Weymouth cottages: Stay in luxury Weymouth cottages with Holidaylettings.co.uk

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  • Abbotsbury (1)
  • Broadwey (1)
  • Chickerell (1)
  • Langton Herring (4)
  • Nottington (2)
  • Preston, Dorset (1)
  • Rodwell (1)
  • Sutton Poyntz (1)
  • Upwey (7)
  • Wyke Regis (2)

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39 Holiday homes

Filters applied: Cottage (39)

(21) Very Good 

13

Moonfleet Holiday Cottage - Wyke Regis cottage sleeps 5

Weymouth / Wyke Regis

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Moonfleet is a two bedroom cottage located on the edge of Portland Harbour; the waters that hosted the 2012 Olmpic Sailing. Presented to a high standard this accommodation sleeps 5, with two double bedrooms (one with a double and single bed) a spacious lounge/diner and  …see more

from £55 / night

£380 - £510 / week

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from £55 / night

(1) Excellent 

12

The Brambles - Upwey cottage sleeps 2

Weymouth / Upwey

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
The Brambles is a delightful 1 bedroom holiday cottage furnished with lone travellers, couples and pairs in mind. Situated just off the stunning Chesil Beach in the small, tranquil village of Langton Herring near Weymouth, it is one of seven family run farm holiday co  …see more

from £70 / night

£330 - £550 / week

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from £70 / night

(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

(8) Excellent 

17

Laurel Cottage - Sutton Poyntz cottage sleeps 8

Weymouth / Sutton Poyntz

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
Laurel Cottage is a charming 300 year old thatched cottage in the heart of the peaceful village of Sutton Poyntz on the outskirts of the seaside resort town of Weymouth. The interior has been refurbished to a high standard combining a modern kitchen and bathrooms with  …see more

from £150 / night

£990 - £1490 / week

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from £150 / 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

(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

(5) Excellent 

24

Hazel Copse Cottage - Langton Herring cottage sleeps 4

Weymouth / Langton Herring

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly
Hazel Copse Cottage is a spacious, light, comfortable barn conversion equipped with everything you'll need. Please Note: Arrival Days: Friday and Monday - minimum 3 night stay, in low season. Arrival Day: Friday - minimum 7 night stay in High Season. Located on th  …see more

from £129 / night

£581 - £850 / week

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from £129 / night

(102) Excellent 

19

Tidmoor Barn - Chickerell cottage sleeps 4

Weymouth / Chickerell

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Situated just off the coastal path ideal for walkers.On the outskirts of Chickerell village with its local pubs, just a five minute drive to Weymouth town with its fantastic beach and picturequest harbour. Ideal base for touring the surrounding Dorset Countryisde and  …see more

from £65 / night

£325 - £830 / week

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from £65 / night

(2) Excellent 

8

Pump Lodge - Upwey cottage sleeps 3

Weymouth / Upwey

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly
Pump Lodge is a one bedroom, self-contained home nestled in the grounds of Pump Cottage near the village of Upwey, Dorset. The cosy bedroom is situated on the first floor; it contains a king-size bed and an additional futon that would sleep either a child or a young adu  …see more

from £100 / night

£595 / week

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from £100 / night

(24) Very Good 

17

A Lovely Character 18th Century Holiday cottage - Weymouth cottage sleeps 5

Dorset / Weymouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children age 5+
To have a great Holiday they say you only need 3 things sun, sea and sand but to find your perfect holiday base its all about Location Location Location and Duckling cottage is spot on. Just 70 yards to the left you will find the famous blue flag central beach and espla  …see more

from £42 / night

£320 - £707 / week

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from £42 / night

(6) Very Good 

19

Castle Cove View: private access to sandy beach - Weymouth cottage sleeps 6

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
With sea views towards Portland and private access to sandy Castle Cove beach, Castle Cove View provides high quality modern accommodation perfect for family holidays or romantic getaways.  A downstairs shower room (including WC and basin) is ideal for washing down san  …see more

from £110 / night

£400 - £1150 / week

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from £110 / night

(15) Very Good 

18

Connaught Lodge - Weymouth cottage sleeps 4

Dorset / Weymouth

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Lovely newly renovated two bedroom detached cottage with garden, close to the Rodwell Trail, pleasant walk to harbour.Sleeps 4. On the ground floor there is a lounge and large kitchen diner with patio doors opening onto the patio. There is a large patio area opening ont  …see more

from £95 / night

£395 - £545 / week

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from £95 / 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

(3) Very Good 

11

Snaffles Cottage - Nottington cottage sleeps 4

Weymouth / Nottington

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
This cozy country cottage features a pet friendly policy but serves well for non-pet holders, too. Snaffles has an upstairs double bedroom and bathroom with a showerbath. On the ground floor the new kitchen and the twin bedroom is accessible through the classic lounge.  …see more

from £54 / night

£300 - £840 / week

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from £54 / night

(11) Excellent 

10

Hector our Family Holiday Cottage in Weymouth - Weymouth cottage sleeps 5

Dorset / Weymouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Welcome to Hector is our family friendly luxury self catering self catering holiday cottage. Hector is located in a private gated mews behind Brewers Quay very near to the Weymouth harbour side and only a few minutes from the beach, making it ideal for walking to a loc  …see more

from £52 / night

£360 - £836 / week

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from £52 / 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

(2) Excellent 

10

Pelham Cottage - Nottington cottage sleeps 4

Weymouth / Nottington

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Pet friendly Pelham Cottage features a shiny kitchen next to the cozy living-room. The bathroom with bathtub is on the ground floor, too. Twin and double bedrooms are upstairs. You can bring up to two pets for an extra charge per pet per week. Pelham sleeps up to 4 and  …see more

from £54 / night

£300 - £840 / week

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from £54 / night

(17) Very Good 

21

Upwey Cottage - Weymouth - Upwey cottage sleeps 4

Weymouth / Upwey

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
This cosy two bedroom cottage has its own sunny garden with garden loungers, table and chairs and BBQ. The quiet cottage is within easy reach of the beach and country walks. Set down a lane off the main link between the seaside town of Weymouth and Dorchester. Enjoy  …see more

from £110 / night

£320 - £590 / week

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from £110 / night

(2) Very Good 

6

Holiday Cottage to rent Upwey - Weymouth - Broadwey cottage sleeps 7

Weymouth / Broadwey

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
This home makes a very comfortable relaxing all year round base for exploring the surrounding area, with Weymouth's Georgian seafront and beach only a few miles away. Many walks can be taken locally, or along the nearby Jurassic coastline. Popular places to visit a  …see more

from £120 / night

£800 - £2200 / week

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from £120 / night

(1) Very Good 

10

3 Lower Farm Cottage - Weymouth cottage sleeps 5

Dorset / Weymouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
3 Lower Farm is a 2 bed room stone cottage situated on our working dairy farm between Weymouth and Abbotsbury, a short distance from Dorset's stunning Chesil Beach and Jurassic coast. It is full of character features such as wooden beams and an inglenook fireplace  …see more

from £85 / night

£380 - £750 / week

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from £85 / 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

20

Tradewinds (TRADE) - Weymouth cottage sleeps 4

Dorset / Weymouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Just sitting back and relaxing whilst watching a host of maritime vessels from traditional trawlers to luxury yachts coming into and out of the harbour from the comfort of this perfectly positioned apartment is one way to spend your time whilst on holiday here. Tradewi  …see more

from £74 / night

£515 - £1092 / week

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from £74 / 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

23

Coastguard Lookout (COAST) - Wyke Regis cottage sleeps 4

Weymouth / Wyke Regis

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Coastguard Lookout is situated in the popular Weymouth suburb of Wyke Regis, just minutes from Pirates Cove, a popular sandy inlet at the famous Fleet lagoon. A large natural inlet of water, the Fleet lagoon is a haven for wildlife. Coastguard Lookout is a newly built  …see more

from £64 / night

£447 - £947 / week

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from £64 / night

(5) Good 

24

PARADISE VILLA - Preston - Dorset cottage sleeps 7

Weymouth / Preston, Dorset

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Escape to these lovely beachfront chalet bungalows overlooking Weymouth Bay. Paradise Villa Sleeps 4 - 7 persons in 2 double bedrooms plus single Z bed option in the ensuite master bedroom and double sofabed in the lounge-diner. 1st floor master bedroom has an ensuite  …see more

from £150 / night

£450 - £1270 / week

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from £150 / night

21

Bayview Apartment (BAYV) - Weymouth cottage sleeps 4

Dorset / Weymouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Bayview is a period conversion in an upmarket development situated in a highly desirable area of Weymouth. The views available from the bedroom span from Portland, to the Nothe Fort and all the way around Weymouth Bay. The apartment has been finished to a high standard  …see more

from £58 / night

£400 - £852 / week

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from £58 / night

(2) Very Good 

11

28693 Cottage in Weymouth - Weymouth cottage sleeps 6

Dorset / Weymouth

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Pet friendly
SITUATED IN THE HEART OF LIVELY WEYMOUTH - CLOSE TO TOWN AND BEACH SLEEPS 4 + 2 This charming cottage offers contemporary accommodation and nestles in a small lane close to the bustling harbour side and town. An ideal base for enjoying all the area has to offer. W  …see more

from £55 / night

£385 - £840 / week

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from £55 / night

(3) Excellent 

15

The Willows - Langton Herring cottage sleeps 2

Weymouth / Langton Herring

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
The Willows is a delightful holiday cottage furnished with lone travellers, couples and pairs in mind. Situated just off the stunning Chesil Beach near Weymouth, it is one of seven family run farm holiday cottages comprising Character Farm Cottages. It is one of our sm  …see more

from £75 / night

£330 - £550 / week

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from £75 / 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

22

The Ferryman (FERRM) - Weymouth cottage sleeps 5

Dorset / Weymouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
The Ferryman is a very well presented character cottage which offers exciting and uninterrupted views across the harbour. There is always something to observe from the various windows to the cottage with Weymouth still having an active fishing port but with more than it  …see more

from £61 / night

£421 - £888 / week

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from £61 / night

1

Snooks Cottage - Upwey cottage sleeps 4

Weymouth / Upwey

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
Snooks Cottage is a wonderful Grade II listed, 17th century thatched cottage, situated opposite the village church in the picturesque Dorset village of Upwey, just four miles from Weymouth. The cottage can sleep four people in two double bedrooms and a ground floor bath  …see more

from £51 / night

£351 - £717 / week

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from £51 / night

8

Acacia House - Weymouth cottage sleeps 6

Dorset / Weymouth

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Acacia House is a comfortable, semi-detached cottage set in a residential area in Weymouth, Dorset. There are three bedrooms on the first floor, a ground floor bathroom and a first floor shower room. There's also a kitchen, a utility, a dining room and a sitting ro  …see more

from £49 / night

£337 - £783 / week

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from £49 / night

29

Dorset / Weymouth

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £65 / night

£400 - £900 / week

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from £65 / night

(1) Very Good 

19

Dorset / Weymouth

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £84 / night

£588 - £2022 / week

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from £84 / night

13

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £53 / night

£371 - £1103 / week

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from £53 / night

17

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £67 / night

£464 - £1432 / week

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from £67 / night

(3) Good 

17

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £62 / night

£433 - £1323 / week

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from £62 / night

13

Dorset / Weymouth

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+

 …see more

from £47 / night

£329 - £1015 / week

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from £47 / 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

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
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
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
Seaview Self Catering
Excellent

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

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