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Dorset Holiday Cottages

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Your Dorset search returned 1,060 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 house facade with a door and bench at Cozy Cottage in Poole
1 of 26
5
Poole, Dorset, BH15
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Poole Quay Cottage is a welcoming, mid-terrace holiday cottage with private parking that rests in Poole, Dorset, just a short distance from the coast. Sandbanks 4.5 miles; Bournemouth 6.5 miles. (Ref. 1192690)

  • Wi-fi
  • Off-road parking


for 7 nights From £506

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A front view of a large brick and white house with bay windows and a small porch at Dream View in Greenhill
1 of 24
5
Greenhill, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

Located on the Esplanade in Weymouth with far reaching beach and sea views and within walking distance of the Harbour and town amenities. (Ref. 994167)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights From £618

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A white two-story house with four windows and a blue door surrounded by green grass and pink flowers
1 of 22
5
Bridport, Dorset, DT6
  • Sleeps10
  • Bedrooms5
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

A splendid, detached townhouse nestled between Bridport and West Bay in Dorset. Spacious. Dog-friendly. Family-friendly. Enclosed gardens. WiFi. Bridport 0.9 miles; West Bay 1 mile; Lyme Regis 10.3 miles; Axminster 12.8 miles. (Ref. 1106458)

  • Pet friendly (extra charges may apply)
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights From £1372

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A garden with seating area and conservatory at Honeypot Cottage in Weymouth
New property
1 of 24
5
Preston, Dorset, DT3
  • Sleeps4
  • Bedrooms3
  • Pet FriendlyNo

  • Sykes rating

A traditional, thatched cottage resting within the village of Preston. WiFi. Pub and shop within 0.1 miles. Weymouth 3.5 miles. (Ref. 1201976)

  • Wi-fi
  • Washing machine


for 7 nights From £537

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A living room with a sea view at Portland View in Portland Bill
New property
1 of 21
5
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

Last booked yesterday
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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
1 of 27
5
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

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A living room with a blue plaid sofa a wooden table and chairs a television and a view of the sea through sliding glass doors at 6 Bay View Court in Lyme Regis
1 of 19
5
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

A seaside apartment resting in Lyme Regis, Dorset. Sea views. Family-friendly. Welcome hamper. West Bay 10.9 miles; Weymouth 31.8 miles; Exeter 37.9 miles (Ref. 1106598)

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


for 7 nights From £618

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An outdoor patio area with a white metal table and chairs set with plates and glasses next to a stone house with flowering bushes at High Trees in Lyme Regis
Offer
1 of 39
5
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

A semi-detached bungalow resting in Lyme Regis, Dorset. Sea view. Close to a beach. Close to the town centre. Pet-friendly. Charmouth 2.7 miles; Seaton 8 miles; Beer 9.8 miles. (Ref. 1106040)

  • Pet friendly (extra charges may apply)
  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

  • 10% off - Fri 31st Jul to 15th Aug 2026

  • 20% off - Sat 15th Aug to 1st Sep 2026


for 7 nights From £632

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A house exterior with a blue front door at 3 Dolphin Cottages in Lyme Regis
1 of 25
5
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Tourist Board rating

A seaside cottage resting in Lyme Regis, Dorset. Pet-friendly. Garden. Walking distance to a beach. Charmouth 3 miles; Seaton 8.1 miles; Devon 48 miles. (Ref. 1105937)

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


for 7 nights From £597

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A living room with a television and bookshelf at 5B Bridge Street in Lyme Regis
1 of 35
5
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

  • Sykes rating

A beautifully renovated Grade II listed split-level apartment with 3 bedrooms. Situated in the heart of Lyme Regis, directly opposite the historic Guildhall and museum. Close to seafront and beaches (Ref. 1179900)

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


for 7 nights From £672

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The exterior of a building with blue shutters on windows and doors a gravel driveway a stone archway and green trees at Colly Cottage in Dottery
1 of 52
5
Dottery, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

Charming, self-contained wing of a Grade II listed thatched farmhouse close to the rural West Dorset hamlet of Dottery. Two bedrooms with en-suite facilities. Bridport 1.5 miles. (Ref. 16387)

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


for 7 nights From £450

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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
1 of 15
5
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

Last booked yesterday
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Exterior view of a brick cottage with green front door and multiple white windows at Millers Cottage in Puddletown
1 of 32
5
Puddletown, Dorset, DT2
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

Miller’s Cottage is a snug and romantic dwelling located in the village of Puddletown, nearby a river in Dorset, with a woodburning stove and welcoming one pet. Dorchester 5.5 miles. (Ref. 1160443)

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


for 7 nights From £422

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Front of a red brick terraced house with white door and windows and plants in front at Rockpools in Weymouth
1 of 17
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

Sleeping four in Maltings area of Weymouth, pet friendly. Off road parking. WiFi. Garden. Close to harbour. (Ref. 994596)

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


for 7 nights From £459

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An outdoor patio with a table and chair under an umbrella a door and potted plants along a fence at Barrow Lodge in Winterborne Stickland near Blandford Forum
1 of 13
5
Winterborne Stickland near Blandford Forum, Dorset, DT11
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

A beautifully-presented, single-storey lodge residing in Winterborne Stickland near Blandford Forum, Dorset. Pet-friendly. Ground-floor living. In an AONB. Thornicombe 5.8 miles; Child Okeford 7.3 miles; Moors Valley Country Park & Forest 21.7 miles. (Ref. 1133242)

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


for 7 nights From £398

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Stone cottages with plants in pots outside and a blue door at King Charles Cottage in Broadwindsor
Offer
1 of 42
5
Broadwindsor, Dorset, DT8
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

This is a mid-terrace cottage in the centre of Broadwindsor, Dorset. Historical property. Woodburning stove. Enclosed courtyard and secret garden. Beaminster 2.7 miles; Bridport 7 miles. (Ref. 1006503)

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

  • 5% off - Fri 19th Jun to 31st Jul 2026


for 7 nights From £642

Last booked 4 hours ago
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An exterior view of a stone barn with a tiled roof and green shutters surrounded by plants and gravel at The Stone Barn in Bridport
1 of 22
5
Bridport, Dorset, DT6
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A charming barn conversion on the outskirts of Uploders near Bridport in Dorset. Stylish. Woodburning stove. Open-plan. Great location. Bridport 2.8 miles; West bay 4.2 miles; Lyme Regis 13.3 miles. (Ref. 1106494)

  • Dishwasher
  • Washing machine


for 7 nights From £456

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A living room with a television and fireplace at Beach holiday base with pool and kids activities
New property
1 of 7
5
Poole, Dorset, BH15
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

  • Sykes rating

Beach holiday base with pool and kids' activities is a pleasant caravan in Poole, Dorset, close to beaches, family attractions, and vibrant on-site fun. Sandbanks 7.4 miles, Bournemouth 9.3 miles, Wimborne 9.5 miles. (Ref. 1200453)

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


for 7 nights From £516

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An exterior courtyard with stone buildings a staircase and no parking signs at George's House in Brewers Quay Harbour
1 of 28
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps7
  • Bedrooms4
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

Four bedrooms in Kellaway Court, Weymouth. Restaurants and bars close by. Near harbourside. Accepts one dog. (Ref. 994219)

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


for 7 nights From £839

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A front entrance with a blue door and window at 23 The Maltings in Weymouth
1 of 27
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

  • Sykes rating

Dolphin Cottage is a lovely cottage nestled into the bustling seaside town of Weymouth, Dorset, close to a shop, pub, local walks, and beaches. Fortuneswell 4.8 miles; Dorchester 8.9 miles; Bridport 19.5 miles. (Ref. 1179916)

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


for 7 nights From £659

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