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118 Holiday homes in Weymouth

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Filters applied: Walking holidays (118)

118 Results  |  
17 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £65 /night

£454 - £1044 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Chesil View House offers stylish accommodation that was originally a fisherman's cottage in the beautiful village of Fortuneswell, nestled amongst the hills of Portland.  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £61 /night

£422 - £1096 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Ocean Views is a new luxury seafront development of apartments on the Isle of Portland in Dorset, situated on the Jurassic coast beside Chesil Beach, in a location guaranteed to inspire.  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £70 /night

£485 - £1251 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A stylish apartment with fantastic on-site health facilities, situated on the Jurassic coast beside Chesil Beach  …see more

Featured properties

16 Photos

House | 4 Bedrooms | sleeps 6

3 Nights min stay

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from £83 /night

£578 - £1645 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A newly refurbished country house set in a beautiful rural position. A 4 bedroom house sleeping 6. Set in a rural position with 1/3 acre garden. Newly refurbished to a high standard. Short distance to coastal walks along sea cliff edge. Off-street parking for 2 cars.  …see more

18 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £65 /night

£454 - £1044 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Sea Pinks Cottage was built around 1860 and is a fine example of a traditional fisherman's cottage built with Portland stone.  …see more

16 Photos

Cottage | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £87 /night

£609 - £1769 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 14 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A charming cottage in a peaceful village within easy reach of Weymouth. A characterful 4 bedroom cottage, sleeps 7/8. Furnished to a high standard throughout. Pretty views over the village stream. Close to coastal paths and Overcombe Beach.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £49 /night

£340 - £899 / 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
A stylish, spacious apartment, ideally situated close to the harbour and beaches of Weymouth. A second floor, 2 bedroom apartment, sleeps 5. Spacious living area complete with air conditioning. Situated in the heart of Weymouth town centre.  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 4

Good 3/5 

3 Nights min stay

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from £93 /night

£650 - £1769 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Spectacular views from the penthouse of Portland's premier development. A seventh floor triplex apartment with 2 bedrooms, sleeps 4. High quality finish throughout. Panoramic views over the 2012 Olympic sailing venue and out to sea.  …see more

8 Photos

Caravan/Mobile Home | 3 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £31 /night

£212 - £583 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Weymouth Caravan Van Littlesea Haven Holiday Dorset 3 Bedrooms 8 guests  …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

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

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

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

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