Vacation Rentals & Cottages in Shillingstone

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892 Houses

Apple Tree Cottage, Shillingstone

Shillingstone house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$158

Great rentals within 20 miles that match your search

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Oxford apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

Price per night from

$115

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Oxford apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$115

Sun Ahoy!

Poole house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$118

Three Little Pigs Luxury Cottage

Milton Abbas cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$546

Avon Mist

Ringwood apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$137

Avon View

Ringwood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$123

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

$158

Idyllic private country cottage with beautiful views

East Knoyle house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$288

2 Double bedroom flat, with south facing garden.

Bournemouth apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$216

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

$258

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Bournemouth bungalow

  • 2 bedrooms
  • sleeps 1

Price per night from

$114

Sky Cabin, Rustic forest getaway.

Wareham barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$202

Crockerton Lodge - holiday let close to Longleat.

Warminster lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$153

RYECROSS FARM COTTAGE, with a garden in Shaftesbury, Ref 1113

Cann house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“A pleasant week in Dorset” Ryecross was a clean well;appointed and comfortable cottage with avery pleasant outlook over the Blackmoor Vale. We enjoyed our very much in the local area and beyond to the coast. It helped to have good weather, but the cottage was of such a standard that if we had to stay in all day it would have been equally enjoyable. The only minor complaint was the lack of a large frying pan. Instructions for the microwave would have been helpful.

Price per night from

$146

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

$125

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

$177

“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

$175

Shepherd's Hut, Milborne St Andrew

Winterborne Whitechurch house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful cottage and location.” We have two young children and were looking for somewhere quiet, which could be a base for us to do days out from. This cottage was just wonderful. The fantastic picture window in the living room was a great feature, we loved watching the 'sheep races' in the evening in the field opposite. The facilities provided are of an excellent standard. We situation of the cottage is perfect for walks out, and trips out in the car to nearby attractions. We would not hesitate to recommend this cottage, we had a lovely holiday here.

Price per night from

$207

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

$185

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

$180

Price per night from

$116

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

Athelhampton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$127

Price per night from

$214

The Old Stables, Winterborne Stickland

Winterborne Stickland house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$169

NEW BARN, single-storey pet-friendly cottage with wwodburner, en-suite

Winterborne Stickland house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$147

The Old Cart Shed, Winterborne Stickland

Winterborne Stickland house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$170

KEEPERS COTTAGE, pet-friendly single-storey cottage with en-suite, woodburner

Winterborne Stickland house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$147

Price per night from

$131

The Old Stable, Sherborne

Sherborne house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Price per night from

$121

Price per night from

$170

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

$288

Price per night from

$146

Responds fast! avg. 1 hour 3 minutes

Price per night from

$194

Sika lodge

Wareham log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$288

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

$719

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

$360

Welcome back on the July 4th 2020

Wareham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 4 minutes

Price per night from

$360

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rentals in Shillingstone

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