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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  |   Enquire  |   No  |   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  |   1  |   Enquire  |   Yes

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

Preferred arrival day: Friday

50.608003, -2.453530

Sydenham Cottage is an 18th-century holiday cottage in Weymouth, Dorset, sleeping six in three bedrooms. It sits on a pedestrian lane with just seven cottages, minutes on foot from Weymouth Harbour, the sandy beach, restaurants, and cafés. This stylish self-catering accommodation keeps its period quirks, including creaky floors, steep stairs and low ceilings, while adding a Smart TV, fast WiFi and a private walled courtyard. Families also get a children's den and a shed stocked with beach essentials. This characterful holiday rental includes a secure allocated parking space for one car nearby. Sorry, pets and smoking are not permitted.

Weekly guide price:
£1106 to £1400
Short breaks from £158 per night

6  |   3  |   No  |   Yes  |   Yes

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

Preferred arrival day: Flexible

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

50.661323, -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 £495 per night

12  |   5  |   No  |   Yes  |   Yes

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

Preferred arrival day: Friday

50.619276, -2.449833

"Ocean Retreat" is a 1 bed holiday Apartment sleeping up to 2 guests in Dorset. Weymouth is a popular resort town, resting on the shores of the Jurassic Coast. Complemented by a sea of cafés, pubs and restaurants, as well as a good selection of stores selling all the essentials for a self-catering stay, visitors will find...

Prices from £244 per night

2  |   1  |   No  |   Yes  |   Yes


50.646537, -2.481473

"Little Brook" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Resting on the pretty coastline of Dorset is the resort town of Weymouth, a place that offers an outstanding year-round holiday destination. Here, you will find a wide variety of attractions including the sandy beaches, home to excellent...

Prices from £184 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.648700, -2.380000

"1 Bed Cottage in Weymouth" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 1 Bedroom - king-size - 1 En-suite bathroom - Electric oven and hob, fridge/freezer, microwave, dishwasher and washing machine - Hot tub -...

Prices from £184 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.643348, -2.385508

"Laurel Cottage" is a 2 bed holiday Cottage sleeping up to 3 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 £164 per night

3  |   2  |   Yes  |   Yes  |   Yes


50.595906, -2.461930

"The View" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Castle Cove is a firm favourite with locals, sitting alongside the Rodwell trail area, Castle Cove Beach is usually uncrowded, and offers safe bathing from its gently sloping shoreline. There are two main beach areas, Castle Cove, new steps to...

Prices from £227 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.633909, -2.430309

"Sea Spray" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Bowleaze sits behind Bowleaze Cove and right at the end of Weymouth’s long 3-mile beach front perched on the edge of Preston. Known for its fascinating geology and picturesque location on the Jurassic Coast, this area of Weymouth offers...

Prices from £157 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.636173, -2.445086

"Blue Waters" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Weymouth, a well-known resort, is an excellent year-round holiday 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 £154 per night

2  |   1  |   No  |   Yes  |   Yes


50.610057, -2.453129

"4 The Beaches" 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 £191 per night

2  |   1  |   No  |   Yes  |   Yes


50.609569, -2.452990

"The Loft @ No36" 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


50.641081, -2.432044

"The Apple Loft at Jordan House" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Preston is a small seaside village offering a selection of shops and fine pubs, and is ideally located within one mile of the popular beach resort of Weymouth. With glorious golden beaches, excellent watersports facilities and a bustling...

Prices from £169 per night

2  |   1  |   No  |   Yes  |   Yes


50.612175, -2.453739

"Royal Terrace Sunset" 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 £200 per night

2  |   1  |   No  |   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


50.612284, -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 £200 per night

2  |   1  |   No  |   Yes  |   Yes


50.631299, -2.475316

"Fountain Cottage" is a 1 bed holiday Cottage sleeping up to 2 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 £170 per night

2  |   1  |   No  |   Yes  |   Yes


50.667452, -2.568819

"Millmead House Annex" is a 1 bed holiday Cottage sleeping up to 2 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 £112 per night

2  |   1  |   No  |   Yes  |   Yes


50.595493, -2.462060

"Little Gem" 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 £267 per night

2  |   1  |   No  |   Yes  |   Yes


50.621490, -2.454010

"Portside" is a 1 bed holiday Cottage sleeping up to 2 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 £186 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.645130, -2.389880

"The Milk Palour - UKC9938" is a 1 bed holiday Apartment sleeping up to 2 guests in Dorset. The Milking Parlour is a beautifully converted studio retreat for two, featuring vaulted ceilings, a wood burner, luxurious en-suite, sunny courtyard and peaceful countryside setting, perfectly placed to explore Dorset’s stunning Jurassic...

Prices from £165 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.596138, -2.461709

"Kiama" 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. Excellent facilities for all types of watersports activities, while you can go...

Prices from £215 per night

4  |   2  |   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 £335 per night

4  |   2  |   Yes  |   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 £207 per night

4  |   2  |   Yes  |   Yes  |   No


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 £297 per night

4  |   2  |   No  |   Yes  |   Yes


50.606002, -2.454559

"Mackerel 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 £170 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.609819, -2.453202

"1 Bed Apartment in Weymouth" is a 1 bed holiday Apartment sleeping up to 2 guests in Dorset. Additional information and rulesNo dogs allowed - 1 bedroom super-king-size bed - 1 en-suite bathroom with shower over the bath and WC - Electric oven and integrated microwave, induction hob, Coffee machine,...

Prices from £140 per night

2  |   1  |   No  |   Yes  |   Yes


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