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96 Results  |  
12 Photos

Barn | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £69 /night

£477 - £1230 / week

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Key info:

  • Nearest beach 3 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Extremely peaceful location surrounded by breathtaking countryside but within easy reach of all that the Jurassic Coast has to offer for walking and for families. The Cow Byre is a cosy barn ideal for exploring this fabulous region.  …see more

20 Photos

Cottage | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £47 /night

£325 - £795 / 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
Pebble Reef is a traditional Quarryman's Cottage, full of character but lovingly renovated to include all the modern comforts you need. Now has WiFi.  …see more

20 Photos

Lodge | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £56 /night

£389 - £1169 / 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
Kingfisher Retreat is situated in a beautiful wooded park and is the ideal place for a family holiday, or relaxing with friends. Ideally situated for easy access to many beautiful areas of coastline, towns and local attractions.  …see more

Featured properties

17 Photos

Cottage | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £79 /night

£550 - £1590 / 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
Jasmine Cottage, is Listed Grade II, has a thatched roof and has under gone extensive renovations in 2010 is now sporting 4 bedrooms, 3 bathrooms, new kitchen dining room with French doors opening into a classic English country cottage garden. Fully Restored in 2010, with thatched roof, local quarried stone walls, set in a tranquil village  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £35 /night

£240 - £555 / 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
Spacious modern light two bedroom penthouse with lift. Sleeps 6. Short walk to beach (400m). Private parking. Large living room with 42" flat screen TV/DVD and pool table. Washing machine, tumble dryer, dishwasher. TV/DVD in bedroom. Ideal for families with children. Last minute weekend and short break bookings welcome (subject to availability).  …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 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

20 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

2 Nights min stay

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from £46 /night

£320 - £625 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
A beautiful two bedroom cottage in Upwey, Weymouth. Ideal for family or quiet holidays. Beach and country walks near by. With 40ft garden, parking for two cars and stunning rural views down the valley. Shop 50 yards, pub ¼ mile. No smokers please. Pets welcome. The area is one of the sunniest places in Britain.  …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 km
  • Great 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

20 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

2 Nights min stay

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from £93 /night

£650 - £800 / 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
  • Private garden
Escape to the country in this beautiful 4 bed Farmhouse with stunning views over Weymouth bay. Ideal for a relaxing in the countryside, but close enough access the town. A roaring fire, BBQ with panoramic views, or 3 good pubs within 1 mile, there's plenty on offer.  …see more

18 Photos

House | 5 Bedrooms | sleeps 12

Very Good 4.5/5 

1 night min stay

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from £115 /night

£800 - £1950 / 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
A large garden ideal for family holidays. The house is 5 mins walk from the beach and Lodmoor park. Weymouth centre is 1/2 mile away where there are many shops, restaurants and bars. There are several pubs and shops near the house, a log fire, SKY TV, and good parking.  …see more

18 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £100 /night

£700 - £1350 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children over
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Beautifully renovated family house situated down a quiet lane, minutes from a picturesque cove and lovely cliff top walks.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £69 /night

£477 - £912 / week

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Key info:

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

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

21 Photos

Townhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £65 /night

£450 - £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
Modern, well equipped with great views just 100m from the beach with a traffic-free walk to Weymouth's harbour, shops and restaurants. Parking, balcony and garden. Great for families and for exploring the Dorset countryside and Jurassic coast.  …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 - £1145 / 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

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

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

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

16 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £48 /night

£332 - £680 / week

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Key info:

  • Suitable for children over
  • 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

16 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £45 /night

£309 - £943 / week

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Key info:

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

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £58 /night

£402 - £1149 / week

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Key info:

  • Nearest beach 2 km
  • Great 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

12 Photos

Apartment | 2 Bedrooms | sleeps 4

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
  • Some pets are welcome - please contact the owner
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

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

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

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

21 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

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
  • Great 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

9 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 0 km
  • Great 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

23 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £67 /night

£464 - £1421 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 11 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
A period stone house full of character in a peaceful location close to Weymouth. A charming 3 bedroom house, sleeps 6. Furnished to a high standard throughout with open fires. Pretty courtyard garden with furniture.  …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

16 Photos

Cottage | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £90 /night

£630 - £1303 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 14 km
  • Great 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

13 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £67 /night

£464 - £1312 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great 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

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

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

16 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4/5 

3 Nights min stay

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from £190 /night

£1326 - £2964 / 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
  • Private garden
Summer Lodge a spacious newly built high specification property less than a mile from the coast. It is luxurious with things that most people only dream of having at home, two being a heated indoor swimming pool and games room.(perfect whatever the time of year)  …see more

23 Photos

Cottage | 3 Bedrooms | sleeps 10

rentals_reviews_rating_2_5 

3 Nights min stay

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from £69 /night

£477 - £901 / 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
Beach Cottage overlooks beach and sea. 2 - 3 bedrooms, 2 bathrooms. Sleep 6 - Sleeps 10. sun patio. terrace. balcony. shower cubicle. wi-fi available with dongle purchase or free in nearby Pub/Restaurant 50yds. Parking..Twin bedroom. Family bedroom ensuite. Walk beach. Villadelamer overlooks beach and Weymouth Bay. Harbourside Pubs and Restaurants, Boat trips, Beach Market.  …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 | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £67 /night

£465 - £930 / week

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Key info:

  • Great 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 | 1 Bedroom | sleeps 2

3 Nights min stay

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from £53 /night

£365 - £620 / week

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Key info:

  • Great 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 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 | 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
  • Great 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

9 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

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from £58 /night

£400 - £550 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over
  • Car advised
  • No pets allowed
  • Private garden
Fabulous sea views from this cottage just a few minutes from Chesil Beach.  …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:

  • Great 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

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
  • Great 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

10 Photos

Cottage | 4 Bedrooms | sleeps 8

1 night min stay

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from £65 /night

£450 - £850 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Great location and close to The National Sailing Academy home of British sailing. Beautifully restored stone cottage over three floors, so close to Chesil Beach you hear the pebbles roar.  …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
  • Great 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