Self catering holiday cottages to rent in Winterborne Stickland, Dorset, England

A cottage holiday in Winterborne Stickland could be a great choice for those eager to discover some of the best of the Dorset coast and countryside and that of neighbouring areas.


About Cottage Breaks in Winterborne Stickland

The village of Winterborne Stickland offers ample rural charm, a setting next to beautiful greenery and a village shop. Set within the Winterbourne Valley in the Dorset Downs, this pretty village sits around mid-way between the Dorset Area of Outstanding Natural Beauty (AONB) and the Cranborne Chase AONB.  
 

Top Attractions to Discover on a Cottage Holiday in Winterborne Stickland

•    For those who love the great outdoors, enjoy days out walking, cycling, horse riding and wildlife watching in the Dorset and Cranborne Chase AONBs not too far from Winterborne Stickland.  

•    There are some fantastic places to visit inland within an hour’s drive including the beautiful garden city of Salisbury and mystical Stonehenge.  If you don’t mind a longer journey, the spa city of Bath with its fascinating Roman remains is around an hour and 20 minute’s drive from Winterborne Stickland.

•    For easy days out by the seaside, Weymouth is just 30 minutes drive from Winterborne Stickland, Swanage is around 45 minutes away, Bournemouth (one of England’s favourite seaside resorts) is 50 minute’s drive away and the fascinating Jurassic coast is within an hour’s drive.

Whether you opt to stay in a countryside cottage, a wooden log cabin, a thatched country cottage or a large country house, Winterborne Stickland is a great base for discovering some of Dorset’s finest coast and countryside.  We hope you find the perfect holiday cottage in Winterborne Stickland from our collection.

 

Book a Winterborne Stickland cottage and look forward to discovering some of the best of Dorset on holiday.

21 rental properties

Corner Pet-Friendly Barn, Dorset AONB, Winterborne Stickland, Dorset, West Country, England

2 bedroom Barn Conversion

sleeps 1 - 4 guests
1 - 4
2 bedrooms
2
2 bathrooms
2
dog-friendly cottage, 2 dog(s) welcome
2
5 star

This 2 bedroom pet-friendly barn conversion is located within a development of six holiday barns in a tranquil rural setting close to the Purbeck Heritage Coast and the Jurassic Coast, shared facilities on site include a games room with pool table, table football and air hockey, whether for a family holiday or a getaway with friends, there is plenty to keep you entertained here.

Special features: free internet access, games room.

Weekly Price from: £348
Next availability:
from 14 August to 21 August 20 from 25 September to 24 December 20

The Old Stables Holiday Barn, Winterborne Stickland, Dorset, West Country, England

3 bedroom Barn Conversion

sleeps 3 - 6 guests
3 - 6
3 bedrooms
3
2 bathrooms
2
dog-friendly cottage
5 star

Family-friendly and dog-friendly barn conversion with modern interior, situated within a small development on a working farm, ideal for rural retreat breaks and within reach of the Jurassic Coast.

Special features: free internet access, games room.

Weekly Price from: £360
Next availability:
from 14 July to 17 July 20 from 30 October to 04 December 20

The Victorian Barn Self Catering Holidays with Pool & Hot Tubs, Dorset., Blandford Forum, Dorset, West Country, England

32 bedroom Cottage Complex, Winterborne Stickland 3 miles away

sleeps 4 - 70 guests
4 - 70
32 bedrooms
32
 32 bathrooms
32
no dogs allowed
4 star

Luxurious barn conversion accommodation, sleeping up to 14 people in style and comfort, with lots to offer including access to excellent leisure facilities on site including an indoor heated swimming pool, a sauna, hot tub and a gym, as well as a games room with full-size pool table, a quiz machine and football table and an outdoor play area for children, as well as coarse fishing lakes.

Special features: free internet access, pool (Please enquire with your guest numbers so we can direct you to the perfect property!), games room, outdoor hot tub, sauna, Gold Award Winning Cottage.

Weekly Price from: £300


Special Offer: from 11 July to 28 December 20
Late availability: from 11 July to 04 September 20

Shepherd's Hut Barn, rural Dorset, Winterborne Whitechurch, Dorset, West Country, England

3 bedroom Holiday Barn, Winterborne Stickland 3 miles away

sleeps 2 - 6 guests
2 - 6
3 bedrooms
3
2 bathrooms
2
dog-friendly cottage, 2 dog(s) welcome
2
5 star

Want to stay somewhere with tranquil rural views over fields and pastures where you can relax and unwind in Dorset? This 3 bedroom family-friendly and dog-friendly ban could be perfect, close to Thomas Hardy's Country and within reach of Dorset's Jurassic Coast for day trips.

Weekly Price from: £394
Next availability:
from 07 August to 10 August 20 from 13 August to 14 August 20

Southover House, Tolpuddle, Dorset, West Country, England

7 bedroom Large Country House, Winterborne Stickland 7 miles away

sleeps 8 - 14 guests
8 - 14
7 bedrooms
7
4 bathrooms
4
dog-friendly cottage, 2 dog(s) welcome
2

This imposing south-facing manor house set in extensive gardens and grounds has outstanding sporting facilities including a heated swimming pool, all-weather tennis court, games room, lake and river trout fishing.

Special features: free internet access, tennis court, games room.

Weekly Price from: £2000
Next availability:
from 01 September to 03 September 20 from 07 September to 11 September 20

Apple Tree Cottage, Blandford Forum, Dorset, West Country, England

5 bedroom Thatched Cottage, Winterborne Stickland 8 miles away

sleeps 6 - 10 guests
6 - 10
5 bedrooms
5
3 bathrooms
3
no dogs allowed
5 star

Pretty 5 bedroom thatched country cottage, near Blandford Forum, with warm bubbly outdoor hot tub in garden.

Special features: free internet access, outdoor hot tub.

Weekly Price from: £897
Next availability:
from 13 July to 14 July 20 from 30 August to 04 September 20

Ryecross Rural Retreat near Shaftesbury, Shaftesbury, Dorset, West Country, England

2 bedroom Farm Cottage, Winterborne Stickland 11 miles away

sleeps 2 - 4 guests
2 - 4
2 bedrooms
2
1 bathrooms
1
no dogs allowed
3 star

Get away from it all with a stay at this idyllic rural retreat near the attractive hillside town of Shaftesbury in Dorset.

Weekly Price from: £276
Next availability:
from 22 July to 22 August 20 from 31 August to 07 September 20

Private Rural Lodge, Wrackleford Estate, Stratton, Dorset, West Country, England

5 bedroom Large Country House, Winterborne Stickland 13 miles away

sleeps 2 - 9 guests
2 - 9
5 bedrooms
5
3 bathrooms
3
dog-friendly cottage

An ideal country retreat, this holiday lodge enjoys a fantastic rural setting high within the Dorset Downs and offers characterful accommodation along with fishing on the River Frome nearby.

Special features: free internet access, games room.

Weekly Price from: £1100
Next availability:
from 12 July to 24 July 20

Canford Dairy, Wimborne Minster, Dorset, West Country, England

9 bedroom Large Country House, Winterborne Stickland 13 miles away

sleeps 2 - 20 guests
2 - 20
9 bedrooms
9
5 bathrooms
5
dog-friendly cottage, 1 dog(s) welcome
1

Large luxurious holiday house with swimming pool and private hot tub near the Dorset Coast and Bournemouth, suitable for large groups of up to 20 people.

Special features: free internet access, pool (In the Pool-house for your exclusive and private use. ), games room.

Weekly Price from: £2750


Late availability: from 17 July to 20 July 20

Langford Valley Barn, Dorchester, Dorset, West Country, England

4 bedroom Barn Conversion, Winterborne Stickland 13 miles away

sleeps 1 - 8 guests
1 - 8
4 bedrooms
4
4 bathrooms
4
no dogs allowed
5 star

Newly available is this stunning 4 bedroom barn conversion set by the unspoilt Dorset Downs, enjoy a luxury country holiday, just half an hour's drive from the beautiful Jurassic coastline.

Special features: free internet access, games room, Gold Award Winning Cottage.

Weekly Price from: £1200
Next availability:
from 07 August to 14 August 20 from 28 August to 11 September 20

The Fishing Lodge, Sydling St. Nicholas, Dorset, West Country, England

2 bedroom Holiday Lodge, Winterborne Stickland 14 miles away

sleeps 1 - 4 guests
1 - 4
2 bedrooms
2
1 bathrooms
1
no dogs allowed

Idyllic 2 bedroom hideaway set by Sydling Brook and Langford Lake within Dorset's Area of Outstanding Natural Beauty, relax and unwind in this tranquil setting or enjoy fishing on site.

Special features: free internet access.

Weekly Price from: £750
Next availability:
from 12 July to 24 July 20

Quaker Dogs-welcome Cottage, South West England , Sherborne, Dorset, West Country, England

2 bedroom Cottage, Winterborne Stickland 15 miles away

sleeps 1 - 4 guests
1 - 4
2 bedrooms
2
1 bathrooms
1
dog-friendly cottage, 1 dog(s) welcome
1
4 star

Charming stone-built pet-friendly cottage with 2 bedrooms located in Sherborne, on days out from this Dorset location visit Shaftesbury, the city of Salisbury with its wealth of historical buildings or Bath with its impressive Roman spa.

Weekly Price from: £268
Next availability:
from 13 July to 01 October 20