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Dorset Holiday Cottages

Your Dorset search returned 1,061 cottages

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A wooden deck with a picnic table set with glassware and fruit overlooking a grassy area and the sea at The Wave in Eype
30
Eype, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

This wave shaped lodge is architect designed and has incredible panoramic sea views from the decking. Parking and WIFI. (Ref. 994765)

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


for 7 nights From £965

Last booked 1 hour ago
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A living room with a grey sofa with colorful cushions a glass coffee table and a fireplace at Ocean Retreat in Weymouth
14
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

A stylish and contemporary apartment set in the town of Weymouth, Dorset. Seaside setting. Fantastic views. Off-road parking. Fortuneswell 5.8 miles; Dorchester 7.2 miles; Bridport 20.9 miles. (Ref. 1072234)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £773

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A dining table with flowers butter croissants orange juice and jam by windows overlooking a beach at Grandview in Weymouth
47
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

Easter Weekend open to book! A characterful first-floor apartment set on the Dorset coast, within the town of Weymouth. Outstanding sea views. Central location. Family-friendly. Isle of Portland 7 miles; Dorchester 7.2 miles; West Bay 18.1 miles. (Ref. 1049890)

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


for 7 nights From £911

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An outdoor patio area with a wooden table and six wooden chairs in front of a modern concrete structure with large sliding glass doors at Standby Generator Bunker Ringstead near Weymouth
68
Ringstead near Weymouth, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Standby Generator Bunker, an impressive abode, rests in rural Ringstead in Dorset, enjoying sea views, a pet-friendly policy, and a woodburning stove. Dorchester 8.3 miles; Bridport 23.1 miles. (Ref. 1137374)

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


for 7 nights From £989

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A garden with a shed and a bench overlooking a body of water at Harbour View Mudeford in Christchurch
Offer
26
Christchurch, Dorset, BH23
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Luxury coastal ground floor property, located on Fishermans Bank, Mudeford. Amazing views of Christchurch Harbour. En-suite master room. Pet-friendly. Shop 0.9 miles, pub 0.3 miles. (Ref. 1006623)

  • Pets go free
  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

  • 20% off - Wed 23rd Dec 2026 to 5th Jan 2027


for 7 nights From £790

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An outdoor area with a ping pong table and a house at The Stable House in Sherborne
51
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

Unwind in this stylish countryside retreat with a private, screened hot tub, cosy woodburner, pool table and spacious enclosed garden. Perfect for families, friends and pets, with wonderful walking, dining, exploring opportunities across Dorset/Somerset (Ref. 1070465)

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


for 7 nights From £1097

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An outdoor area with seating and plants at Melanie's Cottage in Brewers Quay Harbour
Offer
24
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

Melanie's Cottage is a lovely mews-style holiday home located in Brewers Quay Harbour, Weymouth. Allocated parking. WiFi. Close to beach and amenities. Dorchester 8.5 miles; West Lulworth 17.4 miles. (Ref. 1146011)

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

  • £124 off - Sat 17th Oct to 24th Oct 2026

  • £169 off - Sat 24th Oct to 31st Oct 2026


for 7 nights From £717

Last booked yesterday
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A patio area with a table and chairs overlooking the landscape at Swanny View in Swanage
23
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

Swanny View is a welcoming caravan featuring open‑plan living, enclosed decking with furniture, EV charging on‑site and easy access to local amenities. Wareham 9.5 miles; Poole 19.4 miles. (Ref. 1201196)

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


for 7 nights From £464

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A brick house with six windows and a central door with plants on the pavement at Manor Farm House in Bere Regis
Offer
43
Bere Regis, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Manor Farm House is a charming Georgian abode with two woodburning stoves and accepting pets, located in the picturesque village of Bere Regis, Dorset. Wareham 7 miles; Dorchester 11.2 miles; Poole 12.4 miles. (Ref. 1158581)

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

  • 20% off - Tue 29th Dec 2026 to 5th Jan 2027


for 7 nights From £688

Last booked 2 hours ago
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An exterior view of a stone house with wooden windows and door on a gravel ground at The Stables Burton Bradstock
31
Burton Bradstock, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A beautifully presented property located in peaceful village of Burton Bradstock. Off-road parking. Woodburning stove. WiFi. Bridport 2.9 miles; Dorchester 14.4 miles; Weymouth 15.8 miles. (Ref. 1069215)

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


for 7 nights From £860

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A house with a deck and garden at Little Retreat in Upwey
27
Upwey, Dorset, DT3
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

Village pubs and tea rooms. Sleeps two. Parking for one car. 10 mins from Weymouth. Patio and garden. (Ref. 994358)

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


for 7 nights From £485

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A modern apartment building with balconies and large windows at 2 Driftwood in West Bay
29
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A first-floor apartment situated in West Bay, Dorset. Off-road parking. Family-friendly. Charmouth 8.5 miles; Lyme Regis 11.3 miles; Seaton 19 miles. (Ref. 1106152)

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


for 7 nights From £565

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A single-story house with a tiled roof and a paved driveway near the ocean at Beach Haven in West Bexington
33
West Bexington, Dorset, DT2
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

Detached chalet bungalow in West Bexington, Dorset. Large garden with sea views. Close to beach. WiFi. Abbotsbury 4.8 miles; Bridport 6.8 miles. (Ref. 1017936)

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


for 7 nights From £1199

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A garden with a shed and patio overlooking a bay with sailboats at Rainbow's End in Cove Castle
27
Cove Castle, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

2-minute walk to Sandsfoot beach and the South West Coast path. Uninterrupted sea views to Portland and beyond, sleep 5, parking. (Ref. 994582)

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


for 7 nights From £712

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A stone house with wooden doors and windows along a road with slow painted on the street at Wren in Upwey
36
Upwey, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

  • Sykes rating

Wren, a stylish, two-bedroom home rests in Upwey, Dorset. Near AONB. Close to amenities. Near the beach and attractions. Enclosed garden. Contemporary. Weymouth 4.2 miles; Dorchester 4.4 miles. (Ref. 1138702)

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


for 7 nights From £514

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A bungalow with a front yard at 7 Cedar Drive Preston
36
Preston, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Cedar Drive is a charming house in Preston, Dorset, boasting ground-floor living, close proximity to local amenities and the coast for great days out. Weymouth 3.6 miles (Ref. 1173784)

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


for 7 nights From £508

Last booked 2 days ago
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A living room with a sea view at Portland View in Portland Bill
21
Portland Bill, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

  • Sykes rating

A beautifully presented apartment with stunning views across the bay and Portland Bill. Open-plan living. WiFi. Scenic views. Weymouth 7.8 miles. (Ref. 1201975)

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


for 7 nights From £521

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A wooden deck with railing surrounded by greenery and trees at The Bothy in Lyme Regis
25
Lyme Regis, Dorset, DT7
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

The Bothy, a stunningly-presented studio apartment in gorgeous seaside town of Lyme Regis in Dorset. Sea views. Romantic. Close to beach and amenities. Charmouth 3.1 miles; Seaton 7.7 miles; Weymouth 28.8 miles. (Ref. 1159177)

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


for 7 nights From £468

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A balcony with a railing and glass doors overlooking a harbor and buildings at The Penthouse in West Bay
Offer
21
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

An impressively stylish apartment close to picturesque West Bay in Dorset. Stylish. Sea views. Great location. WiFi. West Bay 0.1 miles; Bridport 1.9 miles; Lyme Regis 11.3 miles. (Ref. 1106214)

  • Wi-fi
  • Dishwasher
  • Washing machine

  • 20% off - Fri 9th Oct 2026 to 3rd Jan 2027


for 7 nights From £731

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A patio with outdoor dining furniture and hot tub next to a lawn and wooden house at The Gully in Sherborne
47
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Escape to this luxurious countryside retreat with elegant interiors, a private hot tub, games room and an enclosed garden. Perfect for relaxed getaways with family, friends and well‑behaved pets and memorable days out across Dorset and Somerset (Ref. 1086608)

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


for 7 nights From £1359

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