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Holiday Homes in Shaftesbury, Dorset

Self-Catering Holiday Cottages in Shaftesbury

Shaftesbury, set near the Cranborne Chase Area of Outstanding Natural Beauty, is an ideal destination for a self-catering escape. Renowned for its iconic Gold Hill, made famous in the 'Hovis bread' advert, this Dorset town offers remarkable historic cottages and stunning views of the countryside. Situated in Thomas Hardy country, Shaftesbury is one of England’s oldest and highest towns. With its quaint shops, cozy cafes, and rustic country inns, visitors can also enjoy a vibrant farmer’s market on select days. Shaftesbury is a delightfully charming choice for a self-catering holiday in the West Country.

Booking your holiday accommodation in Shaftesbury early is recommended for the best choice of holiday rentals.

Portman House, Somerset, England
Viewed 19× this week

Portman House

Pylle, Somerset ~19 miles from Shaftesbury
Sleeps 8–16 8 Bedrooms 🐾 2 Dogs
Next Available 20/09 to 25/09/2026
Facilities
Open fire Coffee machine Microwave Dishwasher Games room Sauna Garden
Type of Holiday
2 dogs welcome Group welcome
Weekly from £4,175 – £7,480
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Kings House, Dorset, England
Viewed 20× this week

Kings House

Minterne Parva, Dorset ~17 miles from Shaftesbury
Sleeps 2–4 2 Bedrooms 🐾 2 Dogs
Next Available 21/09 to 27/11/2026
Facilities
Microwave Dishwasher Pool Tennis Garden BBQ Parking
Type of Holiday
2 dogs welcome
Weekly from £700 – £1,495
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Churchill House, Dorset, England
Viewed 17× this week

Churchill House

Minterne Magna, Dorset ~17 miles from Shaftesbury
Sleeps 8–17 8 Bedrooms 🐾 4 Dogs 🎉 Celebrations
Next Available 07/11 to 13/11/2026
Facilities
WiFi Microwave Dishwasher Washing machine BBQ Parking
Type of Holiday
4 dogs welcome Special celebrations Group welcome
Weekly from £3,100 – £7,200
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Little Cheriton House, Somerset, England
Viewed 22× this week

Little Cheriton House

South Cheriton, Somerset ~11 miles from Shaftesbury
Sleeps 7–18 7 Bedrooms 🐾 1 Dog
Next Available 20/09 to 16/10/2026
Facilities
WiFi Open fire Microwave Dishwasher Washing machine Garden BBQ Parking
Type of Holiday
1 dogs welcome Hen Parties Group welcome
Weekly from £3,000 – £6,620
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Lower Hedge Farm , Somerset, England
Viewed 27× this week

Lower Hedge Farm

Shepton Mallet, Somerset ~18 miles from Shaftesbury
Sleeps 5–12 5 Bedrooms 🐾 2 Dogs
Next Available 20/09 to 25/09/2026
Facilities
WiFi Woodburner Open fire Microwave Dishwasher Washing machine Games room Garden
Type of Holiday
2 dogs welcome Group welcome Weddings
Weekly from £2,500 – £4,425
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Apple Cottage Hot Tub Retreat, Somerset, England
Viewed 25× this week

Apple Cottage Hot Tub Retreat

Pylle, Somerset ~18 miles from Shaftesbury
Sleeps 1–4 2 Bedrooms 🐾 2 Dogs
Next Available 25/09 to 16/10/2026
Facilities
WiFi Woodburner Microwave Dishwasher Washing machine Balcony Garden Parking
Type of Holiday
2 dogs welcome
Weekly from £740 – £1,600
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Waterlake Cottage, Orcheston, nr Stonehenge, Wiltshire, England
Viewed 13× this week No booking fee

Waterlake Cottage, Orcheston, nr Stonehenge

Stonehenge, Wiltshire ~19 miles from Shaftesbury
Sleeps 2–4 2 Bedrooms 🚫 No Dogs
Next Available 12/10 to 21/10/2026
Facilities
WiFi Open fire Coffee machine Microwave Washing machine Garden BBQ Parking
Type of Holiday
No dogs allowed
Weekly from £650 – £650
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Cottages, Apartments & Lodges in Shaftesbury, Dorset, England

RuralHomeStays.Com features holiday home(s) within or close to Shaftesbury, enjoy browsing through the available options. We hope you find the perfect holiday house for you in Shaftesbury, Dorset.


Cottage Breaks in Shaftesbury: A Charming Dorset Town

Sitting just outside of the Cranborne Chase Area of Outstanding Natural Beauty, Shaftesbury is a charming Dorset town in which to take a self-catering break.

What Does Shaftesbury Offer for Cottage Holidays in Dorset?

Perhaps best known for having featured in the 'Hovis bread' advert, Shaftesbury is home to glorious Gold Hill where there are some wonderful historic cottages and fabulous views over the surrounding Dorset countryside. This is Thomas Hardy country, and the charming market town of Shaftesbury is said to be one of England's oldest and highest-placed towns. With a good choice of shops, cafes, and country inns, as well as a farmer's market on certain dates, Shaftesbury is a superbly charming place for a vacation in the West Country.

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