Cottages in Weymouth and self catering accommodation – Holiday Lettings - Holiday Rentals Weymouth

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Weymouth

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168 Holiday homes

(23) Excellent 

28

Holiday apartment in Weymouth

Dorset / Weymouth

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 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 £47 / night

£305 - £760 / week

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from £47 / night

(27) Excellent 

20

Warmwell 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

(28) Excellent 

24

Home rental in Rodwell

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

(9) Excellent 

23

Holiday caravan/mobile home in Littlesea Holiday Park

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 - £750 / week

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from £60 / 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

(30) Very Good 

17

Holiday cottage in Weymouth

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+
“Cosy little cottage, excellent location, lovely.” stayed for three nights, charming little cottage, the decor was welcoming and homely. Close to everything one could ever want or need in life. Had a fantastic stay, would recommend. Look forward to sta  …see more

from £42 / night

£327 - £707 / week

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from £42 / night

(10) Excellent 

17

Holiday cottage in Sutton Poyntz

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

(23) Excellent 

29

Cottage accommodation in Weymouth

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“lovely” Lovely house well renovated and designed. Three good sized bedrooms. Knock through living area a bit tight for six, but I imagine in the warmer weather with the sweet comfortable courtyard open that would be resolved. Lovely, courteous owners.  …see more

from £80 / night

£600 - £850 / week

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from £80 / night

(17) Excellent 

19

Warmwell holiday lodge rental

Weymouth / Warmwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Outstanding!” We arrived at Warmwell Holiday Park (3 adults, 3 children aged 5,4 and 3) and collected keys from reception who were very friendly and helpful, we then found 144 Kingfisher Lakes and couldn't believe how lucky we were! What a beautiful h  …see more

from £100 / night

£629 - £1479 / week

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from £100 / night

(25) Excellent 

16

Holiday home in Weymouth

Dorset / Weymouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Fabulous holiday home” Henley house is fabulous. 4 bedrooms, 2 lounges, spacious kitchen and dining room. It had everything we wanted and more. The garden is also lovely and a real sun trap. The house is at the top of a steep hill so you have to fact  …see more

from £120 / night

£615 - £1350 / week

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from £120 / 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

13

Apartment rental in Weymouth

Dorset / Weymouth

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 0.1 km
  • Child friendly
  • Car not necessary
Self contained flatlet comprising of 1 bedroom with a double bed, and a single bed if required. Lounge with futon. Kitchenette with ensuite shower/wc. The kitchenette includes fridge, combi microwave, kettle and toaster. A hospitality tray will be provided. The futon op  …see more

from £55 / night

£250 - £405 / week

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from £55 / night

(4) Excellent 

24

Holiday lodge with shared pool in Wyke Regis

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 £150 / night

£800 - £1395 / week

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from £150 / 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

(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

16

Apartment rental in Weymouth

Dorset / Weymouth

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly
This well equipped 3 bedroom family apartment is situated just 100 metres to Weymouth's family from friendly award winning beach. This apartment comes with 3 en suite bedrooms, living room, integrated kitchen/ diner, and roof terrace. It's position is perfect  …see more

from £130 / night

£900 / week

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from £130 / night

(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

(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

(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

(22) Very Good 

13

Holiday cottage in Wyke Regis

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 £60 / night

£350 - £600 / week

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from £60 / 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

(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

(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

(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

(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

(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

(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
Situated 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

(18) Very Good 

18

Weymouth 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

10

Holiday apartment in Weymouth

Dorset / Weymouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
A well presented two bedroom ground floor apartment situated on Weymouth harbourside. The apartment offers good size accommodation and secure off road parking for one vehicle. Ideally located for the town, beach and harbour. The apartment is well fitted with open pla  …see more

from £75 / night

£530 - £750 / week

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from £75 / 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

(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

(5) Excellent 

22

Warmwell 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

(1) Excellent 

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 hea  …see more

from £45 / night

£275 - £1295 / week

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from £45 / 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

(6) 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
“Very comfortable” Clean and comfortable, central for Weymouth and Portland. We were 3 adults and found the facilities ample for our needs. The staff we met were very helpful.  …see more

from £70 / night

£380 - £750 / week

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from £70 / 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

(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

(22) Very Good 

13

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

£400 - £675 / week

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from £55 / night

(11) Excellent 

10

Holiday cottage in Weymouth

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,  …see more

from £55 / night

£380 - £836 / week

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from £55 / 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 £75 / night

£330 - £550 / week

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from £75 / night

Weymouth Holiday Cottages & Self Catering Apartments

On Holiday Lettings you'll find over one hundred holiday cottages in Weymouth, Dorset's ultimate sun-soaked destination for families on summer holiday. These cottages come with the privacy and amenities you're used to at home, without the high cost of a traditional hotel. Stay along the ocean in Weymouth and experience this hot spot like a local would. A cottage rental in Weymouth is an ideal choice for couples, families and even large groups. Choose the rental that fits your needs best and book today!

About Weymouth

The golden sands and safe shallow waters make Weymouth the perfect place to enjoy the best of a British seaside holiday with your family. Situated on a sheltered bay at the mouth of the River Wey on the English Channel coast, Weymouth is the third-largest settlement in Dorset. Summers in Weymouth are full of sand, surf and entertainment, and the small community loves visitors. The main attraction is the three mile beach, with its level promenade, just minutes from the town centre where high street stores sit alongside quaint and specialist local shops. Weymouth's popularity as a seaside resort is attributed to King George III who came to bathe in the sea as a health cure for his nervous disorder. The coastline, the Jurassic Coast, was just designated as a world heritage site.

Things to do in Weymouth

The titular beach is the busiest area daily in Weymouth - from traditional attractions such as Punch and Judy shows and donkey rides to lively events and international sporting championships, not to mention plenty of ice cream and seafood. Water sports are extremely popular in the area, from kite surfing to snorkeling to fishing charters. Divers come to the area to explore the many wrecks lying around the coast, too.

Walk along the Legacy Trail that stretches all along the area and enjoy beautiful views and stop in to the towns you pass. Take a ride on the Jurassic Skyline Tower and be awed by the views of Weymouth Bay. Head over to the Weymouth wetlands or Radipole Lake to see amazing wildlife and learn about the natural aspects of Weymouth.

Grab dinner at the historic waterfront harbour for the freshest local fish and chips and watch the boats go by. Take part in Sandworld, the sand sculpture festival that kicks into high gear in the summer time. Splash into the Weymouth Sea Life Adventure Park to stay cool and get up close with your favorite marine and land animals. There's a cinema, amusement arcades, and much more for the kids, you'll never run out of fun and attractions in Weymouth.

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
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
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