournemouth / East Cliff, Bournemouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Fab Holiday” We had a wonderful holiday in Hartford Court - 2 friends and myself stayed for 5 nights in July. Adrian and Sarah are really helpful and friendly and did everything they could to make our stay welcoming. The apartment is lovely - with g  …see more

from £120 / night

£636 - £966 / week

Enquire View

from £120 / night

(6) Excellent 

12

Holiday home 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
“amazing holidays” Wonderful holiday the flat was very cosy very modern with all needs close city center and nice beach. I recommend to every one.  …see more

from £80 / night

£499 - £775 / week

Book View

from £80 / night

(7) Very Good 

22

Cottage rental in Compton Abbas

Dorset / Compton Abbas

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Ask about pets
Sleeps up to 5 people. Rural Cottage. Well behaved dog welcome. Woodburning stove. Free WiFi from 2015  …see more

from £75 / night

£480 - £600 / week

Book View

from £75 / night

(12) Excellent 

24

Holiday cottage in Leigh, Dorset

Sherborne / Leigh, Dorset

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 32 km
  • Child friendly
  • Private garden
A beautifully restored, grade II listed cottage in the small village of Leigh, 6 miles from Sherborne and 30-40 minutes' drive from the Jurassic coast.  …see more

from £105 / night

£450 - £757 / week

Book View

from £105 / night

(1) Very Good 

16

Holiday cottage in East Burton

Wareham / East Burton

3 12 2 nights min

  • 3 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 9 km
  • Child friendly
A spacious deluxe bungalow. Sleeping 10/12 within its own grounds. 3 bedrooms of which 1 is a double with its own en-suite shower room. 1 x double room & 1 x 2 x adult bunk beds room. A large walk in separate shower room. The property has an open plan kitchen / dini  …see more

from £295 / night

£1250 / week

Enquire View

from £295 / night

34

Holiday apartment rental

Dorset / Poole

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
The apartment has been beautifully refurnished at the beginning of July 2016! As soon as you walk through the doors in Dolphin Quays you will be delighted by the size and decor of the entrance hall and the concierge team are on hand 24 hours a day. The apartment is ju  …see more

from £149 / night

£795 - £995 / week

Book View

from £149 / night

(10) Excellent 

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
Mill House is a stunning property adjoining a former mill which dates back to the Domesday Book in 1066. Situated in the heart of Maiden Newton, West Dorset, ideally located for exploring Dorchester, 6 miles, Weymouth, Portland and the famous World Heritage Jurassic Coa  …see more

from £385 / night

£1850 - £2200 / week

Book View

from £385 / night

(5) Excellent 

19

Holiday apartment rental

Swanage / Swanage Bay

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
This comfortable,quiet first-floor cottage sleeping 2+2 is situated in the heart of Swanage (on main street) only 1 min. from beaches, entertainments, shops and restaurants, and 4 mins. from bus station & steam railway. Parking is available!.<br />Beach ide  …see more

from £72 / night

£500 / week

Book View

from £72 / 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
In the ancient area of St James’s, below Gold Hill (made famous by the Hovis advertisement), St James’s Cottage is the quintessential English cottage which has received careful, sympathetic and high-quality restoration and improvement. It has the feel of bei  …see more

from £145 / night

£622 - £1056 / week

Book View

from £145 / 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
Named after the family that lived here for four generations, Abbotts Cottage is a beautifully appointed cottage, perfect for two people and quietly situated along a winding country lane in the parish of Stour Provost, 3½ miles from Gillingham (main line railway s  …see more

from £105 / night

£450 - £757 / week

Book View

from £105 / night

(9) Excellent 

14

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

from £60 / night

£920 / week

Book View

from £60 / 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
Enjoying an open uninterrupted view across pasture land to Hambledon Hill, Giddy Acre Barn is peacefully situated a little way down a track on a smallholding on the fringes of Child Okeford.  …see more

from £157 / night

£673 - £1146 / week

Book View

from £157 / night

(24) Very Good 

24

Holiday cottage in Lulworth Cove

Wareham / Lulworth Cove

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.02 km
  • Swimming pool
“Superb Holiday” We had 3 generations of our family stay here for a week and all agreed that the stay was wonderful. A beautiful 18th century ( I think? ) cottage just a few minutes from the seafront and the start of spectacular walks along the coast a  …see more

from £200 / night

£950 - £1700 / week

Book View

from £200 / night

(37) Excellent 

16

Holiday barn in Frampton

Dorchester / Frampton

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 20 km
  • Ask owner if suitable for children
“Wonderful accomodation and hosts” We highly recommend the Rose Barn: it's beautifully decorated and well appointed. The hosts are friendly and helpful. The location is convenient to the Dorset coast as well as the beautiful countryside.  …see more

from £60 / night

£325 - £450 / week

Book View

from £60 / night

(12) Excellent 

17

Swanage holiday townhouse rental

Isle of Purbeck / Swanage

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Child friendly
“A hidden gem in Swanage” This beautiful terraced house is so close to everything that you would wish to visit in Swanage that you feel immediately relaxed as soon as you step in, or out, of the front door! The house itself is bright and airy, with a s  …see more

from £125 / night

£650 - £1350 / week

Enquire View

from £125 / night

(1) Excellent 

16

Holiday home with golf nearby in Poole

Dorset / Poole

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Lovely house in amazing location” The house is lovely - great for a large group of 10 of us. The location is amazing, right next to the beach and with a lovely deck with a view out to the sea. Tracy even left us some gifts for our arrival day. Would d  …see more

from £235 / night

£1550 - £2750 / week

Enquire View

from £235 / night

(32) Excellent 

24

South Perrott holiday cottage rental

Dorset / South Perrott

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 20 km
  • Child friendly
  • Private garden
“Stunning cottage” We stayed at Church Gate for a weekend, it is a lovely cottage decorated to a high standard. The welcome basket was a lovely surprise. It is within reach of the Jurassic Coast and Dorchester. We didn't put the TV on once but did p  …see more

from £114 / night

£516 - £1289 / week

Enquire View

from £114 / night

(3) Very Good 

16

Holiday cottage rental

Dorset / Holwell

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • 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 £130 / night

£510 - £847 / week

Book View

from £130 / 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  …see more

from £130 / night

£740 - £1830 / week

Enquire View

from £130 / night

(3) Excellent 

10

Nottington holiday cottage rental

Weymouth / Nottington

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“wonderful holiday between horses and nature places to discover” the cottage is lovely and clean, elisabeth and andreas are very hospitable, there are many places to visit and supermarkets is near, need to have the machine  …see more

from £54 / night

£300 - £840 / week

Book View

from £54 / night

(9) Excellent 

20

Cottage rental in Winfrith Newburgh

Dorset / Winfrith Newburgh

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Suitable for children age 5+
There is a fully equipped kitchen with window seat & tiled floor, cosy beamed sitting room with inglenook fire place , window seat & dining area. Steep winding stairs to double bedroom leading into twin bedroom. Sloping ceilings, some low doorways, downstairs b  …see more

from £90 / night

£550 - £850 / week

Book View

from £90 / night

11

Isle of Portland holiday home accommodation

Dorset / Isle of Portland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
150 Year Old Portland Stone Fisherman's Cottage. Two leather sofas to seat six. Freeview T.V. Books. DVD's. C.D's. Games .Wifi. There is a wood burning stove for the winter months and barbeque and alfresco dining during the summer months. Vintage pin  …see more

from £120 / night

£465 - £750 / week

Book View

from £120 / night

(13) Excellent 

13

Swanage Bay holiday cottage accommodation

Swanage / Swanage Bay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly
“Absolutely wonderful cottage” Alison's cottage is wonderful home from home, lovely location,lovely feel about the cottage and the ducks in the garden the grandaughters and the rest of the family loved it all, I cant rate this cottage high enough, I ha  …see more

from £100 / night

£700 - £995 / week

Enquire View

from £100 / night

21

Home rental in Poole

Dorset / Poole

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
This is a beautifully presented modern refurbished town house, featuring beautiful water front views from the balcony and just a short level walk away from Poole Quay, the town and local amenities. Offered over 3 floors as follows:- Ground floor entrance hallway with  …see more

from £300 / night

£1030 - £1550 / week

Enquire View

from £300 / night

(7) Very Good 

20

Holiday home in Poole Harbour

Poole / Poole Harbour

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“Very nice little house, close to all amenities.” Easy to book, a stones throw from the water front, and within walking distance of the many bars and restaurants of Poole. Very nice, clean property, with all you could need for a trip away from home. Do  …see more

from £115 / night

£450 - £750 / week

Book View

from £115 / night