Cycling holiday villas and apartments Weymouth | Holiday Lettings

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Weymouth

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56 Holiday homes

Filters applied: Cycling holidays (56)

(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

(21) Excellent 

19

Holiday apartment rental

Dorset / Weymouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Car not necessary
“Fabulous” Clean and perfectly kitted out. Great property, great location, great views. If you want to walk a bit, this is for you. Not in the town centre, but a lovely coastal walk gets you there in 30 minutes and worth every minute. If you decide  …see more

from £75 / night

£375 - £625 / week

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from £75 / night

(27) Excellent 

20

West Country holiday lodge rental

Weymouth / Warmwell

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Lovely warm cosy and modern lodge” Really lovely lodge - everything felt brand new. Great park - perfect for kids of all ages. Will definitely book again.  …see more

from £80 / night

£489 - £1299 / week

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from £80 / night

(23) Excellent 

28

Holiday apartment in West Country

Dorset / Weymouth

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.02 km
  • Child friendly
“Amazing place” This is a true gem......we are grandparents who took two grandchildren away.....one 11 the other 13.... The location is ideal....turn right for the harbour, left for crazy golf and straight ahead for beach, The sun shone all week and th  …see more

from £45 / night

£295 - £760 / week

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from £45 / night

(28) Excellent 

24

Home rental in West Country

Weymouth / Rodwell

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Lovely house, great location, have just booked for this year!” We stayed here in February and the walks along the coast were bracing to say the least! It was a pleasure to come back and cosy up in this lovely house. Excellently decorated and furnishe  …see more

from £158 / night

£1100 / week

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from £158 / 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

(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

(9) Excellent 

23

Holiday caravan/mobile home in West Country

Weymouth / Littlesea Holiday Park

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Excellent” The caravan was in a great location with a gorgeous balcony at the front,the caravan was very clean and homely inside. Would defiantly recommend to friends and family  …see more

from £60 / night

£300 - £600 / week

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from £60 / night

(4) Excellent 

8

West Country holiday apartment rental

Weymouth / Greenhill

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Car not necessary
“Mrs” Great location as a stones throw from the beach. Beautiful view and private parking. Would recommend.  …see more

from £118 / night

£825 / week

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from £118 / 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

(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

(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

(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

(5) Excellent 

22

West Country holiday lodge rental

Weymouth / Warmwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
“Excellent location” The Lodge is suitable for all ages and situated in a good location to go to various tourists attractions. It is a very well equipped and done to a high specification. Facilities on the site also, even deer wandering around truly  …see more

from £175 / night

£739 - £1649 / week

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from £175 / night

(9) Excellent 

14

Holiday caravan/mobile home rental

Weymouth / Chickerell

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly
“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

from £54 / night

£920 / week

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from £54 / 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

(21) Excellent 

17

Holiday apartment accommodation

Weymouth / Wyke Regis

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+
“Exciting Opportunities” Friends & I stayed at apartment for one week and it was a really wonderful week. Many exciting opportunities nearby or easily accessible such as bike riding, beach, shopping, amusement arcade, Sea Life Centre, many restaurants  …see more

from £50 / night

£325 / week

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from £50 / 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

(46) Excellent 

22

Holiday b&b in West Country

Weymouth / Preston, Dorset

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Private garden
“Absolutely Wonderful place to stay” We were only the second people to stay at this B&B. I can say that the rooms were very well appointed, beautifully decorated and immaculatly clean. Rosemary even supplied toiletries for our use. Breakfast was serve  …see more

from £80 / night

£560 / week

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from £80 / night

(6) Excellent 

10

Holiday bungalow accommodation

Weymouth / Nottington

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“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  …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

(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

(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

(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

(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

(8) Excellent 

26

Holiday caravan/mobile home in West Country

Weymouth / Preston, Dorset

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
“Lovely Holiday” Weymouth Bay, Haven caravan park, is extremely well maintained. It is clean, neat and tidy everywhere you go. Reception staff are very helpful and polite. As it is located on the Preston side of Weymouth it is a very short car ride to  …see more

from £100 / night

£500 - £1200 / week

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from £100 / 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

(7) Excellent 

10

Holiday caravan/mobile home with shared pool in West Country

Weymouth / Littlesea Holiday Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Lovely break” The caravan was clean and tidy and had everything we needed. The children loved the park and surrounding areas. Plenty to do for the children.  …see more

from £40 / night

£250 - £700 / week

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from £40 / night

(3) Excellent 

20

West Country holiday home rental

Dorset / Weymouth

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Ocean House is situated in the heart of Weymouth. All amenities are on the door step. The beach and seafront are accessible within a minutes walk, ideal for family seaside holidays, dog walking holidays, exploring the Jurassic Coast, Sailing breaks etc. Victorian town  …see more

from £150 / night

£1050 - £1750 / week

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from £150 / night

(4) Excellent 

24

Holiday lodge with shared pool in West Country

Weymouth / Wyke Regis

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Linen & towels provided. Non smoking; no pets. Families; couples only - no single-sex parties.  …see more

from £200 / night

£800 - £1395 / week

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from £200 / night

(18) Very Good 

18

West Country holiday cottage rental

Dorset / Weymouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Excellent compact accommodation” House had almost everything we needed, easy to use appliances with instructions provided, comfortable beds and enough room for two adults and two teenagers without being cramped  …see more

from £95 / night

£395 - £725 / week

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from £95 / 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

(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

(24) Very Good 

26

West Country holiday cottage rental

Weymouth / Langton Herring

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Private garden
Luxury cottage for 2 or possible 4 (cot also available)Dorset coastlineCosy cottagePeace and quietOpen log fireWarm and cosyRomantic hideawayHoneymoon WalkingJurassic coastlineDorset coastlineIf you want to unwind from a stressful lifestyle, the grooms cottage is the ri  …see more

from £120 / night

£450 - £850 / week

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from £120 / night

26

Holiday caravan/mobile home rental

Dorset / Weymouth

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Hi. We are Weymouth bay breaks. You can also find us on Facebook, ' Weymouth bay breaks ' We offer a Large 3/4 bedroom Platinum caravan, - with decking. The caravan has a freestanding sofa & 2 arm chairs, fire place in the lounge. The lounge is the heart of the cara  …see more

from £55 / night

£1295 / week

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from £55 / 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

(4) Excellent 

9

Holiday caravan/mobile home rental

Weymouth / Littlesea Holiday Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This well presented, 8 berth Willerby Salsa (2013) double glazed caravan has everything that you would expect from a 'home away from home' including a gas fire and electric fan heaters in all bedrooms. It is in a very comfortable setting close to all the amenities that  …see more

from £30 / night

£180 - £750 / week

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from £30 / night

(106) Excellent 

19

Cottage accommodation in Chickerell with golf nearby

Weymouth / Chickerell

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Lovely accommodation, well equipped, welcoming.” We stayed at the Stables. Sarah greeted us warmly on arrival, letting us in through the remote control secure gates. We were given a fob or could use the keypad to let ourselves in & out during our stay  …see more

from £65 / night

£325 - £830 / week

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from £65 / night

19

B&b rental in West Country

Dorset / Weymouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
Boutique 5 star Bed and Breakfast in rural location Close to Dorset's Jurassic coast 6 miles from the county town of Dorchester Walks from the gate Dog friendly Facilities and features per suite Priced per suite per night  …see more

from £80 / night

£499 / week

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from £80 / 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