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The stunning Weymouth harbour, Dorset
The stunning Weymouth harbour, Dorset

Self Catering Holiday Cottages in Weymouth

One of the most popular towns on the south coast of Dorset is Weymouth, which has long been a favourite seaside resort for holiday makers across Britain since the Georgian era. Smaller than nearby Bournemouth, Dorset is frequently rated as one of the top beach destinations in Europe thanks to the cleanliness of the water, beautiful expanse of sand and picturesque harbour, and experienced a revival in popularity after it was used as the official location for sailing at the London 2012 Olympic Games. The natural scenery around the town is ideal for exploring on foot, by bike or even on horseback, there are all kinds of shops and restaurants along the seafront, and there’s a lively events calendar that runs throughout the year and ensures that visitors to Weymouth are never short of things to do when throughout their stay.

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50.660329, -2.112144

The perfect retreat just for two within easy reach of Lulworth Cove and Durdle Door on Dorset's World Heritage Jurassic Coastline. Right in the heart of Purbeck, this stylish holiday home provides all the right ingredients for a relaxing break and a great self-catering base for exploring the areas many attractions.  The RSPB Nature Reserve at Arne, from where the BBC Springwatch is broadcast, is very close by.

Weekly guide price:
£520 to £1050
Short breaks from £75 per night

2  |   1  |   1  |   Enquire  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

50.660824, -2.569231

Within easy reach of the spectacular World Heritage Coast, this historic Grade II listed holiday home sits in the wing of a farmhouse and affords excellent facilities including the use of a hot tub and swimming pool. A remote picturesque position only two miles from Abbotsbury and perfect for discovering the natural beauty of Dorset.

Weekly guide price:
£600 to £800
Short breaks from £150 per night

2  |   1  |   No  |   No  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

50.642401, -2.462129

Lorton House is an elegant Victorian country house with loads of space for up to 18 people, multiple reception rooms and 16 private acres of grounds. It's a luxurious self-catering property for big groups in Weymouth, just three miles from the beach, harbour and town centre, and ideal whether you are getting together with friends to celebrate a milestone event or catching up with your extended family. There is a pub less than two miles away, and you don't have to leave the grounds to enjoy a leisurely walk through woods and parkland. Durdle Door, the SEA LIFE Adventure Park and Portland Bill lighthouse are all nearby, as is the Jurassic Coast and places like Dorchester and Lyme Regis. A self contained annex is also available at an extra cost of £100 per night bringing the total number of guests to 18.   Accessibility - There are 2 steps up to the front door and a ramp is available for these.  The ground floor bedroom has an en-suite shower room and there is a lip of 3 inches to enter the shower cubicle.

Weekly guide price:
£3250 to £6850
Short breaks from £625 per night

16+2  |   9  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Mon/Fri

50.624706, -2.452870

This elegant holiday home has five bedrooms and can accommodate up to 12 people with ease, providing a quiet base that is within walking distance of the beach, shops, pubs and attractions in Weymouth. It's a fantastic choice for families or friends who love not only its convenient location but also its huge garden with a deck for entertaining, original features that include an open fireplace, and high quality of furnishings that make it feel like a welcoming second home.

Weekly guide price:
£2000 to £3000
Short breaks from £495 per night

12  |   5  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Friday

50.661323, -2.601871

A 17th Century character cottage located in an enviable position on a quiet foopath leading down to the Abbotsbury's Swannery and Chesil beach. Overlooking St Catherine's chapel. Own parking bay. Abbotsbury has excellent amenities including a village shop, pubs, farm shop, tea rooms, fishing tackle shop, artisan studios, pick your own flowers are all a short stroll away. The award winning Sub-Tropical gardens are a must. A walkers paradise. SW coast path, Macmillan Way and the Ridgeway on your doorstep or find your own way along the many local footpaths.The beaches of Weymouth and West Bay are within 9 miles and Lyme Regis and Bournemouth a little further afield. Bridport and Dorchester are within twenty minutes by car. Tourist board rating: 3 Star

Weekly guide price:
£525 to £750
Short breaks from £125 per night

2+2  |   1  |   No  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Flexible | 3 Star

50.696991, -2.662457

A short walk from Dorset’s Jurassic coastline you will find Upper Westfield, a first floor self-catering apartment in the picturesque village of Puncknowle.  It is the only holiday let in our home (we live on the other side of the house).  Having your own private entrance gives guests the independence to come and go as you please with the added comfort of having us nearby should you have any questions on the area’s many attractions and seasonal events. There is lots of information in the apartment regarding places to visit.  Some of our past guests’ favourites include:  Abbotsbury Subtropical Gardens, Abbotsbury Swannery, Hive beach, Weymouth beach, Lulworth Cove, Monkey World, Symondsbury Cafe with Colmers Hill and nearby mysterious sunken lanes, St Catherine’s Chapel, and Weymouth Oceanarium. The accommodation comprises of: A large open plan living area for relaxing, dining and cooking, ideal for being together while performing different tasks.  Take in the beautiful countryside views across the valley from the Juliette balcony.There is a wide selection of DVDs, puzzles, books, board games for all ages.There is a T.V. with built-in DVD player and Google Chromecast and a Bluetooth player.The kitchen has an electric hob and oven, microwave, toaster, kettle, cafetière, fridge, freezer and is well equipped with utensils and crockery. The double bedroom has the bathroom next door.The twin bedroom has its own en-suite shower room.Both the bathroom and the ensuite shower room have wall mirrors with mood lighting.  There is a large walk-in power shower in the ensuite. We offer an option of having access to a third bedroom (single bed) with use of a sauna.  This room is also an ideal space to be used as a workstation as it has a desk and is separate from the main apartment area.  This is offered at an additional £30 per night. There is plenty of parking available in our front driveway and there is an EV charger. We welcome one well-behaved small dog, by prior consent, for an additional £10 per stay. You are welcome to use the front garden and there is a separate section of the rear garden for your sole use, where there is a table with umbrella and chairs.  Through the wooden gate leads you into the little orchard where there is more seating and a Buddha among the mature damson, pear and apple trees.  We have a further two fields at the bottom of the garden where sometimes the local farmer puts his sheep to graze. Included is a family pass (2 adults, 2 children) to the local animal park which also has an indoor play area.  This is a 5 minute drive away. We provide a generous welcome pack of provisions to get you settled (which can be adapted to meet any allergy requirements). We also provide towels, a hairdryer, toilet paper, kitchen roll, tissues, washing up liquid, and hand wash. The thatched village pub, The Crown, is a 5 minute stroll down the lane. We look forward to welcoming you to Upper Westfield.    

Weekly price:
£910 all year
Short breaks from £130 per night

4  |   2  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Flexible

50.649245, -2.471548

"The Little Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Weymouth is a great place to visit any time of the year because of the wide range of activities and attractions available. All sorts of watersports can be enjoyed on the beautiful golden sand beaches, and regular fishing trips leave from the...

Prices from £190 per night

4  |   2  |   No  |   Yes  |   Yes


50.655303, -2.474950

"Bramshurst" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. The picturesque village of Upwey lies just four miles north of Weymouth, nestling beneath the Dorset Ridgeway, and takes its name from the shallow chalk stream, the River Wey, which bubbles up here from an underground spring. Upwey is...

Prices from £200 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.653707, -2.417318

"Blueberry Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Sutton Poyntz is a pretty village on the northern side of Preston, Weymouth, Sitting beneath the George III chalk horse that is carved into the hillside. At the centre of the village sits a beautiful duck pond, and the Spring head pub, where...

Prices from £248 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.644821, -2.392728

"Baytree Lodge" is a 5 bed holiday Cottage sleeping up to 12 guests in Dorset. Osmington village, is situated on the Jurassic coastline of Dorset, just 6 miles from Weymouth wher you will find an glorious beach and historic harbour and just 11 miles from Lulworth Cove and Durdle Door. Home to the famous Chalk hillside...

Prices from £1183 per night

12  |   5  |   Yes  |   Yes  |   Yes


50.585594, -2.471235

"Still Waters" is a 4 bed holiday Cottage sleeping up to 7 guests in Dorset. The popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beaches have excellent facilities for all kinds of...

Prices from £262 per night

7  |   4  |   No  |   Yes  |   Yes


50.617913, -2.450741

"Number 3 by the Sea" is a 1 bed holiday Apartment sleeping up to 2 guests in Dorset. The popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beaches have excellent facilities for all kinds of...

Prices from £152 per night

2  |   1  |   No  |   Yes  |   Yes


50.562116, -2.447928

"Tipsy Turtle" is a 1 bed holiday Apartment sleeping up to 2 guests in Dorset. Portland is a rugged seaside town resting just south of Weymouth on the Dorset coast. The town is known for its dramatic cliffs, maritime heritage, and unique position on the Jurassic Coast World Heritage Site, and offers a wealth of...

Prices from £147 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.644496, -2.388905

"Bracken Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Osmington village is just 6 miles away from Weymouth on Dorset's picturesque Jurassic coastline. Walkers can gain access to the South West Coast Path from nearby hamlet Osmington Mills, discovering the Smugglers inn, where reputedly there are...

Prices from £150 per night

2  |   1  |   No  |   Yes  |   Yes


50.699369, -2.720173

"Pebbles" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. The ever popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beach with its shallow waters provide excellent...

Prices from £244 per night

6  |   3  |   No  |   Yes  |   Yes


50.606021, -2.453076

"Anchor Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. This thriving area called Brewers Quay is the old Victorian brewery situated right at the very heart of the harbour, in Weymouth, Dorset. Much of the grade II listed complex and surrounding brewery buildings date from the late 1800 early 1900’s...

Prices from £565 per night

4  |   2  |   No  |   Yes  |   Yes


50.606120, -2.452588

"Harbour Tales" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. The popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beaches have excellent facilities for all kinds of...

Prices from £168 per night

6  |   3  |   No  |   Yes  |   Yes


50.611663, -2.454976

"Red Rose Apartment" is a 1 bed holiday Apartment sleeping up to 3 guests in Dorset. The popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beaches have excellent facilities for all kinds of...

Prices from £175 per night

3  |   1  |   No  |   Yes  |   Yes


50.604989, -2.454363

"Pedaller's Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. The ever popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beach with its shallow waters provide excellent...

Prices from £263 per night

6  |   3  |   No  |   Yes  |   Yes


50.624609, -2.505634

"September Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. As well as being a delightful suburb of Weymouth, Chickerell is historically classed as a small town. These days it has more of a village vibe and offers village shops, pubs and restaurants as well as being serviced by the local bus service....

Prices from £239 per night

4  |   2  |   No  |   Yes  |   Yes


50.606732, -2.454705

"Harbour Watch Apartment 6" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. This thriving area called Brewers Quay is the old Victorian brewery situated right at the very heart of the harbour, in Weymouth, Dorset. Much of the grade II listed complex and surrounding brewery buildings date from the late 1800 early 1900’s...

Prices from £219 per night

4  |   2  |   No  |   Yes  |   Yes


50.604927, -2.451737

"Guinea Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. This thriving area called Brewers Quay is the old Victorian brewery situated right at the very heart of the harbour, in Weymouth, Dorset. Much of the grade II listed complex and surrounding brewery buildings date from the late 1800 early 1900’s...

Prices from £130 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.609072, -2.456150

"Nautical Breeze" is a 2 bed holiday Apartment sleeping up to 4 guests in Dorset. Resting on the shores of the breath-taking Jurassic coast, you will find the bustling resort town of Weymouth. With sugary beaches and awe-inspiring seascapes, its little wonder this picturesque town has become a favourite amongst many holiday...

Prices from £162 per night

4  |   2  |   No  |   Yes  |   Yes


50.618595, -2.451078

"Beachcomb" is a 2 bed holiday Apartment sleeping up to 4 guests in Dorset. The popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beaches have excellent facilities for all kinds of...

Prices from £153 per night

4  |   2  |   No  |   Yes  |   Yes


50.607519, -2.453553

"The Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. The popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beaches have excellent facilities for all kinds of...

Prices from £211 per night

4  |   2  |   No  |   Yes  |   Yes


50.615054, -2.452776

"Vista Mare 1" is a 2 bed holiday Apartment sleeping up to 4 guests in Dorset. The popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beaches have excellent facilities for all kinds of...

Prices from £470 per night

4  |   2  |   No  |   Yes  |   Yes


50.655303, -2.474950

"Budmouth" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Upwey is a picturesque Dorset village, situated just four miles north of Weymouth. Upwey is well-known for its Wishing Well, where George III once sought the benefits of natural spring water. Today it's now a lovely tea room serving traditional...

Prices from £324 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.614782, -2.452567

"Sunbeach" is a 2 bed holiday Apartment sleeping up to 4 guests in Dorset. Weymouth, a well-known resort, is an excellent year-round vacation spot with a wide range of attractions that are suitable for visitors of all ages and inclinations. The beautiful, lively harbour offers frequent fishing expeditions, while the...

Prices from £229 per night

4  |   2  |   No  |   Yes  |   Yes


50.615054, -2.452776

"Vista Mare 3" is a 2 bed holiday Apartment sleeping up to 4 guests in Dorset. The popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beaches have excellent facilities for all kinds of...

Prices from £303 per night

4  |   2  |   No  |   Yes  |   Yes


50.603600, -2.492200

"Littlesea Holiday Park - Holiday Accommodation 11732" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. The popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beaches have excellent facilities for all kinds of...

Prices from £140 per night

6  |   3  |   No  |   Yes  |   No