Walking holiday villas and apartments Dorset | Holiday Lettings

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577 Holiday homes

Filters applied: Walking holidays (577)

(24) Excellent 

25

Holiday studio in Bradpole

Bridport / Bradpole

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Ask about pets
“2nd visit loved everything about it and didnt want to go home” Stayed here in Sept last year in the Farrows which was fantastic so as soon as we got back booked our week in May staying in The Pressing Room which was even better because the patio had a  …see more

from £70 / night

£235 - £495 / week

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from £70 / night

(37) Very Good 

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
“Ms” The chalet was in the perfect location for exploring Dorset. Was very well appointed for a comfortable stay and would recommend a visit.  …see more

from £39 / night

£200 - £695 / week

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from £39 / night

(38) Excellent 

27

Holiday cottage in Uplyme

Lyme Regis / Uplyme

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Ask owner if suitable for children
Roof terrace garden above the car port - table, chars and flowering plants. Lovely walks into Lyme.  …see more

from £80 / night

£350 - £590 / week

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from £80 / night

(9) Very Good 

18

Holiday apartment in Swanage Bay

Swanage / Swanage Bay

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“The nearest place to heaven” So close to the ocean that on a wild day the spray splashes on the windows. The flat is very cosy and comfortable. Everything you need is right there. The owners have thought of everything from crab nets to a great selecti  …see more

from £80 / night

£400 - £1700 / week

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from £80 / night

(9) Excellent 

18

Holiday cottage in Okeford Fitzpaine

Blandford Forum / Okeford Fitzpaine

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 39 km
  • Child friendly
  • Pet friendly
“Lovely cottage” Stayed here over Christmas week and it is a absolutely beautiful cottage. The reason why it hasn't got 5 stars is because cooking xmas dinner for 6, we struggled with baking trays and had to buy more. Also the garden wasn't totally sec  …see more

from £150 / night

£390 - £1030 / week

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from £150 / night

(24) 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 £99 / night

£350 - £975 / week

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from £99 / night

(55) Excellent 

23

Holiday apartment in Bournemouth

Dorset / Bournemouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly
“Excellent clean apartment with everything needed for a very comfortable break.” Fantastic apartment, very clean and tidy. Perfect location for anyone visiting. Very helpful owners. And everything supplied in the apartment needed. We had a fantastic li  …see more

from £66 / night

£399 - £1035 / week

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from £66 / night

(13) Excellent 

14

Holiday apartment in Swanage Bay

Swanage / Swanage Bay

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Lovely flat, great location, hospitable and clean!” We really enjoyed our stay. The flat was spacious and comfortable especially given we were in a group encompassing three generations. Lots of unexpected extras in the kitchen that meant we didn't h  …see more

from £150 / night

£750 - £970 / week

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from £150 / night

(52) Very Good 

27

Corfe Castle holiday cottage rental

Corfe Castle / Kingston, Dorset

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Fantastic location, lovely cottage with everything you need.” The cottage is conveniently located just above corfe castle within easy reach of swanage beach and studland bay. The cottage is safe and well equipped with everything you need. The owner is  …see more

from £130 / night

£830 - £990 / week

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from £130 / night

(67) Excellent 

23

Holiday cottage in Swanage Bay

Swanage / Swanage Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Fantastic House and Location” We've always loved coming to Swanage but in the past have stayed out of town. This fantastic location made it so easy to walk to shops,food,beach,everything! The car was hardly touched all weekend! The decor in the hous  …see more

from £90 / night

£425 - £1050 / week

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from £90 / night

(25) Excellent 

16

Holiday home in Weymouth

Dorset / Weymouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Fabulous holiday home” Henley house is fabulous. 4 bedrooms, 2 lounges, spacious kitchen and dining room. It had everything we wanted and more. The garden is also lovely and a real sun trap. The house is at the top of a steep hill so you have to fact  …see more

from £120 / night

£615 - £1350 / week

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from £120 / night

(30) Excellent 

21

Corfe Castle holiday cottage rental

Isle of Purbeck / Corfe Castle

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly
“Beautiful cottage in great location” Three generations of us stayed at Wissett Cottage and we all loved it. It's a beautiful character cottage, spacious, tastefully furnished and very comfortable. It has a well equipped kitchen for us to cook our own  …see more

from £155 / night

£390 - £990 / week

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from £155 / night

(43) Excellent 

17

Holiday home letting

Dorset / Isle of Portland

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Perfect. Thank you.” Stayed here with friends for the weekend (5 of us in total). The house was perfect for our needs, clean and well maintained. Comfy beds with lovely bedding, good size lounge with plenty of seating and a lovely view. Large kitchen  …see more

from £120 / night

£900 - £1430 / week

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from £120 / night

(19) Excellent 

35

Holiday cottage with tennis court in Tincleton

Dorchester / Tincleton

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Child friendly
“Fantastic facilities, lovely homely accomodation, great holiday.” My 3 brothers and partners and me and hubby all met up in September for a weeks holiday. This is difficult as I am wheelchair bound and need a hoist. We bought or own hoist and the disa  …see more

from £156 / night

£895 - £2395 / week

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from £156 / night

(60) Excellent 

24

Holiday apartment in Bournemouth

Dorset / Bournemouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly
“Comfortable, cosy and convenient” This ground floor apartment has the advantage of secure parking. Is situated only a few minutes from the sea, shops, pier, theatre and cinemas. The rooms are relatively spacious and the heating is very efficient maki  …see more

from £66 / night

£399 - £1035 / week

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from £66 / night

(1) Excellent 

20

Worth Matravers holiday home rental

Swanage / Worth Matravers

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
PERFECT FOR FAMILIES - 5 bedroom detached architect designed Purbeck Stone family house with off-road parking in an elevated position with panoramic sea views overlooking the magnificent National Trust landscape towards Winspit and the Channel. Children very welcome. Su  …see more

from £140 / night

£595 - £1750 / week

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from £140 / night

(15) Excellent 

17

Holiday apartment in Bere Regis

Dorset / Bere Regis

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Suitable for children age 5+
“Excellent cottage, very comfortable and well equipped” We managed to get this lovely cottage at very short notice and the owner was very helpful and welcoming. It is very well equipped (with manuals for appliances) and had everything we needed. We lov  …see more

from £60 / night

£350 - £600 / week

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from £60 / night

(6) Excellent 

41

Tincleton holiday cottage rental

Dorchester / Tincleton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly
“Feels like a better version of home as soon as you arrive” We have stayed for two weeks for the last few summers and have already booked next year. The cottage is lovely, with a beautiful enclosed garden. It has been thoughtfully equipped and has ma  …see more

from £95 / night

£495 - £1495 / week

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from £95 / night

(15) Excellent 

17

Holiday apartment in Poole

Poole / Poole Harbour

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Fabulous” Had a really lovely time here, couldn't fault a thing with the apartment. Simply fabulous. Great location overlooking the harbour, and stunning views. Poole is just a short walk over a lifting bridge and we found lots of nice little restaura  …see more

from £90 / night

£500 - £1000 / week

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from £90 / night

(2) Excellent 

20

Holiday home in Puncknowle

Dorset / Puncknowle

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Large victorian cottage set in a quiet edge of village location with a large garden and views over surrounding countryside. Located just 1.5 miles from the sea and the well known Jurassic coast with its stunning scenery. The village is close to Weymouth to the east and  …see more

from £85 / night

£390 - £1075 / week

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from £85 / night

(33) Excellent 

33

Swanage Bay holiday townhouse rental

Swanage / Swanage Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Spacious, classy accomodation in superb location” This was our fourth stay in this capacious house. The four bedrooms and three bathrooms are ideal for our children and grandchildren. The house is very well equipped and decorated and has been consis  …see more

from £135 / night

£590 - £1650 / week

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from £135 / night

(23) Excellent 

28

Holiday apartment in Weymouth

Dorset / Weymouth

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.02 km
  • Child friendly
“Amazing place” This is a true gem......we are grandparents who took two grandchildren away.....one 11 the other 13.... The location is ideal....turn right for the harbour, left for crazy golf and straight ahead for beach, The sun shone all week and th  …see more

from £47 / night

£305 - £760 / week

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from £47 / 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
“Lovely house, great location, have just booked for this year!” We stayed here in February and the walks along the coast were bracing to say the least! It was a pleasure to come back and cosy up in this lovely house. Excellently decorated and furnishe  …see more

from £158 / night

£1100 / week

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from £158 / night

(12) Excellent 

21

Holiday caravan/mobile home with golf nearby in Mudeford

Christchurch / Mudeford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Our aim is to provide you with a home from home - from a welcome pack to get you started to games and DVDs.  …see more

from £65 / night

£400 - £960 / week

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from £65 / night

(74) Excellent 

33

Holiday apartment in Lyme Regis

Dorset / Lyme Regis

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Private garden
“Cosy and relaxing” Ideal for short break or holiday, close to River Cottage and the Jurassic Coast. The breakfast basket was superb every taste catered for.  …see more

from £120 / night

£700 - £1120 / week

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from £120 / night

(21) Excellent 

19

Holiday apartment rental

Dorset / Weymouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Car not necessary
“Fabulous” Clean and perfectly kitted out. Great property, great location, great views. If you want to walk a bit, this is for you. Not in the town centre, but a lovely coastal walk gets you there in 30 minutes and worth every minute. If you decide  …see more

from £80 / night

£430 - £645 / week

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from £80 / night

(13) Excellent 

31

Holiday cottage in Shaftesbury

Dorset / Shaftesbury

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 45 km
  • Child friendly
  • Car not necessary
“Excellent!” Stayed at Summer Lodge for a week in October. Very nicely appointed, quiet residential area, and conveniently located within a five minute walk from the town centre, supermarkets (Tesco and Budgens), local restaurants, pubs etc. Hostess Da  …see more

from £57 / night

£395 - £745 / week

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from £57 / night

(2) Very Good 

8

Three Legged Cross holiday bungalow rental

Dorset / Three Legged Cross

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly
“Fantastic holiday” After a wonderful weekend what can I say, the cottage was brilliant n so peaceful and the swimming pool was brilliant my son couldn't wait to get in it, the place was very clean and tidy and the grounds were breathtaking, just sitti  …see more

from £110 / night

£600 - £850 / week

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from £110 / night

(4) Excellent 

9

Horton holiday bungalow rental

Wimborne / Horton

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly
“Well appointed, comfortable bungalow in pleasant, quiet surroundings.” We had four pleasant February days in this property, which was warm and comfortable. It is in pleasant country surroundings and must be wonderful in summer, particularly in v  …see more

from £110 / night

£600 - £850 / week

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from £110 / night

(22) 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
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.&l  …see more

from £50 / night

£350 - £980 / week

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from £50 / night

(10) Excellent 

37

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
Pets welcome no extra charge but please advise with booking request. Linen, towels and utilities provided. The property is old and over 3 floors so may not suite mature guests.  …see more

from £120 / night

£550 - £1800 / week

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from £120 / night

(13) Excellent 

25

Holiday lodge in Mudeford

Christchurch / Mudeford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children
“Fantastic!” Beautiful Lodge in a perfect location! All mod cons and extremely clean... Very comfy bed..Stunning Harbour views and wonderful amenities. Beach, Café, pub and shop all 2 mins walk... We have been coming down now to the site for over 25 ye  …see more

from £110 / night

£770 - £1610 / week

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from £110 / night

(29) Excellent 

25

Swanage Bay holiday cottage rental

Swanage / Swanage Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Perfect seaside location” Fantastic stay A clean comfertable home perfect location Everything available to make your stay comfy and stress free Beautifully looked after comfertable and clean Home from home adding luxury and comfort to a beautiful  …see more

from £100 / night

£600 - £1100 / week

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from £100 / night

(9) Excellent 

7

Holiday cottage rental

Swanage / Swanage Bay

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Ask about pets
“Absolutely Fabulous” This is the first time we have rented a cottage, having usually stayed in hotels or our caravan, but this is the best holiday we have had in years. The cottage is just perfect and the photos are 100 per cent accurate. My little bo  …see more

from £80 / night

£325 - £695 / week

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from £80 / night

(16) Excellent 

16

Holiday cottage in Swanage Bay

Swanage / Swanage Bay

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Delightful home from home by the sea” This is a truly lovely home from home, in the heart of Swanage and accessible to all the amenities the town and its surroundings has to offer. Everything at Baytree is beautifully thought out, it's comfortable, s  …see more

from £61 / night

£425 - £1050 / week

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from £61 / night

(35) Excellent 

34

Bournemouth holiday apartment rental

Bournemouth / Lansdowne

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Warm comfortable apartment” Warm and comfortable. Well equipped and in a good location. Excellent value for money for a winter break  …see more

from £90 / night

£279 - £698 / week

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from £90 / night

(15) 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
“A great base to explore the delights of Purbeck” We had a great week at The Pink House, and found it a clean, spacious, well equipped and comfortable base to explore The Isle of Purbeck's coast, castles and villages from. In summer weather there was  …see more

from £140 / night

£770 - £1575 / week

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from £140 / night

(1) Excellent 

20

Holiday cottage with golf nearby in Highcliffe

Christchurch / Highcliffe

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
“A great stay. Home from home!” We really enjoyed our stay at Wilson Cottage. An ideal configuration of bedrooms for our group. Would use again!  …see more

from £275 / night

£1699 / week

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from £275 / night

(24) Excellent 

29

Holiday cottage in Shaftesbury

Dorset / Shaftesbury

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 45 km
  • Child friendly
  • Car not necessary
“Perfect in Every Way” This cottage was a wonderful surlprise. It was beautifully and practically decorated, and its location really excellent...very close to all facilities. The owner, Ashley was both very friendly and helpful, and her thoughtfullness  …see more

from £57 / night

£395 - £745 / week

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from £57 / night

(9) Excellent 

10

Cottage letting in Isle of Portland

Dorset / Isle of Portland

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Mr” Really nice house, well equipped and spotlessly clean. The location was great, everything necessary is within walking distance and the beach is no distance away – would happily book to stay again  …see more

from £92 / night

£450 - £950 / week

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from £92 / night