Gillingham Holiday Cottages
British Travel Award Winners!
We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.
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Over 30 years of experience in UK self-catering holidays.
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Your Gillingham, Dorset search returned 64 cottages
- Sleeps4
- Bedrooms2
- PetsNo
Stylish, former Victorian coach house in the grounds of a Victorian rectory, in the village of Buckhorn Weston. Carbon neutral property. Oak floors. WiFi. Enclosed patio. Rural views. Pub nearby. Gillingham 4 miles. (Ref. 921681)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £582
- Sleeps2
- Bedrooms1
- PetsYes
Enchanting and unusual folly in an idyllic private setting. A wonderfully romantic retreat for a couple. (Ref. 988942)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £621
Book your 2024 holiday with peace of mind by adding Flexible Cancellation
- Sleeps6
- Bedrooms3
- PetsYes
This cosy lodge on a peaceful15 acre site, is resting near village of Milton on Stour in Dorset. Fishing Balconies. Countryside surroundings. Enclosed garden. Nature trails. Pet friendly. Gillingham 2 miles; Shaftesbury 7 miles. (Ref. 967741)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Baby-friendly
7 nights from £401
- Sleeps4
- Bedrooms2
- PetsYes
Quaint, period barn conversion on working farm in peaceful hamlet of Penselwood, one mile from Bourton. Cosy accommodation. Ideal rural retreat. Wincanton 4 miles. (Ref. 1763)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
7 nights from £433
- Sleeps3
- Bedrooms2
- PetsYes
A lovely cottage located near the village of Motcombe in Dorset. Excellent location. Shared use of tennis courts. Tasteful interior. Shaftsbury 2 miles; Salisbury 22 miles. (Ref. 957188)
- Wi-fi
- Off-road parking
- Ground floor bedroom
7 nights from £607
- Sleeps6
- Bedrooms3
- PetsYes
A contemporary single-storey cottage resting in Milton on Stour near Gillingham, Dorset. Pet-friendly. Close to amenities. EV charging point. Ground-floor living. Kilmington 6.2 miles; Shaftesbury 7 miles; Brunto 10.1 miles. (Ref. 1051547)
- Wi-fi
- Off-road parking
- Electric vehicle charging
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £1025
- Sleeps2
- Bedrooms1
- PetsNo
A delightful farm building conversion offering a romantic escape in East Knoyle, Wiltshire. Private garden. Off-road parking. No pets or children. In AONB. Shaftesbury 6.5 miles; Salisbury 18.3 miles. (Ref. 1051281)
- Wi-fi
- Off-road parking
- Electric vehicle charging
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from £639
Book your 2024 holiday with peace of mind by adding Flexible Cancellation
- Sleeps2
- Bedrooms1
- PetsNo
A charming semi-detached farm building conversion resting in East Knoyle, Wiltshire. Within AONB. Open-plan. Romantic. Luxury furnishings. Shaftesbury 6.5 miles; Salisbury 18.3 miles. (Ref. 1051819)
- Wi-fi
- Off-road parking
- Electric vehicle charging
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from £676
- Sleeps4
- Bedrooms2
- PetsYes
Charming single-storey barn conversion constructed over small stream in Milton on Stour. Open plan living, exposed beams. WiFi Area attractions within easy reach. Shaftesbury 7 miles. (Ref. 2362)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
- Baby-friendly
- Sky TV
7 nights from £353
- Sleeps4
- Bedrooms2
- PetsNo
Well-appointed ground floor cottage located near the town of Wincanton, in Somerset. WiFi. Electric fire. Off-road parking. Shop 4.4 miles, Pub 0.3 miles (Ref. 1000783)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £356
- Sleeps2
- Bedrooms1
- PetsYes
An eye-catching stone cottage resting on the outskirts of Shaftesbury, Dorset. Juliet balcony. Open-plan living. Country views. Shaftesbury 2.6 miles; Child Okeford 8.5 miles. (Ref. 1008394)
- Wi-fi
- Baby-friendly
7 nights from £343
- Sleeps4
- Bedrooms2
- PetsYes
This exquisite, two-bedroom barn conversion rests in Wincanton, Somerset. Countryside. Bedroom with en-suite. Open-plan. Glastonbury 21.8 miles. (Ref. 1129215)
- Wi-fi
- Electric vehicle charging
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £535
- Sleeps2
- Bedrooms1
- PetsYes
A homely cottage situated near the village of Motcombe, Dorset. Opposite award-winning pub. Shaftesbury 2 miles; Salisbury 22 miles. (Ref. 957189)
- Wi-fi
- Off-road parking
- Ground floor bedroom
7 nights from £566
- Sleeps5
- Bedrooms3
- PetsYes
Unique, A-frame lodge placed near Gillingham in Dorset. Open-plan. Dog-friendly. On Whistly Waters. WiFi. (Ref. 970181)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
7 nights from £412
Book your 2024 holiday with peace of mind by adding Flexible Cancellation
- Sleeps2
- Bedrooms1
- PetsNo
Rural semi-detached dairy conversion. An ideal couples retreat with countryside views and off road parking. WiFi. Wincanton 3.5 miles; Yeovil 18.7 miles. (Ref. 1021741)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
7 nights from £402
- Sleeps4
- Bedrooms2
- PetsYes
This stunning, two-bedroom barn conversion rests in Wincanton, Somerset. Countryside. Bedroom with en-suite. Open-plan. Wet room. Glastonbury 21.8 miles. (Ref. 1129213)
- Wi-fi
- Electric vehicle charging
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £535
- Sleeps8
- Bedrooms4
- PetsYes
A gorgeous detached cottage nestled in the picturesque village of Donhead St. Mary near Ludwell, Wiltshire. Dog-friendly. Open fire. Idyllic views. Shaftesbury 4.2 miles; Tisbury 5.3 miles; Salisbury 18.2 miles (Ref. 1059254)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from £916
- Sleeps4
- Bedrooms2
- PetsNo
This excellent, two-bedroom barn conversion rests in Wincanton, Somerset. Countryside. Bedroom with en-suite. Open-plan. Wet room. Glastonbury 21.8 miles. (Ref. 1052563)
- Wi-fi
- Electric vehicle charging
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £535
- Sleeps6
- Bedrooms3
- PetsYes
A pretty, Grade II listed cottage tucked down a quiet lane close to the centre of Sturminster Newton. Pet-friendly. Woodburning stove. WiFi. Blandford Forum 9.3 miles. (Ref. 1075433)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £588
- Sleeps4
- Bedrooms2
- PetsNo
This sweet semi-detached dairy conversion rests in the village of Cucklington in Somerset. Off-road parking. Countryside views. WiFi. Wincanton 3.5 miles; Yeovil 18.7 miles; Glastonbury 23.9 miles. (Ref. 1021740)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
7 nights from £491
Please find below a selection of self catering holiday cottages to rent in or near Gillingham.