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Dorset Holiday Cottages

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Your Dorset search returned 1,057 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 conservatory with a brown sofa and round dining table with four chairs at Pebbles Foxglove Way in West Bay
Offer
1 of 26
5
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Pebbles Foxglove Way is a charming, two-bedroom holiday home resting near West Bay in Dorset. In an AONB. Off-road parking. Enclosed garden. Smart TV. Bridport 1.5 miles; Lyme Regis 10.9 miles. (Ref. 1015390)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine
  • Sky TV

  • £185 off - Fri 24th Jul to 31st Jul 2026

  • £200 off - Fri 14th Aug to 21st Aug 2026


for 7 nights From £620

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Exterior view of a stone cottage with white-framed windows and a wooden porch surrounded by green foliage at Honeypot Cottage in Shipton Gorge near Burton Bradstock
Offer
1 of 33
5
Shipton Gorge near Burton Bradstock, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A charming holiday home resting near Shipton Bradstock, Dorset. Dog-friendly. Woodburing stove. Close to beach. Bridport 2.7 miles; Dorchester 13.7 miles; Weymouth 19.8 miles; Yeovil 20.7 miles. (Ref. 1074488)

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

  • 5% off - Fri 17th Apr to 30th Jun 2026


for 7 nights From £717

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Stone cottages with gravel courtyard and greenery at Coombe Orchard in Swanage
1 of 17
5
Swanage, Dorset, BH19
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

Perfect cottage for 2, close to Swanage, Open plan living area for two people, dog friendly. Excellent location for local coastal walks. (Ref. 994113)

  • Pets go free
  • Off-road parking
  • Ground floor bedroom
  • Baby-friendly


for 7 nights From £439

Last booked 3 hours ago
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A house with a garden and front door at 31 Bull Lane in Dorchester
1 of 47
5
Maiden Newton, Dorset, DT2
  • Sleeps4
  • Bedrooms3
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

31 Bull Lane is a stylish, pet-friendly terraced holiday home located in the lovely village of Maiden Newton in Dorset with an enclosed rear garden. West Bay 13.7 miles; Weymouth 16.7 miles; Lyme Regis 22.7 miles (Ref. 1177945)

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


for 7 nights From £538

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A building with apartments and boats at Harbourside Apartment Weymouth
1 of 23
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.2★

    Good

  • Sykes rating

Harbourside Apartment is a waterfront retreat in Weymouth, Dorset, offering views of the town bridge and harbour with convenient access to amenities. Dorchester 8.4 miles; Bridport 20.4 miles. (Ref. 1189387)

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


for 7 nights From £652

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A parking area with several cars next to a three-story building with white walls and multiple windows under a blue sky with some clouds
1 of 16
5
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

A well-presented ground-floor apartment close to the centre of Lyme Regis situated in Dorset. Open-plan. Good location. Sea views. WiFi. Lyme Regis 0.1 miles; Charmouth 3 miles; Seaton 7.9 miles. (Ref. 1105897)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £641

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Two triangular wooden cabins with stairs surrounded by trees and grass at Rose Lodge in Milton on Stour
1 of 30
5
Milton on Stour, Dorset, SP8
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

This cosy lodge on a peaceful15 acre site, is resting near village of Milton on Stour in Dorset. Fishing Balconies. Countryside surroundings. Enclosed garden. Nature trails. Pet friendly. Gillingham 2 miles; Shaftesbury 7 miles. (Ref. 967741)

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


for 7 nights From £449

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A waterfront with boats and buildings including Buccaneer Cottage at Brewers Quay Harbour
1 of 23
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.5★

    Outstanding

  • Sykes rating

Pretty cottage in the heart of Weymouth. Harbour views. Near to local amenities and town centre. Close to Weymouth Beach. WiFi. Pets welcome. Dorchester 8.5 miles. (Ref. 994047)

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


for 7 nights From £776

Last booked 2 days ago
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A patio area with a table and chairs overlooking the landscape at Swanny View in Swanage
New property
1 of 23
5
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

  • 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 balcony with wicker chairs a table and glass panels overlooking a harbor at Bears Apartment in Castletown Portland
1 of 27
5
Castletown, Portland, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

A well-positioned, fourth-floor apartment resting in Castletown, Dorset. Sea views. Close to amenities and the beach. Contemporary. Designated parking. Private balcony. Portland 1.9 miles; Weymouth 5.2 miles; Dorchester 12.6 miles. (Ref. 1119638)

  • Wi-fi
  • Swimming pool
  • Dishwasher
  • Washing machine


for 7 nights From £561

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A two-story brick house with a white enclosed porch shrubs in front and a driveway leading to a detached garage at Casa Carmen in Weymouth
1 of 18
5
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

    4.1★

    Good

  • Sykes rating

Modern, detached cottage resting on the edges of Weymouth in Dorset. Off-road parking. Garden. WiFi. Close to harbour, shops, restaurants and pubs. (Ref. 1001584)

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


for 7 nights From £664

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A stone cottage with a thatched roof near the coast with grass and gravel paths at Pitt Cottage Ringstead
1 of 30
5
Ringstead, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

Large kitchen diner. Beautiful rural location. Short walk to the sea. Wi-Fi. In the heart of the Jurassic coastline. Picture postcard thatched cottage. (Ref. 994553)

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


for 7 nights From £1011

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A narrow street with houses on the right and a brick wall with plants on the left at Firkin Cottage Brewers Quay Harbour
1 of 22
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms4
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

Comfortable renovated cottage with rear garden and close to the town centre. Garden with furniture. Pub 5 mins. Beach 1 mile. Dorchester 9 miles. (Ref. 994191)

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


for 7 nights From £615

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A white building with a stone wall and flowers in front and a lighthouse behind at Old Higher Lighthouse Stopes Cottage in Portland Bill
1 of 55
5
Portland Bill, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Tourist Board rating

Delightful, single-storey, Grade II listed cottage linked to Old Higher Lighthouse at Portland Bill on Dorset's Jurassic Coast. Amazing views. Shared access to lighthouse observatory. Shared use of seasonal outdoor heated pool and Jacuzzi. (Ref. 12494)

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


for 7 nights From £648

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A patio with a metal table and two chairs outside a building with white framed windows and a glass door at 1 Cowdea Farm in Bettiscombe near Beaminster and Bridport
Offer
1 of 27
5
Bettiscombe near Beaminster and Bridport, Dorset, DT6
  • Sleeps3
  • Bedrooms2
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

A ground floor, semi-detached stone barn conversion on edge of Bettiscombe in Dorset. Pet-friendly. Enclosed garden. Electric fire. Outstanding views. Great for walking. Bridport 7 miles. (Ref. 1857)

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

  • 5% off - Wed 1st Jul to 31st Aug 2026


for 7 nights From £466

Last booked yesterday
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A pink house with open double doors and a picnic table on a grass lawn with a stone wall and countryside beyond at Cliff Farm No 2 Cottage Burton Bradstock
1 of 23
5
Burton Bradstock, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

A traditional farmhouse on the cliff top in Burton Bradstock, close to Hive Beach and it’s renowned café, West Bay, Wifi. Close to coastal walks. (Ref. 994095)

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


for 7 nights From £450

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An exterior view of a house with a glass balcony and patio surrounded by trees and bushes at 6 Red Sails in Sandbanks
1 of 47
5
Sandbanks, Dorset, BH13
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.1★

    Good

  • Sykes rating

6 Red Sails is a magnificent townhouse in Sandbanks, Dorset, with open-plan living, a balcony with garden views and is close to the beach. Poole 5.4 miles; Bournemouth 5.9 miles. (Ref. 1175111)

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


for 7 nights From £952

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An outdoor seating area with a table and chairs at Jurassic Discovery in Charmouth
Offer
1 of 30
5
Charmouth, Dorset, DT6
  • Sleeps6
  • Bedrooms2
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

A modern, pet-friendly static caravan in beautiful Charmouth, just steps from the Jurassic Coast. With flexible sleeping for up to six, great on-site facilities including a pool, sauna, café, and dog walking area. (Ref. 1193938)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Swimming pool
  • Ground floor bedroom
  • Washing machine

  • 10% off - Sun 28th Jun to 4th Jul 2026


for 7 nights From £414

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A garden with grass and flowerbeds in front of a blue bungalow with a veranda and outdoor chairs at Harbour View Bungalow in Weymouth
1 of 30
5
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

Overlooking the beautiful Nothe Gardens and, through the trees, the coastal views of Weymouth Bay and Portland Harbour is Harbour View Bungalow. (Ref. 994244)

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


for 7 nights From £1091

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A brick apartment building with balconies and parking at Brewery View in Weymouth
1 of 22
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.3★

    Good

  • Sykes rating

Brewery View is a stylish, first-floor apartment near the beach in Weymouth, Dorset, with an open-plan living space, balcony, and designated parking. Dorchester 8.8 miles; Bridport 19.4 miles. (Ref. 1189426)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £522

Last booked 2 days ago
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