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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

With world class attractions like Lulworth Cove and Durdle Door just a few miles away and incredible walking on the doorstep, this stylish contemporary holiday apartment just for two provides a superb base for relaxing and exploring. Located on the Isle of Purbeck, the Jurassic Coast, Poole and Wareham are all within easy reach.  The RSPB Nature Reserve at Arne, from where the BBC Springwatch is broadcast, is very close by.

Weekly guide price:
£450 to £795
Short breaks from £65 per night

2  |   1  |   1  |   Enquire  |   Yes

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

Preferred arrival day: Friday

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  |   2  |   Enquire  |   Yes

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

Preferred arrival day: Friday

50.663303, -2.478045

Celebrate life's milestones and catch up with your family and friends at Upwey House. This big yet cosy self-catering holiday home is a Grade II listed Manor House in Upwey and is a short walk from two pubs and just a couple of miles from Weymouth and the stunning Dorset coast. It sits on 23 private acres of landscaped grounds and can sleep 18 people in nine, lovingly decorated bedrooms, with a capacity for up to 24 guests if required. Guests rave about the high standard of accommodation, fantastic location, incredible views, and the care and attention the owners give to the comfort of their guests. Dogs are very welcome.

Weekly guide price:
£4100 to £8250
Short breaks from £635 per night

18+6  |   9  |   3+  |   Yes  |   Yes

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

Preferred arrival day: Flexible

50.642401, -2.462129

Lorton House is an elegant Victorian country house with loads of space for up to 16 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.

Weekly guide price:
£2750 to £6850
Short breaks from £565 per night

16  |   8  |   2  |   Yes  |   Yes

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

Preferred arrival day: Mon/Fri

50.696991, -2.662457

Upper Westfield is a modern, spacious first-floor holiday apartment in Puncknowle village, a few minutes' stroll from the pub and around a mile (or a 15-minute walk) from the beach. It's ideal for a self-catering holiday with your partner or friends, as it sleeps four people in two bedrooms and has two bathrooms. The holiday home is wonderfully peaceful, benefitting from panoramic views over Bride's Valley, off-street parking, and a garden. The UNESCO Jurassic Coast is nearby. Potential day trips can also include Dorchester, Weymouth, Durdle Door and Lulworth Cove. 

Weekly guide price:
£675 to £850
Short breaks from £100 per night

4  |   2  |   Enquire  |   Yes  |   Yes

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

Preferred arrival day: Flexible

50.661323, -2.601871

A 17th Century character holiday cottage located in a lovely elevated position within the village of Abbotsbury amongst Dorset's coastal hills. Excellent amenities including pubs, tea rooms and craft shops a short stroll away and within walking distance of Chesil Beach (just twenty minutes) makes this a perfect choice for a seaside holiday. Tourist board rating: 3 Star

Weekly guide price:
£470 to £745

2+2  |   1  |   No  |   Yes  |   Yes

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

Preferred arrival day: Saturday | 3 Star

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 £3300
Short breaks from £400 per night

12  |   5  |   No  |   Yes  |   Yes

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

Preferred arrival day: Friday

50.605407, -2.454178

"Harbour Lights Apartment" 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 £144 per night

2  |   1  |   No  |   Yes  |   Yes


50.644270, -2.429385

"Sunny Haven" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Preston is a charming coastal village just a mile from Weymouth, a renowned seaside destination known for its wide variety of shops and excellent pubs. With gorgeous golden beaches, fantastic watersports facilities and a lively waterfront,...

Prices from £179 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.610057, -2.453128

"6 The Beaches" is a 1 bed holiday Apartment sleeping up to 2 guests in Dorset. Weymouth is a bustling seaside resort perched along the Jurassic Coast in Dorset. It comes set with many different places for eating, shopping and drinking, not to mention a wide range of attractions appealing to different types of...

Prices from £133 per night

2  |   1  |   No  |   Yes  |   Yes


50.624208, -2.444844

"Beach Retreat" is a 2 bed holiday Apartment sleeping up to 4 guests in Dorset. Weymouth, a prominent seaside resort, is an excellent year-round vacation spot, with a wide range of things to suit all tastes and ages. The beautiful golden sand beaches offer great facilities for all types of activities, and fishing...

Prices from £204 per night

4  |   2  |   No  |   Yes  |   Yes


50.611965, -2.462475

"Victorian Town House" is a 5 bed holiday Cottage sleeping up to 8 guests in Dorset. Weymouth is an excellent year-round vacation spot, with a wide range of attractions that appeal to visitors of all ages and inclinations. All kinds of activities can be enjoyed on the golden sand beaches, while regular fishing trips can be...

Prices from £219 per night

8  |   5  |   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 £172 per night

5  |   3  |   Yes  |   Yes  |   Yes


50.648700, -2.380000

"Cottage in Dorset" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Ideally placed for touring the picturesque countryside and coastline of West Dorset, this stylish property is conveniently set beside the A353. There are many attractions within easy reach including the much photographed Lulworth Cove, Durdle...

Prices from £236 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.657023, -2.534298

"Cartshed Cottage" is a 4 bed holiday Cottage sleeping up to 7 guests in Dorset. Portesham is a beautiful West Dorset village, superbly located for access to the spectacular World Heritage Jurassic Coast, South West Coastal Path and South Dorset Ridgeway, in an area of outstanding natural beauty and only a short drive from...

Prices from £183 per night

7  |   4  |   Yes  |   Yes  |   Yes


50.615706, -2.453982

"Anchor 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 £152 per night

5  |   3  |   No  |   Yes  |   Yes


50.638833, -2.480783

"Mellstock" is a 2 bed holiday Lodge 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 £186 per night

4  |   2  |   Yes  |   Yes  |   No


50.682671, -2.663036

"Mimosa Cottage" is a 2 bed holiday Cottage sleeping up to 4 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 £153 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.661404, -2.545866

"The Hideaway" is a 3 bed holiday Lodge sleeping up to 4 guests in Dorset. Portesham is a picturesque village in West Dorset, not far from the towns of Weymouth, Dorchester, and Bridport. It is also in close proximity to the stunning Jurassic Coast, which is a World Heritage site, as well as the South West Coastal...

Prices from £145 per night

4  |   3  |   No  |   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 £186 per night

4  |   2  |   No  |   Yes  |   Yes


50.607989, -2.474391

"Chickerell House" 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 £172 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.606309, -2.452411

"Mutiny House" is a 4 bed holiday Cottage sleeping up to 7 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 £304 per night

7  |   4  |   No  |   Yes  |   Yes


50.605077, -2.451455

"Rose 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 £207 per night

5  |   3  |   Yes  |   Yes  |   Yes


50.604668, -2.451527

"Blanche Cottage" is a 3 bed holiday Cottage sleeping up to 5 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 £219 per night

5  |   3  |   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 £203 per night

5  |   3  |   No  |   Yes  |   Yes


50.605433, -2.453434

"Weybury Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. Weymouth is a popular resort town resting in Dorset, offering a wide range of family-friendly attractions at any time of the year. Spend your time relaxing on the golden sands of the beaches, with plenty of watersporting opportunities to get...

Prices from £255 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.612046, -2.454241

"The Kings Vista" is a 2 bed holiday Apartment sleeping up to 4 guests in Dorset. The popular seaside resort of Weymouth rests on the dramatic Jurassic Coast of Dorset, homing fabulous stretches of golden sand, providing the perfect coastal holiday destination. The town homes a large variety of shops, pubs and eateries,...

Prices from £220 per night

4  |   2  |   No  |   Yes  |   Yes


50.606457, -2.452260

"Stanley House" is a 4 bed holiday Cottage sleeping up to 8 guests in Dorset. Weymouth offers a wide variety of attractions appealing to all tastes and ages. The golden beaches have excellent facilities for all kinds of watersports, whilst from the harbour you can take regular fishing trips. Visit Dorchester, Thomas...

Prices from £364 per night

8  |   4  |   No  |   Yes  |   Yes


50.604103, -2.458174

"Leo's Place" 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 £329 per night

4  |   2  |   No  |   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 £203 per night

6  |   3  |   No  |   Yes  |   Yes


50.635089, -2.430417

"Bowleaze View" 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 £748 per night

6  |   3  |   No  |   Yes  |   Yes