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Holiday cottages in Weymouth

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Top-rated cottages in Weymouth

Guests agree: these stays are highly rated for location, cleanliness, and more.

Dormouse 18th Century Holiday cottage
Entire cottage · 5 guests · 3 beds · 1 bathroom
Dormouse 18th Century Holiday cottageTo have a great Holiday they say you only need 3 things sun, sea and sand but to find your perfect holiday base its all about Location Location Location and Dormouse cottage is spot on. Just 70 yards to the left you will find the famous blue flag central beach and esplanade with its busy shopping area and fantastic pubs and restaurants for all tastes. To the right of the cottage is the picturesque swanary nature reserve which drifts into Weymouth's extensive marina and Harbour.
Maidenwell Cottage.  Near Chesil Beach, Portland
SUPERHOST
Entire cottage · 6 guests · 4 beds · 1 bathroom
Maidenwell Cottage. Near Chesil Beach, PortlandMaidenwell Cottage is a Grade II listed period property on Portland, the southernmost point of the Jurassic Coast . New to the rental market, it has been refurbished to a high standard, designed to make you feel at home. Chesil Beach, local shops, cafes and pubs are all a within a short walking distance. Maidenwell Cottage is perfect for families and couples looking for a cosy seaside retreat and those looking for a place to relax following a day of walking, climbing and water sports.
Cottage: short walk to harbour and Weymouth beach
SUPERHOST
Entire cottage · 6 guests · 7 beds · 1 bathroom
Cottage: short walk to harbour and Weymouth beachThe Cottage is newly renovated and beautifully furnished - very fresh and comfortable and a place we were keen to ensure was just where we'd like to stay ourselves. It is close to Custom House Quay (1 minute walk), and 5 minutes to Weymouth's lovely sandy beach with all its attractions. We provide a free on street parking permit for guests. We also provide beach towels for guests and a range of good quality toiletries for your use.

Holiday rentals for every style

Get the amount of space that is right for you.

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Popular cottage amenities in Weymouth

  • Pets allowed
  • Free parking on premises
  • Kitchen
  • Wifi
  • Hot tub

Houses in Weymouth

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  2. Dorset
April's Cottage, sea views close to Chesil Beach
SUPERHOST
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  2. Dorset
The Garden House, great local access
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  2. Dorset
Sea View
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  1. Private room
  2. Dorset
Wonderful Double near Town & Beach with Breakfast
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  2. Dorset
Spacious Cottage with amazing sea views of Chesil
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  2. Dorset
Pebble House, for a perfect seaside holiday.
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  2. Dorset
Beautiful Harbour cottage 29 steps from the sea!
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  2. Dorset
Character cottage close to Chesil beach
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  2. Weymouth
Shortlake Cottage
  1. Entire residential home
  2. Dorset
The Old Lookout
SUPERHOST
  1. Entire residential home
  2. Weymouth
Character 4 bedroom house, Weymouth Harbour
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  1. Entire residential home
  2. Dorset
Cosy Dorset Home with a sea view and lots to do..

Pet-friendly cottages

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  2. Osmington Mills
Jurassic Coast Cottage... sea views and garden
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  2. Dorset
Stunning Barn conversion with heated swimming pool
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  2. Dorset
Crows Nest - cosy, tiny cottage - all mod cons.
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  2. Dorset
Little Barn is a cosy dwelling in a remote valley
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  2. Osmington
Autumn Cottage, spacious three bed rural retreat
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  2. Chickerell
Bluebell Cottage, Weymouth. Sleeps 6 & Baby.
SUPERHOST
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  2. Sutton Poyntz Weymouth
A peaceful retreat to rest, recharge and explore.
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  2. Osmington
Dorset retreat close to the Jurassic coast
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  2. Osmington
A luxury unique home spa - White Stones Retreats.
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  2. Weymouth
Chocolate box cottage romantic hideaway
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  2. Weymouth
Great Cottage close to everything!
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  2. Portland
Mariners Cottage

Cottages with free parking

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  2. Lewell
Jasmine Cottage
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  2. Weymouth
Sydenham Cottage close to Beach & Old Harbour
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  2. Dorset
Character cottage with sea views and parking
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  2. Dorset
Barn Owl Cottage on Fleet Lagoon
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  1. Entire cottage
  2. Dorset
Samphire Cottage, Mallams, Portland, Dorset.
SUPERHOST
  1. Entire cottage
  2. Chickerell
Moonfleet Coastguard Cottage with Sea Views
SUPERHOST
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  2. Dorset
Strawberry Cottage
  1. Entire cottage
  2. Dorset
Duckling 18th Century Holiday cottage
SUPERHOST
  1. Entire cottage
  2. Sutton Poyntz
Laurel Cottage
  1. Entire cottage
  2. Osmington
Holly Cottage
  1. Entire cottage
  2. Ringstead
Rose Cottage is a quirky 1800’s Dorset cottage
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  2. Dorset
Sunrise, sunsets, bird-watching over Chesil Beach.

Your guide to Weymouth

All About Weymouth

With its three-mile-long golden beach, and a marina bustling with yachts, Weymouth likes an excuse to throw a party, be it international sailing regattas, foodie festivals, or military pageants. The fishing port was transformed into a fashionable resort thanks to regular visits from King George III, who inspired its elegant 18th-century architecture — although its attractive narrow shopping streets also contain hints of Tudor times. With the surrounding Dorset countryside only a short cycle ride away, there’s plenty of nature-spotting to be done, from the Rodwell Trail that follows a former railway line to the bird sanctuaries of Lodmoor and Radipole Lake. The Isle of Portland, connected via Chesil Beach, is home to one of the UK’s most famous lighthouses, Portland Bill.


How do I get around Weymouth?

The nearest airport to Weymouth is Bournemouth International Airport (BOH), although it operates to only a limited number of (mostly Mediterranean) destinations; Southampton Airport (SOU), 60 miles east, and Bristol Airport (BRS), 70 miles north, also operate a limited number of routes. Most international travelers will arrive at one of the London hubs (LHR, LGW, STN, LTN), which are under four hours away by car or train. There is a regular direct service from London Waterloo Station, as well as coach service from London Victoria. A good local bus service operates in Weymouth, and bikes are a particularly popular way to get around; there are also plenty of taxi companies.


When is the best time to stay in a vacation rental in Weymouth?

With average temperatures of 63 degrees Fahrenheit, Weymouth’s summers can be more warm than hot. And while they are cooler, with temperatures in the upper 40s and 50s, spring and fall are still somewhat mild, making for great walks on the beach. Winters are cold and often wet, dropping to average lows around 41 degrees, but rain is an ever-present possibility no matter the season. It’s always best to approach the English seaside as an unpredictable adventure; pack for anything, with a mix of layers and warm clothing. And a waterproof jacket is a must.


What are the top things to do in Weymouth?

Weymouth Harbour

A five-minute walk from the southern end of the beach is the town’s historic harbor, lined with brightly colored fishermen’s cottages. It’s a busy spot filled with pubs, cafes, and fish and chip restaurants, as well as boats waiting for the 1930 town hydraulic bridge to open and let them pass, which it does, on schedule, every two hours.

Nothe Fort

Built in 1860, this historic sea fort sits at the tip of a peninsula just east of Weymouth harbor. Constructed to defend the naval harbor at Portland, it’s a popular visitor attraction containing a maze of strategic underground tunnels. You can also enjoy its exterior from nearby Nothe Gardens, a public park offering a peaceful place to look out across to the Isle of Portland.

Chesil Beach

This narrow barrier of shingle beach, stretching 18 miles from Portland to West Bay, is a natural wonder and an iconic Dorset landmark. It’s no good for swimming or surfing, but people come here for its windswept, rugged beauty, with breaking waves on one side and a large, brackish lake — the Fleet Lagoon — on the other. It’s also a popular spot for fishing and birdwatching.