Below is a list of holiday cottages in Winterbourne Steepleton, the list includes Winterbourne Steepleton self catering cottages, apartments, flats and rentals. The list also includes cottages within 30km of Winterbourne Steepleton.
| The Upper School |
| Bridport, Dorset, Hampshire and Wiltshire |
| Sleeps: 7 Low Price: 220 High Price: 575. |
| This property is situated in Bridport, it is located approximately 9.99 km from Winterbourne Steepleton. The Upper School sleeps a maximum of 4 people and the low season price starts from 220. |
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| The Little School |
| Bridport, Dorset, Hampshire and Wiltshire |
| Sleeps: 4 Low Price: 175 High Price: 475. |
| This property is situated in Bridport, it is located approximately 9.99 km from Winterbourne Steepleton. The Little School sleeps a maximum of 2 people and the low season price starts from 175. |
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| Old School Cottage |
| Bridport, Dorset, Hampshire and Wiltshire |
| Sleeps: 2 Low Price: 220 High Price: 575. |
| This property is situated in Bridport, it is located approximately 9.99 km from Winterbourne Steepleton. Old School Cottage sleeps a maximum of 4 people and the low season price starts from 220. |
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| The Lower School |
| Bridport, Dorset, Hampshire and Wiltshire |
| Sleeps: 4 Low Price: 220 High Price: 575. |
| This property is situated in Bridport, it is located approximately 9.99 km from Winterbourne Steepleton. The Lower School sleeps a maximum of 4 people and the low season price starts from 220. |
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| Villa de la Mer |
| Weymouth, Dorset, Hampshire and Wiltshire |
| Sleeps: 4 Low Price: 375 High Price: 1250. |
| This property is situated in Weymouth, it is located approximately 11.24 km from Winterbourne Steepleton. Villa de la Mer sleeps a maximum of 10 people and the low season price starts from 375. |
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| SeaView |
| Weymouth, Dorset, Hampshire and Wiltshire |
| Sleeps: 10 Low Price: 345 High Price: 625. |
| This property is situated in Weymouth, it is located approximately 12.35 km from Winterbourne Steepleton. SeaView sleeps a maximum of 7 people and the low season price starts from 345. |
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| Lynwood Lodge |
| Osmington, Dorset, Hampshire and Wiltshire |
| Sleeps: 7 Low Price: 450 High Price: 995. |
| This property is situated in Osmington, it is located approximately 12.53 km from Winterbourne Steepleton. Lynwood Lodge sleeps a maximum of 7 people and the low season price starts from 450. |
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| Paradise Villa |
| Weymouth, Dorset, Hampshire and Wiltshire |
| Sleeps: 7 Low Price: 350 High Price: 950. |
| This property is situated in Weymouth, it is located approximately 12.55 km from Winterbourne Steepleton. Paradise Villa sleeps a maximum of 7 people and the low season price starts from 350. |
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| Tincleton Lodge |
| Dorchester, Dorset, Hampshire and Wiltshire |
| Sleeps: 7 Low Price: 595 High Price: 1995. |
| This property is situated in Dorchester, it is located approximately 14.13 km from Winterbourne Steepleton. Tincleton Lodge sleeps a maximum of 10 people and the low season price starts from 595. |
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| The Orchard |
| Bridport, Dorset, Hampshire and Wiltshire |
| Sleeps: 10 Low Price: 300 High Price: 600. |
| This property is situated in Bridport, it is located approximately 14.18 km from Winterbourne Steepleton. The Orchard sleeps a maximum of 7 people and the low season price starts from 300. |
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| Rose Cottage |
| Dorchester, Dorset, Hampshire and Wiltshire |
| Sleeps: 7 Low Price: 395 High Price: 1495. |
| This property is situated in Dorchester, it is located approximately 14.46 km from Winterbourne Steepleton. Rose Cottage sleeps a maximum of 7 people and the low season price starts from 395. |
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| Clyffe Dairy Cottage |
| Dorchester, Dorset, Hampshire and Wiltshire |
| Sleeps: 7 Low Price: 295 High Price: 495. |
| This property is situated in Dorchester, it is located approximately 14.65 km from Winterbourne Steepleton. Clyffe Dairy Cottage sleeps a maximum of 3 people and the low season price starts from 295. |
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| The Flat The Creek |
| Ringstead, Dorset, Hampshire and Wiltshire |
| Sleeps: 3 Low Price: 275 High Price: 620. |
| This property is situated in Ringstead, it is located approximately 15.45 km from Winterbourne Steepleton. The Flat The Creek sleeps a maximum of 6 people and the low season price starts from 275. |
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| Wagon House |
| Dorchester, Dorset, Hampshire and Wiltshire |
| Sleeps: 6 Low Price: 395 High Price: 835. |
| This property is situated in Dorchester, it is located approximately 15.56 km from Winterbourne Steepleton. Wagon House sleeps a maximum of 4 people and the low season price starts from 395. |
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| Little Coombe |
| Alton Pancras, Dorset, Hampshire and Wiltshire |
| Sleeps: 4 Low Price: 335 High Price: 780. |
| This property is situated in Alton Pancras, it is located approximately 15.56 km from Winterbourne Steepleton. Little Coombe sleeps a maximum of 4 people and the low season price starts from 335. |
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| Crowthorne |
| Alton Pancras, Dorset, Hampshire and Wiltshire |
| Sleeps: 4 Low Price: 495 High Price: 1250. |
| This property is situated in Alton Pancras, it is located approximately 15.56 km from Winterbourne Steepleton. Crowthorne sleeps a maximum of 10 people and the low season price starts from 495. |
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| Great Coombe |
| Alton Pancras, Dorset, Hampshire and Wiltshire |
| Sleeps: 10 Low Price: 499 High Price: 1170. |
| This property is situated in Alton Pancras, it is located approximately 15.56 km from Winterbourne Steepleton. Great Coombe sleeps a maximum of 9 people and the low season price starts from 499. |
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| Sunset |
| Bridport, Dorset, Hampshire and Wiltshire |
| Sleeps: 9 Low Price: 292 High Price: 360. |
| This property is situated in Bridport, it is located approximately 16.51 km from Winterbourne Steepleton. Sunset sleeps a maximum of 4 people and the low season price starts from 292. |
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| The Willows |
| Sherborne, Dorset, Hampshire and Wiltshire |
| Sleeps: 4 Low Price: 510 High Price: 745. |
| This property is situated in Sherborne, it is located approximately 16.94 km from Winterbourne Steepleton. The Willows sleeps a maximum of 6 people and the low season price starts from 510. |
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| Moley's |
| Sherborne, Dorset, Hampshire and Wiltshire |
| Sleeps: 6 Low Price: 245 High Price: 415. |
| This property is situated in Sherborne, it is located approximately 16.97 km from Winterbourne Steepleton. Moley's sleeps a maximum of 2 people and the low season price starts from 245. |
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