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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

50.642401, -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

50.660824, -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

50.661323, -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

50.624706, -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 £450 per night

12  |   5  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 3 (peak)

Preferred arrival day: Friday

50.685911, -2.619334

"Dairy Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. Nestled on the Dorset Jurassic Coast, the historic village of Abbotsbury offers quintessential high streets and a variety of amenities, including a village shop with a post office and ATM, a farm shop selling local produce, tea rooms, art...

Prices from £177 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.605982, -2.450547

"Pointers View" is a 2 bed holiday Cottage 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 £242 per night

4  |   2  |   No  |   Yes  |   Yes


50.640322, -2.546009

"Badgers Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Chickerell is a charming Weymouth suburb as well as a small town according to historical standards. These days, it has more of a village feel and is served by the neighbourhood bus service in addition to having village stores, bars, and...

Prices from £170 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.605759, -2.455495

"Wolf Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. Weymouth is an excellent holiday destination any time of year because of the large range of activities and attractions available, which are fun for people of all ages and interests. Beautiful golden sand beaches with first-rate watersports...

Prices from £165 per night

6  |   3  |   Yes  |   Yes  |   Yes


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


50.612284, -2.453953

"Royal Terrace View" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Weymouth is a year-round resort with attractions for all ages and tastes. The beautiful golden sand beaches offer great watersports facilities, and the lively harbour offers regular fishing expeditions. Portland Harbour and the mountainous...

Prices from £184 per night

2  |   1  |   No  |   Yes  |   Yes


50.585825, -2.471278

"Beach View House" is a 3 bed holiday Apartment sleeping up to 5 guests in Dorset. Wyke Regis is a village on the south-western side of Weymouth that reaches as far as the back of Chesil Beach and The Fleet, just two miles from the town centre. Local shops, cafés, and restaurants abound, including the well-known Crab House...

Prices from £239 per night

5  |   3  |   No  |   Yes  |   Yes


50.619276, -2.449833

"Grandview" is a 3 bed holiday Apartment sleeping up to 6 guests in Dorset. The vibrant and colourful town of Weymouth rests proudly on the shores of the vast Dorset Heritage Coast, with the Dorset Area of Outstanding Natural Beauty right on its doorstep. Boasting its very own thriving harbour, soft sandy beach and a...

Prices from £288 per night

6  |   3  |   No  |   Yes  |   Yes


50.607305, -2.452984

"Old Malthouse Apartment" 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 £354 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.606102, -2.454939

"Chapelhay Cottage" is a 3 bed holiday Cottage sleeping up to 5 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 £209 per night

5  |   3  |   Yes  |   Yes  |   Yes


50.605494, -2.458961

"Little Gull Cottage" is a 3 bed holiday Cottage sleeping up to 5 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 £189 per night

5  |   3  |   Yes  |   Yes  |   Yes


50.606414, -2.459344

"26 High West" 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 £132 per night

4  |   2  |   Yes  |   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 £190 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.605743, -2.454709

"Ocean Swell" 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 £175 per night

6  |   3  |   No  |   Yes  |   Yes


50.604101, -2.458244

"Owl's Rest" is a 2 bed holiday Cottage 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 £150 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.607799, -2.456478

"Harbourside Haven Apartment 4" is a 2 bed holiday Apartment sleeping up to 4 guests in Dorset. Boasting a golden sandy beach, popular attractions and a picturesque harbour, Weymouth is a wonderful holiday destination all year round. Enjoy exploring Dorset's coast with walks along the South West Coast Path, go dolphin watching on a sea...

Prices from £423 per night

4  |   2  |   No  |   Yes  |   Yes


50.596130, -2.461654

"Castle Cove View" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. Castle Cove is a firm favourite with locals, sitting along side the Rodwell trail area, Castle Cove Beach is usually uncrowded, and offers safe bathing from it’s gently sloping shoreline. There are two main beach areas, Castle Cove, new steps...

Prices from £267 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.604553, -2.453200

"Footprint" is a 2 bed holiday Cottage sleeping up to 5 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 £234 per night

5  |   2  |   Yes  |   Yes  |   Yes


50.606732, -2.454705

"Harbour Watch Apartment 1" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Brewers Quay is the old Victorian brewery situated at the 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 and many have stones inlaid...

Prices from £203 per night

4  |   2  |   No  |   Yes  |   Yes


50.585982, -2.471089

"Fairways" is a 3 bed holiday Cottage sleeping up to 5 guests in Dorset. Wyke Regis is a village on the south western side of Weymouth that sits on the northern edges of Portland Harbour and reaches as far as the back of Chesil beach and The Fleet, just two miles from the centre of Weymouth. There are local shops,...

Prices from £179 per night

5  |   3  |   No  |   Yes  |   Yes


50.605743, -2.454709

"Quay Cottage" is a 3 bed holiday Cottage sleeping up to 5 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 £203 per night

5  |   3  |   No  |   Yes  |   Yes


50.640186, -2.548107

"East Cottage , Weymouth" is a 4 bed holiday Cottage sleeping up to 8 guests in Dorset. The pretty and popular village of Langton Herring is located close to the coast and just five miles away from the seaside resort of Weymouth with its award winning sandy beach. Perfect for exploring the stunning Jurassic Coast and within easy...

Prices from £307 per night

8  |   4  |   Yes  |   Yes  |   Yes


50.645961, -2.422971

"Fisherbridge Cottage" is a 4 bed holiday Cottage sleeping up to 7 guests in Dorset. The beautiful beach resort of Weymouth is only one mile away from Preston, a little seaside community with a variety of shops and great pubs. Weymouth offers something for everyone thanks to its beautiful, golden beaches, first-rate watersports...

Prices from £219 per night

7  |   4  |   No  |   Yes  |   Yes


50.623028, -2.454706

"Greenwell" is a 4 bed holiday Cottage sleeping up to 8 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 £329 per night

8  |   4  |   No  |   Yes  |   Yes