Weymouth Holiday Cottages

Your Weymouth, Dorset search returned 268 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 table and chairs on a deck at Little Gem in Weymouth
New property
39
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • 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 £640

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A living room with a sofa and dining table at Red Rose Apartment in Weymouth
22
Weymouth, Dorset, DT4
  • Sleeps3
  • Bedrooms1
  • PetsNo

  • Sykes rating

Red Rose Apartment is a centrally located apartment resting in Weymouth, Dorset and boasts parking, sea views and is within walking distance of the beach. Dorchester 7.8 miles; Bridport 19 miles. (Ref. 1190887)

  • Wi-fi
  • Washing machine


for 7 nights £893

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A garden with seating area and conservatory at Honeypot Cottage in Weymouth
New property
24
Preston, Dorset, DT3
  • Sleeps4
  • Bedrooms3
  • PetsNo

  • 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 £537

Last booked yesterday
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A street view showing the old boathouse and new boathouse buildings with the inner harbour and boats in the background at New Boathouse in Weymouth
18
Weymouth, Dorset, DT4
  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.3★

    Good

  • Sykes rating

Enjoyable holiday home close to the Old Harbour in Weymouth for large groups. Beach 10 min. WiFi. Roadside parking. Shop and pub 5 min. Poole 32.5 miles. (Ref. 994432)

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


for 7 nights £866

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An outdoor dining area with a table and chairs overlooking the sea at Ocean Wave in Greenhill
19
Greenhill, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

Beautiful apartment, that welcomes one well behaved dog, located on the esplanade, perfect for discovering the delights of Weymouth. With wifi and off-road parking for two small to mediums sized cars. (Ref. 1197674)

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


for 7 nights £829

Last booked yesterday
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A building facade with windows and entrance at Number 3 by the Sea in Weymouth
New property
34
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

Number 3 by the Sea is an inviting ground‑floor apartment located in Weymouth, Dorset, boasting sea views, a front patio and direct access to the beach. Dorchester 7.6 miles; Bridport 19 miles. (Ref. 1203393)

  • Wi-fi
  • Ground floor bedroom


for 7 nights £593

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93 Abbotsbury Road - 1196618 - photo 1
New property
30
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

  • Sykes rating

93 Abbotsbury Road is a bright pet-friendly house resting in Weymouth, Dorset, boasting an enclosed garden and proximity to local amenities and the beach. Dorchester 8.1 miles; Bridport 17.8 miles. (Ref. 1196618)

  • Wi-fi
  • Dishwasher


for 7 nights £708

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A living room with a blue sofa orange cushions a floral armchair green curtains a black fireplace and a wooden TV cabinet at Georgian Hideaway in Weymouth
32
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

Georgian Hideaway, a quirky abode situated in the seaside town of Weymouth in Dorset. Near beach. Near shop. Near pub. Enclosed garden. Pet-friendly. Dorchester 7 miles; Bridport 17 miles. (Ref. 1154207)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £578

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A living room with a dining area and furniture at Home from Home near the Sea Weymouth
New property
40
Wyke Regis, Dorset, DT4
  • Sleeps8
  • Bedrooms4
  • PetsNo

  • Sykes rating

Home from Home near the Sea is a neat three-storey house resting in Wyke Regis, Dorset, featuring easy access to the beach and nearby local amenities. Weymouth 2.8 miles; Dorchester 10.2 miles. (Ref. 1200131)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £884

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Exterior view of a brick terraced house with blue door white window and small hedge at Leo's Place in Weymouth
33
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A well-presented property nestled in the heart of Weymouth, Dorset. Roadside parking. Enclosed patio. Dorchester 8.5 miles; Bridport 19.2 miles. (Ref. 1134491)

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


for 7 nights £597

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A red brick residential building with multiple windows and a paved driveway near a tree at Flat 6 Thornlow Heights in Weymouth
31
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4★

    Good

  • Sykes rating

A well-appointed, first-floor apartment resting in Weymouth, Dorset. Sea glimpses. Close to amenities, attractions and beach. Stylish. Off-road parking. Open-plan living. Near AONB. Dorchester 8.6 miles; Bridport 18.6 miles. (Ref. 1123245)

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


for 7 nights £500

Last booked yesterday
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A house with a gate and driveway at Tudor Rose in Weymouth
New property
29
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

  • Sykes rating

Tudor Rose is a welcoming, pet-friendly house near the beach in Weymouth, Dorset, with driveway parking, a conservatory, and ground-floor living. Dorchester 6.9 miles; Bridport 20.5 miles. (Ref. 1194203)

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


for 7 nights £685

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A house with a garden and stone wall at 12 West Street Weymouth
New property
37
Chickerell, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

September Cottage is a charming cottage in Chickerell, Dorset, featuring a conservatory, gas fire, and a multi-tiered garden with patio near the beach. Weymouth 3.9 miles; Abbotsbury 6 miles; Portland 7.1 miles; Dorchester 8.3 miles. (Ref. 1202453)

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


for 7 nights £555

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A patio with wooden chairs and a table outside a brick building with open double doors at Hide-A-Way in Weymouth
Offer
31
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

Hideaway is a fine, single-storey annex situated in Weymouth, Dorset, with open-plan living, Smart TV, and well-positioned to nearby beaches and amenities. Dorchester 8.8 miles; Bridport 19.5 miles; Bournemouth 38.4 miles. (Ref. 1169910)

  • Wi-fi
  • Ground floor bedroom
  • Baby-friendly

  • 5% off - Fri 1st May to 26th Jun 2026


for 7 nights £422

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A house with a front door and gravel driveway at Coastguard Lookout in Wyke Regis
43
Wyke Regis, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Coastguard Lookout is a modern, reverse-level house near a beach in Wyke Regis, Dorset, with off-road parking, Juliet balcony, and underfloor heating. Weymouth 2.5 miles; Dorchester 9.6 miles. (Ref. 1169223)

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


for 7 nights £508

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A building exterior with benches and gardens at Corvesgate Nottington near Weymouth
52
Nottington near Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

Corvesgate is a tasteful property resting in Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Shared garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105456)

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


for 7 nights £633

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A front view of a brick house with a white door and blue garage door and a palm tree in the garden at Milton House in Weymouth
29
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.3★

    Good

  • Sykes rating

A homely, mid-terraced holiday property resting in Weymouth, Dorset. Off-road parking. Pet-free. Close to a beach and amenities. Dorchester 6.6 miles; Bridport 18.2 miles. (Ref. 1116564)

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


for 7 nights £610

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The Old Post Office - 1127439 - photo 1
33
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

The Old Post Office, a stylish pet-friendly house nestled in the town Weymouth, Dorset, features a Smart TV, proximity to the beach and marina. Dorchester 8.5 miles; Bridport 20.5 miles. (Ref. 1127439)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £517

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A dining area with a long table set with plates glasses and bread surrounded by blue chairs and a kitchen with appliances and plants at Beachaven in Weymouth
48
Weymouth, Dorset, DT4
  • Sleeps15
  • Bedrooms7
  • PetsNo

  • Sykes rating

Beachaven is a charming holiday home, set over three floors, located in the popular resort of Weymouth in Dorset resting near the beach and amenities. Dorchester 7.6 miles; Bridport 19.2 miles. (Ref. 1151664)

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


for 7 nights £1410

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A building with multiple doors and windows at Egdon Heath, Nottington near Weymouth
44
Nottington near Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

  • Sykes rating

Egdon Heath is a wonderful property resting in Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105450)

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


for 7 nights £672

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