Cottage rentals in Gillingham, Dorset, England

Gillingham is the most northerly town in Dorset and is an excellent base for a self-catering holiday with easy road access to towns in Dorset, Devon and Salisbury Plain. It sits conveniently between the A303 and A30, major roadways through the West Country that merge north of Honiton in Devon. Gillingham is an attractive town, surrounded by quaint Dorset villages with some beautiful countryside and is the hub for this pretty part of Dorset. The town remains mainly unspoilt and has attractive streets and some historic buildings dating as far back as the 15th century. Whether you are looking to take a self-catering break in Gillingham itself or a country cottage holiday in the nearby countryside, this is a picturesque part of the West Country with lots to offer visitors.


Hints and Tips on Cottage Holidays in Gillingham

It has had its share of visitors over the centuries, the Romans were in the district, one in the form of a skeleton still resides at the local museum. Gillingham was the site of a royal hunting lodge during the middle ages that was said to have been frequented by King John, and Kings Henry I, II, and III. In Hardy’s novels Gillingham is portrayed by Leddington and John Constable was a regular visitor, producing some fine drawings and paintings of the town. One of the old bridge is displayed in the Tate Gallery. The church of St. Mary the Virgin was restored in Victorian Times but an Anglo-Saxon stone bearing what could be an interlaced cross can be seen in the church as evidence of very early Christianity in the area. Today there are in excess of 70 shops in the town besides pubs and restaurants, so you are well catered for during your self-catering stay.

Just five miles from Gillingham is the larger town of Shaftesbury. Whilst on your cottage holiday you can walk up the cobbled Gold Hill just like the lad with his baker’s bike in the famous Hovis commercial, while to the north a great day out is to be had for families with a safari at Longleat Safari Park. Railway enthusiasts don’t have to travel far from Gillingham as the Gartell Light Railway can be found off the A303 at Templecombe. A trip out to Salisbury Plain and Stonehenge is a memorable experience, and although much of the area is one huge MOD training ground there are paths and routes for walkers to enjoy legally and safely. The cathedral town of Salisbury is a beautiful place recommended for a visit and as it is on the railway line from Gillingham, you can leave the car behind and stay free from parking charges whilst you explore. You can even take a bus from the bus station for an organised guided tour of Stonehenge if you wish.

Whether you plan to discover this part of the West Country with your family, friends or partner, you will find this a beautiful part of Dorset with lots to offer. When it comes to finding somewhere to stay choose from family cottages, large cottages and romantic cottages, we hope you find an ideal place to stay.

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

23 rental properties

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The Old Chapel Conversion, Huntingford, Dorset, West Country, England

1 bedroom Chapel Conversion, Gillingham 2 miles away

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

For a self-catering holiday for 2 out of the ordinary in Dorset, stay in a unique one bedroom converted chapel with twin beds high up in the eaves on the gallery overlooking the cosy living area below; during your stay discover the pretty countryside on the Dorset Wiltshire borders, the National Trust property of Stourhead House, Wincanton for racing and Longleat Safari Park.

Weekly Price from: £300

Cider Barn Romantic Retreat, Cranborne Chase AONB, West Knoyle, Wiltshire, West Country, England

1 bedroom Romantic Retreat, Gillingham 4 miles away

sleeps 1 - 2 guests
1 - 2
1 bedrooms
1
1 bathrooms
1
dog-friendly cottage
5 star

Idyllic rural retreat which with its king-size bed is ideal for two, this studio property is complete with a beautiful interior and a lovely countryside location and is situated near to the West Wiltshire Downlands.

Special features: free internet access.

Weekly Price from: £305
Next availability:
from 14 January to 28 January 22 from 01 February to 18 February 22

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

2 bedroom Farm Cottage, Gillingham 6 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: £291
Next availability:
from 02 January to 12 February 22 from 19 February to 07 May 22

Little Cheriton House, South Cheriton, Somerset, West Country, England

7 bedroom Large Country House, Gillingham 7 miles away

sleeps 16 - 18 guests
16 - 18
7 bedrooms
7
5 bathrooms
5
no dogs allowed

Stylish and impressive 7 bedroom manor house with stunning country views, private outdoor hot tub and spacious elegant accommodation, half an hour's drive from Yeovil.

Special features: free internet access, outdoor hot tub.

Weekly Price from: £3200
Next availability:
from 05 December to 10 December 21 from 12 December to 17 December 21

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

38 bedroom Cottage Complex, Gillingham 12 miles away

sleeps 4 - 80 guests
4 - 80
38 bedrooms
38
36 bathrooms
36
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 (ONSITE A wonderful addition to your stay is that we are able offer exclusive / private sessions for each set of guests. You will not swim with other guests not part of your group.), games room, outdoor hot tub, Gold Award Winning Cottage.

Weekly Price from: £300


Late availability: from 30 November to 01 December 21

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

3 bedroom Barn Conversion, Gillingham 12 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: £469
Next availability:
from 31 January to 11 February 22 from 18 February to 26 February 22

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

2 bedroom Barn Conversion, Gillingham 13 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: £372
Next availability:
from 13 December to 22 December 21 from 25 February to 11 March 22

4 Bridge Cottages, Marston Magna, Somerset, West Country, England

2 bedroom Cottage, Gillingham 13 miles away

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

Two bedroom family holiday cottage with a private south facing garden and country views located in a rural village in Somerset close to Glastonbury Tor, available for short breaks and longer stays.

Special features: free internet access, games room.

Weekly Price from: £300
Next availability:
from 01 December to 17 December 21 from 04 January to 01 April 22

The Coach House, Frome, Somerset, West Country, England

4 bedroom Barn Conversion, Gillingham 13 miles away

sleeps 2 - 8 guests
2 - 8
4 bedrooms
4
4 bathrooms
4
no dogs allowed

4 bedroom holiday house set in the grounds of the Old Manor on the outskirts of Frome, just half an hour's drive from Bath.

Special features: free internet access.

Weekly Price from: £380
Next availability:
from 01 December to 06 December 21 from 10 December to 17 December 21

The Old Manor House, Frome, Somerset, West Country, England

9 bedroom Manor House, Gillingham 13 miles away

sleeps 2 - 30 guests
2 - 30
9 bedrooms
9
5 bathrooms
5
no dogs allowed

9 bedroom manor house with games room, set in beautiful grounds just half an hour's drive from Bath, plus 4 bedroom coach house.

Special features: free internet access, games room.

Weekly Price from: £485
Next availability:
from 13 December to 17 December 21

Hesdin Hall, Westbury, Wiltshire, West Country, England

8 bedroom Large Country House, Gillingham 13 miles away

sleeps 2 - 21 guests
2 - 21
8 bedrooms
8
10 bathrooms
10
dog-friendly cottage, 2 dog(s) welcome
2

Stylish roomy holiday farmhouse in Wiltshire with 8 ensuite bedrooms, sleeping up to 18 people (an additional 6 can be accommodated by arrangement), complete with excellent leisure facilities including an outdoor heated swimming pool, sauna and hot tub for a relaxing break, plus a games room and cinema room for fun times.

Special features: free internet access, games room, outdoor hot tub, sauna.

Weekly Price from: £2250
Next availability:
from 17 January to 21 January 22 from 24 January to 28 January 22

Apple Cottage , Pylle, Somerset, West Country, England

2 bedroom Country Cottage, Gillingham 14 miles away

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

High quality boutique style holiday home set in a peaceful rural setting with a tranquil garden and private hot tub.

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

Weekly Price from: £650
Next availability:
from 06 December to 10 December 21 from 09 January to 24 January 22