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73 Holiday homes in Weymouth

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73 Results  |  
23 Photos

Cottage | 1 Bedroom | sleeps 2

Short stays welcome

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from £37 /night

£258 - £595 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
in Langton Herring, 200 yards from the pub, a neat semi-detached cottage, the ground floor of which has been made self-contained for your use  …see more

20 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

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from £69 /night

£480 - £1150 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
The Gift House is a beautiful fully renovated and refurbished 4 bedroom house situated 2 minutes walk from the beach, with stunning panoramic sea views from all reception rooms and bedrooms stretching across Chesil Beach to the Olympic Sailing Village. The property is suited to outdoors enthusiasts and families. A perfect retreat with modern luxuries.  …see more

13 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £65 /night

£454 - £1251 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Wessex Ho is a three bedroom property, sleeping up to six people.  It is situated a short drive or a 20 minute walk away from the town centre and beach.  …see more

Featured properties

12 Photos

Cottage | 2 Bedrooms | sleeps 5

Good 3/5 

3 Nights min stay

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from £52 /night

£359 - £929 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Serenity Cottage is a two bedroom annexe located in the pretty village of Osmington. Internally the property is finished to a high standard and benefits from Wi-Fi. Externally the property offers a furnished patio area.   …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £72 /night

£499 - £1309 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A contemporary apartment near the 2012 sailing venue. A second floor apartment with 2 bedrooms, sleeps 4/6. In close proximity to the 2012 Olympic sailing venue and coastline. On-site fitness centre with indoor swimming pool. Allocated parking for 1 car.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

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from £80 /night

£560 - £675 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
Close to the seafront at Chiswell near the southern end of the famous Chesil Beach, this charming refurbished, 200 year old holiday cottage retains period features, offering stylish and comfortable accommodation  …see more

16 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £48 /night

£332 - £728 / week

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Key info:

  • Suitable for over 5s only
  • Pets welcome
  • Private garden
This is a wonderful Grade II listed, 18th century, thatched cottage, nestling opposite the village church in the picturesque Dorset village of Upwey, just four miles from Weymouth and can sleep four people in two bedrooms.  …see more

21 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £73 /night

£508 - £1165 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for over 5s only
  • Car advised
  • No pets allowed
  • Private garden
This detached cottage is located on the tip of Portland Bill in Dorset and can sleep four people in two bedrooms.  …see more

19 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £71 /night

£492 - £1150 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for over 5s only
  • Car advised
  • No pets allowed
  • Private garden
This semi detached cottage is located on the tip of Portland Bill in Dorset and can sleep four people in two bedrooms.  …see more

15 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

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from £45 /night

£314 - £785 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
This charming detached cottage sits in a quiet cul-de-sac in Easton on the Isle of Portland, sleeping five people in three bedrooms.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £69 /night

£477 - £901 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
The perfect base for a beach side holiday. We are close to the National Sailing Academy and a short walk to the Castletown diving centre. The Cove House Inn is a 300 yard walk along the beach and has a lovely atmosphere and good food.  …see more

22 Photos

House | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £62 /night

£430 - £620 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Stunning location with probably the best sea views on Portland. Attractive 2 bedroom house with gardens and easy parking, next to open hillside with uninterupted views of Weymouth Bay, the ocean and coastline. Close to great beaches, sailing, shops, pubs and restaurants Breath-taking panoramic views. Ideal situation for exploring Portland's natural heritage.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 7

Good 3/5 

3 Nights min stay

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from £52 /night

£360 - £850 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
beachfront cottage bungalow overlook the beach and sea. Sleep 4 - 7. sun patio. wi-fi available with dongle purchase or free in nearby Pub Restaurant complex..twin bedroom. double bedroom. ensuite. washing machine. tumble dryer. twin sofa bed. balcony. sun patio. ETB *** Beautiful location at quiet end of Weymouth Bay. Ideal for that early morning swim or evening stroll  …see more

8 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £58 /night

£400 - £720 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Pets welcome
Pet Friendly!! Fabulous views, parking, dog friendly, close to Chesil Beach and a short walk from Weymouth & Portland National Sailing Academy. Ideal for walking, sailing, fishing or just relaxing.  …see more

24 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

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from £53 /night

£365 - £620 / 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

24 Photos

Cottage | 2 Bedrooms | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £58 /night

£400 - £800 / 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

24 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £67 /night

£465 - £930 / 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

24 Photos

Cottage | 2 Bedrooms | sleeps 3

Good 3/5 

3 Nights min stay

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from £59 /night

£410 - £835 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Thatched Cob Cottage Adjoining Another Next to Fields. Coast 4 miles, Dorchester 4 miles. Dogs Not Permitted.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £67 /night

£465 - £930 / 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

24 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £119 /night

£830 - £1740 / 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

24 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £61 /night

£425 - £850 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • 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

14 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £43 /night

£295 - £595 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
Pet friendly!! Character Stone Cottage with roof terrace, wood burner and sea views - your dog is welcome! Dog friendly two bedroom character cottage on the Isle of Portland  …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