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159 Results  |  
16 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £67 /night

£469 - £1209 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
94 Ocean Views is a fourth floor apartment in a landmark building benefiting from level access and close proximity to the 2012 Olympic sailing venue.  …see more

9 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £961 / 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 newly refurbished two bedroom cottage boasting stunning rural views yet close to Weymouth. A 2 bedroom cottage, sleeps 4. Newly refurbished to a stylish finish throughout. Stunning rural views across the White Horse hills to the front of the cottage.  …see more

18 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £83 /night

£578 - £1645 / week

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Key info:

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

Featured properties

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £899 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
A modern apartment located in the heart of Weymouth. A spacious 2 bedroom first floor apartment, sleeps 4. Furnished to a high standard throughout, complete with air conditioning. Located in the heart of Weymouth town centre, within 5 minutes walk of the beach.  …see more

9 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £70 /night

£485 - £1251 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
A modern 3 bedroom split level house, sleeps 6. Passive House Eco-Home with triple glazing. Furnished to a high standard throughout. Private furnished patio ideal for al fresco dining. Off-street parking for 2 cars.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £72 /night

£499 - £1309 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
67 Ocean Views is a second floor apartment in a landmark building benefiting from level access and close proximity to the 2012 Olympic sailing venue.  …see more

17 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £899 / week

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Key info:

  • Nearest beach 5 km
  • Suitable 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

17 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £96 /night

£671 - £1894 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable 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

17 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4/5 

3 Nights min stay

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from £83 /night

£578 - £1645 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable 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

17 Photos

Apartment | 2 Bedrooms | sleeps 4

rentals_reviews_rating_1 

3 Nights min stay

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from £65 /night

£454 - £961 / 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
  • Private garden
A modern apartment with fantastic on-site health facilities, near the 2012 Olympic Sailing venue.  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £64 /night

£447 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
Sea views from rear of cottage Set at the southern point of Portland with great coastline views  …see more

16 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £50 /night

£350 - £1008 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Stylish property perfectly located for the 2012 Olympics Sailing venue. A stylish 3 bedroom duplex apartment, sleeps 6. Outdoor patio area with seating for 6. A short walk to Chesil Beach and the 2012 Olympic sailing venue.  …see more

20 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £70 /night

£485 - £1421 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable 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

8 Photos

House | 3 Bedrooms | sleeps 5

Short stays welcome

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from £61 /night

£423 - £800 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Set in a residential road and within a short walk you can be on coastal footpaths which form part of the Jurassic coast  …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

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

13 Photos

House | 3 Bedrooms | sleeps 7

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
  • No pets allowed
A three bedroom grade 2 listed house, sleeps 6/7. South facing private courtyard. Short walk to the beach. Great location for exploring the Jurassic coast. Parking permit provided.  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £62 /night

£433 - £1096 / week

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Key info:

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

16 Photos

House | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £62 /night

£433 - £1149 / week

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Key info:

  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
A newly renovated 3 bedroom house, comfortably sleeping 5. Decked terrace, patio area and lawn garden. A 15 minute stroll to Sandsfoot beach. Ideal base to explore Dorset and the Jurassic coastline. Off-street parking for 2 cars.  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £43 /night

£298 - £775 / 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
Well-appointed, contemporary and centrally located in the heart of Weymouth  …see more

16 Photos

Cottage | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £90 /night

£630 - £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

9 Photos

House | 3 Bedrooms | sleeps 7

Short stays welcome

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from £89 /night

£620 - £832 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Lynwood Lodge is in an Area of Outstanding Natural Beauty and 2 miles from the coast which is part of the Jurassic World Heritage Site  …see more

16 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £96 /night

£671 - £1769 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
A stylish 3 storey house situated in the popular Brewers Quay area of Weymouth  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £899 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable 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

Apartment | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £55 /night

£379 - £1009 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable 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

10 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £43 /night

£298 - £775 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable 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

20 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £90 /night

£630 - £1645 / 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, 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

10 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£298 - £723 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.85 km
  • Suitable 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

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

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

18 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £56 /night

£391 - £1158 / week

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Key info:

  • Swimming pool
  • Suitable 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

15 Photos

Apartment | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £102 /night

£713 - £1894 / week

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Key info:

  • Nearest beach 11 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A newly refurbished, 4 bedroom thatched cottage, sleeping 8. Character features including woodburner and solid oak flooring. Large enclosed garden. A short drive to Overcombe Beach. Off-road parking for 1 car and on-street parking available in the area.  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

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
Ocean View is a fifth floor apartment in a landmark building benefiting from level access and stunning views over the 2012 Olympic sailing venue.  …see more

17 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £77 /night

£536 - £1521 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.45 km
  • Suitable 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

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £58 /night

£401 - £836 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
This terraced holiday home sits in a quiet area between Weymouth and Portland overlooking Portland harbour with sea views  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £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

13 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
  • Nearest beach 0.75 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
A 3 bedroom house, sleeping 6. Pionerring Passivhaus Eco-Home with triple glazing. Pennsylvania Heights includes a dedicated nature reserve offering large open space free to enjoy for all. Far reaching sea views of Pennsylvania Castle and Portland Bill.  …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

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

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

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

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

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 | 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 | 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

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

24 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £78 /night

£545 - £1085 / week

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Key info:

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

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

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

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £53 /night

£370 - £740 / week

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Key info:

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