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Dorset Holiday Cottages

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Your Dorset search returned 1,063 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 garden with a deck and seating area at The Swanage Rail Lookout in Swanage
40
Swanage, Dorset, BH19
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

The Swanage Rail Lookout is a newly refurbished picturesque pet friendly detached house boasting an enclosed garden, perfect for those looking for a walking distance seaside holiday and/or train/history enthusiasts! Wareham 9.3 miles; Poole 19.2 miles. (Ref. 1157056)

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


for 7 nights From £843

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A brick and white building facade with multiple windows on Trinity Road
34
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A Grade II listed, spacious maisonette apartment over the first and second floor in the Dorset town of Weymouth. WiFi. One dog welcome. Pub and shop within 0.1 miles. (Ref. 1011525)

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


for 7 nights From £814

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A white three-story residential building with a black and white tiled walkway leading to a black door at 66 3 Compass Point in Weymouth
22
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

3 Compass Point is a stylish, ground-floor apartment resting in Weymouth, Dorset. Near beach and amenities. Contemporary. Open-plan. Private parking. Dorchester 6.7 miles; Bridport 20.5 miles. (Ref. 1129014)

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


for 7 nights From £663

Last booked 2 days ago
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An outdoor space with a bench under an umbrella at Westhaven in Lyme Regis
44
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Attractive split-level bungalow a short walk from Lyme Regis in Dorset. Open-plan. Stylish interior. Outside space. Sea views. Lyme Regis 0.3 miles; Seaton 7.9 miles; Axminster 5.6 miles. (Ref. 1106126)

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


for 7 nights From £909

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An aerial view of The Haven Hotel with beach and water in Sandbanks
44
Sandbanks, Dorset, BH13
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

  • Sykes rating

Flat 17 Golden Gates is a bright first-floor apartment nestled in Sandbanks, Dorset, featuring coastal views, a balcony, and great access to the beach. Poole 5.3 miles; Bournemouth 6.1 miles. (Ref. 1199453)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £1149

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A view of the ocean with a small harbor and boats near a rooftop at 2 Beach Way House in Lyme Regis
19
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

A seaside first-floor apartment resting in Lyme Regis, Dorset. Family-friendly. Off-road parking. Close to a beach. Charmouth 3 miles; Seaton 8 miles; Devon 38.2 miles. (Ref. 1106590)

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


for 7 nights From £810

Last booked 8 hours ago
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A stone cottage with a thatched roof and front door at Ivy Cottage in West Lulworth
35
West Lulworth, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

Lovely thatched Grade II listed cottage for a family or friends. Welcomes two dogs. Original beams. Beach 1 mile. Pub 5 min. Seasonal shop 10 min. (Ref. 994302)

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


for 7 nights From £729

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A house exterior with garden and outdoor dining table at Mayflower Cottage Lyme Regis
63
Lyme Regis, Dorset, DT7
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Mayflower Cottage is a beautiful, detached house resting in the bustling seaside town of Lyme Regis, Dorset, with a hot tub, local shops, and local beaches. Charmouth 3.3 miles; Axminster 5.4 miles; Bridport 9.7 miles; Sidmouth 15.6 miles. (Ref. 1204784)

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


for 7 nights From £2002

Last booked yesterday
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The front exterior of a brick house with several windows a wooden door and a white garage door at Mariners Rest in Weymouth
15
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

Set in a lovely and quiet residential area of Weymouth, the house is a comfortable getaway for a family. One dog welcome. Wifi. Shop and pub 5 min. Beach 10 min. Dorchester 7 miles. (Ref. 994377)

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


for 7 nights From £617

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A house with a garden and greenhouse at Tokenhill Cottage Piddletrenthide
51
Piddletrenthide, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

This well-presented three-bedroom property resides in Piddletrenthide, Dorset. Hot tub. Private garden. Off-road parking. In an AONB. Dorchester 8.9 miles. (Ref. 1130975)

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


for 7 nights From £912

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A house with a front door and garden at The Laurels in Wimborne Minster
New property
39
Ferndown, Dorset, BH22
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

  • Sykes rating

The Laurels, a delightful detached bungalow in Wimborne Minster, Dorset, boasts an enclosed garden, woodburning stove, and is near New Forest National Park. Corfe Mullen 7.9 miles; Cranborne Chase AONB 16.8 miles. (Ref. 1207420)

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


for 7 nights From £739

Last booked yesterday
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An outdoor area with buildings and fence at Rowdens Barn in Winterborne Stickland
33
Winterborne Stickland, Dorset, DT11
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Beamed, single-storey holiday cottage near Winterborne Stickland. Exceptional barn conversion offering open plan living, woodburning stove, en-suite facilities and on-site games room. Area of Outstanding Natural Beauty. Blandford Forum 4 miles. (Ref. 905898)

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


for 7 nights From £457

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A small patio area with a wooden table and three chairs outside a house with a red door and large windows at 27 Fernhill Heights in Charmouth
28
Charmouth, Dorset, DT6
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

27 Fernhill Heights is a pleasant cottage near the seaside town of Charmouth in Dorset. Couple's retreat. Patio with furniture. Short drive to beach. Lyme Regis 2.4 miles; Axminster 5.4 miles; Bridport 7.7 miles. (Ref. 1154554)

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


for 7 nights From £286

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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
Offer
19
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

  • 10% off - Sat 26th Sep to 30th Oct 2026


for 7 nights From £419

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A balcony with a round table holding a bottle and two wine glasses with two chairs and a sea view at Sunbeach in Weymouth
24
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

A neat, first-floor apartment set overlooking the Pavillion on Weymouth seafront. Excellent location. Smart TV. WiFi. Dorchester 7.4 miles; Bridport 18.8 miles. (Ref. 1123724)

  • Wi-fi


for 7 nights From £554

Last booked yesterday
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A small dining area with a round glass table set for two and wicker chairs by two windows with ocean views at 6 The Beaches in Weymouth
16
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.6★

    Outstanding

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

A modern studio apartment on the seafront on Weymouth, Dorset. Open-plan living. Sea views. Perfect for couples. (Ref. 1003545)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £456

Last booked yesterday
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A living room with a sofa and coffee table at 4 Bed Sleeps 8 Pool Table Sea View Parking in Swanage
New property
21
Swanage, Dorset, BH19
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

  • Sykes rating

4 Bed Sleeps 8 Pool Table Sea View Parking is a splendid apartment in Swanage, Dorset, boasting sea views, direct beach access, and a pool table. (Ref. 1209056)

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


for 7 nights From £2195

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Front view of a brick house with white framed windows a white door two black chairs and a palm tree at Reaver Brewers Quay harbour
27
Brewers Quay harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

Sleeping four near harbourside in Weymouth. Welcome two dogs. Pubs, restaurants and harbour 5 mins walk. (Ref. 994584)

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


for 7 nights From £695

Last booked yesterday
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A house with windows and a garden at June Cottage in Wool
35
Wool, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

June Cottage is a lovely cottage situated on the outskirts of Wool in Dorset, allowing pets and is well-situated to nearby attractions and amenities. East Lulworth 4.3 miles; Wareham 6.3 miles; Weymouth 12.9 miles. (Ref. 1181945)

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


for 7 nights From £661

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An outside view of a small brick building with a red door and a window with plants and a green utility box at Fountain Cottage in Weymouth
16
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

A cosy stone cottage for two this is the ideal place to spend quality time together, walking and exploring the local area. (Ref. 994208)

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


for 7 nights From £495

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