50 Best Weymouth cottages, homes and apartments - Holiday Lettings - Holiday rentals

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12 Holiday homes

Filters applied: BBQ (12) Fireplace (12) Clear all

(22) Excellent 

29

Lilystone cottage - Weymouth cottage sleeps 6

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
This Cottage is in a very central location of Weymouth only a short walk to the beach and radipole lake nature reserve, it's also a very short walk to the town centre and beautiful harbour, where you can sit and enjoy a drink at one of the local bars over looking the h  …see more

from £80 / night

£600 - £850 / week

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from £80 / night

(13) Very Good 

24

Number Six - Greenhill house sleeps 12

Weymouth / Greenhill

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly
1920s townhouse sleeping 12. Ten minutes walk from the beach in a very desirable residential area, next to Greenhill's beautiful sea front gardens. Number 6 is a recently refurbished large house, well equipped for family holidays. The house is located right next to t  …see more

from £275 / night

£1000 - £2550 / week

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from £275 / night

(9) Excellent 

57

Vitality Cottage - Upwey cottage sleeps 8

Weymouth / Upwey

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Lovely quiet cottage situated in an elevated position on the old Roman Road out of Weymouth leading to Dorchester. Some views leading to Weymouth are accessible from the outdoor elevated sun terrace. The Ridge way is no longer a through road and apart from the 16th cen  …see more

from £179 / night

£899 - £1599 / week

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from £179 / night

(22) Very Good 

24

Grooms Cottage - Langton Herring cottage sleeps 2

Weymouth / Langton Herring

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Private garden
Far from the madding crowds, set down its own private leafy driveway nestled in 8 acres of fields and woodland. The old cottage dates back to the early Victorian age and is full of charm and character. It has an open fire, oil fired central heating, and has a warm ho  …see more

from £125 / night

£550 - £850 / week

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from £125 / night

(13) Excellent 

22

Smugglers Haunt (detached farmhouse) Weymouth - Wyke Regis farmhouse sleeps 10

Weymouth / Wyke Regis

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Smugglers Haunt is a detached grey stoned, characteristic farmhouse in Wyke Regis, part of bustling Weymouth. The property offers guests a comfortable stay with a contemporary feel, it is very well equipped providing a real 'home from home'. It has stand out a  …see more

from £185 / night

£1295 - £1775 / week

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from £185 / night

(1) Excellent 

12

The Swallows - Upwey cottage sleeps 4

Weymouth / Upwey

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Described as 'absolute bliss' and 'wonderfully peaceful' by some of our previous guests, The Swallows offers true tranquillity near the village of Abbotsbury, a short drive from the seaside town of Weymouth and the picturesque Jurassic Coast. We have  …see more

from £85 / night

£380 - £750 / week

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from £85 / night

(1) Excellent 

39

Cobblestone House - Upwey cottage sleeps 8

Weymouth / Upwey

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
Situated along a country lane on the edge of the picturesque village of Upwey, Cobblestone House has been skilfully refurbished by its current owners to offer highly desirable, family accommodation.Dating back to the 1500's, when it served as the Granary for the nearby  …see more

from £253 / night

£1012 - £2054 / week

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from £253 / night

17

Sycamores Cottage - Langton Herring cottage sleeps 5

Weymouth / Langton Herring

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
Described by previous guests as a 'lovely olde world cottage' perfect for a nice, relaxing break, Sycamores Cottage is situated 5 miles to the west of Weymouth, a short walk from the stunning Chesil beach and Jurassic Coastline. It sleeps up to five people in 2 bedroo  …see more

from £85 / night

£410 - £750 / week

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from £85 / night

(2) Very Good 

28

Family Cottage Close to Beach Town Transport Links - Weymouth cottage sleeps 6

Dorset / Weymouth

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
More photos to come currently being refurbished for 2016 Season An ideally situated terraced cottage located 400m from Weymouth Seafront. A 5 minute walk takes you to the beach and town with its shops, restaurants, coach and rail links and leisure facilities all nearby  …see more

from £65 / night

£400 - £900 / week

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from £65 / night

15

Sycamores Cottage - Abbotsbury cottage sleeps 5

Weymouth / Abbotsbury

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
Described by previous guests as a 'lovely olde world cottage' perfect for a nice, relaxing break, Sycamores Cottage stands a short walk from the beauty of the Dorset coast.  It sleeps up to five people in 2 bedrooms and it's ideal for a family with a few  …see more

from £86 / night

£600 / week

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from £86 / night

23

Stunning Barn Retreat near Weymouth and the beach - Weymouth barn sleeps 4

Dorset / Weymouth

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
Nestled in the gentle rolling hills of the Dorset countryside sits the stunning Little Barn. Renovated to a very high standard with clean lines and a modern touch, Little Barn is a retreat from the stresses of modern life. With spacious living areas, under floor heating  …see more

from £175 / night

£1225 / week

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from £175 / night

(1) Very Good 

15

Cosy Victorian Cottage - Rodwell cottage sleeps 4

Weymouth / Rodwell

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden
Well appointed cottage just 5 minutes from Weymouth harbour & town centre. Located in a quiet road with free parking & close to the supermarket or independent stores.Can sleep 5 people, fold up bed available on requestPrivate rear count yard, with BBQ & gard  …see more

from £79 / night

£550 / week

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from £79 / night

Top Destination reviews

The Brambles
Cosy cottage with a blazing log fire.

We rented The Brambles over February half term and enjoyed its ambience greatly, especially the log fire. It's perfect for a couple. Open plan, nicely furnished and very peacefully situated. Abbotsbury is only four miles away on a scenically stunnin … see more
Tidmoor Barn
Fantastic place to stay

Top notch accomadation Sarah a lovely host fantastic holiday lovely view from the barn great to have secure parking a lovely place to stay a nice garden with great decking area to chill when weather good … see more
Weymouth Family Caravan
more like a holiday cottage

Been a long time since last caravan holiday and was not expecting such a lovely, well appointed holiday cottage. … see more
Kimberwick Cottage
Wonderful area, accommodation and hosts

Andreas and Elizabeth are great hosts and the accommodation is perfect . There are two other cottages (we have stayed in all three; we keep coming back!) and I wouldn't hesitate to recommend Kimberwick, Pelham or Snaffles cottage to visitors. … see more
Number Six
Excellent holiday house for families

Our stay at Number Six was faultless. We had a wonderful welcome with a generous hamper, and were allowed into the property early as we had arrived well in advance of the agreed arrival time. The house is fabulous. From the ground floor layout, wi … see more
Seaview Self Catering
Excellent

Good Value, nice accommodation. Close to amenities and bus route to Weymouth. Would definately recommend. … see more

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