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271 Holiday homes in Weymouth

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271 Results  |  
11 Photos

House | 4 Bedrooms | sleeps 7

7 Nights min stay

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from £65 /night

£450 - £850 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Sea Dragon is a charming four-bedroom property on Portland very close to Chesil Beach. The house is very well equipped and a short walk from the local amenities, including pubs and restaurants. The National Sailing Academy can be reached in a few minutes by car. Weymouth & Portland is an excellent base for exploring South Dorset’s coast and countryside.  …see more

13 Photos

Cottage | 2 Bedrooms | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £58 /night

£400 - £785 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Rural Barn Conversion On a Country Lane with Rolling Countryside Views. Lulworth Cove 5 miles, Dorchester 8 miles. Dogs Not Permitted.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

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from £58 /night

£400 - £720 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for over 5s only
  • Car advised
  • No pets allowed
  • Private garden
A charming cottage in this pretty road, a short walk down to Chesil Beach and Cove and easy going of the National Sailing Academy at Portland Harbour. Relaxing, walking, sailing - some of the options in easy reach of this holiday cottage.  …see more

Featured properties

8 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £58 /night

£400 - £720 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
4 Sea View offers the best of modern comforts with period character in a cottage just a short walk from the splendors of Chesil Beach & Cove on the Isle of Portland Dorset. Offering a fabulous kitchen and comfortable accommodation.  …see more

11 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

Short stays welcome

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from £72 /night

£500 - £895 / week

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Key info:

  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This well presented holiday house has a large and sociable open plan living area with kitchen, seating and dining areas, allowing for a relaxed and inclusive holiday atmosphere.  …see more

8 Photos

House | 4 Bedrooms | sleeps 10

Short stays welcome

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from £72 /night

£500 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Whether you are looking for that relaxing break, or here to sail or just time with the family this charming cottage would suit your needs. Nestled off Wakeham, you will agree this cottage is a real find. This deceptive very comfortable house offers home from home facilities with everything to entertain a family  …see more

11 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £78 /night

£545 - £1065 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
End of terrace, stone cottage with views to fields and hills. Weymouth 3 miles. Dorchester 3 miles. Dogs not permitted. .  …see more

14 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £53 /night

£370 - £725 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Split Semi Detached Edwardian House Has Fantastic Sea Views from all Windows. Beach 150 Yards, Weymouth 5 miles. Dogs Not Permitted.  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 3

Good 3/5 

3 Nights min stay

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from £59 /night

£412 - £752 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Thatched Cob Cottage Adjoining Another Next to Fields. Coast 4 miles, Dorchester 4 miles. Dogs Not Permitted.  …see more

13 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

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from £53 /night

£365 - £610 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
18th Century Semi-Detached Thatched Cottage, Coast 0.5 miles, Weymouth 3 miles, Dogs not permitted, No Smoking, Short Breaks All Year.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £58 /night

£400 - £720 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Character cottage over three floors, sleeps seven comfortably. A short walk from Chesil Beach and the local amenities, the National Sailing Academy and Portland Harbour. The harbour is found within a short drive or leisurely walk from the property. At the centre of the Jurassic Coast, Portland is an ideal base for water sports, walking & exploring Dorset.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £65 /night

£450 - £850 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Frigate Apartment is a stunning holiday apartment with sea views situated in the eye-catching Ocean Views development, close to Portland Harbour and the National Sailing Academy. The development boasts a state-of-the-art health and fitness centre complete with an indoor swimming pool.  …see more

20 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £119 /night

£830 - £1620 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Detached House with Sea & Inland Views, Beach 300 Yards, Weymouth town centre 2 miles, No Smoking, Short Breaks all Year.  …see more

8 Photos

Cottage | 4 Bedrooms | sleeps 8

Very Good 4/5 

7 Nights min stay

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from £65 /night

£450 - £850 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Mallams Cottage is a beautifully finished period cottage, well located for Chesil Beach, Portland Harbour and the National Sailing Academy. Close to the best sailing waters in Europe.  …see more

17 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £67 /night

£465 - £910 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Mid Terrace Victorian House With Sea Views. Chesil Beach 400 yards, Weymouth 5 miles. Dogs not permitted. No Smoking. Short Breaks - All Year.  …see more

11 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £61 /night

£425 - £835 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
18th Century Mid Terrace Cottage In Pretty Village With a Rural Outlook. Ringstead Beach 5 miles, Weymouth 3 miles. Dog Not Permitted.  …see more

12 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £67 /night

£465 - £910 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Very Pretty Mid Row Corner Thatched Cottage. Coast 5 miles,Dorchester 5 miles. Dog Permitted.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 3

7 Nights min stay

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from £65 /night

£450 - £850 / week

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Key info:

  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A two bedroom holiday apartment, close to Portland Harbour, Portland Castle and the National Sailing Academy.  …see more

11 Photos

Cottage | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £82 /night

£570 - £1125 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Semi Detached House in Quiet Close. Weymouth Beach 400 yards,Town Centre 250 yards Dogs not permitted.  …see more

16 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £43 /night

£300 - £795 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Four star and M1 and M11 graded suitable for disabled. Great location with views towards Chesil Beach and Fleet Lagoon.  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

Short stays welcome

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from £46 /night

£320 - £460 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
The accommodation is a completely self-contained first floor apartment, with a separate access from the garden of Rosehill, a large Victorian detached house. It is within 5 minutes walk of the harbour and close to the town centre and beach. Private off road parking.  …see more