Grimstone Holiday Cottages

All cottages available for only £25 Deposit!*

For a limited time only, all our cottages can be reserved for only £25 Deposit. Don't miss out!

Your search returned 27 cottages.

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    • 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)

    7 nights from £200 per person

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    • Sykes Rating
    • Sleeps2
    • 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)

    7 nights from £154 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    Stunning detached bungalow, beside Dorset's Chesil Beach and South West Coast Path. Unrivalled sea views. Luxuriously appointed throughout. Private gardens. Conservatory. Eight-seater hot tub. Abbotsbury 3 miles, Bridport 6 miles. (Ref. 933164)

    7 nights from £143 per person

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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)

    7 nights from £101 per person

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    • Sleeps3
    • Bedrooms2
    • PetsNo

    Grade II listed thatched cottage in idyllic setting in the historic Dorset village of Cerne Abbas. Equipped to a high standard. Character beams. Smart TV. WiFi. Shower room and bathroom. Dorchester 8 miles. (Ref. 919506)

    • £100 off - Fri 12th Jan to 9th Feb 2018

    7 nights from £167 per person

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    • Sykes Rating
    • Sleeps5
    • Bedrooms3
    • PetsYes

    Attractive semi detached holiday home, residential area on the edge of Weymouth. Well equipped and furnished. Pet friendly. WiFi. Local facilities nearby. Close to beach. Weymouth 1mile. (Ref. 932957)

    7 nights from £75 per person

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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)

    7 nights from £63 per person

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    • Sykes Rating
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    • Sleeps10
    • Bedrooms5
    • PetsYes

    Charming, detached period cottage. Idyllic, rural West Dorset location in Area of Outstanding Natural Beauty. Many original features, open fire, large garden. Lovely views. Dorchester 12 miles. (Ref. 19560)

    7 nights from £61 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms3
    • PetsYes

    This end-terrace cottage dates back to 1792 and is set in the village of Preston, one mile from Weymouth. Ground floor bedroom, pet-friendly, enclosed garden. (Ref. 940157)

    7 nights from £75 per person

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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)

    Last booked yesterday

    7 nights from £62 per person

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    • Sykes Rating
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    • Sleeps6
    • Bedrooms3
    • PetsYes

    Welcoming detached cottage in Weymouth, just over a mile from the seafront. Cosy accommodation with large enclosed garden. Well placed for exploring the coastline and countryside of Dorset. (Ref. 7688)

    7 nights from £65 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsNo

    A quality semi-detached holiday home, one of five in a courtyard location, close to Weymouth. En-suite, modern features. Dog-friendly. Shop and pub within walking distance. Weymouth 3.5 miles. (Ref. 932160)

    7 nights from £82 per person

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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)

    7 nights from £106 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsYes

    Fully furnished detached house just 1.5 miles from Weymouth and the coast. Three large bedrooms, a kitchen and living area. Nearby Jurassic Coast, Monkey World and Tank Museum. (Ref. 952891)

    7 nights from £57 per person

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    Spacious modern ground floor apartment, situated a short walk from the beach at Preston on the edge of Weymouth. Well presented, comfortable holiday accommodation. En-suite facilities. Superb coastal base. Weymouth 1 mile. (Ref. 938132)

    Last booked yesterday

    7 nights from £98 per person

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    • Sykes Rating
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    • Sleeps6
    • Bedrooms3
    • PetsYes

    Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. Tastefully furnished. En-suite, Smart TVs. Dog-friendly. Short drive to Weymouth beach. Weymouth 3.5 miles. (Ref. 932161)

    7 nights from £82 per person

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    • Sykes Rating
    • Sleeps2
    • Bedrooms1
    • PetsYes

    A character, semi-detached cottage. Character features. Fantastic views. Walking and cycling from the door. Easy access to Jurassic coast. Nature reserves nearby. Bridport 8.3 miles. (Ref. 951303)

    7 nights from £125 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms1
    • PetsYes

    Grade II listed cottage on working farm. Rural setting, walks from the door, access to National Cycle Way. Ideal touring base in an Area of Outstanding Natural Beauty. Beaminster 5 miles; Yeovil 7 miles. (Ref. 927196)

    Last booked within the last 2 days

    7 nights from £72 per person

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    • 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)

    Last booked within the last 2 days

    7 nights from £83 per person

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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)

    Last booked 3 hours ago

    7 nights from £86 per person

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    Stylish semi-detached holiday cottage, one of five on-site, in Dorset's River Wey Valley, on the edge of Upwey near Weymouth. Open plan living, en-suite facilities, private patio. Furnished and equipped to a very high standard. Weymouth 3.5 miles. (Ref. 932157)

    7 nights from £110 per person

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    A beautiful terraced holiday home, one of five set around a courtyard, on the edge of Upwey, near Weymouth. Attractive, well-appointed and modern holiday cottage. Many attractions and activities within reach. Weymouth 3.5 miles. (Ref. 932159)

    7 nights from £91 per person

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

    Stunning semi-detached holiday cottage in courtyard setting, on the edge of Upwey, near Weymouth. Very high standard of accommodation with en-suite facilities and vaulted ceiling. Dog-friendly, plenty to see and do in the area. Weymouth 3.5 miles. (Ref. 932158)

    7 nights from £110 per person

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsYes

    A grade II listed converted school near the town of Dorchester in Dorset. En-suite. Exposed wooden beams. Dorchester 3 miles. (Ref. 930956)

    Last booked yesterday

    7 nights from £76 per person

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    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    A charming cottage located in the village of Toller Porcorum, Maiden Newton. Open plan layout. Bedrooms with en-suite. Rural location. Maiden Newton 2.5 miles. (Ref. 951296)

    7 nights from £74 per person

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    • Sykes Rating
    • Sleeps5
    • Bedrooms3
    • PetsYes

    A charm-filled terraced cottage set in the stunning village of Upwey in Dorset. Pet-friendly. Dorset AONB. Weymouth 4 miles. (Ref. 972855)

    Last booked 2 hours ago

    7 nights from £75 per person

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    • Sykes Rating
    • Sleeps9
    • Bedrooms5
    • PetsNo

    A fresh, detached cottage based in the village of Burton Bradstock in Dorset. En-suite. Jurassic Coast. Distance sea views. Dorset AONB. (Ref. 963177)

    7 nights from £81 per person

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All cottages available for only £25 Deposit!*

For a limited time only, all our cottages can be reserved for only £25 Deposit. Don't miss out!

*Applicable to holidays commencing at least 6 weeks in the future. Full balance due 6 weeks prior to departure. Please refer to £25 deposit offer terms & conditions for further information.

Please find below a selection of self catering holiday cottages to rent in or near Grimstone.