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

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31 Holiday homes

(10) Excellent 

17

Holiday cottage in West Country

Weymouth / Sutton Poyntz

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
“Lovely cottage in beautiful village” We thoroughly enjoyed our week at Laurel Cottage, plenty of room for 7 of us (5 adults and 2 children). Good pub in the village, another 2 pubs and fish & chips within walking distance, handy for Weymouth (a bus g  …see more

from £150 / night

£990 - £1490 / week

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from £150 / night

(5) Very Good 

12

Holiday barn in Abbotsbury

Weymouth / Abbotsbury

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 3 km
  • Child friendly
  • Pet friendly
“Great Christmas” We stayed here with family over Christmas and had a great time, couldn't have asked for more. It was peaceful, within a short walk of the coastal path and a pleasant, hilly, off road walk to the nearest village and friendly local pub  …see more

from £69 / night

£480 - £1350 / week

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from £69 / night

(22) Very Good 

13

Holiday cottage in West Country

Weymouth / Wyke Regis

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Lovely House in a great coast side location” Despite the weather (!) we found the house charming and cosy and warm. Clean and tidy rooms and a comfortable bed. Local shop nearby ideal for stocking up for the weekend and Weymouth is only a short car t  …see more

from £57 / night

£350 - £600 / week

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from £57 / night

(10) Excellent 

57

Holiday cottage in Upwey

Weymouth / Upwey

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Shhhhhh! Dont tell anyone” This is a great place to stay in Dorset. You have the quiet setting of Upwey but with the local activities just down the road. The house was superb and enough for the 4 of us. The host , could not be more genuine and hone  …see more

from £179 / night

£899 - £1599 / week

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from £179 / night

(17) Very Good 

21

Holiday home rental

Dorset / Weymouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
“5 star, with personal touches, plenty of space and facilities for all ages” The owners were very welcoming when they showed us around and very quick to refund the deposit. The house was clean and well presented. It had all the equipment necessary in  …see more

from £273 / night

£1490 - £3300 / week

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from £273 / night

(4) Excellent 

11

Abbotsbury holiday barn rental

Weymouth / Abbotsbury

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Pet friendly
“Stunning stables” We had the most wonderful holiday in this idyllic location - very rural but not far from the beach and lots of activities for the children to enjoy . Great walks with the dog too . Stunning conversion of the Stables . Loved the secon  …see more

from £300 / night

£695 - £2000 / week

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from £300 / night

(22) Excellent 

29

Cottage accommodation in West Country

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

(15) Excellent 

22

Holiday farmhouse rental

Weymouth / Wyke Regis

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
“Great for families comfortable” We loved Dorset and the house proved to be a useful base. It was attractive although there were a few signs of damp in one of the bedrooms. we were surprised that it was in the middle of housing development but that did  …see more

from £185 / night

£1295 - £1775 / week

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from £185 / night

(20) Very Good 

14

Holiday bungalow with golf nearby in Chickerell

Weymouth / Chickerell

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Ideal accommodation for a relaxing break” Set in lovely surroundings. Zara very welcoming. Accommodation clean & lovely. Bed very comfortable.  …see more

from £55 / night

£355 - £675 / week

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from £55 / night

(1) Excellent 

39

Holiday cottage in Upwey

Weymouth / Upwey

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
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

from £253 / night

£1012 - £2054 / week

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from £253 / night

(13) Very Good 

24

West Country holiday home rental

Weymouth / Greenhill

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly
“Wonderful house and location” When we arrived we were delighted by the airy and spacious accommodation. The dining room is bright and has a large table that the whole party (11 of us) could comfortably sit around. The kitchen is beautiful and has all  …see more

from £300 / night

£1000 - £2550 / week

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from £300 / night

(8) Excellent 

19

Holiday cottage in West Country

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Very good, everything as promised” The flat is very clean, absolutely no allergy problems. Nicely decorated, just enough but not to much stuff, beautiful photographs from the region. Everything in a very good shape. Advisable: Take your bikes with y  …see more

from £110 / night

£400 - £1150 / week

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from £110 / night

(3) Excellent 

11

Barn rental in Abbotsbury

Weymouth / Abbotsbury

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 3 km
  • Child friendly
  • Pet friendly
“Wonderful weekend away in Abbotsbury” The Grain Store was superb, very clean and tidy, everything there you could possibly want. The building has great character and is beautifully laid out. The views are stunning and the walks are great. It’s the bes  …see more

from £72 / night

£500 - £1400 / week

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from £72 / night

(4) Excellent 

15

Holiday barn in Abbotsbury

Weymouth / Abbotsbury

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
“Dorset Dream” Perfect location for exploring the glorious countryside and coast. The lodge is absolutely gorgeous and its location is ideal for exploring by foot or car. Chisel beach is really close to Abbotsbury as is Weymouth, Lyme Regis, and Port  …see more

from £105 / night

£730 - £1760 / week

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from £105 / night

(1) Excellent 

12

Holiday cottage in Upwey

Weymouth / Upwey

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“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 f  …see more

from £70 / night

£330 - £550 / week

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from £70 / night

(1) Very Good 

10

Cottage rental in West Country

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 Cottage is a 2 bedroom cottage which sleeps up to 5 people. Situated near the seaside town of Weymouth and the stunning Chesil beach. It offers the chance to enjoy a traditional farm stay in a character property full of original features and a log fire.  …see more

from £85 / night

£380 - £750 / week

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from £85 / night

(2) Excellent 

21

Holiday barn in West Country

Weymouth / Langton Herring

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly
“Beautiful cottage, Amazing location.” One of the best cottages we've ever stayed in. It was such a surprise when we opened the door to the bright, open beamed cottage. The owners were so welcoming, and all the little extras they put in the cottage r  …see more

from £126 / night

£569 - £807 / week

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from £126 / night

(5) Very Good 

19

West Country holiday apartment rental

Dorset / Weymouth

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Ishara Holiday Apartment, Self Catering Holiday Let Family Accomadation in Weymouth Dorset. Close to Beach, Bus /Train Stations, Shops, Pubs and Restaurants  …see more

from £65 / night

£400 - £900 / week

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from £65 / night

(17) Very Good 

21

Upwey holiday cottage rental

Weymouth / Upwey

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“A wonderful home-from-home cosy cottage, recommended” We loved this little cottage. Our boys (6 & 4) loved the games/toys that the owners children had kindly donated, there were so many! We enjoyed looking at all the books on offer, however, due to u  …see more

from £110 / night

£320 - £695 / week

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from £110 / night

(1) Excellent 

12

Holiday cottage in Upwey

Weymouth / Upwey

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
The Swallows is a 2 bedroom self catering cottage available for weekly lets or short breaks out of season. It is situated 5 miles from Weymouth just off the Fleet and Chesil beach and the Coastal Footpath literally runs past the cottage.  …see more

from £85 / night

£380 - £750 / week

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from £85 / night

(10) Very Good 

39

Holiday home in West Country

Weymouth / Greenhill

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Excellent - highly recommended - great location” My wife and I stayed at Les Goelands for 4 nights in March, we could not fault the place. The house is spacious, well presented and had everything we needed for a relaxing break by the sea (which is a 5  …see more

from £200 / night

£1200 - £1300 / week

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from £200 / night

(4) Excellent 

11

Cottage rental in West Country

Weymouth / Nottington

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Peaceful, pleasant stay in a cute cottage” We and our 2 small dogs stayed at Snaffles Cottage in early September. When we arrived the cottage was lovely and clean and a welcome tray had been prepared. The cottage was a perfect size for us. The kitchen  …see more

from £54 / night

£300 - £840 / week

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from £54 / night

(3) Excellent 

10

West Country holiday cottage rental

Weymouth / Nottington

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“wonderful holiday between horses and nature places to discover” the cottage is lovely and clean, elisabeth and andreas are very hospitable, there are many places to visit and supermarkets is near, need to have the machine  …see more

from £54 / night

£300 - £840 / week

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from £54 / night

(65) Excellent 

20

Log cabin rental in West Country with shared pool

Weymouth / Warmwell

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Perfect, just what we wanted for our weekend break” Just returned from our weekend break and we were really pleased with the size of the lodge, it was perfect as we had family visiting us most of the weekend and the lounge area, especially, was very s  …see more

from £68 / night

£439 - £1195 / week

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from £68 / night

(7) Very Good 

24

West Country holiday cottage rental

Weymouth / Langton Herring

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly
“Time with a Dear Friend.....” Hazel Copse Cottage, peaceful, beautiful, breath-taking views and absolutely comfortable. A great get-a-way. Highly recommend it. If you are a creative, it's a real treasure, for painting, writing and photography. Ameni  …see more

from £133 / night

£599 - £850 / week

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from £133 / night

(2) Very Good 

6

Holiday cottage in West Country

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

15

Cottage rental in Abbotsbury

Weymouth / Abbotsbury

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
A charming 2 bedroom traditional Dorset cottage situated on a working dairy and beed farm, a short walk from Chesil Beach and an easy drive from Weymouth, surrounded by stunning country side.  …see more

from £86 / night

£600 / week

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from £86 / night

(14) Very Good 

22

West Country holiday townhouse rental

Weymouth / Greenhill

7 26 Min stay varies

  • 7 bedrooms
  • Sleeps 26
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly
ideal for a beach holiday, or as a base to explore the numerous attractions locally.  …see more

from £600 / night

£1300 - £3000 / week

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from £600 / night

23

Barn rental in West Country

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

17

Holiday cottage in West Country

Weymouth / Langton Herring

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
A charming 2 bedroom traditional Dorset cottage situated on a working dairy and beef farm, a short walk from Chesil Beach and an easy drive from Weymouth, surrounded by stunning country side ideal for walking.  …see more

from £85 / night

£410 - £750 / week

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from £85 / night

(2) Very Good 

28

Holiday cottage in West Country

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

Top Destination reviews

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
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
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
Fox Crossing Bed and Breakfast
Perfect

An absolutely perfect place to stay. Spotlessly clean. Excellent food. Home from home. Rosemary just could not do any more to make this any better. Thank you. … see more
Vitality Cottage
Lovely cottage in quiet village close to Dorchester and Weymouth

We stayed for a week with teenage daughters and an elderly parent, and had a wonderful time. Very quiet (apart from Saturday night when a private party at the nearby pub continued into the small hours). We ate twice in the pub, but otherwise cooked a … see more
Little Gem - Lovely Sea views
A Gem of a Holiday

We have just returned from a two week stay at Little Gem and have had a great time. The views were amazing, everything was just as advertised. And the bed was so comfortable. So much to see and do,we would love to come back again ,Thanks Jon. … see more