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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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50.642401, -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:
£3250 to £6850
Short breaks from £625 per night

16  |   8  |   2  |   Yes  |   Yes

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

Preferred arrival day: Mon/Fri

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

50.696991, -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

50.660329, -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

50.661323, -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

50.648700, -2.380000

"Cottage in Dorset" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Ideally placed for touring beautiful west Dorset and beyond, this contemporary cabin is set high on the hillside above the A353. Accessible attractions include some of Dorset s most iconic sites, such as Ringstead Bay, Durdle Door and Lulworth...

Prices from £293 per night

2  |   1  |   Yes  |   Yes  |   No


50.609819, -2.453202

"3 By The Sea" is a 1 bed holiday Apartment sleeping up to 2 guests in Dorset. Flat 3 By the Sea is a cosy modern first floor apartment, in a period property, with accommodation arranged over two floors, within easy access of the town’s local amenities and attractions. The property is a short walk from the town centre...

Prices from £241 per night

2  |   1  |   No  |   Yes  |   Yes


50.606457, -2.453630

"Monarch" is a 1 bed holiday Apartment sleeping up to 2 guests in Dorset. Weymouth is a great place to visit any time of year because of the large range of activities available, which are fun for people of all ages and interests. The beautiful, golden sand beaches are home to first-rate watersports infrastructure,...

Prices from £174 per night

2  |   1  |   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 £223 per night

2  |   1  |   No  |   Yes  |   Yes


50.603430, -2.452698

"Little Tern" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Brewers Quay Harbour is a picturesque, harbourside location that is popular with tourist all-year-round. With a selection of restaurants and bars on offer, you're certainly well-catered to! The George Bar and Grill is a point of interest and is...

Prices from £211 per night

4  |   2  |   Yes  |   Yes  |   No


50.638833, -2.480783

"Dirdale" is a 3 bed holiday Lodge 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 £339 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.633885, -2.430729

"House in Dorset" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Set in an enviable position behind Overcombe Beach, this property is just steps from golden sand and surf. Take a leisurely stroll along the water s edge before breakfast or take to the water with a spot of kayaking, windsurfing, kite surfing...

Prices from £500 per night

4  |   2  |   No  |   Yes  |   Yes


50.618130, -2.454896

"Day 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 £225 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.609855, -2.453282

"5 At The Beach" is a 1 bed holiday Apartment sleeping up to 4 guests in Dorset. 5 At the Beach is a second-floor contemporary apartment in a period property, with permit parking, close to Weymouth beach and town. The property is situated on the esplanade close to the resort’s restaurants, bars and the picturesque harbour....

Prices from £372 per night

4  |   1  |   No  |   Yes  |   Yes


50.585526, -2.471001

"Seafarer" is a 3 bed holiday Cottage sleeping up to 4 guests in Dorset. Seafarer is a lovely modern townhouse located in the sheltered Smallmouth Bay, with sandy beach and stunning sea views just a few steps from the front door. The property is arranged over three floors, with a modern kitchen on the ground floor...

Prices from £442 per night

4  |   3  |   No  |   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 £292 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.606695, -2.454805

"The Yellow One - Weymouth" is a 1 bed holiday Apartment sleeping up to 2 guests in Dorset. Overlooking Weymouth’s picturesque harbour and stunning sea views, this property is the perfect spot to enjoy a relaxing stay in the traditional seaside town of Weymouth with award-winning beaches on your doorstep. The town’s harbour is full of...

Prices from £247 per night

2  |   1  |   No  |   Yes  |   Yes


50.611652, -2.470020

"Coastal Retreat" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. The popular seaside resort of Weymouth rests on the south coast of Dorset, homing stretches of glorious golden sand, including the Blue Flag award-winning, Weymouth Beach. The streets are lined with an exciting selection of shops and eateries,...

Prices from £197 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.609862, -2.453347

"4 At The Beach" is a 1 bed holiday Apartment sleeping up to 4 guests in Dorset. Flat 4 is a contemporary apartment in a period property close to Weymouth beach and town. The property is situated on the esplanade. The area is surrounded by fantastic walks, historical sites, the World Heritage Jurassic coast, as well as...

Prices from £372 per night

4  |   1  |   No  |   Yes  |   Yes


50.669018, -2.646312

"Chesil Watch, Abbotsbury" is a 5 bed holiday Cottage sleeping up to 10 guests in Dorset. Perfect for a family seaside break in a beautiful peaceful setting at The Old Coastguards, this detached holiday property has bright, spacious and flexible accommodation and has undergone a full refurbishment. Although its Jurassic...

Prices from £753 per night

10  |   5  |   Yes  |   Yes  |   Yes


50.610638, -2.453249

"Low Tide" is a 5 bed holiday Cottage sleeping up to 10 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 £617 per night

10  |   5  |   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


50.664676, -2.478780

"The Grain Store" is a 4 bed holiday Cottage sleeping up to 7 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 £394 per night

7  |   4  |   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 £203 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 £229 per night

4  |   2  |   No  |   Yes  |   Yes


50.603645, -2.453455

"The Brewery" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. Settled in the town of Weymouth is Brewers Quay Harbour, a collection of old Victorian brewery buildings at the heart of Weymouth's harbour offering an excellent and historic base for visitors. Enjoy the delights of Weymouth's sandy beach, as...

Prices from £250 per night

6  |   3  |   No  |   Yes  |   Yes


50.640300, -2.546100

"Cottage in Dorset" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. Set in the small, picturesque village of Langton Herring, which is one of the few doubly "Thankful Villages" in England as records show that all men returned from both First and Second World Wars. The village has wonderful views of Chesil...

Prices from £594 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.614187, -2.454150

"Victoria 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 £225 per night

6  |   3  |   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 £436 per night

4  |   2  |   No  |   Yes  |   Yes