Cottage Holidays in Tolpuddle, Dorset, England

With charming thatched cottages and pretty painted houses, Tolpuddle could be perfect for a country cottage holiday. Surrounded by fields and farmlands, this is a great part of Dorset to get away from it all. Yet there are plenty of things to see and do should you wish to explore the nearby area and the coast is only around 16 miles away.

With a self-catering break in this part of the West Country you will have a choice of areas of stunning coastline to discover on days out. Explore the West Dorset Heritage Coastline close to Weymouth or head south and discover the Purbeck Heritage Coast which stretches all the way to Swanage. For cheerful days out by the seaside Bournemouth is just 20 miles away and Poole is even closer at only 16 miles away.

Keen wildlife watchers will want to visit one of the three nature reserves in the area which include Holton Heath National Nature Reserve, Hartland Moor National Nature Reserve and Morden Bog National Nature Reserve. Those who love to fish will want to look up Wessex Fly Fishing and book some fishing at Lawrences Farm on Dorset’s rivers and streams.

Toldpuddle in Dorset has lots to offer for relaxing self-catering breaks, we hope you find perfect accommodation for your stay on Country Cottages Online and that you have a wonderful holiday in this area of England’s West Country.


About Self-Catering Holidays in Tolpuddle

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

19 rental properties

Southover House, Tolpuddle, Dorset, West Country, England

7 bedroom Large Country House

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 03 June to 12 June 20 from 15 June to 02 July 20

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

3 bedroom Holiday Barn, Tolpuddle 4 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 21 August 20 from 28 August to 04 September 20

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

2 bedroom Barn Conversion, Tolpuddle 8 miles away

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 10 July to 24 July 20 from 31 July to 28 August 20

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

32 bedroom Cottage Complex, Tolpuddle 8 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 02 June to 28 December 20
Late availability: from 10 July to 10 September 20

The Quad, Wellington, Somerset, West Country, England

9 bedroom Large Country House, Tolpuddle 8 miles away

sleeps 10 - 24 guests
10 - 24
9 bedrooms
9
4 bathrooms
4
dog-friendly cottage, 6 dog(s) welcome
6
4 star

Magnificent 9 Bedroom Dorset Country House, ideal for large groups of friends or family, with an private hot tub and games room with table football, pool table, table tennis and air hockey on site there is plenty to keep your group entertained (hen and stag group friendly) at this fine property and the Dorset coast is just a short drive away.

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

Weekly Price from: £2450

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

5 bedroom Large Country House, Tolpuddle 8 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 03 June to 24 July 20

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

3 bedroom Barn Conversion, Tolpuddle 9 miles away

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 03 June to 04 September 20 from 30 October to 04 December 20

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

4 bedroom Barn Conversion, Tolpuddle 10 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 05 June to 20 June 20 from 21 June to 03 July 20

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

2 bedroom Holiday Lodge, Tolpuddle 10 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 03 June to 24 July 20

Stonebank Annexe, Chickerell, Weymouth, Dorset, West Country, England

2 bedroom Cottage, Tolpuddle 13 miles away

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

Charming 2 bedroom, dog-friendly holiday home located near the heart of Chickerell, conveniently close to the beautiful Dorset Jurassic coast and just 3 miles from Weymouth.

Special features: free internet access.

Weekly Price from: £360
Next availability:
from 25 July to 08 August 20 from 11 August to 15 August 20

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

5 bedroom Thatched Cottage, Tolpuddle 13 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 03 June to 05 June 20 from 08 June to 15 June 20

Stable cottage, Portesham, Dorset, West Country, England

1 bedroom Rural Retreat, Tolpuddle 14 miles away

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

Book a rural retreat break at this lovely Dorset romantic barn conversion, conveniently located on a working farm, close to idyllic countryside and the Jurassic Coast, this property is both dog-friendly and horse-friendly.

Weekly Price from: £325
Next availability:
from 03 June to 31 July 20 from 07 August to 05 September 20