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Cottages in Weymouth and Self catering accommodation – Holiday Lettings – Holiday Rentals Weymouth

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854 Holiday homes

Holiday home in Weymouth

Weymouth house

4 bedrooms • 2 bathrooms • sleeps 8

“Great location, lovely, clean house” We had a brilliant week at Henley house. It is spacious, well maintained and very homely. It is a short walk from the harbour, town centre and beach. The house was well equipt with everything you might need and is perfect for a family holiday.

from £130 / night

£845 - £1,800 / week

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Holiday cottage in Sutton Poyntz

Sutton Poyntz cottage

4 bedrooms • 3 bathrooms • sleeps 8

“Beautiful Property” Just returned from our holiday spent in Laurel Cottage and what a wonderful time we all had, despite the generally poor weather. From the initial wow from our 3 year old granddaughter when we first opened the door to her sigh of disappointment when we turned to leave, it was everything we could have hoped for. Beautiful outside it was much bigger than we expected inside too but superbly equipped with everything you could need. The place was immaculate from the crisp white sheets and bedding to the property itself. Loads of toys, games and CDs to use if the weather is poor to beautiful spacious gardens when it is, it was a perfect property and surely couldn’t disappoint anybody. Only a few minutes from central Weymouth and it’s beaches, of which the central beach is best for sand, the cottage is perfectly situated for leisure and any shopping needed. We did do Craig’s Farm and the cakes and ice cream were delicious. Due to the weather we didn’t barbecue but there is a nice area to do so. All in all both the cottage and location make for a thoroughly relaxing break and with everything you could want and need included you just need the weather for a truly lovely break.

from £258 / night

£1,603 - £1,832 / week

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Holiday caravan/mobile home rental

Chickerell caravan/mobile home

2 bedrooms • 1 bathroom • sleeps 6

from £149 / night

£1,042 / week

1 / 14

Weymouth holiday cottage rental

Weymouth cottage

2 bedrooms • 1 bathroom • sleeps 5

“What a lovely cosy cottage with parking,” Situated just a very short walk to the beach, and also to the town centre. Plenty of bars restaurants in the area. Lovely friendly pub just across the road. The cottage is cute, cosy and very clean. Tv in master bedroom, Lovely rainfall shower /over bath. Very well looked after. Had a lovely week stay. Cant find any fault (except no egg cups, but we bought some and left them for the next guest ) Everything else seems to have been well thought out. Stairs took a bit of getting used to, only banged head once ! Overall , well placed , Well cared for. An Parking on site such a bonus. We just left the car parked all week and got the bus a few times for days out. Hope to go back again soon.

from £52 / night

£361 / week

1 / 21

Nottington holiday cottage rental

Nottington cottage

2 bedrooms • 1 bathroom • sleeps 4

from £138 / night

£962 / week

1 / 18

Apartment rental in Weymouth

Weymouth apartment

1 bedroom • 1 bathroom • sleeps 6

from £45 / night

£260 - £550 / week

1 / 12

Weymouth holiday apartment rental

Weymouth apartment

1 bedroom • 1 bathroom • sleeps 6

from £40 / night

£250 - £475 / week

1 / 9

Holiday cottage in Weymouth

Weymouth cottage

2 bedrooms • 1 bathroom • sleeps 5

“Beautifully presented jewel of a property in a quiet central location.” Charming house, beautifully decorated and presented. Stairs very narrow and steep so not really good for elderly folk, otherwise absolutely delightful throughout and hosts very helpful and quick to respond with assistance. Really loved our stay here, thank you! Also, very convenient for the town and the beach, and there's a great Indian take away very nearby! And...loved the bathroom and kitchen!!!

from £52 / night

£361 / week

1 / 20

Holiday home in Greenhill

Greenhill house

3 bedrooms • 2 bathrooms • sleeps 5

from £229 / night

£1,603 / week

1 / 34

Warmwell holiday lodge rental

Warmwell lodge

2 bedrooms • 2 bathrooms • sleeps 6

“Good, clean accommodation, quiet area, great holiday!” We were extremely lucky to have a full week of glorious sunshine so this has gone down as one of our best holidays. Booking was easy and Pam was very helpful. The accommodation was clean and as described. The outside decking area was fantastic as it was all fenced in and had a gate so we were able to relax knowing our children were not able to escape! We were able to take full advantage of the outside table and chairs which were clean and comfortable. The lodge is set in a very quiet area and far enough away from the club house to not even know it was there! We used the swimming pool, which had a flume and wave machine, daily. The changing rooms were clean and the pool with it's sloping entrance was great for even the youngest of our three children. The play parks within the site are good, clean and enjoyable for the children. Warmwell is very well positioned for visiting the local attractions such as Weymouth beach, Portland and Lulworth Cove. There was plenty to do both at the site and the surrounding area.

from £86 / night

£573 - £1,718 / week

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Holiday barn in Langton Herring

Langton Herring barn

2 bedrooms • 1 bathroom • sleeps 4

from £172 / night

£1,203 / week

1 / 21

Cottage rental in Nottington

Nottington cottage

2 bedrooms • 1 bathroom • sleeps 4

from £138 / night

£916 / week

1 / 18

Holiday bungalow accommodation

Nottington bungalow

2 bedrooms • 1 bathroom • sleeps 4

from £138 / night

£962 / week

1 / 17

Holiday lodge rental

Warmwell lodge

2 bedrooms • 1 bathroom • sleeps 4

from £69 / night

£447 - £1,512 / week

1 / 11

Home rental in Weymouth

Weymouth house

3 bedrooms • 3 bathrooms • sleeps 6

from £67 / night

£470 - £1,148 / week

1 / 12

Holiday apartment in Weymouth

Weymouth apartment

2 bedrooms • 2 bathrooms • sleeps 4

“Great apartment” An excellent apartment overlooking marina.Spacious and very clean with gated parking which is great. Beach only a three minute walk away. Host Alison does a meet and greet and explained everything. She was very helpful with nothing too much bother for her.

from £92 / night

£481 - £1,260 / week

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Holiday cottage in Upwey

Upwey cottage

1 bedroom • 1 bathroom • sleeps 2

from £126 / night

£470 - £745 / week

1 / 30

Holiday apartment with golf nearby in Weymouth

Weymouth apartment

2 bedrooms • 1 bathroom • sleeps 4

from £98 / night

£1,088 - £1,315 / week

1 / 34

Weymouth holiday cottage rental

Weymouth cottage

3 bedrooms • 2 bathrooms • sleeps 5

from £161 / night

£1,123 / week

1 / 38

Holiday apartment rental

Weymouth apartment

1 bedroom • 1 bathroom • sleeps 2

“Really relaxing holiday” We enjoyed our stay and visited places around Weymouth. The apartment was lovely will great sea views and a lovely garden. the bed was very comfortable. the only things we found was the patio door didn't locK. The shower dripped after use the little window needs to be open n the bathroom due to condensation build up. Also the settee was really very uncomfortable. I used the chair from the bedroom. The weather was lovely during our stay. We would recommend it. With the issues stated being addressed. Thank you and take care.

from £98 / night

£544 - £876 / week

1 / 19

Littlesea Holiday Park holiday caravan/mobile home rental

Littlesea Holiday Park caravan/mobile home

2 bedrooms • 2 bathrooms • sleeps 6

from £148 / night

£1,031 / week

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Holiday cottage in Langton Herring

Langton Herring cottage

2 bedrooms • 1 bathroom • sleeps 5

from £161 / night

£567 - £974 / week

1 / 40

Holiday caravan/mobile home rental

Weymouth caravan/mobile home

3 bedrooms • 2 bathrooms • sleeps 6

from £343 / night

£2,397 / week

1 / 4

Holiday lodge with shared pool in Wyke Regis

Wyke Regis lodge

2 bedrooms • 2 bathrooms • sleeps 6

from £189 / night

£1,323 / week

1 / 23

Holiday cottage in Weymouth

Weymouth cottage

2 bedrooms • 3 bathrooms • sleeps 5

from £137 / night

£958 / week

1 / 10

Warmwell holiday lodge rental

Warmwell lodge

3 bedrooms • 2 bathrooms • sleeps 6

“Keepers Lodge” Recently stayed here for 4 days and didn't want to leave. The lodge is beautifully furnished and very homely and has everything you need. The view over the lake was perfect and is only a short drive to the amazing jurassic coast. I definitely recommend a stay in this lodge. Thank you Pam, it was the perfect place to relax after working from home for the past year.

from £109 / night

£773 - £2,061 / week

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Langton Herring holiday cottage rental

Langton Herring cottage

2 bedrooms • 2 bathrooms • sleeps 4

from £189 / night

£1,323 / week

1 / 24

Holiday cottage in Weymouth

Weymouth cottage

3 bedrooms • 1 bathroom • sleeps 6

from £103 / night

£573 - £1,260 / week

1 / 28

Holiday cottage in Upwey

Upwey cottage

2 bedrooms • 1 bathroom • sleeps 4

from £149 / night

£567 - £974 / week

1 / 32

Weymouth holiday apartment rental

Weymouth apartment

3 bedrooms • 1 bathroom • sleeps 8

from £103 / night

£573 - £1,260 / week

1 / 19

Holiday home in Weymouth

Weymouth house

7 bedrooms • 7 bathrooms • sleeps 15

from £682 / night

£4,769 / week

1 / 20

Holiday caravan/mobile home in Weymouth

Weymouth caravan/mobile home

3 bedrooms • 2 bathrooms • sleeps 6

“The perfect ‘Haven’ for a stay!” A beautiful, well equipped, immaculate caravan with a first class location! The view over the lagoon is lovely and a real treat to be able to see all the birds, with the added bonus of some spectacular sunsets! The photographs do not do justice to the quality and comfort of this caravan, there were also books and games to use, a nice touch. As this was our 6th attempt at getting away during Covid we were really looking forward to it and we were not disappointed, from ease of booking, communication and the very efficient booking in on arrival by very friendly staff. The grounds were very well maintained and cared for. We cannot comment on the indoor facilities as we didn’t use them. We would definitely recommend this caravan and the area.

from £92 / night

£1,243 / week

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Holiday caravan/mobile home in Littlesea Holiday Park

Littlesea Holiday Park caravan/mobile home

3 bedrooms • 1 bathroom • sleeps 6

from £138 / night

£962 / week

1 / 30

Holiday caravan/mobile home in Weymouth

Weymouth caravan/mobile home

3 bedrooms • 2 bathrooms • sleeps 6

from £201 / night

£1,403 / week

1 / 4

Holiday cottage rental

Langton Herring cottage

1 bedroom • 1 bathroom • sleeps 2

from £126 / night

£470 - £745 / week

1 / 27

Langton Herring holiday cottage rental

Langton Herring cottage

1 bedroom • 2 bathrooms • sleeps 2

from £229 / night

£1,603 - £1,718 / week

1 / 19

Weymouth holiday home rental

Weymouth house

4 bedrooms • 5 bathrooms • sleeps 10

from £218 / night

£3,035 - £3,435 / week

1 / 37

Weymouth holiday townhouse rental

Weymouth townhouse

2 bedrooms • 2 bathrooms • sleeps 4

“Amazing!” We've just spent a week in Kiama. It's a fantastic house with spectacular views. So comfortable with all the bits and bobs we needed. Everything was so easy, from booking to getting in. We're going back towards the end of the year. I would recommend it every time.

from £120 / night

£400 - £1,600 / week

1 / 17

Cottage accommodation in Weymouth

Weymouth cottage

3 bedrooms • 1 bathroom • sleeps 6

“Great location” Fantastic location, very well equipped home, loved our stay, had to ask a couple of questions to owner, very quick response and very accommodating.

from £144 / night

£1,088 - £1,260 / week

1 / 29

Holiday cottage accommodation

Osmington cottage

4 bedrooms • 2 bathrooms • sleeps 7

from £158 / night

£1,106 - £2,870 / week

1 / 25

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Weymouth holidays

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

Superb holiday lodge with sea views.
Lush Seaside Lodge

Myself & my family (4) spent a week here recently & we had a great time, the lodge we stayed in & the surrounding area was beautiful. We really enjoyed the decking & roof top area provided, the views of the sea & Portland in particular were stunning. Weymouth & Portland are fantastic places to relax & find things to do. We took a boat trip around the coastline which was brilliant & also spent time at Weymouth beach, a nice sandy beach with lots of activities going on. We would definitely consider returning to holiday in Weymouth as there were a few things we would like to do again & some that we didn't have time for & we would like to return to the lodge as it had everything & more that we could need for our stay. Highly recommended.see more
Pebble Bank Caravan Park, Chesil Beach, Weymouth
Excellent Stay!

Lovely caravan on a lovely quiet site with plenty of space for our family, fully equipped with everything we needed. We asked for a bed to be moved so we could fit a travel cot in which was no problem at all. The Fat Badger is a great asset for the site and nothing is very far away at all. Thanks for a wonderful stay!see more
Kingfisher Retreat
Wonderful

This lodge was the absolute perfect accommodation for our family. Set in a peaceful part of a scenic, well run and facilitated holiday resort. Watching a little rabbit hopping around a few meters away whilst drinking my morning coffee was bliss. The lodge itself was stunning and very well equipped with every appliance you could need and plenty of bedding and towels. The owner Pam is very quick to respond with any questions or queries. This place is a must! Whether it be a couples get away or a family holiday! My family and I cannot wait to come back!!see more
Lilystone cottage
Beautiful

Perfect location for the Beach and shops you just Park your car up and forget about it for your holiday. It’s a great family-friendly home from home. … see more
Little Gem - Lovely Sea views
A little gem it was.

Superb apartment, clean and well kept with every thing you need. Lovely views from the veranda of Portland Bill. Ideally situated just a 15 min. walk into Weymouth down the old railway line. Would definitely recommend. … see more
Ocean House 80 yds from beach 4 Bed, 4 Bath, 4star
Lovely house, great location

Stayed at the Ocean House with a group of friends for 3 nights in September. The house was very clean and had all the facilities we could wish for, including 4 showers, a bath and 5 toilets ! It is only a 10/15 minute flat walk from the train station and central to all the restaurants and shops in Weymouth. It could be a little noisy at night, but that was only to be expected being in the town centre. We caught the train so didn't have to worry about parking but the owner did supply 2 x parking permits if required. This was perfect for a group of 8, good value for money, and I would highly recommend.see more

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