Vacation Rentals & Cottages in Shillingstone

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884 Houses

Apple Tree Cottage, Shillingstone

Shillingstone house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$157

Great rentals within 20 miles that match your search

Greenbanks 2 Self Catering Damerham

Damerham apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 minutes

Price per night from

$115

Seaside Retreat in Rural Dorset

Ringstead house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$327

Avon View

Ringwood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$122

Avon Mist

Ringwood apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$136

Short Walk to Moors Valley Country Park - Newly renovated in 2023.

Ringwood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 19 minutes

Price per night from

$157

2 Double bedroom flat, with south facing garden.

Bournemouth apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$214

Courtyard Barn rated 5* sleeps 6 plus cots. Peaceful and rural location.

Horsington barn

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 15 minutes

Price per night from

$256

Flax Mill House Super Victorian Lge Can Sleep 7

Castle Cary house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$136

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Bournemouth bungalow

  • 2 bedrooms
  • sleeps 1

Price per night from

$113

Sky Cabin, Rustic forest getaway.

Wareham barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$200

Brook Cottage, Milton on stour

Gillingham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Don't judge this cottage by the picture” What a delightful cottage Brook Cottage is, a really relaxing and peaceful location. Whilst on a working farm of sorts my wife and our two dogs thoroughly enjoyed our stay. With walks on the doorstep and the delights of Dorset too, we were really hapy and satisfied. We asked the owner about the picture of this cottage, it was taken on a rainy day and we felt it let it down. If you stay here you'll relax and enjoy your stay.

Price per night from

$120

The Stables, Hazelbury Bryan

Ibberton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Wonderful cottage, wonderful area...just wonderful!” Arrived to find cupcakes, tea bags, milk and sugar waiting for us! The cottage, gardens, views are fabulous and the surrounding area is so peaceful and quiet.

Price per night from

$176

FRODOS, country holiday cottage, with a garden in Henstridge, Ref 1627

Stalbridge house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Perfect place to relax and get away from it all” Lovely little cottage, perfectly positioned to explore Somerset and Dorset, plus in easy walking distance to the nearby pubs.

Price per night from

$90

“Beautiful and peaceful holiday” A lovely welcome tray (+eggs!) and flowers. Next door to owners, very friendly and who were exceedingly helpful to us as we suffered a family bereavement when we were there. The cottage was clean and very comfortable, as were the beds. Beautiful and very quiet area, lovely retreat, lots of country walks from the cottage. Near small towns and a303 if you wanted to go further afield. Best thing was beauty of countryside and cottage setting. least liked was low mobile phone signal!

Price per night from

$161

POPPY LODGE, quality detached lodge with en-suite, vaulted ceiling, excellent

Charlton Horethorne house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect” A great place to stay, the accomodation had everything needed and the location was great for travelling around dorset and sommerset. With a very nice pub and little shop practically next door what more could you need.

Price per night from

$184

LAVENDER LODGE, quality detached lodge with king-size master, en-suite, pet

Charlton Horethorne house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Lavender Lodge was perfect in every way, lovely location quiet a” Greeted by the owners on our arrival made very welcome, showed us around lodge and made sure there was nothing else they could do for us. The lodge was in lovely condition and well equipped. The standard of furnishing was very good. The village was ideal location local pub and village store and a garage (2 min walk). What we liked most was the peace and quiet, a very relaxing Easter break.

Price per night from

$179

Price per night from

$111

THE OLD SCHOOL COTTAGE, woodburner, off road parking, shared garden, in

Athelhampton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$124

Price per night from

$212

The Old Stable, Sherborne

Sherborne house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Price per night from

$120

CANDY COTTAGE, pet friendly, country holiday cottage, with open fire in

Thornford house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Comfort to an exceptionally high standard” Beautiful little country style cottage, ideal for couples.The reception pack we received was excellent - the contents of which were of a very high standard, icluding two small bottles of wine, which were very welcome.The locally sourced biscuits were superb. The cottage itself was finished to a very high specification and extemely comfortable. As with the rest of the cottage,the bedroom and furniture were quite luxurious.Although a road runs right outside the cottage, there was hardly any traffic to make it feel noisy or uncomfortable. The outlook from the bedroom window was indeed very pleasant,overlooking the tree lined road. The small kitchen was adequate enough to enable decent meals to be cooked for two people (although, the local pub, only 5 minutes walk away, served lovely meals) The general feel of the accomodation was very relaxed and welcoming. The owners made us feel welcome from day one and were available if we needed any assistance. The village itself was extremely nice, and I would say was a typical Dorset village - beautiful properties in a beautiful county. The cottage is ideally situated to enable you to visit just about any other location in Dorset and beyond, without too much hassle.There are no motorways in Dorset, so getting to some of the beautiful villages entails driving along country roads,which have beautiful scenery. There are plenty of places to visit, includinge the typically English village of Cerne abass, with the legendary Cerne abbass giant carved into the hillside.Lovely walking country. The highlight for us was a visit to abbotsbury sub tropical gardens - absolutely fantastic. Also not too far away is the famous Chesil Beach, which again was beautiful. What we liked best was the fact we were made to feel very welcome, not only by the owners but also the locals. A very friendly lot - and the local pub served some very decent real ales - highly recommended. We have recommended this cottage to friends, and we will definitely be back

Price per night from

$113

The Garden Cottage

Branksome Park cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 8 minutes

Price per night from

$286

Flat 6 Quayside Close Holiday Apartments

Poole Quay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 hours 48 minutes

Price per night from

$286

Responds fast! avg. 1 hour 3 minutes

Price per night from

$193

Sika lodge

Wareham log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$286

Welcome back on the July 4th 2020

East Burton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 24

Responds fast! avg. 4 minutes

Price per night from

$714

Welcome back on the July 4th 2020

East Burton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 4 minutes

Price per night from

$357

Welcome back on the July 4th 2020

Wareham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 4 minutes

Price per night from

$357

Welcome back on the July 4th 2020

Wareham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 4 minutes

Price per night from

$357

Welcome back on the July 4th 2020

Poole house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 4 minutes

Price per night from

$357

Welcome back on the July 4th 2020

Baiter Park house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 11

Responds fast! avg. 4 minutes

Price per night from

$357

5 BEDROOM MODERN HOUSE, NR SANDBANKS, POOLE

Poole house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$756

Two bedroom caravan in Rockley park with sea views. Sleeps 6. Parking & garden

Hamworthy caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$314

Wild Rose 3 bedroom dog friendly caravan on award winning Rockley Park, Poole

Poole caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 18 minutes

Price per night from

$100

GRIST MILL COTTAGE, single-storey, en-suite, woodburner, WiFi, near Fontmell

Bedchester house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$140

Flat 3

Poole Quay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 hours 48 minutes

Price per night from

$193

Flat 5

Poole Quay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 48 minutes

Price per night from

$172

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