Walking holiday villas and apartments Dorset | Holiday Lettings

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Dorset

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598 Holiday homes

Filters applied: Walking holidays

(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

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from £58 / night

(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
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from £110 / night

£770 / week

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from £110 / night

(34) Excellent 

19

Home rental in Isle of Portland

Dorset / Isle of Portland

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £120 / night

£810 - £1230 / week

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Responds fast!
avg. 35 minutes

from £120 / night

(6) Excellent 

Certificate of Excellence

30

Holiday caravan/mobile home in Hamworthy

Poole / Hamworthy

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Excellent” Great caravan lovely land lords would definitely stay again well worth the money location stunning easy access to Poole town centre would recommend to anyone wishing to stay on the park.
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Certificate of Excellence

from £140 / night

£980 / week

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Responds fast!
avg. 1 hour 48 minutes

from £140 / night

(36) Excellent 

22

Holiday cottage in Tolpuddle

Dorchester / Tolpuddle

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 18 km
  • Child friendly
  • Pet friendly
“The nicest cottage we've stayed in.......and we've stayed in a few!” Wren Cottage was a delight, tastefully decorated and welcoming with a friendly ambience in every room. It provided every amenity that one could wish for, even a (working) alarm cloc
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from £80 / night

£420 - £855 / week

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Responds fast!
avg. 1 hour 12 minutes

from £80 / night

(14) Excellent 

Certificate of Excellence

13

Swanage holiday apartment rental

Isle of Purbeck / Swanage

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Loveley and cozy apartment to explore the Jurassic Coast in Dorset” The apartment is very clean, cozy and well equipped with lots of love for the homely detail. We were more likely to be at home than in a vacation rental. The location was almost perf
…see more

Certificate of Excellence

from £85 / night

£650 - £775 / week

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from £85 / night

(5) Excellent 

19

Holiday barn rental

Dorset / Lyme Regis

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly

from £60 / night

£420 - £700 / week

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Responds fast!
avg. 1 hour 45 minutes

from £60 / 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

(11) Very Good 

54

Holiday cottage rental

Dorset / Fleet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“The perfect base for exploring Dorset” Moonfleet is a lovely cottage set about halfway along the Fleet lagoon. More importantly it's located perfectly; be it for Corfe, Lulworth or Bovington to the East, or Lyme Regis, Charmouth & Seatown to the West.
…see more

from £150 / night

£500 - £1100 / week

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from £150 / night

(12) Excellent 

21

Bournemouth holiday cottage rental

Bournemouth / Branksome Park

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Child friendly
“Superb accommodation and location” This is a stylish, modern, open plan property equipped with top quality appliances, really comfy beds and a great patio with sun loungers. The added benefit is that it is in a great location and within walking distan
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from £150 / night

£900 - £1400 / week

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Responds fast!
avg. 3 hours 42 minutes

from £150 / night

(6) Excellent 

18

Sherborne holiday barn rental

Dorset / Sherborne

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
  • Private garden

from £82 / night

£516 - £774 / week

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Responds fast!
avg. 3 hours 8 minutes

from £82 / night

(4) Excellent 

10

Holiday farmhouse in Sturminster Newton

Dorset / Sturminster Newton

1 2 2 nights min

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

from £60 / night

£378 - £476 / week

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Responds fast!
avg. 2 hours 27 minutes

from £60 / night

9

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

(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
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Pricing unknown

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Pricing unknown

(4) Excellent 

15

Holiday cottage in Cerne Abbas

Dorset / Cerne Abbas

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 30 km
  • Child friendly
  • Pet friendly
“A “home away from home”” Living in the States and having family in Alton Pancras, we have stayed at the Bookham Court cottages on numerous occasions and entertained our American guests there too – they loved it! Each visit we’ve received a warm welcom
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from £74 / night

£395 - £765 / week

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Responds fast!
avg. 1 hour 30 minutes

from £74 / night

(10) Very Good 

23

Holiday cottage in Beaminster

Dorset / Beaminster

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Ask owner if suitable for children
“Beautiful Cottage” Myself and my family stayed here for a short break and it was amazing. The cottage is beautiful,as soon as I walked into the kitchen I fell in love especially with that AGA! It's a real home from home and has everything you coul
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from £120 / night

£600 - £1200 / week

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from £120 / night

(6) Excellent 

10

Holiday bungalow accommodation

Weymouth / Nottington

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Wonderful area, accommodation and hosts” Andreas and Elizabeth are great hosts and the accommodation is perfect . There are two other cottages (we have stayed in all three; we keep coming back!) and I wouldn't hesitate to recommend Kimberwick, Pelham
…see more

from £55 / night

£310 - £840 / week

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from £55 / night

(69) Excellent 

Certificate of Excellence

16

Poole Harbour holiday apartment rental

Poole / Poole Harbour

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
“Warm, comfy apartment” We stayed at this apartment in Poole for a few days in March 2017. It is very tastefully decorated and we found it warm, comfortable and clean with a very well equipped kitchen. It was lovely to come back to after a day out expl
…see more

Certificate of Excellence

from £100 / night

£700 - £850 / week

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Responds fast!
avg. 1 hour 8 minutes

from £100 / 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

(11) Very Good 

15

Holiday apartment with indoor pool in Swanage Bay

Swanage / Swanage Bay

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Ideal location for families” The key was available so we were able to get straight into the apartment. Mrs McWilliams was very friendly and helpful. The apartment is very spacious. It has lovely views over the gardens, and the swimming pool was nic
…see more

from £128 / night

£895 - £1895 / week

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from £128 / night

10

Bournemouth holiday penthouse rental

Bournemouth / East Cliff, Bournemouth

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £199 / night

£950 / week

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from £199 / night

(7) Excellent 

12

Holiday studio in Semley

Shaftesbury / Semley

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
“What a gem!” This is just a lovely place to stay! The setting on the village green is stunning and the accommodation is spotlessly clean and very well thought out with tremendous attention to detail. Alan and Jo, the owners of the cottage, live next d
…see more

from £56 / night

£355 - £372 / week

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Responds fast!
avg. 45 minutes

from £56 / 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) Excellent 

23

Over Compton holiday barn rental

Sherborne / Over Compton

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 37 km
  • Child friendly
“Outstanding Barn and Location” This barn is in such a lovely location among country lanes but only a very short distance from the amazing village of Sherbourne which I would highly recommend visiting. The barn has everything you could wish for and lev
…see more

from £98 / night

£450 - £750 / week

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Responds fast!
avg. 3 hours 23 minutes

from £98 / night

(15) Excellent 

32

Holiday shepherds hut in Netherbury

Bridport / Netherbury

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 8 km
  • Child friendly
  • Pet friendly

from £90 / night

£600 / week

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Responds fast!
avg. 3 hours 16 minutes

from £90 / night

(18) Very Good 

32

Holiday home in West Lulworth

Dorset / West Lulworth

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
“Country Escape” Deb & John were extremely helpful and welcoming from the get go. We had all the arrival details before we even began our journey, and when we arrived they left a personal message for our group and so many local tips of what to see, whe
…see more

from £180 / night

£795 - £1225 / week

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from £180 / 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

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Responds fast!
avg. 1 hour 28 minutes

from £40 / night

(10) Excellent 

34

Holiday townhouse in Lyme Regis

Dorset / Lyme Regis

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £150 / night

£600 - £1800 / week

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Responds fast!
avg. 3 hours 17 minutes

from £150 / night

(30) Excellent 

20

Warmwell holiday lodge rental

Weymouth / Warmwell

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great resort” Great resort cabin is well fitted out and clean we had to get the main mattress on the king size bed changed. Park dean sorted this out straight away for us but the cabin is not one of theirs it's owned privately. Now we can sleep withou
…see more

from £80 / night

£489 - £1299 / week

Enquire View

from £80 / 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 - £1250 / week

Book View

Responds fast!
avg. 1 hour 3 minutes

from £180 / 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

Book View

Responds fast!
avg. 2 hours 21 minutes

from £65 / night

(2) Excellent 

12

Holiday cottage in Upwey

Weymouth / Upwey

2 4 Min stay varies

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

from £85 / night

£410 - £750 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £85 / night

(2) Excellent 

21

Holiday barn in Langton Herring

Weymouth / Langton Herring

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly
“Beautiful cottage, Amazing location.” One of the best cottages we've ever stayed in. It was such a surprise when we opened the door to the bright, open beamed cottage. The owners were so welcoming, and all the little extras they put in the cottage r
…see more

from £100 / night

£590 - £850 / week

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Responds fast!
avg. 3 hours 19 minutes

from £100 / 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

(40) Excellent 

26

Holiday log cabin rental

Isle of Purbeck / Swanage

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Fantastic weekend break” Lavender Leap was everything we wanted and more, a beautiful lodge, very well equipped and in a stunning setting. We had a fabulous weekend stay. Ron was very welcoming and helpful. We couldn't have asked for more.
…see more

from £160 / night

£1100 - £1380 / week

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Responds fast!
avg. 1 hour 41 minutes

from £160 / night

(23) Excellent 

18

Piddlehinton holiday cottage rental

Dorchester / Piddlehinton

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 23 km
  • Child friendly

from £50 / night

£350 - £980 / week

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Responds fast!
avg. 2 hours 8 minutes

from £50 / night

(1) Very Good 

9

Holiday bungalow in Winterbourne Abbas

Dorset / Winterbourne Abbas

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly

from £70 / night

£250 - £500 / week

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from £70 / 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

(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

(18) Very Good 

40

Isle of Portland holiday cottage rental

Dorset / Isle of Portland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Child friendly
“Perfect Weekend Away” We have just returned from a lovely long weekend in this perfect cottage. It's very well equipped with everything you need. It was a great base for all the attractions and we were blessed with amazing weather. We enjoyed a coasta
…see more

from £90 / night

£395 - £995 / week

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Responds fast!
avg. 50 minutes

from £90 / night

1