Dorchester Cottage Holidays

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Your Dorchester, Dorset search returned 707 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published
A living room with a TV on a stand a coffee table with board games a clock on the wall and large windows showing a sea view at Beach View Apartment 3 in Greenhill
1 of 19
5
Greenhill, Dorset, DT4
  • Sleeps5
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

Directly on the seafront. First floor period apartment. Bright and comfortable. Breath-taking sea views. En-suite shower room. WiFi. Off road parking with garage. (Ref. 993989)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £673

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An outdoor patio with a hot tub wood siding on the house a table with chairs and an umbrella at Stag Cottage in Lytchett Matravers
1 of 52
5
Lytchett Matravers, Dorset, BH16
  • Sleeps6
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

This stunning, two-bedroom abode is perched in Lytchett Matravers, Dorset. Off-road parking. Hot tub. En-suite bedrooms. Poole 5.9 miles; Bournemouth 11.4 miles; Dorchester 18.7 miles. (Ref. 1084628)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £882

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A street view of row houses with brick walls and bay windows with plants in front at Sandsfoot Rest in Weymouth
1 of 26
5
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

An attractive, Edwardian terraced house situated in Weymouth, Dorset. Woodburner. WiFi. Pet-friendly. Dorchester 7 miles; Bridport 17 miles. (Ref. 1001484)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £539

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A backyard patio with a glass table and chairs purple flowers a wooden bench and a wooden swing at Anchors Away in Weymouth
1 of 34
5
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

A wonderful three-storey holiday cottage settled in the seaside resort of Weymouth in Dorset. Washing machine. Enclosed garden. Close to the beach. Dorchester 7.7 miles; Bridport 19.9 miles. (Ref. 1096129)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights From £708

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A small white house with a dark roof and black windows surrounded by potted plants and a gravel driveway with purple flowers in the foreground at Little England Cottage in Milborne St Andrew
1 of 19
5
Milborne St Andrew, Dorset, DT11
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A well-presented property resting on the outskirts of Milborne St Andrew. Pet-friendly. WiFi. Pub and shop within 0.4 miles. (Ref. 1017554)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Washing machine


for 7 nights From £461

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A garden with a table and chairs on a deck at Little Gem in Weymouth
1 of 39
5
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

  • Sykes rating

Little Gem, a romantic ground-floor apartment resting in Weymouth, Dorset, boasts stunning coastal views and proximity to the beach and local amenities. Dorchester 9.2 miles; Bridport 20.7 miles. (Ref. 1203646)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine


for 7 nights From £734

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A living room with sofas and a fireplace at Otter Cottage in Weymouth
1 of 23
5
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

A boutique, period home moments from Weymouth's iconic harbour. Dorchester 8.3 miles; Bridport 18.9 miles (Ref. 1177943)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £692

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A rocky shoreline with a small beach a stone wall and garden plants at Weymouth Bay Apartment A in Weymouth
1 of 49
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A lovely two-bedroom, ground-floor apartment resting in Weymouth, Dorset. Near a beach. Close to amenities. Romantic. Ground-floor. Dorchester 7.5 miles; Bridport 20.5 miles. (Ref. 1083146)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine


for 7 nights From £672

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A house exterior with brick wall and front door at Pixie Cottage in Weymouth
New property
1 of 26
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

  • Sykes rating

Pixie Cottage is a charming terraced cottage in Weymouth, Dorset, featuring an open-plan living space, enclosed courtyard, and close to beach and harbour. Dorchester 8.7 miles; Dorset National Landscape 9.5 miles; Charmouth 25.4 miles. (Ref. 1203676)

  • Pets go free
  • Wi-fi
  • Washing machine


for 7 nights From £535

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A garden with red roses and a metal chair beside a brick house at The Corner House in Weymouth
1 of 39
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

The Corner House is a delightful terrace home resting in the popular seaside town of Weymouth, Dorset. Close to amenities. Near beach. Enclosed courtyard. Dorchester 7.1 miles; Bridport 19.1 miles. (Ref. 1129331)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £563

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A row of terraced houses with flowers and bushes in front and a view of the sea at Langham Cottage in Portland
1 of 35
5
Portland, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Situated in the Isle of Portland, Langham Cottage is very comfortable and spacious holiday home. Accepts one dog. Pub and shop 5 min. Beach 5 min. Bridport 23 miles. (Ref. 994321)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £406

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A wooden house with large glass doors a hot tub a lawn and a patio area at The Barn in Lytchett Matravers
1 of 59
5
Lytchett Matravers, Dorset, BH16
  • Sleeps10
  • Bedrooms4
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

A beautifully-presented, single-storey abode residing in Lytchett Matravers, Dorset. Near an AONB. Off-road parking. Hot tub. En-suite bedrooms. Poole 5.9 miles; Bournemouth 11.4 miles; Dorchester 18.7 miles. (Ref. 1084629)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £1406

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A living room with a sofa and dining table at Vista Mare 2 in Weymouth
1 of 25
5
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

  • Sykes rating

Vista Mare 2 is a lovely apartment perched in the heart of Weymouth, a popular town in Dorset, enjoying fantastic sea views from the open-plan living space. Dorchester 7.5 miles; Bridport 21.1 miles. (Ref. 1164686)

  • Wi-fi
  • Dishwasher


for 7 nights From £652

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A brick cottage with a paved driveway a wooden door and a small lawn at Frome Lodge House in Frome Whitfield
1 of 22
5
Frome Whitfield, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.1★

    Good

  • Sykes rating

A charming, two-bedroom holiday home resting in Frome Whitfield, Dorset. Close to amenities. Pet-friendly. Families. Dorchester 2.5 miles; Yeovil 22.4 miles; Bournemouth 29.7 miles (Ref. 1132783)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £461

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A three story house with a beige exterior stone and concrete walls at Osprey House Portland
1 of 27
5
Portland, Dorset, DT5
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Detached, large and modern house for large group of friends or big family. WiFi. Garden with enclosed patio. Parking for 2 cars. Shop and pub 10 min. Beach 5 min. Weymouth 5 miles. (Ref. 994499)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £709

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A living room with a gray sofa and wooden coffee table and a dining room with a table and chairs at Wolf Cottage in Weymouth
1 of 38
5
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

A stylish and contemporary period home near Brewers Quay, Weymouth. Stylish. Close to beach. Courtyard with furniture. Close to local amenities. Dorchester 8.4 miles; Bridport 22.1 miles. (Ref. 1109892)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £729

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An outdoor area with furniture and a hot tub at The Fox Den in East Coker
1 of 68
5
East Coker, Somerset, BA22
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Fox Den is a fantastic pet-friendly barn conversion in Pendomer near Yeovil, Somerset, boasting a private hot tub, a barbecue and countryside views. Beaminster 10.6 miles; Lyme Regis 23.1 miles. (Ref. 1176732)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £877

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A stone building with white framed windows and a door along a paved street in a residential area at Brewers Retreat in Weymouth
1 of 22
5
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

A lovely one-bedroom holiday home perched on the outskirts of Weymouth, Dorset. Romantic. Near a beach. Pet-free. Close to amenities. Dorchester 8.8 miles; Bridport 19.6 miles. (Ref. 1114655)

  • Wi-fi
  • Washing machine


for 7 nights From £528

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A living room with a beige sectional sofa and colorful cushions a wicker coffee table a small round white table with baked goods a lamp a chair with a pillow a dining area with wooden chairs and a table at Winkle Cottage in Weymouth
1 of 43
5
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Winkle Cottage is a wonderful holiday home, set over three floors, situated in the popular coastal town of Weymouth in Dorset by the historic harbour. Dorchester 8.5 miles; Bridport 19.3 miles. (Ref. 1140944)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £678

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A white house with a glass porch and wooden railings on a paved patio at Village View in Burton Bradstock
1 of 17
5
Burton Bradstock, Dorset, DT6
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A brightly decorated property resting within the village of Burton Bradstock. Pet-friendly. WiFi. Pub and shop within 0.2 miles. Weymouth 15.7 miles. (Ref. 1008498)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £529

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