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Weymouth Holiday Cottages

Your Weymouth, Dorset search returned 261 cottages

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Map View

A driveway with a silver van parked next to a house with a garage and trees at Redcliff View Lodge in Weymouth

Redcliff View Lodge Save

Weymouth, Dorset, DT4

Sleeps6
Bedrooms3
PetsNo

4.1★

Good

Sykes rating

Sleeps six in Weymouth, patio garden. Off road parking. 10 mins walk from Weymouth harbour. (Ref. 994586)

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

for 7 nights $877

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An outdoor view of a house with a table and chairs at Driftwood in Weymouth

Driftwood Save

Weymouth, Dorset, DT4

Sleeps4
Bedrooms2
PetsYes

4.4★

Good

Sykes rating

Driftwood is a delightful, terraced holiday home situated in the popular coastal town of Weymouth in Dorset, set just a short walk from the beach. Dorchester 8.1 miles; Bridport 20.2 miles. (Ref. 1173824)

Wi-fi
Off-road parking
Washing machine

for 7 nights $659

Last booked 2 days ago

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Travel plans can change

Choose our "Flexible" booking option and cancel at least a week before your check-in date to get a refund (exclusions apply).

Find out more. T&Cs apply

A street view showing the entrance door of Little Gull Cottage with steps and potted plants in Weymouth

Little Gull Cottage Save

Weymouth, Dorset, DT4

Sleeps5
Bedrooms3
PetsYes

4.9★

Outstanding

Sykes rating

Little Gull Cottage is a lovely, three-storey holiday home close to Weymouth’s harbour in Dorset. Patio with furniture. Close to amenities. Smart TV. Dorchester 8.2 miles; Bridport 18.7 miles. (Ref. 1144645)

Wi-fi
Baby-friendly

for 7 nights $753

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A brick terraced house with a black front door two windows with shutters and a street lamp in front at Harbour Catch Cottage in Weymouth

Harbour Catch Cottage Save

Weymouth, Dorset, DT4

Sleeps3
Bedrooms2
PetsYes

4.6★

Outstanding

Sykes rating

Traditional cute cottage, in the town centre side of Weymouth harbour. WIFI, Close to Shops, restaurants and bars. Perfect for a couples retreat. (Ref. 994240)

Wi-fi
Dishwasher
Washing machine
Baby-friendly

for 7 nights $687

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A row of brick terraced houses with bay windows and small front gardens at Covecastle Cottage in Weymouth

Covecastle Cottage Save

Weymouth, Dorset, DT4

Sleeps4
Bedrooms2
PetsNo

4.5★

Outstanding

Sykes rating

Charming Edwardian terraced cottage located close to Sansfoot castle in Weymouth. Near to shops and town centre. Beach 10 minutes away. WiFi. Dorchester 8.5 miles. (Ref. 994072)

Wi-fi
Dishwasher
Washing machine

for 7 nights $715

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A brick house facade with a black door and five windows at Pixie Cottage in Weymouth

Pixie Cottage Save

Weymouth, Dorset, DT4

Sleeps4
Bedrooms2
PetsYes

4.5★

Outstanding

Sykes rating

A delightful Weymouth terraced cottage, sleeps 4, close to the harbour and walking distance to the beach. Wifi. Close to shops and restaurants. (Ref. 1132245)

Wi-fi
Washing machine

for 7 nights $724

Last booked yesterday

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A brick and white semi detached house with bay windows and potted plants outside at Anchor House Weymouth

Anchor House Save

Weymouth, Dorset, DT4

Sleeps15
Bedrooms6
PetsYes

4.8★

Outstanding

Sykes rating

Anchor House is a stunning, pet-friendly townhouse with a private hot tub in the heart of Weymouth, Dorset, close to local amenities and the beach. Dorchester 7.8 miles; Bridport 19.9 miles. (Ref. 1105510)

Wi-fi
Off-road parking
Hot Tub
Dishwasher
Washing machine
Baby-friendly
Games room

for 7 nights $2104

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Travel plans can change

Choose our "Flexible" booking option and cancel at least a week before your check-in date to get a refund (exclusions apply).

Find out more. T&Cs apply

A stone house with a tiled roof and a paved driveway at Sunningdale Rise in Preston

Sunningdale Rise Save

Preston, Dorset, DT3

Sleeps8
Bedrooms4
PetsNo

4.8★

Outstanding

Sykes rating

Sunningdale Rise is a striking, detached home on a gated development with off-road parking, close to a beach, in the village of Preston in Dorset. Weymouth 2.5 miles. (Ref. 1149947)

Wi-fi
Off-road parking
Dishwasher
Washing machine

for 7 nights $1885

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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

Mariner's Rest Save

Weymouth, Dorset, DT4

Sleeps4
Bedrooms2
PetsYes

4.6★

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)

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

for 7 nights $809

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A white semi detached house with blue doors and a blue fence under a clear sky at Ashwood Brewers Quay Harbour

Ashwood Save

Brewers Quay Harbour, Dorset, DT4

Sleeps6
Bedrooms3
PetsNo

4.4★

Good

Sykes rating

Modern 3 Storey house. Close to the Harbour, Newton’s Cove and Brewers Quay. WIFI. Parking for one car. 5 minutes to local shop. 15 minute walk to town centre. (Ref. 993939)

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

for 7 nights $1052

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A brick terraced house with a white front door gravel front garden and small plants at Home Waters in Wyke Regis

Home Waters Save

Wyke Regis, Dorset, DT4

Sleeps5
Bedrooms3
PetsYes

4.8★

Outstanding

Sykes rating

Off road parking. Sleeping 6 close to Portland marina. Dog friendly. (Ref. 994270)

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

for 7 nights $809

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A house with outdoor seating area at Budmouth Upwey near Weymouth

Budmouth Save

Upwey near Weymouth, Dorset, DT3

Sleeps4
Bedrooms2
PetsYes

4.4★

Good

Sykes rating

Stylish semi-detached holiday cottage, one of five on-site, in Dorset's River Wey Valley, on the edge of Upwey near Weymouth. Open plan living, en-suite facilities, private patio. Furnished and equipped to a very high standard. Weymouth 3.5 miles. (Ref. 932157)

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

for 7 nights $803

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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

Casa Carmen Save

Weymouth, Dorset, DT4

Sleeps5
Bedrooms3
PetsNo

4.2★

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 $884

Last booked yesterday

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A living room with a TV on a white stand and a black sofa with animal print cushions at Sunny Days in Weymouth

Sunny Days Save

Weymouth, Dorset, DT4

Sleeps4
Bedrooms2
PetsYes

4.8★

Outstanding

Sykes rating

Modern refurbished terraced cottage in Weymouth, sleeping 4, short walk to the beach and town, WiFi, Off road parking for 1 car. (Ref. 994696)

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

for 7 nights $734

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Travel plans can change

Choose our "Flexible" booking option and cancel at least a week before your check-in date to get a refund (exclusions apply).

Find out more. T&Cs apply

Front of a white building with black door and window frames flowers in front at Harbour Reach Brewers Quay Harbour

Harbour Reach Save

Brewers Quay Harbour, Dorset, DT4

Sleeps5
Bedrooms3
PetsYes

4.6★

Outstanding

Sykes rating

Stylish fisherman’s cottage just a few minutes’ walk from Old Harbour in Weymouth. Beach 1 mile. Harbour, shop and pub 5 min. Welcomes one dog. Poole 33 miles. (Ref. 1058438)

Wi-fi
Dishwasher
Washing machine

for 7 nights $826

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A row of terraced houses on a street with paved sidewalk and cobblestone road at Lobster Cottage Brewers Quay Harbour

Lobster Cottage Save

Brewers Quay Harbour, Dorset, DT4

Sleeps6
Bedrooms3
PetsNo

4.4★

Good

Sykes rating

Lovely and comfortable cottage next to the harbour in Weymouth. Wifi. Shop and pub 5 min. Beach 1 mile. Dorchester 8 miles. (Ref. 994351)

Wi-fi
Dishwasher
Washing machine
Baby-friendly

for 7 nights $796

Last booked yesterday

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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

Sunbeach Save

Weymouth, Dorset, DT4

Sleeps4
Bedrooms2
PetsNo

4.5★

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 $740

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A wooden house with a gray slate roof and patio furniture in a garden at Bramshurst in Upwey near Weymouth

Bramshurst Save

Upwey near Weymouth, Dorset, DT3

Sleeps4
Bedrooms2
PetsYes

4.9★

Outstanding

Sykes rating

A beautiful terraced holiday home, one of five set around a courtyard, on the edge of Upwey, near Weymouth. Attractive, well-appointed and modern holiday cottage. Many attractions and activities within reach. Weymouth 3.5 miles. (Ref. 932159)

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

for 7 nights $803

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An outdoor area with a table, bottle and glasses at Sea Spray in Bowleaze

Sea Spray Save

Bowleaze, Dorset, DT3

Sleeps4
Bedrooms2
PetsYes

4.2★

Good

Sykes rating

Sea Spray is a pleasant, open-plan holiday home perched on the edge of Bowleaze, Dorset, enjoying sea views and a short walk to a beach and a pub. Weymouth 2.1 miles; Dorchester 6.8 miles; Yeovil 27.5 miles. (Ref. 1174075)