Holiday Cottages for October Half term
260 properties found
260 properties found

Apple Tree Cottage
Shillingstone near Sturminster Newton, Dorset
A cosy brick-and-flint terraced cottage, within the pretty Dorset village of Shillingstone. Very well presented throughout. Woodburning stove. Enclosed patio. Lovely walks close by. Sturminster Newton 4 miles.
- Wifi
- Dishwasher
- Washing Machine
Wed 28th Oct for 3 nights
£420

Ocean Watch 5
Greenhill, Dorset
Modern, bright apartment with sea views over to Weymouth Bay. Short walk to the beach and a casual stroll to the town centre. Wifi and off-road parking. Great base for exploring Weymouth and the surrounding areas.
- Wifi
- Baby Friendly
- Dishwasher
- Off Road Parking
Fri 23rd Oct for 3 nights
£688

Sunny Days
Weymouth, Dorset
Modern refurbished terraced cottage in Weymouth, sleeping 4, short walk to the beach and town, WiFi, Off road parking for 1 car.
- Wifi
- Baby Friendly
- Off Road Parking
- Washing Machine
Sun 25th Oct for 3 nights
£535

Broadstones
Bridport, Dorset
A pleasant, detached bungalow resting in Bettiscombe outside Bridport, Dorset. Panoramic views. Family and pet friendly. Off-road parking. West Bay 8 miles; Lyme Regis 8.1 miles.
- Wifi
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
Fri 30th Oct for 3 nights
£533

Beach View Apartment 2
Greenhill, Dorset
Excellent period apartment in Weymouth close to the esplanade. Two en-suite shower rooms and three bedrooms. WiFi. Enclosed patio area. Beach 1 min away.
- Wifi
- Baby Friendly
- Dishwasher
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
Fri 30th Oct for 3 nights
£1065

Seaview
Swanage, Dorset
This all-ground-floor cottage rests in the charming seaside resort of Swanage on the Jurassic Coast of Dorset. Sea views. Family-friendly. Amenities within walking distance. Wareham 11.1 miles; Dorchester 25.9 miles.
- Wifi
- Dishwasher
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
Sun 25th Oct for 3 nights
£672

The Gully
Sherborne, Dorset
Escape to this luxurious countryside retreat with elegant interiors, a private hot tub, games room and an enclosed garden. Perfect for relaxed getaways with family, friends and well‑behaved pets and memorable days out across Dorset and Somerset
- Wifi
- Baby Friendly
- Dishwasher
- Ground Floor Bedroom
- Hot Tub
- Off Road Parking
- Washing Machine
Fri 30th Oct for 3 nights
£1319

74 Reap Lane
Southwell near Weston, Dorset
74 Reap Lane is a lovely home resting near the village of Weston, on the Isle of Portland in Dorset. Near beach and pub. Pet-friendly. Off-road parking. Fortuneswell 2.2 miles; Weymouth 7.8 miles; Dorchester 14.8 miles.
- Wifi
- Dishwasher
- Washing Machine
Sun 25th Oct for 3 nights
£462

Rope Cottage
Bridport, Dorset
Rope Cottage is a beautifully preserved Grade II listed former rope maker’s cottage in the heart of Bridport, Dorset, boasting a woodburning stove. West Bay 2.1 miles; Lyme Regis 9.4 miles.
- Wifi
Sun 25th Oct for 3 nights
£392

The Little Cottage
Weymouth, Dorset
A quaint, white-washed cottage resting in Weymouth, Dorset. Off-road parking. Smart TV. Open-plan living. Xbox. Close to beach. Dorchester 5.2 miles; Bridport 17 miles; Lyme Regis 26.3 miles.
- Wifi
- Dishwasher
- Off Road Parking
- Washing Machine
Tue 27th Oct for 3 nights
£570

Old Post Office
Sherborne, Dorset
Old Post Office is a contemporary, four-bedroom home resting rurally in Glanvilles Wootton near Sherborne, Dorset. Pet-friendly. Hot tub. Rural views. Buckland Newton 2.8 miles; Cerne Abbas 5.7 miles; Sherborne 7.1 miles; Dorcesher 12.2 miles.
- Wifi
- Baby Friendly
- Dishwasher
- Hot Tub
- Off Road Parking
- Washing Machine
Fri 30th Oct for 3 nights
£1290

NO 10
Fortuneswell, Dorset
NO 10 is a fine, dog-friendly house situated in Fortuneswell, Dorset, featuring an electric fire, an enclosed courtyard, and easy access to the beach. Weymouth 5.1 miles.
- Wifi
- Dishwasher
Fri 23rd Oct for 3 nights
£620

The Watch House
Weymouth, Dorset
The Watch House is a simply beautiful terraced townhouse nestled into the bustling seaside town of Weymouth, Dorset, close to shops and beaches. Fortuneswell 5.2 miles; Dorchester 8.3 miles; West Bay 17.9 miles.
- Wifi
- Dishwasher
- Washing Machine
Fri 30th Oct for 3 nights
£884

Fisherman's Cottage
Weymouth, Dorset
Fisherman’s Cottage, a pleasant house nestled in Weymouth, Dorset, with an open-plan design, an enclosed courtyard and proximity to the beach and amenities. Dorchester 8.4 miles; Bridport 19 miles.
- Wifi
- Baby Friendly
- Dishwasher
- Washing Machine
Fri 30th Oct for 3 nights
£462

Spindleberry Hut
Piddletrenthide, Dorset
This delightful, one-bedroom holiday hut rests in Piddletrenthide, Dorset. Open-plan. Ground-floor living. Romantic. Countryside views. Dorchester 8.9 miles.
- Wifi
- Ground Floor Bedroom
Mon 26th Oct for 3 nights
£519

Swan Lodge Castle Farm
Wedmore, Somerset
A high-quality, modern lodge sat on the outskirts of charming Wedmore in Somerset. Open-plan. Countryside views. Hot tub.
- Wifi
- Dishwasher
- EV Charging
- Ground Floor Bedroom
- Hot Tub
- Off Road Parking
Fri 30th Oct for 3 nights
£729

Agua de Plata, 26 Wakeling Island, Silverlake
Dorchester, Dorset
16 Wakeling Island is a stylish, detached home resting in Crossways, Dorset. On-site facilities. Family-friendly. Lakeside views. Woodburning stove. Puddletown 5.3 miles; Dorchester 5.6 miles; Weymouth 10 miles.
- Wifi
- Baby Friendly
- Dishwasher
- Pool
- Washing Machine
Wed 28th Oct for 3 nights
£810

Marles Farmhouse
Salwayash, Dorset
Beautiful converted farmhouse. Pet friendly. Games room. Parking, WiFi. Bridport 3 miles.
- Wifi
- Baby Friendly
- Dishwasher
- EV Charging
- Ground Floor Bedroom
- Games Room
- Off Road Parking
- Washing Machine
Fri 30th Oct for 3 nights
£1520

Shrimp Cottage
Brewers Quay Harbour, Dorset
Shrimp Cottage is a tasteful house in Brewers Quay Harbour, Dorset, this pet-friendly abode boasts Smart TVs and is near the beach and other amenities. Dorchester 9 miles; West Lulworth 15.9 miles
- Wifi
- Dishwasher
- Washing Machine
Fri 30th Oct for 3 nights
£622

Crantock
Sherborne, Dorset
Crantock is a welcoming, pet-friendly house in Sherborne, Dorset, featuring a garden patio with barbecue, private driveway parking, and a gas fire. Yeovil 6.6 miles.
- Wifi
- Baby Friendly
- Dishwasher
- Off Road Parking
- Washing Machine
Sun 25th Oct for 3 nights
£810
