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  • A barn style house with gravel driveway and green field at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch
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A barn style house with gravel driveway and green field at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A small brick house with a red roof surrounded by a fenced green field and trees at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A living room with black leather sofas wooden coffee table wood stove and large windows overlooking a green field at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A living room with black leather sofas a wooden coffee table a television and large windows overlooking green fields at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A dining table set with bowls glasses and cutlery near wooden beams and windows showing a green field at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A dining table set with plates bowls glasses and cutlery under wooden beams with skylights at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A kitchen and dining area with a wooden table set for six and exposed wooden beams at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A kitchen countertop with a kettle, toaster, storage jars, cake stand with cover, and a bread box at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A kitchen window with a tap dish soap hand wash and sponges on the counter overlooking green grass and trees at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A bedroom with a double bed with blue patterned bedding two wooden dressers and a window with patterned curtains at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A bedroom with a bed with towels on it a wooden wardrobe a wooden chair and two windows with curtains at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A bedroom with a bed with blue patterned bedding a wooden bedside table with a lamp and an adjoining bathroom with a glass shower at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A bathroom with a shower enclosure toilet and sink at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A bathroom with a bathtub towel rack glass shelving unit and a shower at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A bedroom with two single beds with pink bedding and a small wooden nightstand with a lamp at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A bedroom with two single beds with pink bedding and towels on each bed and a wooden wardrobe at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A bedroom with two single beds pink bedding and wooden nightstands with lamps at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A bedroom with two single beds a wooden wardrobe and bedside tables at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A bathroom with a toilet sink mirror window and shower at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch A garden with bushes and grass overlooking fenced green fields and trees at Shepherds Barn Between Milborne St Andrew and Winterborne Whitechurch A garden with bushes and a lawn next to a wooden fence and green fields at Shepherds Barn Between Milborne St Andrew and Winterborne Whitechurch An outdoor view of a property with fields and a road at Shepherd's Barn between Milborne St Andrew and Winterborne Whitechurch An aerial view of fields and buildings at Shepherd's Barn between Milborne St Andrew and Winterborne Whitechurch An outdoor area with garden and buildings at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch An aerial view of a property with gardens and fields at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch An outdoor view of a garden with a table and buildings at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch An outdoor area with tables and a garden at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch Shepherd's Barn - Dorset - 5188 - thumbnail photo 28 A country road lined with trees and grass fields at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch

Shepherd's Barn

Between Milborne St Andrew and Winterborne Whitechurch, Dorset (Ref. 5188)

Customer rating

5.0★

How reviews work

A property's star rating is the average of the star ratings received from guests that wish for their review to be published

Helpful Holidays rating

  • 6 Guests

  • 3 Bedrooms

  • 2 Bathrooms

  • Pets Yes

  • Show on map

Features

  • Electric car charging
  • Off road parking
  • Ground floor bedroom
  • Open fire
  • Garden / Patio
  • Cot available
  • Highchair available
  • Washing machine
  • Dishwasher
  • Broadband / WiFi

Reviews & Ratings

Accuracy of the listing
Cleanliness
Comfort
Facilities and Maintenance

* Based on a combined average customer score

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166 Customer Review(s)

  • Lynda

    “Almost reluctant to recommend this property so as to keep it secret.”

    It is beautiful, well equipped and incredibly clean. It is on a working farm and we had the privilege of being surrounded by sheep for part of our stay. We know Dorset well abd this location is an excellent base for exploring the county.

    It is beautiful, well equipped and incredibly clean. It is on a working farm and we had the privilege of being surrounded by sheep for part of our stay. We know Dorset well abd this location is an excellent base for exploring the county.

    - Lynda, October 2025

    Thank you for your lovely feedback which brought a smile to our faces. Margaret (owner) Property Owner

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Summary

  • Three ground-floor bedrooms: 1 x king-size double with en-suite shower, basin and WC, 2 x twin
  • Ground-floor bathroom with bath, separate shower, basin and WC
  • First-floor open-plan living area with kitchen, dining area and sitting area with woodburning stove
  • Electric wall heaters with woodburning stove in sitting area
  • Electric oven and hob, microwave, fridge, freezer, washing machine, dishwasher, plasma TV with Freeview, DVD, WiFi, selection of books, games and DVDs
  • Fuel, power and starter pack for woodburning stove inc. in rent
  • Additional fuel for woodburning stove available to purchase from the owner
  • Bed linen and towels inc. in rent
  • A hand and bath towel will be provided for each bed space
  • Travel cot and highchair available on request
  • Ample off road parking
  • EV charger available, please download the "Pod Point" app for EV charging and payments
  • Lawned garden and patio to rear with furniture
  • Brick built BBQ
  • Two well-behaved dogs welcome, as this is a working farm dogs will need to be kept on a lead at all times
  • Sorry, no smoking
  • Shop 2 miles
  • Note: Please ensure only biodegradable waste is flushed down the toilet
  • Note: Guests are not permitted on the main farmyard as it is a hazardous working area

The property

Milborne St Andrew 2.1 miles and Winterborne Whitechurch 0.9 miles.

Set in an idyllic, rural location, on a working farm on the outskirts of an Area of Outstanding Natural Beauty, is this superb Winterborne Whitechurch holiday cottage, Shepherd’s Barn.

Converted to an exceptionally high standard from a brick and flint period barn, this dwelling now stands to offer a wondrous base for a family or group of friends to explore this area of Dorset.

The cottage makes the most of the exceptional country views, by featuring an upside-down layout; on the first floor is an open-plan living area, boasting beamed and vaulted ceilings giving the room an authentic and rustic feel, as well as being flooded with light from the dramatic eaves window.

Home to a snug woodburning stove, Shepard's Barn is ideal to return to after a day of exploring the Dorset AONB.

Let dinner simmer in the well-appointed kitchen area as you unwind into the sofa with your favourite film on, stopping to enjoy your delicious dining experience around the wooden bench with your loved ones amidst.

When the evening draws to a close, retreat to the ground floor where you can choose from three equally as delectable bedrooms, with a king-size with its own en-suite shower room and two twins, this dwelling has been careful to cater for a variety of group needs, offering flexible sleeping arrangements for all.

Outside you will find your own gloriously green garden, where you can take a seat in the mornings to enjoy the rural farm views before stepping out on your own countryside adventure.

Explore the nearby villages Milborne St Andrew and Winterborne Whitechurch, and head out into the lands of outstanding natural beauty; here, you will be greeted by ample walking routes, magnificent nature and unforgettable scenery, sure to be a wonderful day out for all the family.

Within reach is the town of Blanford Forum, where you can find a wide variety of shops and eateries, leisure facilities, its own museum and plenty more amenities to cater for all ages and tastes.

Venture out to discover the iconic Jurassic Coast, a UNESCO World Heritage Site where you can marvel at stunning coastal landscapes and unique geological formations.

History enthusiasts will delight in exploring the ancient ruins of Corfe Castle, offering breathtaking views of the surrounding countryside.

Take a ride on the Swanage Railway for a nostalgic journey through the scenic landscape, or enjoy a day at the pristine secluded beach Worbarrow Bay, perfect for sunbathing and picnicking.

For a dose of culture, visit The Etches Collection, Museum of Jurassic Marine Life, showcasing fascinating exhibits on the region's prehistoric past, or wedding attendees can enjoy exploring the stunning grounds of Milton Abbey and Bryanston School.

Shepherd’s Barn is a wondrous base for exploring the delights of Dorset with your loved ones.

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About the location

MILBORNE ST ANDREW

Puddletown 3.5 miles; Dorchester 8 miles.

The peaceful village of Milborne St Andrew, midway between Dorchester and the Georgian market town from Blandford Forum is on the side of the Winterbourne Valley in the Dorset Downs. The valley is named for the seasonal stream which runs from springs high up on the chalk downs, an Area of Outstanding Natural Beauty, offering glorious walks and superb views. Langhams vineyard, 2 miles away, offers tours and tasting days.

This property offers the following short breaks:

  • Winter
  • Off-season
  • Last minute