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.

20 rental properties

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Price from £1410
Next available 29/08 to 02/09/22
sleeps 1 - 6 guests 1 - 6
3 bedrooms 3
3 bathrooms 3
dog-friendly cottage, 2 dog(s) welcome2
5 star

3 bedroom Cottage

A unique and contemporary detached holiday home nestled next to an old apple orchard with a truly tranquil setting in Somerset amidst nature and countryside with a private hot tub and shared use of an indoor pool, hot tub, sauna and gym.

Facilities & Features: Gold Award Winning CottageTVFree WifiOutdoor Hot TubSaunaHeated pool
Price from £2765
Next available 05/06 to 10/06/22
sleeps 1 - 12 guests 1 - 12
5 bedrooms 5
4 bathrooms 4
dog-friendly cottage, 2 dog(s) welcome2
5 star

5 bedroom Farmstay

A stunning large luxurious holiday house boasting unspoilt views over the open countryside with a private hot tub and games room complete with pool table and table tennis for fun times.

Facilities & Features: TVGames roomOutdoor Hot Tub
Price from £2840
Next available 04/09 to 08/09/22
no booking fee
sleeps 6 - 12 guests 6 - 12
6 bedrooms 6
6 bathrooms 6
dog-friendly cottage, 2 dog(s) welcome2

6 bedroom Barn Conversion

High quality 6 bedroom, sleeps 12 pet-friendly barn conversion (all en-suite bedrooms) in rural Somerset, close to Glastonbury, and boasting a private bubbly outdoor hot tub and shared access to a swimming pool and sauna.

Facilities & Features: TVFree WifiHeated pool
Price from £685
Next available 06/06 to 10/06/22
sleeps 1 - 4 guests 1 - 4
2 bedrooms 2
2 bathrooms 2
dog-friendly cottage, 2 dog(s) welcome2
5 star

2 bedroom Country Cottage

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

Facilities & Features: Gold Award Winning CottageTVFree WifiOutdoor Hot Tub
Price from £3480
Next available 25/05 to 28/05/22
sleeps 16 - 18 guests 16 - 18
7 bedrooms 7
5 bathrooms 5
no dogs allowed

7 bedroom Large Country House

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.

Facilities & Features: TVFree WifiOutdoor Hot Tub
Price from £3310
Next available 25/05 to 28/05/22
sleeps 1 - 14 guests 1 - 14
7 bedrooms 7
6 bathrooms 6
dog-friendly cottage, 2 dog(s) welcome2
5 star

7 bedroom Large Country House

A unique and historic grade II listed 17th century farmhouse set in 100 acres of rolling countryside, luxuriously renovated yet retaining many of it’s original features such as the stunning inglenook fireplace, with a cinema room and shared access to a spa on site with an indoor swimming pool, sauna and gym, this is a wonderful holiday home.

Facilities & Features: Gold Award Winning CottageTVFree WifiGames roomOutdoor Hot TubSaunaHeated pool
Price from £527
Next available 19/06 to 24/06/22
sleeps 2 - 6 guests 2 - 6
3 bedrooms 3
2 bathrooms 2
dog-friendly cottage, 2 dog(s) welcome2
5 star

3 bedroom Holiday Barn

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.

Facilities & Features: TV
Price from £318
Next available 12/07 to 23/07/22
sleeps 2 - 4 guests 2 - 4
2 bedrooms 2
1 bathrooms 1
no dogs allowed
3 star

2 bedroom Farm Cottage

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

Facilities & Features: TV
Price from £478
Next available 12/06 to 17/06/22
sleeps 3 - 6 guests 3 - 6
3 bedrooms 3
2 bathrooms 2
dog-friendly cottage, 1 dog(s) welcome1
5 star

3 bedroom Barn Conversion

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.

Facilities & Features: TVGames room
Price from £393
Next available 02/01 to 05/01/23
sleeps 1 - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
dog-friendly cottage, 1 dog(s) welcome1
4 star

1 bedroom Unique Self-Catering

Quirky pet-friendly romantic retreat near Wells.

Facilities & Features: TV
Price from £1099
Next available 19/06 to 23/06/22
sleeps 6 - 10 guests 6 - 10
5 bedrooms 5
3 bathrooms 3
no dogs allowed
5 star

5 bedroom Thatched Cottage

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

Facilities & Features: TVOutdoor Hot Tub
Price from £400
Next available 06/07 to 15/07/22
sleeps 1 - 4 guests 1 - 4
2 bedrooms 2
2 bathrooms 2
dog-friendly cottage, 2 dog(s) welcome2
5 star

2 bedroom Barn Conversion

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.

Facilities & Features: TVGames room
Price from £310
Next available 07/06 to 10/06/22
sleeps 1 - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
dog-friendly cottage, 1 dog(s) welcome1
5 star

1 bedroom Romantic Retreat

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.

Facilities & Features: TV
Price from £582
Next available 06/06 to 24/06/22
sleeps 2 - 4 guests 2 - 4
2 bedrooms 2
1 bathrooms 1
no dogs allowed
4 star

2 bedroom Farmstay Lodge

Modern stylish 2 bedroom holiday lodge with warm bubbly outdoor private hot tub in a rural setting on a dairy farm, within around 30 minutes' drive of Salisbury and the New Forest National Park.

Facilities & Features: TVOutdoor Hot Tub
This owner/agency is showing availability but has not provided full pricing information.
Price from £2250
Next available 06/06 to 10/06/22
sleeps 2 - 21 guests 2 - 21
8 bedrooms 8
10 bathrooms 10
dog-friendly cottage, 2 dog(s) welcome2

8 bedroom Large Country House

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.

Facilities & Features: TVFree WifiGames roomOutdoor Hot TubSaunaHeated pool
* Price quoted is not inclusive of any applicable booking fees or local charges.