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Gillingham Holiday Cottages

18 holiday rentals
Online Booking Available
Viewed 82 times recently.
Gillingham 14 miles away

Lower Hedge Farm ,

Shepton Mallet, Somerset, England
sleeps  12 sleeps 12
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

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.

5 (1 reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomOutdoor Hot Tub AccessFree WifiEnclosed GardenParking
7 nights from £3295
Next available: 22 Nov - 7 nights
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Online Booking Available
Viewed 23 times recently.
Gillingham 14 miles away

Apple Cottage ,

Pylle, Somerset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

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

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherWashing machineMicrowaveOutdoor Hot Tub AccessFree WifiEnclosed GardenParking
7 nights from £740
Next available: 24 Nov - 4 nights
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Gillingham 15 miles away

Apple Tree Cottage,

Blandford Forum, Dorset, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
3 bathrooms 3 bathrooms
no dogs allowed No pets
family friendly family friendly

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

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineOutdoor Hot Tub AccessFree WifiEnclosed GardenParking
7 nights from £1185
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Viewed 41 times recently.
Gillingham 17 miles away

Swallow's Orchard,

West Bradley, Somerset, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
3 bathrooms 3 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

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.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherWashing machineMicrowaveOutdoor Hot Tub AccessSaunaHeated poolFree WifiEnclosed GardenParking
7 nights from £1545
Next available: 24 Nov - 5 nights
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Viewed 11 times recently.
Gillingham 6 miles away

Ryecross Rural Retreat near Shaftesbury,

Shaftesbury, Dorset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

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

0 ( reviews)
Facilities, Features & Awards:
TVMicrowaveFree WifiGardenParking
7 nights from £358
Next available: 01 Dec - 6 nights
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Viewed 15 times recently.
Gillingham 16 miles away

The Bolt Hole Romantic Retreat,

Shepton Mallet, Somerset, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
1 dog welcome  1 dog

Quirky pet-friendly romantic retreat near Wells.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVFree WifiGardenParking
7 nights from £384
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Viewed 19 times recently.
Gillingham 13 miles away

Corner Pet-Friendly Barn, Dorset AONB,

Winterborne Stickland, Dorset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

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.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £445
Next available: 30 Nov - 7 nights
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Gillingham 14 miles away

Portman House,

Pylle, Somerset, England
sleeps  16 sleeps 16
8 bedrooms 8 bedrooms
6 bathrooms 6 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

Large 8 bedroom country house with warm bubbly outdoor hot tub and rural setting, just 11 miles from Glastonbury.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherMicrowaveGames roomOutdoor Hot Tub AccessSaunaParkingGarden
7 nights from £3425
Next available: 24 Nov - 5 nights
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Viewed 21 times recently.
Gillingham 17 miles away

Shepherd's Hut Barn, rural Dorset,

Winterborne Whitechurch, Dorset, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

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.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £653
Next available: 22 Nov - 7 nights
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Viewed 14 times recently.
Gillingham 4 miles away

Cider Barn Romantic Retreat, Cranborne Chase AONB,

West Knoyle, Wiltshire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
1 dog welcome  1 dog

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.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £342
Next available: 03 Jan - 7 nights
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Viewed 33 times recently.
Gillingham 16 miles away

Woodlands Farmhouse ,

Glastonbury, Somerset, England
sleeps  14 sleeps 14
7 bedrooms 7 bedrooms
6 bathrooms 6 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

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.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherWashing machineMicrowaveGames roomOutdoor Hot Tub AccessSaunaHeated poolFree WifiEnclosed GardenParking
7 nights from £3510
Next available: 24 Nov - 5 nights
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Online Booking Available
Viewed 14 times recently.
Gillingham 17 miles away

The Coach House Romantic Retreat,

Wimborne Minster, Dorset, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
1 dog welcome  1 dog
family friendly family friendly

Studio-style holiday home for 2 near Wimborne Minster, stylish, light and airy, plus pet-friendly, and with its own private outdoor hot tub.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowavePrivate Outdoor Hot TubFree WifiGardenParking
7 nights from £517
Next available: 24 Nov - 7 nights
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Viewed 17 times recently.
Gillingham 12 miles away

The Old Stables Holiday Barn,

Winterborne Stickland, Dorset, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
1 dog welcome  1 dog
family friendly family friendly

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.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £533
Next available: 02 Dec - 3 nights
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Family-Friendly
Viewed 16 times recently.
Gillingham 7 miles away

Little Cheriton House,

South Cheriton, Somerset, England
sleeps  18 sleeps 18
7 bedrooms 7 bedrooms
5 bathrooms 5 bathrooms
no dogs allowed No pets
family friendly family friendly

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.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveOutdoor Hot Tub AccessFree WifiGardenParking
7 nights from £3720
Next available: 24 Nov - 7 nights
Family-Friendly
Viewed 24 times recently.
no booking fee
Gillingham 17 miles away

The Cider Barn,

West Pennard, Somerset, England
sleeps  12 sleeps 12
6 bedrooms 6 bedrooms
6 bathrooms 6 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

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.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveHeated poolFree WifiEnclosed GardenParking
7 nights from £3010
Next available: 25 Nov - 4 nights
* Price quoted is not inclusive of any applicable booking fees or local charges.

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.

Whether you choose to book a holiday cottage in Gillingham, an apartment, a lodge or another type of self-catering holiday accommodation, we hope you have your best holiday yet in Dorset.

Frequently Asked Questions about Gillingham

The best places to stay depend on your preferences, interests and the type of accommodation that best suits you. Country Cottages Online features a great selection of good quality rentals.
See our selection of pet-friendly rentals in Gillingham, or use the filters to refine your search.
See our selection of lodges and cabins in Gillingham, Dorset.
Read the description of Gillingham to find out ideas and tips on the best things to see and do. Also see our area guides for more information on what Dorset has to offer for holidaymakers.

Gillingham Holiday Rental Searches