List your home
Apply filters
£ to

Price

£10 - 500+

Price per night

£ to per night

Bedrooms

Show all

  • Show all
  • Studio
  • 1 Bedroom
  • 2 Bedrooms
  • 3 Bedrooms
  • 4 Bedrooms
  • 5 Bedrooms
  • 6 Bedrooms
  • 7 Bedrooms
  • 8 Bedrooms
  • 9 Bedrooms
  • 10 Bedrooms
  • 11 Bedrooms
  • 12 Bedrooms
  • 13 Bedrooms
  • 14 Bedrooms
  • 15+ Bedrooms

more +

less -

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

Filters applied: Cycling holidays (659)

32 of 659 Results

Sort by: Default

  • Default
  • Price low to high
  • Price high to low
  • Reviews

from £22 / night

£150 - £550 / week

View

(8) Excellent 5/5 

1 / 13

Holiday cottage in Dorset

Dorset / Winfrith Newburgh

Cottage / 1 Bedroom / sleeps 3

  • Nearest beach 5 km
  • Great for children of all ages
  • Car advised
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £22 / night

£150 - £550 / week

View

17th century converted holiday cottage, Near Lulwoth Cove and Durdle Door. Monkey World. Delightful village location, surrounded by beaches and wildlife. Linen and towels provided. Dog friendly cottages. Local pubs Pet friendly cottages. 2 dogs welcome £10 each Logs available from 1st Mar - 31st Oct @ £5 a load.  …see more

from £286 / night

£2000 - £3000 / week

View

1 / 19

Holiday home in Dorset

Dorset / Shaftesbury

House / 5 Bedrooms / sleeps 10

  • Nearest beach 30 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Add to shortlist

from £286 / night

£2000 - £3000 / week

View

Stylish, large, luxurious, private gated 5 bedroom, 4 bathroom house which sleeps 10. Spacious open plan living set in over an acre of land. Roof terrace with panoramic views over stunning Dorset countryside. Good local pubs, restaurants, walks and fishing all close by. WIFI, large flat screen SMART TV in lounge with gas fire + power showers in bathrooms  …see more

from £42 / night

£290 - £530 / week

View

(6) Excellent 5/5 

1 / 11

Holiday cottage in Dorset

Dorset / Winfrith Newburgh

Cottage / 1 Bedroom / sleeps 3

  • Nearest beach 5 km
  • Great for children of all ages
  • Car advised
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £42 / night

£290 - £530 / week

View

Superb self catering holiday cottage, close to Lulworth Cove, Durdle Door, Monkey World and the Tank Museum . Set in delightful village location. 4 star rating. Local pubs. Dog friendly cottages Dog friendly cottages £10 each  …see more

Featured properties

from £165 / night

£1150 - £1600 / week

View

(2) Very Good 4.5/5 

1 / 15

Holiday home in Dorset

Dorset / Weymouth

House / 8 Bedrooms / sleeps 25

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

Very Good 4.5/5 

Add to shortlist

from £165 / night

£1150 - £1600 / week

View

For as little as £64.00 for 1 person a week (based on 25 sharing) This property is ideal for a multiple family holiday, Divers, sailing events,Rock climbers, Fishing, Cycling, Jurassic Coastal walkers, Sand/sea and entertainment with the beach only a 2 minute walk away. Winter deals for groups of 15 people max. 2 x 4 bed dorms, 1 x 3 bed dorm, (2 x double or 2 x 2 bed dorms)  …see more

from £79 / night

£550 - £1300 / week

View

(1) Excellent 5/5 

1 / 16

Holiday home in Mudeford

Christchurch / Mudeford

House / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children over 5
  • Car advised

Excellent 5/5 

Add to shortlist

from £79 / night

£550 - £1300 / week

View

Seapoint is located at the entrance to Mudeford Quay and Christchurch harbour. A short walk to the shops and sandy beach. 100metres to harbour edge. Ideally located for events at the Christchurch Harbour Hotel, being a two minute walk. Seapoint is located at the entrance to Mudeford Quay and Christchurch harbour.  …see more

from £108 / night

£750 - £950 / week

View

(3) Very Good 4.5/5 

1 / 15

Dorset holiday home rental

Christchurch / Mudeford

House / 3 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

Add to shortlist

from £108 / night

£750 - £950 / week

View

Spectacular views of Mudeford harbour. Spacious, comfortable, well-equipped home in quiet cul-de-sac. Walking distance to Avon beach, Mudeford Quay, swimming facilities and Christchurch town centre. Suitable for adults or families alike. Sleeps 4. ASK FOR A DEAL!! N.B. there is STRICTLY no access beyond the boundaries of the property's enclosed garden. Non-smokers only.  …see more

from £50 / night

£350 - £833 / week

View

1 / 17

Piddlehinton holiday cottage rental

Dorset / Piddlehinton

Cottage / 4 Bedrooms / sleeps 7

  • Nearest beach 23 km
  • Great for children of all ages
  • Car advised
  • No pets allowed

Add to shortlist

from £50 / night

£350 - £833 / week

View

Whites Georgian Stables nestles in the heart of the picturesque Piddle valley at Piddlehinton. A tranquil place to unwind and re-charge. It sleeps 6 adults and a child in en-suite rooms of a recently refurbished, comfortable cottage; ideally located for touring Dorset. 100m to an excellent pub; locally sourced food and beer, extensive gardens. Safe parking for boats/trailers  …see more

from £115 / night

£800 - £1000 / week

View

(6) Very Good 4.5/5 

1 / 25

Holiday apartment in Dorset

Bournemouth / Southbourne

Apartment / 3 Bedrooms / sleeps 9

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

Very Good 4.5/5 

Add to shortlist

from £115 / night

£800 - £1000 / week

View

Luxury 3 bed apartment,very close to beach and Bournemouth.Sleeps 6 comfortably with extra bedding for 9.Free WiFi.2 flat screens,Nintendo Wii + games, DVDs,books and board games.Cot. Wheelchair access.Light and spacious.Parks,shops and cafes nearby.Great value  …see more

from £114 / night

£795 - £995 / week

View

1 / 29

Apartment rental in Bournemouth

Bournemouth / Southbourne

Apartment / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

Add to shortlist

from £114 / night

£795 - £995 / week

View

Luxury 3 bed 1st floor flat,2 bathrooms,very close to beach,light and spacious,sleeps 6 comfortably,extra single bed and cot,free Wifi, 3 flat screens and DVD players,DVDs,Sony PS2,board games,books,lift access,parks, shops,cafes nearby,excellent value for money I require a refundable damage deposit payment of £250 which is payable after the booking deposit  …see more

from £2 / night

£10 - £1040 / week

View

(1) Excellent 5/5 

1 / 24

Townhouse rental in Dorset with golf nearby

Christchurch / Mudeford

Townhouse / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £2 / night

£10 - £1040 / week

View

With high levels of cleanliness, freshly made up beds and towels. Close to award winning beaches, in a cul de sac. You can launch your dinghy, kayak or windsurfer from our residents (and our holiday home guests) only boat park. We have a 4* award from Visit Britain.  …see more

from £72 / night

£499 - £899 / week

View

(7) Very Good 4.5/5 

1 / 20

Holiday home in Dorset

Poole / Poole Harbour

House / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner

Very Good 4.5/5 

Add to shortlist

from £72 / night

£499 - £899 / week

View

A highly desirable location within dogwalking distance to Upton House, gardens , shoreside woods, cafe. A short 15 min drive gets you to Wareham and the beautiful Corfe Castle. The Harbour of Poole is the largest in GB. 5 mins drive to beach/park.indian takeaways delive Bournemouth, Poole, Wimborne, Weymouth, Blandford, Monkey world, Bovington Tank Museum, all within 45 mins.  …see more

from £69 / night

£480 - £948 / week

View

(11) Very Good 4.5/5 

1 / 11

Shaftesbury holiday cottage rental

Shaftesbury / Semley

Cottage / 3 Bedrooms / sleeps 6

  • Nearest beach 39 km
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner

Very Good 4.5/5 

Add to shortlist

from £69 / night

£480 - £948 / week

View

Charming hideaway close to Shaftesbury Perfect for complete relaxation, and a great starting point for a tour of the the West Country. 30 best places to live in the UK countryside - nearby Tisbury voted number 2 by the Times of March 2014  …see more

from £60 / night

£419 - £1359 / week

View

(1) Very Good 4/5 

1 / 8

Lyme Regis holiday cottage rental

Dorset / Lyme Regis

Cottage / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
  • Great for children of all ages

Very Good 4/5 

Add to shortlist

from £60 / night

£419 - £1359 / week

View

Luxury accommodation - 5 Star holiday cottage to sleep 6. Open plan sitting room with coal burning stove, and split level kitchen with dining area.  …see more

from £50 / night

£350 - £920 / week

View

(1) Excellent 5/5 

1 / 21

Holiday barn in Dorset

Weymouth / Langton Herring

Barn / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £50 / night

£350 - £920 / week

View

Orchard View Cottage. Barn conversion. 2 Adults and 2 Children + 1 infant. Master and Bunk bedrooms. Bathroom with bath. Beamed Open plan Living/Dining. Hand built kitchen with washing machine. Terrace onto Lovely Apple Orchard and spacious garden overlooking a meadow  …see more

from £72 / night

£500 - £1000 / week

View

(1) Excellent 5/5 

1 / 17

Dorset holiday barn rental

Dorset / Alderholt

Barn / 1 Bedroom / sleeps 2

  • Nearest beach 27 km
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner

Excellent 5/5 

Add to shortlist

from £72 / night

£500 - £1000 / week

View

The Stable By The Woods is the perfect place to relax. Explore Ringwood Forest and the New Forest is a short drive away. We are situated on the outskirts of the village, which has a local shop and pub. We have free range chickens too, so come and escape to the country! a king sized bed with comfortable Rest Assured mattress and en suite shower room with thermostatic shower.  …see more

from £95 / night

£665 - £1645 / week

View

1 / 22

Holiday farmhouse rental

Weymouth / Wyke Regis

Farmhouse / 6 Bedrooms / sleeps 10

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £95 / night

£665 - £1645 / week

View

Smugglers Haunt sits within a 10 minute walk from The Fleet and the famous Chesil Beach. It has a large private garden and patio, recently updated with neutral colours throughout. Smugglers Haunt has all the mod cons you need to have a comfortable stay 'home from home'. A warm and personal reception awaits you at Smugglers Haunt to ensure you have a fabulous holiday in Dorset.  …see more

from £72 / night

£500 - £1050 / week

View

(7) Very Good 4.5/5 

1 / 23

Caravan/mobile home rental in Poole with shared pool

Poole / Hamworthy

Caravan/Mobile Home / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages

Very Good 4.5/5 

Add to shortlist

from £72 / night

£500 - £1050 / week

View

large well appointed luxury static home. sleeps up to 8 on a stunning resort. Fully fitted kitchen and lounge. many facilities on site, including indoor and outdoor pools. Tennis courts and beach sports on site.overlooking poole estuary and opposite NT Studland. Keys to be collected from Haven reception. Or from security after 7pm. have your key pass form available .  …see more

from £108 / night

£750 - £1200 / week

View

(6) Very Good 4.5/5 

1 / 20

Holiday home in Dorset

Weymouth / Greenhill

House / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

Very Good 4.5/5 

Add to shortlist

from £108 / night

£750 - £1200 / week

View

Weymouth - self-catering - Victorian terraced Villa - 4 bedrooms – 2 minutes seafront, 5 minutes town, pubs, restaurants, railway station. On road parking permits for two cars. Dogs accepted if confined to kitchen area and walled garden. Please ask.  …see more

from £280 / night

£1960 / week

View

(1) Excellent 5/5 

1 / 24

Holiday home in Dorset

Shaftesbury / Donhead St Andrew

House / 2 Bedrooms / sleeps 4

  • Nearest beach 50 km
  • Not suitable for children
  • Car advised
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £280 / night

£1960 / week

View

Larmer Tree Chalke Valley History Festival Port Regis Sandroyd St Mary's Bryanston Canford Sherborne. Apart from for the express use of lighting the woodburner/barbeque, no smoking, flames, fires or fireworks.  …see more

from £41 / night

£285 - £810 / week

View

(1) Excellent 5/5 

1 / 10

Cottage rental in Dorset

Dorset / Upwey

Cottage / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £41 / night

£285 - £810 / week

View

Cozy, perfectly located and well equipped on a peaceful horse stud farm, within 30 acre horse-grazing grounds with great access to footpaths. Just 3 miles from groceries, the seaside and harbour of Weymouth. Cats,dogs, donkeys, chickens, ponies and horses are on site. We offer three cottages on site, Kimberwick, Snaffles and Pelham.  …see more

from £65 / night

£450 - £895 / week

View

(8) Very Good 4.5/5 

1 / 11

Holiday townhouse in Swanage Bay

Swanage / Swanage Bay

Townhouse / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed

Very Good 4.5/5 

Add to shortlist

from £65 / night

£450 - £895 / week

View

Victorian Townhouse just 200m from an award winning sandy beach. It's conveniently located minutes from shops and restaurants. Situated on the Jurassic Coast there is plenty to see and do including Steam train, Studland Beach, Durlston, corfe castle and lulworth cove  …see more

from £100 / night

£695 - £1595 / week

View

(1) Excellent 5/5 

1 / 11

Dorset holiday barn rental

Dorset / Abbotsbury

Barn / 4 Bedrooms / sleeps 8

  • Nearest beach 3 km
  • Great for children of all ages
  • Car essential
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £100 / night

£695 - £1595 / week

View

Cosy, characterful barn conversion with spectacular views and easy access to the southwest coast path, ideal for family groups.  …see more

from £58 / night

£400 - £875 / week

View

(2) Excellent 5/5 

1 / 21

Poole holiday caravan/mobile home rental

Poole / Hamworthy

Caravan/Mobile Home / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £58 / night

£400 - £875 / week

View

Rockley Park, Poole, Dorset, static caravan, rental, let, 3 4 7 days, short term, long term let, swimming, sandbanks, water sports, swift bordeaux, 2 beds/bedrooms, balcony, beech, car parking, quiet, Bournemouth Great place to relax and unwind and enjoy your surroundings, the views are amaziing on this 5* holiday park  …see more

from £50 / night

£350 - £700 / week

View

(6) Excellent 5/5 

1 / 14

Beaminster holiday cottage rental

Dorset / Beaminster

Cottage / 1 Bedroom / sleeps 3

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

Add to shortlist

from £50 / night

£350 - £700 / week

View

Pretty cosy cottage in the quiet heart of Beaminster, with its excellent independent food and gift shops. Short drive to beaches, wonderful walking from the door, foodie heaven, baby and dog-friendly. 6 miles to Crewkerne Station (2.5 hours London, 1 hour Exeter).  …see more

from £65 / night

£450 - £675 / week

View

1 / 15

Holiday apartment in Swanage Bay

Swanage / Swanage Bay

Apartment / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
  • Private garden

Add to shortlist

from £65 / night

£450 - £675 / week

View

Light and airy self contained two-bed basement flat about 300m from the sea (close to beach) and a couple of minutes walk from the centre of town. Please note, that the flat has 6 steps down to the front door might not be suitable for some people.  …see more

from £100 / night

£700 - £875 / week

View

(16) Very Good 4.5/5 

1 / 25

Lulworth Cove holiday b&b rental

Wareham / Lulworth Cove

B&B / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

Add to shortlist

from £100 / night

£700 - £875 / week

View

Family friendly with 5 acres of land, welcome pack, parking, field for horses, near beach, near pubs, good for walking, cycling, riding. Children and babies welcome. Near Monkey World, Tank Museum, Dorchester, Durdle Door, Jurassic Coast, Lulworth Cove. Dogs welcome. Lovely and sunny in Summer. Log fire for cosy nights in Winter.  …see more

from £76 / night

£530 - £730 / week

View

(4) Excellent 5/5 

1 / 17

Swanage Bay holiday home rental

Swanage / Swanage Bay

House / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children over 5
  • Car advised

Excellent 5/5 

Add to shortlist

from £76 / night

£530 - £730 / week

View

A great base for families looking for a seaside holiday or cyclists, rock climbers, walkers and fossil hunters who want to explore the seaside town of Swanage A comfortable house with dedicated parking and easy access to shops, pubs, restaurants, beach and Downs. Rental includes bedding and towels (not beach towels), well equipped kitchen. Unlimited WiFi, Smart TV.  …see more

from £72 / night

£500 - £700 / week

View

1 / 23

Dorset holiday apartment rental

Bournemouth / Lansdowne

Apartment / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car not necessary

Add to shortlist

from £72 / night

£500 - £700 / week

View

A spacious 3 bedroom, penthouse apartment, located in central Bournemouth.  …see more

from £128 / night

£895 - £1795 / week

View

(8) Very Good 4.5/5 

1 / 18

Holiday apartment with indoor pool in Swanage Bay

Swanage / Swanage Bay

Apartment / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

Add to shortlist

from £128 / night

£895 - £1795 / week

View

Your own private indoor heated swimming pool, snooker room and sauna are included in this spacious ground floor 4* Gold Apartment two minutes from the famous Jurassic coastline/1 mile from Swanage Town/bay. Over an acre of garden to relax and enjoy. Relax by the pool, play snooker with friends, sunbathe in the garden an ideal setting for families/couples.  …see more

from £72 / night

£500 - £650 / week

View

(1) Excellent 5/5 

1 / 19

Holiday apartment in Bournemouth

Bournemouth / Lansdowne

Apartment / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £72 / night

£500 - £650 / week

View

In the centre of Bournemouth and close to the beach, restaurants, bars, banks, shops, bus and railway station.  …see more

from £136 / night

£950 - £1375 / week

View

(3) Excellent 5/5 

1 / 24

Charminster holiday cottage rental

Dorset / Charminster

Cottage / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden

Excellent 5/5 

Add to shortlist

from £136 / night

£950 - £1375 / week

View

Rainbow is a home from home, It's very pretty and is very well-equipped. There is a log fire, Sky television and an excellent DVD library.Many visitors return again and again to soak up the peaceful, tranquil, warm and cosy atmosphere. Well behaved pets are welcome. There is much to see and do in West Dorset. The scenery is stunning. So good for the soul! Great food too!  …see more

from £100 / night

£700 / week

View

(2) Very Good 4.5/5 

1 / 24

Corfe Castle holiday caravan/mobile home rental

Corfe Castle / Kingston, Dorset

Caravan/Mobile Home / 1 Bedroom / sleeps 2

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car advised
  • Pets welcome

Very Good 4.5/5 

Add to shortlist

from £100 / night

£700 / week

View

Located in the heart of the beautiful Isle of Purbeck in Dorset,This national treasure provides access to some stunning countryside and woodland as well as providing wonderful views around the harbour itself. It is rich in wildlife and has attractive towns and villages  …see more
first

Also consider

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page