Holiday Cottages & Apartments in Weymouth, Dorset, England

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Listing 1-50 of 176 Self-Catering holiday rentals
Photo of Osprey House

Osprey House Weymouth, England

From £287 weekly
This terraced holiday home sits in a quiet area between Weymouth and Portland overlooking Portland harbour with sea views. The South West Coastal Path is 220 yards away and offers views across the harbour and along famous Chesil Beach. A 30 minute walk
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Photo of Anchor Cottage

Anchor Cottage Weymouth, England

From £279 weekly
Anchor Cottage is in a quiet cul-de-sac overlooking Portland and Chesil Beach with stunning panoramic sea views. It is a great base for exploring the delights of the Jurassic Coast scenery and surrounding nature. Famous Chesil Beach lies near the proper
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Photo of Osmington Holiday Park

Osmington Holiday Park Weymouth, England

From £415 weekly
Based in one of Dorset’s finest countryside locations in the peaceful hamlet of Osmington Mills the park is nestled within a beautiful wooded valley – this is the perfect rural retreat.Osm...
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Photo of Chesil Vista Holiday Park

Chesil Vista Holiday Park Weymouth, England

From £315 weekly
Enjoying a fantastic seaside location just minutes away from the centre of Weymouth, Chesil Vista is ideal for a wonderful family holiday. There is a heated indoor pool with a slide for the kids and a...
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Photo of Littlesea

Littlesea Weymouth, England

From £320 weekly
Littlesea Holiday Park offers caravan holidays with an elevated difference. Perched on sweeping banks on the side of a placid lagoon, you enjoy panoramic views of Chesil Bank and the Fleet Nature Rese...
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Photo of Weymouth Seaview

Weymouth Seaview Weymouth, England

From £285 weekly
Weymouth Seaview has a lovely, rural setting near a pretty, sweeping bay. Just a fifteen minute walk down to the beach and a short bus ride in to Weymouth itself.There are a variety of hill and coasta...
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Photo of Sunny Gardens Pet-Friendly Cottage

Sunny Gardens Pet-Friendly Cottage Weymouth, England

From £327 weekly
Sleeping up to six people in three bedrooms, this detached holiday home is just half a mile from the sea, on the edge of Weymouth.
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Photo of Acacia House

Acacia House Weymouth, England

From £325 weekly
This well-presented, semi-detached cottage in Weymouth sleeps six people in three bedrooms.
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Photo of Rowington

Rowington Weymouth, England

From £818 weekly
Rowington, an impressive detached residence in the lovely Seaside town of Weymouth is situated along a wide tree lined avenue in a sought after part of town. The spacious and airy interior has two lou...
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Photo of Gone Sailing

Gone Sailing Weymouth, England

From £363 weekly
Gone Sailing is a traditional fisherman's cottage in Weymouth, just a few minutes' walk from the old Weymouth Harbour. Just steps away from this Dorset holiday cottage is the vibrant Hope Square with...
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Photo of Weymouth Cottage

Weymouth Cottage Weymouth, England

From £380 weekly
SITUATED IN THE HEART OF LIVELY WEYMOUTH - CLOSE TO TOWN AND BEACH SLEEPS 4 2 This charming detached cottage offers contemporary accommodation and nestles in a small lane close to the bustling harbour side and town. An ideal base for enjoying all the area
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Photo of Guinea Cottage

Guinea Cottage Weymouth, England

From £316 weekly
Guinea Cottage is comfortably furnished and excellently located a minute from the beautiful views of Newton's Cove. This little pebbly beach has great rock pools for crabbing. There are attractive coa...
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Photo of Weymouth Cottage 1

Weymouth Cottage 1 Weymouth, England

From £455 weekly
1 OF 2 COTTAGES WITH ACCESS TO THE INLAND COASTAL FOOTPATH These cottages are set in beautiful surroundings a short walk from the fabulous area of Hardy s Monument in wonderful West Dorset. The monument is shaped to represent a spyglass or telescope that A
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Photo of Caravan Littlesea

Caravan Littlesea Weymouth, England

From £365 weekly
Child friendly resort "Littlesea". In the resort, 100 m from the sea. For shared use: swimming pool, indoor pool heated (20.03.-31.10.). Tennis, children's playground. In the complex: reception, restaurant, bar, bistro with ..
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Photo of Newberry Cottage

Newberry Cottage Weymouth, England

From £421 weekly
Newberry Cottage is a charming terraced Victorian property which is an ideal venue for holidaymakers being located a stone's throw from Brewers Quay which is itself close to Weymouth's Old Harbour. Th...
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Photo of Artists Harbour View 2

Artists Harbour View 2 Weymouth, England

From £363 weekly
Situated directly on the harbourside, Artist's Harbour View is an inspiration for aspiring painters; the view from the bay window is panoramic, up the harbour towards the town bridge and down the harb...
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Photo of Harbourside House

Harbourside House Weymouth, England

From £956 weekly
This impressive family house stands proudly in prime position beside the Old Harbour in Weymouth. The property offers guests a luxurious stay in a contemporary atmosphere with interior designed sea an...
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Photo of Bonaventure, Weymouth

Bonaventure, Weymouth Weymouth, England

From £484 weekly
A fantastic family home, set close to the attractions of Weymouth and Portland.
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Photo of Seaview

Seaview Weymouth, England

From £397 weekly
Seaview, Sea Breeze and Sea Spray have super locations; a stones throw from Preston beach.These popular properties have the benefit of their own patios, and the views stretch out across Weymouth Bay t...
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Photo of Weymouth Barn

Weymouth Barn Weymouth, England

From £325 weekly
1 OF 3 SINGLE STOREY BARN CONVERSIONS A SHORT DRIVE TO BEACHES These delightful barn conversions nestle in a quiet spot yet close to many amenities their location makes an ideal base to explore a wide variety of places of interest amongst the wonderful cou
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Photo of Weymouth Cottage 4

Weymouth Cottage 4 Weymouth, England

From £370 weekly
SITUATED IN THE HEART OF LIVELY WEYMOUTH A LEVEL WALK TO THE TOWN AND BEACH This charming Georgian terraced cottage has a lovely light and airy feel. The property makes an ideal base for enjoying the area. However if you fancy staying closer to home then a
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Photo of Weymouth Barn 2

Weymouth Barn 2 Weymouth, England

From £435 weekly
WORKING FARM 130 ACRES CATTLE AND HORSES This converted semi-detached barn is perfectly positioned to enjoy the delights Dorset has to offer. Approached via a farm lane and overlooking the working farm guests are welcome to roam the land and see the animal
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Photo of White Stones

White Stones Weymouth, England

From £818 weekly
White Stones is a newly built house in the style of a traditional village cottage. With a pretty stone exterior and thatched roof White Stones is the perfect holiday cottage in Dorset. Large and airy...
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Photo of South Harbour Cottage

South Harbour Cottage Weymouth, England

From £377 weekly
South Harbour Cottage is a terraced cottage which has undergone extensive renovation and now boasts a kitchen and bathroom, both with under floor heating. With a log burner for enjoying cosy evenings...
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Photo of Spinnakers

Spinnakers Weymouth, England

From £421 weekly
Spinnakers is another example of the old Malthouse development which used to be part of the old Devenish Brewery area in Weymouth. It is a modern well built, nicely apportioned house which has been se...
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Photo of Weymouth Bay Apartment B

Weymouth Bay Apartment B Weymouth, England

From £397 weekly
What a fantastic location for a self-catering holiday in Dorset at the beach - sweeping views of Weymouth Bay and the main Weymouth beach are just outside your apartment. With a wonderful vista from y...
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Photo of The Oast House

The Oast House Weymouth, England

From £928 weekly
The Oast House is a superb example of designer chic and comfort zone rolled into one. This splendid holiday home is built around its two Malt Towers, the original features of the Devenish Brewery. Wit...
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Photo of Cove Walk Cottage

Cove Walk Cottage Weymouth, England

From £397 weekly
Cove Walk Cottage is a very attractive terraced cottage built circa 1850 and has been carefully restored to a high modern day standard but still offering plenty of character. Tucked away in a quiet pe...
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Photo of Rose Cottage

Rose Cottage Weymouth, England

From £421 weekly
Rose Cottage is a tastefully presented Victorian terraced property. The beautiful Nothe Gardens and Newton's Cove, a little beach area and promenade with stunning views, is virtually on the door step....
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Photo of Harbour Watch Apartment

Harbour Watch Apartment Weymouth, England

From £517 weekly
Located directly adjacent to the Harbour. With the luxury of three windows giving panoramic views up and down the harbour it's difficult to find a more relaxing past time with half an hour to while aw...
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Photo of Sea Breeze

Sea Breeze Weymouth, England

From £397 weekly
Sea Breeze, Sea Spray and Sea View have super locations; a stone's throw from Preston beach. These popular properties have the benefit of their own patios. The views from these holiday homes stretch o...
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Photo of George's House

George's House Weymouth, England

From £535 weekly
Kellaway Court is one of the most sought after places to stay within the Brewers Quay area. It is a complete conversion of one of the old malthouses which used to belong to Devenish Brewery. Most of t...
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Photo of Cottage Cheese

Cottage Cheese Weymouth, England

From £377 weekly
Cottage Cheese is a charming terrace house dating from the 1830s which has views from its bow window over Weymouth harbour and town and northwards across Weymouth Bay towards White Nothe and the chalk...
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Photo of Follis Cottage

Follis Cottage Weymouth, England

From £335 weekly
Follis Cottage is converted stable situated in a quiet pretty area of Nottington, locally well known for its Spa House - a hexagonal shaped property which can be seen from the grounds. A cascading mil...
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Photo of Iris View

Iris View Weymouth, England

From £485 weekly
Iris View boasts one of the finest uninterrupted direct sea views in Weymouth. The apartment is tastefully decorated with high standard fixtures and very comfortable fittings throughout. The garden, w...
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Photo of Seagift

Seagift Weymouth, England

From £517 weekly
Seagift is a perfectly placed holiday cottage situatedright on the harbour at Weymouth. From Seagift you have views from the cottage up to the inner harbour with the famous lifting town bridge and dow...
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Photo of Waters Edge

Waters Edge Weymouth, England

From £421 weekly
Waters Edge lies adjacent to wonderful coastal walks and has direct sea views spanning across towards Lulworth Cove and Portland. In the morning after having breakfast on your own balcony overlooking...
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Photo of Sandpipers

Sandpipers Weymouth, England

From £433 weekly
Sandpipers is a modern semi-detached town house featuring a contemporary design four poster bed in the master bedroom, and two other twin bedded rooms. Located on the 'College Heights' development ove...
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Photo of Poppies

Poppies Weymouth, England

From £377 weekly
A hint of the continent is portrayed in the presentation of Poppies as the owner has an obvious flair for blending colours together. The external picture cannot do this charming abode justice. It is a...
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Photo of Net Loft

Net Loft Weymouth, England

From £295 weekly
Centrally located in Weymouth and offering inner harbour views and a good sized shared patio overlooking the inner harbour, Tarps and Net Loft are ideally positioned apartments in which to stay whilst...
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Photo of The Shanty

The Shanty Weymouth, England

From £645 weekly
The Shanty is a charming detached character residence dating back to 1845, offering sea views across the bay towards the Purbecks and the Island of Portland, which is a popular venue for sailing enthu...
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Photo of Driftwood

Driftwood Weymouth, England

From £287 weekly
Driftwood is a compact Grade II listed cottage, traditionally built in 1835, tucked away in the centre of Weymouth within a couple of minutes' walk of all the town's amenities including Weymouth's fam...
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Photo of The Old Post Office

The Old Post Office Weymouth, England

From £269 weekly
The Old Post Office is a clever conversion of an original building now presented as a Dorset cottage. Arranged over two floors, the ground floor living area has an open plan spacious feel with a featu...
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Photo of Commodore's View

Commodore's View Weymouth, England

From £485 weekly
Commodore's View is a three storey house at the end of a terrace of six. The property is perfectly named with its prime position on Old Castle Road, overlooking Portland Harbour where the 2012 Olympic...
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Photo of Beach View Apartment

Beach View Apartment Weymouth, England

From £458 weekly
Situated at Greenhill in Weymouth near the iconic esplanade and just steps from the beach, Beach View Apartments have stunning panoramic views up and down the coastline. Beach View Apartment 3 is situ...
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Photo of Blueberry Cottage

Blueberry Cottage Weymouth, England

From £377 weekly
Blueberry Cottage is a much improved and extended pretty holiday home situated in the picture postcard Dorset village of Sutton Poyntz, guests can enjoy the lovely nearby duck pond and country pub the...
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Photo of Salmons Leap

Salmons Leap Weymouth, England

From £316 weekly
Salmon's Leap lies a couple of miles from the vibrant town centre and main beach of Weymouth. Perfect for a couple or two friends holidaying together.The accommodation is all ground floor and has a lo...
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Photo of Old Harbour Townhouse

Old Harbour Townhouse Weymouth, England

From £485 weekly
Old Harbour Townhouse is a beautifully appointed three storey property located in a slightly elevated position near the old harbour in Weymouth. The property offers spacious accommodation from which t...
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Photo of Breakwaters

Breakwaters Weymouth, England

From £573 weekly
The property has magnificent views over Portland Harbour and out to Weymouth Bay from the lounge and master bedroom. Watch the sailing boats as they race around in the inner harbour. Sandsfoot beach,...
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Photo of Sailors Rest

Sailors Rest Weymouth, England

From £485 weekly
This popular holiday home is located just about two minutes' walk from the Brewers Quay area and Newton's Cove. Sailor's Rest benefits from parking and a enclosed patio and grassed garden, along with...
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