Gillingham Holiday Cottages

19 properties

Victoria Albert at The Victorian Barn

, Blandford Forum, Dorset, West Country, England
Online Booking Available
Viewed 52 times recently.
Price from £1800
Next available 05/06 to 09/06/23
no booking fee
sleeps  16 sleeps 16
5 bedrooms 5 bedrooms
6 bathrooms 6 bathrooms
no dogs allowed No pets

5 bedroom cottage for families

5 bedroom cottage for families in Dorset with hot tub spa bath, swimming pool, jacuzzi, sauna room, games room and garden.

Sleeps 16 no pets holiday home in Dorset AONB, just half an hour’s drive from the Jurassic coast, with private hot tub and access to excellent onsite leisure facilities included a heated indoor pool, a sauna, games room, kids play areas and coarse fishing lakes

Facilities & Features: Gold Award Winning CottageDigital TVFree WifiGames roomOutdoor Hot TubSaunaHeated pool
4 star rated

Lower Hedge Farm

, Shepton Mallet, Somerset, West Country, England
Online Booking Available
Viewed 36 times recently.
Price from £3230
Next available 04/06 to 09/06/23
sleeps  12 sleeps 12
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
2 dogs welcome  2 pets

5 bedroom dog-friendly holiday cottage

5 bedroom dog-friendly holiday cottage in Somerset with hot tub, recreation room, open fire and garden.

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
5 star rated
Best for: Family-friendly, Dogs Welcome Breaks

Little Cheriton House

, South Cheriton, Somerset, West Country, England
Family-Friendly
Viewed 24 times recently.
Price from £3610
Next available 04/06 to 09/06/23
sleeps  18 sleeps 18
7 bedrooms 7 bedrooms
5 bathrooms 5 bathrooms
no dogs allowed No pets

7 bedroom pet-friendly holiday rental

7 bedroom pet-friendly holiday rental in Somerset with hot tub spa bath, real fire and garden.

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
Best for: Families, Pet Free Breaks

Swallow's Orchard

, West Bradley, Somerset, West Country, England
Online Booking Available
Viewed 47 times recently.
Price from £1500
Next available 30/06 to 03/07/23
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
3 bathrooms 3 bathrooms
2 dogs welcome  2 pets

3 bedroom dog-friendly holiday rental

3 bedroom dog-friendly holiday rental in Somerset with hot tub, swimming bath, sauna, woodburning stove and garden.

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
5 star rated
Best for: Families, Dog-Friendly Holidays

The Old Milking Parlour

, Wells, Somerset, West Country, England
Online Booking Available
Viewed 20 times recently.
Price from £700
Next available 03/06 to 06/06/23
no booking fee
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets

2 bedroom family-friendly cottage

2 bedroom family-friendly cottage in Somerset with woodburner and garden.

With a gold award, a 4 star rating and views over the Mendip Hills and open countryside, the Old Milking Parlour has plenty to recommend it

Facilities & Features: Gold Award Winning CottageDigital TVFree Wifi
4 star rated

Woodlands Farmhouse

, Glastonbury, Somerset, West Country, England
Online Booking Available
Viewed 49 times recently.
Price from £3410
Next available 11/08 to 14/08/23
sleeps  14 sleeps 14
7 bedrooms 7 bedrooms
6 bathrooms 6 bathrooms
2 dogs welcome  2 pets

7 bedroom dog-friendly cottage

7 bedroom dog-friendly cottage in Somerset with hot tub spa bath, swimming pool, sauna room, games room, woodburner, real fire and garden.

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
5 star rated
Best for: Family holidays, Dog-Friendly Holidays

4 Bridge Cottages

, Marston Magna, Somerset, West Country, England
Online Booking Available
Viewed 21 times recently.
Price from £390
Next available 22/06 to 13/07/23
Special Offer 24/06 to 01/07/23
no booking fee
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets

2 bedroom family-friendly rental

2 bedroom family-friendly rental in Somerset with recreation room and garden.

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

Facilities & Features: TVFree WifiGames room

Apple Cottage

, Pylle, Somerset, West Country, England
Online Booking Available
Viewed 32 times recently.
Price from £740
Next available 04/06 to 07/06/23
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
2 dogs welcome  2 pets

2 bedroom dog-friendly holiday house

2 bedroom dog-friendly holiday house in Somerset with hot tub spa bath, log burner and garden.

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
5 star rated
Best for: Family holidays, Pets Welcome Breaks

Cider Barn Romantic Retreat, Cranborne Chase AONB

, West Knoyle, Wiltshire, West Country, England
Online Booking Available
Viewed 17 times recently.
Price from £1032
Next available 16/06 to 23/06/23
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
1 dog welcome  1 pet

1 bedroom dog-friendly holiday cottage

1 bedroom dog-friendly holiday cottage in Wiltshire with garden.

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: TVFree Wifi
5 star rated
Best for: Couples, Dog-Friendly Breaks

The Cider Barn

, West Pennard, Somerset, West Country, England
Family-Friendly
Viewed 25 times recently.
Price from £2925
Next available 07/07 to 10/07/23
no booking fee
sleeps  12 sleeps 12
6 bedrooms 6 bedrooms
6 bathrooms 6 bathrooms
2 dogs welcome  2 pets

6 bedroom pet-friendly holiday rental

6 bedroom pet-friendly holiday rental in Somerset with garden.

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
Best for: Group Holidays, Hen parties, Special celebrations, Families, Dog-Friendly Holidays

Whitey Top Lodge

, Sixpenny Handley, Dorset, West Country, England
Online Booking Available
Viewed 18 times recently.
Price from £582
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets

2 bedroom family cottage

2 bedroom family cottage in Dorset with hot tub.

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: TVFree WifiOutdoor Hot Tub
4 star rated
Best for: Family-friendly, No Pets Holidays

Corner Pet-Friendly Barn, Dorset AONB

, Winterborne Stickland, Dorset, West Country, England
Online Booking Available
Viewed 20 times recently.
Price from £1398
Next available 30/06 to 21/07/23
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
2 dogs welcome  2 pets

2 bedroom pet-friendly holiday house

2 bedroom pet-friendly holiday house in Dorset with games room, woodburning stove, open fireplace and garden.

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: TVFree WifiGames room
5 star rated
Best for: Family holidays, Dog-Friendly Holidays

Ryecross Rural Retreat near Shaftesbury

, Shaftesbury, Dorset, West Country, England
Online Booking Available
Viewed 8 times recently.
Price from £619
Next available 24/06 to 08/07/23
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets

2 bedroom family holiday house

2 bedroom family holiday house in Dorset with garden.

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

Facilities & Features: TVFree Wifi
3 star rated
Best for: Family holidays, No Pets Breaks

Apple Tree Cottage

, Blandford Forum, Dorset, West Country, England
Price from £2648
Next available 05/06 to 09/06/23
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
3 bathrooms 3 bathrooms
no dogs allowed No pets

5 bedroom family-friendly cottage

5 bedroom family-friendly cottage in Dorset with hot tub spa bath, woodburner and garden.

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

Facilities & Features: TVFree WifiOutdoor Hot Tub
5 star rated
Best for: Families, Pet Free Breaks

The Bolt Hole Romantic Retreat

, Shepton Mallet, Somerset, West Country, England
Online Booking Available
Viewed 10 times recently.
Price from £804
Next available 09/06 to 19/07/23
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
1 dog welcome  1 pet

1 bedroom pet-friendly cottage

1 bedroom pet-friendly cottage in Somerset with woodburning stove, open fireplace and garden.

Quirky pet-friendly romantic retreat near Wells

Facilities & Features: TVFree Wifi
4 star rated
Best for: Romantic Breaks, Pets Welcome Breaks
* 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.

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