Upton Holiday Cottages

Your search returned 22 cottages.

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    • Sykes Rating
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    • Sleeps4
    • Bedrooms2
    • PetsYes

    Gorgeous, semi-detached, Grade II listed 17th century thatched cottage in the Dorset village of Upwey. Quality accommodation with WiFi. Full of original features. Woodburning stove. Dog-friendly. Weymouth 4 miles. (Ref. 916915)

    • Pets Go FREE
    • FREE Wifi
    • Open Fire
    • Off Road Parking
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    • Sleeps6
    • Bedrooms3
    • PetsYes

    A semi-detached Victorian family house in Weymouth. Well-presented and comfortable holiday accommodation. Enclosed garden. Close to harbour and beaches. Weymouth beaches 15 mins walk. Dorchester 7 miles. (Ref. 912573)

    • Pets Go FREE
    • FREE Wifi
    • Off Road Parking
    • Cot Available
    • Sykes Rating
    • Sleeps3
    • Bedrooms1
    • PetsNo

    Cosy, detached stone cottage, in Dorset village of Upwey. Elevated site, lovely rural views. Eaves bedroom, conservatory. Private patio. Tea room and lovely walks nearby. Easy drive to the coast. Dorchester 5 miles. (Ref. 943806)

    • FREE Wifi
    • Off Road Parking
    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsYes

    Well-presented barn conversion, close to the rural Dorset hamlet of Tincleton. Country views, underfloor heating, woodburner, Frome Valley walks close by. Dorchester 5 miles. (Ref. 20691)

    • Pets Go FREE
    • Open Fire
    • Off Road Parking
    • Sykes Rating
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    • Sleeps4
    • Bedrooms2
    • PetsNo

    Luxury barn conversion in Charminster. Quality accommodation with beams and en-suites. Adjacent golf course. Excellent walking in heart of Hardy's Wessex. Dorchester 1.5 miles. (Ref. 1440)

    • Off Road Parking
    • Cot Available
    • Sykes Rating
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    • Sleeps6
    • Bedrooms3
    • PetsYes

    A charming, semi-detached cottage, on the edge of the village of Tolpuddle. Character, log burner. Quality, well-equipped accommodation. Excellent walking. Dorchester 8 miles. (Ref. 1594)

    • Pets Go FREE
    • Open Fire
    • Off Road Parking
    • Sykes Rating
    • Sleeps5
    • Bedrooms3
    • PetsNo

    Comfortable, detached chalet dormer bungalow within the village of Easton on Portland. Well-appointed with enclosed garden. Near local amenities. Ideal for exploring Dorset's Jurassic Coast. Weymouth 6 miles. (Ref. 28523)

    • FREE Wifi
    • Off Road Parking
    • Cot Available
    • Sykes Rating
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    • Sleeps6
    • Bedrooms4
    • PetsYes

    Quietly situated down a narrow lane in the hamlet of Wakeham on the Isle of Portland. Sea views from the second floor sitting room and master bedroom. Pet-friendly. Woodburning stoves. Portland 2.3 miles. (Ref. 934291)

    • Pets Go FREE
    • FREE Wifi
    • Open Fire
    • Sykes Rating
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    • Sleeps4
    • Bedrooms2
    • PetsYes

    Late Victorian former farm cottage, one of two on site, set into the chalk hillside above Dewlish in AONB. With beams, wood floors, en-suite, woodburning stove. Elevated lawned garden, country views. Dorchester 7 miles. (Ref. 927142)

    • Pets Go FREE
    • FREE Wifi
    • Open Fire
    • Off Road Parking
    • Sykes Rating
    • Sleeps2
    • Bedrooms1
    • PetsYes

    Well-presented, late Victorian, former farm cottage. One of two on site, set into the chalk hillside above Dewlish. Beams, wood floors, en-suite facilities. Woodburning stove. Japanese-style woodburning hot tub. Dorchester 7 miles. (Ref. 927143)

    • Pets Go FREE
    • FREE Wifi
    • Hot Tub
    • Open Fire
    • Off Road Parking
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Please find below a selection of self catering holiday cottages to rent in or near Upton.