Horse riding holiday villas and apartments Weymouth | Holiday Lettings

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Weymouth

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48 Holiday homes

Filters applied: Horse riding (48)

(7) Very Good 

6

Studio rental in Chickerell

Weymouth / Chickerell

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 4 km
  • Car not necessary
“A lovely well equipped apartment” The apartment had everything we needed. Had a lovely 4 night stay would definitely book again thanks Nicky  …see more

from £45 / night

£295 - £410 / week

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from £45 / 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 £80 / night

£430 - £645 / week

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from £80 / 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 £364 / night

£1639 - £3300 / week

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from £364 / night

(7) Excellent 

10

Holiday caravan/mobile home with shared pool in Littlesea Holiday Park

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

(8) Excellent 

19

Holiday cottage in Weymouth

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 £170 / night

£400 - £1150 / week

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from £170 / night

(2) Excellent 

25

Littlesea Holiday Park holiday caravan/mobile home rental

Weymouth / Littlesea Holiday Park

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Fantastic” The caravan had everything we needed and more loverly location it was clean and tidy not like some caravans we been in where you need to do your own cleaning i would recommend this caravan to anyone who just likes to relax  …see more

from £93 / night

£650 - £900 / week

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from £93 / 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

(8) Very Good 

24

Holiday home in Greenhill

Weymouth / Greenhill

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Fantastic property....perfect location” We never normally write reviews, but this trip deserves it! The service has been impeccable! Right from our first enquiry we were looked after and given helpful advise about our stay, which made our trip very  …see more

from £220 / night

£900 - £1790 / week

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from £220 / night

(46) Excellent 

22

Holiday b&b in Preston, Dorset

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 - £630 / week

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from £80 / 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 £50 / night

£400 - £675 / week

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from £50 / night

(3) Excellent 

20

Weymouth 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

(8) Excellent 

26

Holiday caravan/mobile home in Preston, Dorset

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 - £1050 / week

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from £100 / night

(16) 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

(1) Very Good 

10

Cottage rental in Weymouth

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

£410 - £750 / week

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from £85 / 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

£410 - £750 / week

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from £85 / night

(24) Very Good 

27

Langton Herring 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 coastline<br />If you want to unwind from a stressful lifestyle, the grooms cotta  …see more

from £180 / night

£450 - £800 / week

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from £180 / night

(4) Excellent 

11

Cottage rental in Nottington

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

(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

(2) Very Good 

23

Holiday caravan/mobile home with shared pool in Littlesea Holiday Park

Weymouth / Littlesea Holiday Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
Come and stay in a superb caravan on a great holiday park and enjoy a family holiday to remember.  …see more

from £55 / night

£1250 - £1740 / week

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from £55 / night

(2) Excellent 

21

Holiday barn in Langton Herring

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 / week

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from £126 / night

19

B&b rental in Weymouth

Dorset / Weymouth

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • 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 <br />Facilities and features per suite Priced per suite per night  …see more

from £80 / night

£499 / week

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from £80 / night

(2) Very Good 

19

Holiday caravan/mobile home in Wyke Regis

Weymouth / Wyke Regis

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
This luxury caravan is situated next to Sandsfoot Castle, 2 minutes walk from Sandfoot Beach, it is located on a small private caravan park of only 12 caravans. It has a large balcony with seating with sea views. It is 1 minute walk from the Rodwell Trail, which connect  …see more

from £70 / night

£500 - £685 / week

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from £70 / 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

(13) Very Good 

24

Greenhill 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

(4) Excellent 

8

Greenhill 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

(5) Very Good 

19

Weymouth 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

(3) Excellent 

10

Nottington 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

(2) Very Good 

6

Holiday cottage in Broadwey

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) Excellent 

23

Barn rental in Weymouth

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

(13) Very Good 

16

Holiday home in Weymouth

Dorset / Weymouth

8 23 Min stay varies

  • 8 bedrooms
  • Sleeps 23
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Excellent location, clean facilities~& all well maintained” We stayed with 4 other families and a friend and the bunkhouse was perfect for our requirements. Everywhere was warm & clean with plenty of hot water and good cooking facilities. Location i  …see more

from £104 / night

£728 / week

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from £104 / night

(5) Average 

24

Cottage rental in Preston, Dorset

Weymouth / Preston, Dorset

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Fantastic location. Run down accomodation” Paradise Villa Fantastic location overlooking a fantastic view and beach and with nothing in between, you pay for the location and the owner knows it! The owner is very pleasant and easy to contact. There  …see more

from £150 / night

£350 - £1165 / week

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from £150 / 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

18

Holiday b&b in Weymouth

Dorset / Weymouth

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • 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<br />Facilities and features per suite Priced per suite per night  …see more

from £80 / night

£499 / week

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from £80 / night

(7) Very Good 

24

Langton Herring 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 / week

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from £133 / night

(10) Very Good 

39

Holiday home in Greenhill

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

(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

(4) Very Good 

10

Holiday apartment rental

Weymouth / Greenhill

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Car not necessary
“Great location with views of the sea.” Stayed here for the last week of October/1st week November.Came here for a half term break with my wife.we found the property to be well furnished and overall very clean.the rooms are big with the main room havin  …see more

from £150 / night

£825 / week

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from £150 / night

(14) Very Good 

22

Greenhill 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 £700 / night

£1800 - £3000 / week

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from £700 / night

17

Holiday cottage in Langton Herring

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

(3) Excellent 

15

Holiday cottage rental

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 comfortable self catering holiday cottage situated near Weymouth and the wonderful Jurrasic Coastline. The cottage is Gold Star rated by the English Tourist Board.  …see more

from £75 / night

£330 - £550 / week

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from £75 / night