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283 Results  |  
8 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £59 /night

£411 - £900 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Shared indoor heated swimming pool on site This lovely detached, wooden holiday cabin is set in a quiet spot on the popular Warmwell Leisure Resort  …see more

7 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £50 /night

£344 - £482 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
A delightful holiday cottage with a garden overlooking open fields, nestling peacefully in the village of Portesham  …see more

7 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £72 /night

£504 - £805 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Adjoining the owners' bungalow, this holiday home in Hardy Country is peaceful and secluded and refurbished to a good standard  …see more

Featured properties

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

14 Photos

Apartment | 2 Bedrooms | sleeps 4

Good 3/5 

3 Nights min stay

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from £56 /night

£391 - £961 / week

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Key info:

  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A modern apartment, in walking distance of the beach and attractions of Weymouth. A 2 bedroom, ground floor apartment, sleeps 4. Furnished to a high standard throughout. Within walking distance of Weymouth Beach and town centre.  …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

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

20 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £62 /night

£433 - £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

17 Photos

House | 1 Bedroom | sleeps 4

Good 3/5 

3 Nights min stay

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from £50 /night

£350 - £775 / week

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Key info:

  • Beach / lakeside relaxation
  • 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.  …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

18 Photos

Apartment | 2 Bedrooms | sleeps 4

Good 3.5/5 

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

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

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £83 /night

£578 - £1521 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.97 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A spacious first floor apartment with stunning panoramic views across Weymouth seafront and surrounding coastline. A 3 bedroom apartment, sleeps 6. Stunning panoramic views of Weymouth seafront and Portland. Benefits from direct access to Weymouth Beach.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £74 /night

£516 - £1355 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Forming part of the new Admirals Quarter development, Cove View is a stylish apartment benefiting from a variety of sustainable environmental features.  …see more

7 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £89 /night

£619 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
All on ground floor: Living room/dining room  …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

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £56 /night

£391 - £1096 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
A modern, spacious apartment with views over Weymouth Marina.  …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

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

6 Photos

House | 1 Bedroom | sleeps 2

Very Good 4/5 

Short stays welcome

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from £49 /night

£340 - £703 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Ground floor: Living/raised dining area with wooden floors/kitchen with tiled floor  …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

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £47 /night

£329 - £866 / 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

20 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £56 /night

£391 - £1044 / 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, a location guaranteed to inspire.101 Ocean Views is a stylishly furnished apartment locate  …see more

21 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

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
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
An ultra-modern 4 bedroom eco town house, sleeping 8. Spacious accommodation, comfortable and stylish. Superb sea views, perfect to watch the dramatic sunsets. Close to Chesil Beach, Fortuneswell & the Sailing Academy. Parking on private driveway for 3 cars  …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
  • 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

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

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

6 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £58 /night

£401 - £410 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Indoor fun pool Situated in a wooded setting in the beautiful Dorset countryside, this spacious detached pine holiday lodge overlooks a lake and is on part of Warmwell Heath, a 140-acre Site of Special Scientific Interest  …see more

9 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £90 /night

£625 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Set in the heart of the picture postcard village of Osmington, this single storey holiday cottage offers comfortable accommodation in a peaceful location, opposite the church and attached to the owners home  …see more

20 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £70 /night

£485 - £1251 / week

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Key info:

  • Suitable 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

10 Photos

House | 3 Bedrooms | sleeps 5

Short stays welcome

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from £56 /night

£386 - £535 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
With a cosy open fire this cottage was once home to the famous Stone Carver Skylark Durston, his work can be seen throughout  …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

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

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

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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £53 /night

£371 - £961 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Set in a quiet location yet close to Weymouth town centre, the attractions and beaches.  …see more

12 Photos

House | 2 Bedrooms | sleeps 6

Short stays welcome

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from £40 /night

£275 - £606 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Pets welcome
  • Private garden
This terraced cottage is situated on the Isle of Portland in Dorset and sleeps six people in two bedrooms.  …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 | 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

7 Photos

House | 3 Bedrooms | sleeps 4

7 Nights min stay

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from £58 /night

£402 - £837 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Set in Hardy's Wessex, this end-terraced holiday cottage dates back to 1792 and offers a comfortable touring base  …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

16 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4/5 

1 night min stay

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from £50 /night

£350 - £995 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
JUNE RENTALS REDUCED - RIGHT IN THE CENTRE OF WEYMOUTH: SLEEPS 8.FOUR STOREY TOWNHOUSE GREAT FOR FAMILIIES OR A GROUP OF FRIENDS. GET IN TOUCH TO DISCUSS RATES. EASY WALKING DISTANCE FOR SEA,HARBOUR,PUBS CINEMA. Bed linen, heat & light and car parking permit included. "We haven't used the car" is a common quote, Nearsea is well placed for all things to do in Weymouth town.  …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

8 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

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from £46 /night

£320 - £720 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
The cottage offers a cosy living area with farmhouse style kitchen leading to the courtyard garden to the rear. Two further floos accommodate two double bedrooms and a single bedroom which is to be found on the top floor Character seaside cottage close to Chesil Beach and the National Sailing Academy.  …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 | 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

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

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

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