Cottages in Dorset and self catering accommodation – Holiday Lettings - Holiday Rentals Dorset

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Dorset

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1,395 Holiday homes

Travellers going to Dorset are booking June dates now. Secure your holiday home today and have the perfect trip.

(4) Excellent 

8

Greenhill holiday apartment rental

Weymouth / Greenhill

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Car not necessary
“Mrs” Great location as a stones throw from the beach. Beautiful view and private parking. Would recommend.  …see more

from £125 / night

£825 / week

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from £125 / 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
“Clean and comfortable, spacious” Our only complaint is the bed in the master bedroom was too hard and low as we are a older couple but apart from that it was a lovely holiday home  …see more

from £130 / night

£690 - £1650 / week

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from £130 / night

28

Bournemouth holiday apartment rental

Bournemouth / Sandbanks

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £165 / night

£895 - £1800 / week

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from £165 / night

(32) Excellent 

20

Holiday barn in Melplash

Bridport / Melplash

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 6 km
  • Child friendly
  • Pet friendly
“Fabulous Roe Barn” Spent another fabulous time at Roe Barn in Dorset. The accommodation was outstanding as last year. Hope to return very soon.  …see more

from £93 / night

£414 - £1129 / week

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from £93 / night

(53) 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

(4) Very Good 

17

Holiday cottage in West Bay

Bridport / West Bay

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+
“ideal location” ideal location flat walk to beach with plenty of eateries also close to morrisons and to get into bridport lovely town also a spare shop just a short walk for morning paper.bungalow very comfortable and very roomy with everything you  …see more

from £38 / night

£260 - £604 / week

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from £38 / night

(8) Excellent 

33

Holiday home in Bournemouth

Bournemouth / Sandbanks

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 0 km
  • Child friendly
  • Pet friendly
“Fabulous House for a family celebration” We stayed at 32 Brownsea Road for long weekend to celebrate my husbands & daughters birthdays. The house is situated perfectly to explore the surrounding area & the house was very comfortable and well stocked  …see more

from £217 / night

£1000 - £2900 / week

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from £217 / 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
“Cottage and location spot on!!” Me and my family spent the last week of the summer holidays at Taunton cottage. The location is perfect nestled up a quiet side street with your own gated entrance. Literally 1 minute walk and you are at the heart of sw  …see more

from £100 / night

£600 - £1100 / week

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from £100 / 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
“Lovely apartment” Very nice apartment with comfortable pillows which makes a change. It had lots of little extras like washing up liquid kitchen roll tissues soap and a store cupboard of tea sugar vinegar salt pepper etc. We would have had lovely view  …see more

from £47 / night

£305 - £760 / week

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from £47 / night

(14) 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

(11) Excellent 

10

Holiday cottage in Weymouth

Dorset / Weymouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £55 / night

£380 - £836 / week

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from £55 / night

(18) Excellent 

18

Bournemouth holiday apartment rental

Bournemouth / Southbourne

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Very comfortable accommodation in a great location” This apartment was perfect for a long weekend stay, right on the coast road, without the hustle and bustle of being closer to Bournemouth but conveniently situated for visiting lots of places such as  …see more

from £100 / night

£625 - £1100 / week

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from £100 / night

(28) Excellent 

25

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
“Comfortable family house in very convenient location” This was a very comfortable house with all of the facilities that you would want in a home from home. The owners left some milk in the fridge and other items, which was handy. They were friendly in  …see more

from £70 / night

£300 - £975 / week

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from £70 / night

30

Holiday home in Ringstead

Dorset / Ringstead

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.1 km
  • Child friendly
  • Pet friendly

from £156 / night

£765 - £1500 / week

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from £156 / night

(12) Excellent 

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
“Excellent Apartment” Very nice two bed apartment. Great location, well equips. Really comfortable Beds with quality linen. Would book again if we go to Swanage  …see more

from £85 / night

£575 - £775 / week

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from £85 / night

(10) Very Good 

19

Holiday home in Sherborne

Dorset / Sherborne

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Private garden
“Charming, quiet, rural retreat” The owner has put a lot of thought into this place. It had everything I needed with large bedroom (comfortable bed), Egyptian cotton sheets, dark blinds to keep the light out, with the styling of a smarter hotel. Small  …see more

from £45 / night

£300 - £485 / week

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from £45 / night

(3) Very Good 

9

Holiday caravan/mobile home with shared pool in Weymouth

Dorset / Weymouth

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
“Really restful holiday” Great caravan,very comfortable and warm.Great holiday,lots to do and places to visit,fantastic.The park,Weymouth Bay is great place for all ages,lots to do and the staff were lovely.  …see more

from £50 / night

£280 / week

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from £50 / night

(32) Excellent 

31

Melplash holiday cottage rental

Bridport / Melplash

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
“Everything we were looking for.” We have just returned from a lovely week at Bluebell Cottage. The cottage was immaculate and very well equipped. We were warmly welcomed by Alistair and Lisa and enjoyed the home baked cakes on arrival! Our children lo  …see more

from £74 / night

£332 - £855 / week

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from £74 / night

6

Holiday apartment in Christchurch

Dorset / Christchurch

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Ask owner if suitable for children
  • Car not necessary
  • Private garden

from £55 / night

£385 - £639 / week

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from £55 / night

(8) Very Good 

24

Holiday home in Greenhill

Weymouth / Greenhill

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Perfect for a large gathering of friends” Stayed for a post Christmas/new year break, with a mixed group of adults and children. House was spotless and very well equipped throughout. Fabulous kitchen and amenities. Great house for kiddies with table f  …see more

from £220 / night

£900 - £1745 / week

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from £220 / night

(40) 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
“Rose Barn” The barn was amazing , high quality and peaceful .A perfect place to stay to take in the gorgeous dorset countryside and jurassic coastline . The bottle of wine on arrival was a lovely touch and a few provisions such as tea and coffee were  …see more

from £60 / night

£325 - £450 / week

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from £60 / night

(29) 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
“Fantastic winter break” Our family have just returned from a fantastic 5 day break at the Kingfisher Lodge. The booking was straightforward and Pam always responded very quickly with any questions I had. On arrival at the lodge, we were all over the  …see more

from £80 / night

£489 - £1299 / week

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from £80 / night

(7) Excellent 

12

Holiday home with shared pool in Bournemouth

Bournemouth / Southbourne

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Truly Amazing!!” I stayed at Beach View with my extended family and 2 small children. We all had high expectations and Beach View certainly exceeded even those. We loved every bit of this family friendly, luxury accommodation from the amazing sea view  …see more

from £330 / night

£1523 - £3800 / week

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from £330 / night

(40) 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

from £85 / night

£500 - £600 / week

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from £85 / night

(8) Excellent 

36

Holiday home in Lyme Regis

Dorset / Lyme Regis

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 0.1 km
  • Suitable for children age 5+
  • Private garden
“Beautiful retreat” We stayed at Sundial House for a family Xmas holiday. The location is perfect for all the pubs & shops, with simply stunning views day & night of the sea & harbour. We all loved watching the sun rise every morning from the kitchen/d  …see more

from £150 / night

£1395 - £2995 / week

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from £150 / 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

(20) Excellent 

14

Holiday apartment in Swanage Bay

Swanage / Swanage Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Car not necessary
“perfect” enjoyed a lovely one week stay here, only a few mins walk to the shops and swanage bay, a real bonus having an allocated covered parking space, sharon in flat 2 below is very friendly, would love to stay here again when we next visit swanage.  …see more

from £72 / night

£420 - £756 / week

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from £72 / night

(17) Very Good 

27

Home rental in Bournemouth

Bournemouth / Boscombe

10 26 2 nights min

  • 10 bedrooms
  • Sleeps 26
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“News Years Eve” We stayed at the property over the new year period, and had there were around 14 adults and 12 children. We had a really pleasant stay and the house was perfect for what we wanted. The children loved the space in the bedrooms and my hu  …see more

from £500 / night

£2500 / week

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from £500 / night

(28) Excellent 

41

Holiday cottage rental

Poole / Poole Quay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Very nice and clean property in a great location” If you are visiting the Poole area this property is in a great location from the quay and 5 minutes fro the town centre for an excellent selection of shops and superstores.The property was cleaned to a  …see more

from £185 / night

£1000 - £1250 / week

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from £185 / night

(13) Excellent 

24

Apartment rental in Bournemouth with golf nearby

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
“Ms” Second time with have stayed. Lovely apartment,spotlessly clean,great location close to beach and shops. Jayne and her husband are very friendly and welcoming and we will definitely be coming back.  …see more

from £40 / night

£250 - £450 / week

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from £40 / night

(4) Excellent 

10

Holiday chalet letting

Dorset / Winfrith Newburgh

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
“Wish we had stayed longer” The Green Hut is a perfect place to stay. It's roomy and comfortable. It was very clean. It only rained one morning during our stay, but we still enjoyed that as we sat drinking coffee and watching the chickens in the coop a  …see more

from £46 / night

£322 / week

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from £46 / 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 - £800 / week

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from £98 / 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

20

South Perrott holiday home rental

Dorset / South Perrott

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £191 / night

£1336 - £2325 / week

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from £191 / night

(13) Excellent 

21

Apartment rental in Poole

Dorset / Poole

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“A fantastic apartment with fantastic facilities - couldn't have asked for more !” We enjoyed a fantastic week at Poole Quarter. The apartment had everything we could wish for, and more !!! We had a text from Tracey to say the apartment was ready ear  …see more

from £120 / night

£680 - £970 / week

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from £120 / night

(17) Very Good 

21

Holiday home rental

Dorset / Weymouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
“Lovely Dorset house” Lovely, big and well equipped house, swimming pool and games room a huge hit with the kids and adults!! Surprised with a welcome pack, the biscuits went down well! Only issue was the lighting in the swimming pool and kitchen at ni  …see more

from £382 / night

£1639 - £3300 / week

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from £382 / night

(3) Excellent 

25

Holiday home in Poole

Dorset / Poole

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Felt very comfy home from home and location perfect” Very nice house with everything you needed for a restful break within easy reach of waterfront or shopping areas.Very satisfied  …see more

from £80 / night

£350 - £675 / week

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from £80 / night

(2) 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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from £60 / night

(3) Excellent 

15

Cottage rental in Broadwindsor

Dorset / Broadwindsor

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 6 km
  • Child friendly
  • Pet friendly
“Seriously good accomodation” My wife and I spent a week staying at the Barn with our two golden retrievers. Property was clean, tidy and spacious and had everything we needed. Owners were friendly and helpful but not at all intrusive. Wi-Fi was brill  …see more

from £70 / night

£380 - £655 / week

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from £70 / 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
  • Private garden

from £108 / night

£463 - £757 / week

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from £108 / night

Top Destination reviews

COTTAGE IN SWANAGE
Gem of a cottage close to everything in Swanage

Lovely cottage, plenty big enough for 3 adults and 2 kids. They particularly loved the 'upstairs kids lounge' with pool table and chill out space to look out at the boats or the stars at night. Everything you need for a smashing stay, with thoughtf … see more
Chestnut Mews
Chestnut Mews a great base for a Swanage family holiday

This property was ideal for a three generation family stay, 6 adults, a small child and a baby. It was welcoming, well maintained, and comfortable. It had a home from home feel and there were some toys, games and DVDs available for guests use. It was … see more
Buzzards Swoop
Great cottage next to Bridport, which in itself is a great little town.

Really great cottage, nice and spacious for a cottage, stayed in a lot more cramped accommodation before. Accommodation itself was also really clean and bright, with lots of personal touches that made it feel lived in which was a great touch. Loca … see more
No 3, Beautiful 2 bedrooms, Close Beach and Town
Very comfortable

Had a great time. Flat was clean and very comfortable. Being centrally located it was close to all amenities without having to use our car. Loads of things to do with the kids and great places to eat. Would definitely recommend. Thanks for a lovely s … see more
Bluebell Cottage
Everything we were looking for.

We have just returned from a lovely week at Bluebell Cottage. The cottage was immaculate and very well equipped. We were warmly welcomed by Alistair and Lisa and enjoyed the home baked cakes on arrival! Our children loved the trampoline, jungle gym … see more
ACORNS, Hot Tub,Short Breaks, breakfast basket
Great location, great facilities, great welcome - highly recommended 4*

Easy to find and in a great location, I can highly recommend Acorns Garden Apartment at Hedgehog Corner if you;re looking for a luxurious, relaxing place to stay. Joy's welcome is warm and sincere and she takes great care to ensure that you feel comf … see more
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