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274 Holiday homes in Weymouth

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274 Results  |  
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 km
  • Great 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

11 Photos

Studio | sleeps 2

3 Nights min stay

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from £46 /night

£318 - £382 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
The views and the privacy on this newly converted first floor studio takes some beating. The Sun streams through the large velux windows and french doors all day. Views stretch out to Lulworth cove , Kimmeridge and to the west Weymouth bay and the Isle of Portland Weymouth and Portland hosted the 2012 sailing Olympics  …see more

20 Photos

Log cabin | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £34 /night

£236 - £1155 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Pine Lodge is one the largest on the resort, with massive 120sq feet of external decking situated at the end of a private cul de sac in a quite secluded location , within Warmwell Leisure Resort, offering contemporary living in a peaceful setting close to Dorset's coast Pine Lodge, is set up for to provide a happy family & pet holiday with comfortable indoor and outdoor living  …see more

Featured properties

19 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £72 /night

£500 - £900 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Upstairs there are 3 bedrooms; remodeled bathroom and toilet. Downstairs there is a large modern kitchen, dining room, lounge with access to a large 10 x 10 wooden deck; with a barbecue, table and chairs. Below the deck is a secluded flower and vegetable garden . From the rear of the house there are magnificent views of Weymouth Bay, Portland and the Jurassic coast  …see more

23 Photos

Cottage | 1 Bedroom | sleeps 2

Short stays welcome

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from £37 /night

£258 - £431 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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

16 Photos

Cottage | 3 Bedrooms | sleeps 6

Short stays welcome

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from £65 /night

£449 - £638 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
 …see more

24 Photos

Cottage | 1 Bedroom | sleeps 8

3 Nights min stay

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from £127 /night

£886 - £1786 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Ssituated along a country lane on the edge of the picturesque village of Upwey, Cobblestone House has been skilfully refurbished to offer highly desirable, family accommodation.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £43 /night

£298 - £812 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
An Eco friendly Passive house apartment with fantastic sea views. A second floor, 1 bedroom apartment sleeping 2. Passive House Eco-home with triple glazing. Furnished to a high standard throughout. Beautiful views of Pennsylvania Castle and out to sea.  …see more

10 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £58 /night

£402 - £1189 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in a charming and secluded environment on the Jurassic and Heritage coastline, Coastline Cottages have been converted to a high specification and are well-equipped with lovely wood-burning stoves. Situated 100 yards off the main road, the cottages are set in ...  …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 children over
  • 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

13 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £65 /night

£454 - £878 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
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

18 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £65 /night

£454 - £1312 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
A 2 bedroom, ground floor apartment, sleeps 4. Newly refurbished to a modern finish throughout. Access to on-site heated indoor swimming pool. A short walk to Chesil Beach and the 2012 Olympic Sailing venue. Off-street parking for 2 cars.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£298 - £568 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
A 1 bedroom, ground floor apartment sleeping 2. Furnished to a modern, high standard. Located in the heart of Weymouth town centre. Situated close to the Weymouth and Portland National Sailing Academy. A permit is provided for parking on the local roads.  …see more

7 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £41 /night

£281 - £714 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in the small village of Southwell, close to Portland Bill and the coastal footpath around the Isle of Portland, these charming stone cottages provide a good base for walkers, birdwatchers and fishermen. Gull Cottage, an 'upside down' property, features a small ba...  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 5

Good 3/5 

3 Nights min stay

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from £52 /night

£359 - £679 / week

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Key info:

  • Great 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

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £40 /night

£275 - £669 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This holiday apartment sits on the first floor adjoining the owners' property and commands wonderful countryside views from the living room picture window. It makes a very comfortable relaxing all year round base for exploring the area, with Weymouth's Georgian seafr...  …see more

5 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £38 /night

£264 - £669 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in the small village of Southwell, close to Portland Bill and the coastal footpath around the Isle of Portland, these charming stone cottages provide a good base for walkers, birdwatchers and fishermen. Gull Cottage, an 'upside down' property, features a small ba...  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 4

Good 3.5/5 

3 Nights min stay

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from £53 /night

£371 - £1095 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
A 4 star gold-rated apartment with 2 bedrooms, sleeps 4. High quality finish throughout. Situated close to the Weymouth and Portland National Sailing Academy. On-site fitness centre with indoor swimming pool. Close to Portland Castle, Chesil Beach and Portland Marina.  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £47 /night

£328 - £737 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated in a semi-rural location beside a country road with extensive views across the downs towards Hardys Monument is this cosy cottage, the middle one of three. The cottage has been furnished and equipped to provide a pleasant holiday home, boasting a hand crafte...  …see more

17 Photos

House | 4 Bedrooms | sleeps 7

rentals_reviews_rating_1 

3 Nights min stay

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from £74 /night

£516 - £1595 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
A 4 bedroom house set over 3 floors, sleeps 7. Newly refurbished to a high standard throughout. Fully furnished, enclosed patio areas at the front and back. Situated just yards from the famous Chesil Beach and within a short walk of the National Sailing Academy.  …see more

18 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £74 /night

£516 - £1726 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
A newly built four bedroom house, just minutes from the attractions of Weymouth and Portland. A newly built 4 bedroom house, sleeps 8. Fully furnished patio and garden area with access to the Rodwell Trail coastal path.  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £47 /night

£329 - £899 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
A spacious 4th floor apartment, sleeps 4. Situated close to the Weymouth and Portland National Sailing Academy. On-site fitness centre with indoor swimming pool. Close to Portland Castle, Chesil Beach and Portland Marina. Off-street parking for 1 car  …see more

18 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £53 /night

£371 - £1095 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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

17 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4/5 

3 Nights min stay

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from £79 /night

£547 - £1726 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Cormorant View is a spacious house situated in a gated cul-de-sac within walking distance of the shops, restaurants, attractions and sandy beaches of Weymouth.Internally this spacious accommodation is furnished to a high standard and offers fan  …see more

7 Photos

House | 3 Bedrooms | sleeps 4

7 Nights min stay

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from £47 /night

£329 - £862 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in Hardy's Wessex, this end-terraced holiday cottage dates back to 1792 and offers a comfortable touring base. For walkers there are many footpaths and coastal paths to explore, easily accessible from the door. Weymouth is the nearest town with its Georgian seafr...  …see more

16 Photos

House | 4 Bedrooms | sleeps 6

3 Nights min stay

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from £70 /night

£485 - £1475 / week

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Key info:

  • Great 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

9 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £50 /night

£345 - £1059 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This characterful, Grade II listed terraced holiday cottage is set in the heart of Portland, under a mile from the beach at Church Ope Cove. It has easy access to the coastal paths with a lighthouse and RSPB observatory. Portland forms part of the Jurassic Coast Worl...  …see more

18 Photos

Cottage | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £65 /night

£454 - £930 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
Sea Shell Cottage offers spacious accommodation in the heart of the highly desirable Brewers Quay area of Weymouth.  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £53 /night

£371 - £1095 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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

10 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £47 /night

£329 - £619 / week

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Key info:

  • Nearest beach 3 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
A 2 bedroom, ground floor apartment, sleeps 4. Furnished to a high standard throughout. A short walk from the shops, restaurants and attractions of the town centre. Within a few minutes' walk to Weymouth Beach. Allocated parking space for 1 car.  …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
  • Great 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

20 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £70 /night

£485 - £930 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A modern 3 bedroom house, sleeping 6. Furnished with high quality interiors. A large, furnished garden with a barbeque. Located just a short walk away from Chesil Beach. Parking available  …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 children over
  • 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

17 Photos

House | 1 Bedroom | sleeps 4

Good 3/5 

3 Nights min stay

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from £42 /night

£288 - £723 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great 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

17 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £661 / week

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Key info:

  • Nearest beach 5 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Stylish open plan 2 bedroom house, sleeping 4. Enclosed, furnished garden with seating for 4 and barbeque. Offers low energy, low carbon living in a sustainably built home. Just a short walk away from Chesil Beach and the National Sailing Academy.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £47 /night

£329 - £943 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great 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

14 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £62 /night

£433 - £1312 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
A stylish penthouse set over two floors with views over Weymouth Harbour  …see more

11 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £42 /night

£292 - £801 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This cosy, terraced holiday cottage is set in a quiet street, just a few hundred yards from the southern end of Chesil Beach. Portland harbour and castle, Portland Bill, Weymouth, with its beach and harbour, 2 RSPB reserves, a sealife park and marine sanctuary are al...  …see more

17 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £90 /night

£630 - £2149 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Nothe View is spacious four bedroom townhouse set over three storeys. Situated within the Admirals Quarter development, Nothe View perfectly combines contemporary comfort and design with environmental sensitivity.  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £41 /night

£286 - £805 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This comfortable cottage with a wealth of character is just 100 yards walk to the stunning Chesil beach. From the cottage you can also enjoy the miles of coastal and inland footpaths which surround the area. The pub which serves local fish is a stroll away. An excell...  …see more

7 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £47 /night

£327 - £898 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Anchor Cottage is in a quiet cul-de-sac overlooking Portland and Chesil Beach with stunning panoramic sea views. It is a great base for exploring the delights of the Jurassic Coast scenery and surrounding nature. Famous Chesil Beach lies near the property with breath...  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £53 /night

£371 - £1095 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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, a location guaranteed to inspire.101 Ocean Views is a stylishly furnished apartment locate  …see more

9 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £61 /night

£425 - £1203 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in a charming and secluded environment on the Jurassic and Heritage coastline, Coastline Cottages have been converted to a high specification and are well-equipped with lovely wood-burning stoves. Situated 100 yards off the main road, the cottages are set in ...  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £40 /night

£277 - £663 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Granary Cottage is a modern annexe built adjoining the owner's 18th century stone barn conversion. It has been finished to a good standard, providing an ideal holiday retreat with a roll top bath and electric coal effect fire for those cosy winter evenings. Set in th...  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £90 /night

£630 - £1210 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Spectacular, unrivalled balcony views from the penthouse of Portland’s premier development. 2 bedroom luxury penthouse apartment, sleeping 4. High quality and stylish finish throughout. Breathtaking views from each room over the 2012 Olympic sailing venue and out to sea  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £56 /night

£391 - £764 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
A stylish apartment complete with furnished balcony, just a short walk from the attractions of Weymouth. A 2 bedroom, first floor apartment, sleeps 4. Furnished to a high standard throughout. Balcony complete with two chairs. Off-street parking for 1 car.  …see more

20 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £70 /night

£485 - £930 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
A brand new 3 bedroom house, sleeps 6. Passive House Eco-Home with triple glazing. Furnished to a high standard throughout. Offers views of Pennsylvania Castle and out to sea. Off street parking for 1 car.  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £52 /night

£363 - £802 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Adjoining the owners' bungalow, this holiday home in Hardy Country is peaceful and secluded and refurbished to a good standard. Approximately a 15 minute walk takes visitors to the beach, with lovely walks on the World Heritage Coast and at the RSPB nature reserve. W...  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 4

rentals_reviews_rating_1 

3 Nights min stay

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from £58 /night

£402 - £1149 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
  • Great 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. 106 Ocean Views is a fifth floor apartment benefiting from superb sea views  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £49 /night

£339 - £1128 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set at the southern point of Portland with great coastline views. This charming terraced holiday cottage is an ideal touring base. Close by are footpaths leading to the South West Coastal Path and down to Portland Bill and RSPB bird observatory. Nearby is the famous ...  …see more