Below is a list of holiday cottages in Upwey, the list includes Upwey self catering cottages, apartments, flats and rentals. The list also includes cottages within 30km of Upwey.
| Villa de la Mer |
| Weymouth, Dorset, Hampshire and Wiltshire |
| Sleeps: 2 Low Price: 375 High Price: 1250. |
| This property is situated in Weymouth, it is located approximately 3.94 km from Upwey. 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 5.18 km from Upwey. SeaView sleeps a maximum of 7 people and the low season price starts from 345. |
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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 5.62 km from Upwey. Paradise Villa sleeps a maximum of 7 people and the low season price starts from 350. |
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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 6.35 km from Upwey. Lynwood Lodge sleeps a maximum of 7 people and the low season price starts from 450. |
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| The Flat The Creek |
| Ringstead, Dorset, Hampshire and Wiltshire |
| Sleeps: 7 Low Price: 275 High Price: 620. |
| This property is situated in Ringstead, it is located approximately 8.86 km from Upwey. The Flat The Creek sleeps a maximum of 6 people and the low season price starts from 275. |
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| Pebble Pickers Cottage |
| Portland, Dorset, Hampshire and Wiltshire |
| Sleeps: 6 Low Price: 400 High Price: 1300. |
| This property is situated in Portland, it is located approximately 10.78 km from Upwey. Pebble Pickers Cottage sleeps a maximum of 8 people and the low season price starts from 400. |
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| Beachcombers Cottage |
| Portland, Dorset, Hampshire and Wiltshire |
| Sleeps: 8 Low Price: 400 High Price: 1300. |
| This property is situated in Portland, it is located approximately 10.78 km from Upwey. Beachcombers Cottage sleeps a maximum of 7 people and the low season price starts from 400. |
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| Chesil Beach Cottage |
| Portland, Dorset, Hampshire and Wiltshire |
| Sleeps: 7 Low Price: 400 High Price: 500. |
| This property is situated in Portland, it is located approximately 11.1 km from Upwey. Chesil Beach Cottage sleeps a maximum of 6 people and the low season price starts from 400. |
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| Tot Cottage |
| Portland, Dorset, Hampshire and Wiltshire |
| Sleeps: 6 Low Price: 350 High Price: 500. |
| This property is situated in Portland, it is located approximately 11.23 km from Upwey. Tot Cottage sleeps a maximum of 4 people and the low season price starts from 350. |
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| Cove Cottage |
| Portland, Dorset, Hampshire and Wiltshire |
| Sleeps: 4 Low Price: 325 High Price: 750. |
| This property is situated in Portland, it is located approximately 11.63 km from Upwey. Cove Cottage sleeps a maximum of 4 people and the low season price starts from 325. |
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| Sunset Cottage |
| Portland, Dorset, Hampshire and Wiltshire |
| Sleeps: 4 Low Price: 325 High Price: 750. |
| This property is situated in Portland, it is located approximately 11.63 km from Upwey. Sunset Cottage sleeps a maximum of 4 people and the low season price starts from 325. |
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| Tincleton Lodge |
| Dorchester, Dorset, Hampshire and Wiltshire |
| Sleeps: 4 Low Price: 595 High Price: 1995. |
| This property is situated in Dorchester, it is located approximately 12.62 km from Upwey. Tincleton Lodge sleeps a maximum of 10 people and the low season price starts from 595. |
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| Rose Cottage |
| Dorchester, Dorset, Hampshire and Wiltshire |
| Sleeps: 10 Low Price: 395 High Price: 1495. |
| This property is situated in Dorchester, it is located approximately 12.87 km from Upwey. 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 12.99 km from Upwey. Clyffe Dairy Cottage sleeps a maximum of 3 people and the low season price starts from 295. |
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| Anchor Cottage |
| Weymouth Town Centre, Dorset, Hampshire and Wiltshire |
| Sleeps: 3 Low Price: 340 High Price: 725. |
| This property is situated in Weymouth Town Centre, it is located approximately 13.4 km from Upwey. Anchor Cottage sleeps a maximum of 5 people and the low season price starts from 340. |
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| Quarrymans Cottage |
| Portland, Dorset, Hampshire and Wiltshire |
| Sleeps: 5 Low Price: 275 High Price: 475. |
| This property is situated in Portland, it is located approximately 13.7 km from Upwey. Quarrymans Cottage sleeps a maximum of 2 people and the low season price starts from 275. |
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| End House |
| Lulworth Cove, Dorset, Hampshire and Wiltshire |
| Sleeps: 2 Low Price: 500 High Price: 760. |
| This property is situated in Lulworth Cove, it is located approximately 16.09 km from Upwey. End House sleeps a maximum of 6 people and the low season price starts from 500. |
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| Flat 2 Chestnut Court |
| West Lulworth, Dorset, Hampshire and Wiltshire |
| Sleeps: 6 Low Price: 295 High Price: 445. |
| This property is situated in West Lulworth, it is located approximately 16.38 km from Upwey. Flat 2 Chestnut Court sleeps a maximum of 5 people and the low season price starts from 295. |
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| The Upper School |
| Bridport, Dorset, Hampshire and Wiltshire |
| Sleeps: 5 Low Price: 220 High Price: 575. |
| This property is situated in Bridport, it is located approximately 17.22 km from Upwey. The Upper School 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 17.22 km from Upwey. The Lower School sleeps a maximum of 4 people and the low season price starts from 220. |
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