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Plain Sailing

WEYMOUTH, Dorset
  • 6 guests
  • 3 beds
  • 2 bathrooms
  • Pet Friendly

Description

Plain Sailing is a beautifully-presented holiday home situated in the heart of the wonderful seaside town of Weymouth, Dorset.

This pet-friendly retreat offers a perfect escape for those looking to explore the charming surroundings of Weymouth.

With its prime location and amenities, Plain Sailing is the ideal choice for families and groups of friends seeking a relaxing coastal getaway.

Step inside to find a home that oozes charm and comfort.

Spread over three floors, this delightful retreat boasts three bright and airy bedrooms.

The second-floor double bedroom offers a comfortable experience with its own en-suite and Smart TV.

The additional double and twin bedrooms provide ideal spaces to rest.

The well-equipped kitchen/diner is the perfect spot to whip up delicious meals and share stories over dinner, while the sitting room beckons you to unwind in front of the Smart TV, making it the ideal place to relax after a day of sightseeing.

When the sun is shining, step outside where the rear garden offers a private sanctuary for you to enjoy the fresh sea air on the patio, complete with furniture for al fresco dining or simply soaking up the sunshine.

There is a shed available at the property for the outdoor adventurers of the group to store bikes and sports gear.

Discover the wonders of Weymouth and the Isle of Portland during your stay at Plain Sailing.

Experience the beauty of Weymouth Bay with a ferry tour, visit the fascinating Portland Museum, and spend a day getting to know the adorable residents at Portland Alpacas.

For history buffs, a trip to Nothe Fort is a must, or simply relax on the golden sands of Weymouth Beach.

Indulge in delicious meals at the local restaurants offering fresh seafood and traditional dishes.

Enjoy the property's close proximity to the start of the Rodwell Trail recreational path which is perfect for family cycling as it provides a pleasant, traffic free 3.5km walk or bicycle ride from Westham Bridge in the heart of Weymouth town centre to Ferry Bridge.

From there you can continue 0.8km along Portland Beach Road to the Chesil Beach Visitor Centre.

Venture to Dorchester for a day of exploration, where you can embark on a Jurassic Safari, visit The Dinosaur Museum, or marvel at the wildlife at Kingston Maurward Animal Park and Gardens.

No visit to Dorset would be complete without a trip to the iconic Corfe Castle, offering stunning views and a glimpse into the area’s rich history.

With so much to see and do in the surrounding area, Plain Sailing provides the perfect base for an unforgettable coastal getaway.


Your dates


Everything you'll need

  • Wifi
  • Baby Friendly
  • Dishwasher
  • Garden / Patio
  • Off Road Parking

What guests are saying

4.7
Based on 27 reviews
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Cleanliness
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Absolutely fantastic stay.

The welcome pack was a lovely surprise, especially the pack for our dog too! The owner has gone above and beyond to provide everything that you could possibly need during your stay. The property was well maintained and extremely clean. We have previously stayed in other properties in Weymouth, which were lovely, but didn’t offer the same standard as Plain Sailing. Thank you for a lovely stay and we will definitely be returning.

A
AnthonyOct 2026

Well what can I say what a beautiful clean and comfy home, from the moment we stepped in to the house it just felt right and the welcome pack with tea and coffee and biscuits was a nice surprise and a pint of milk to start you off with a nice cuppa.

I think everything was thought of for your comfort loads of information in the folder even a cupboard full of games if it rains or for much family time. It only takes about 10 minutes to walk into town and sea front or you can have a nice walk around next to the boats. If and it is a big if I was to be picky it would be nice to have a paracell out side for a bit of shade when sitting in the garden but thats all really. We have already rebooked for next year before we got home and I would also like to thank the dream cottages team in weymouth who we went to see they was very helpful and it makes a great change to speak to someone face to face. Roll on next year

A
AndrewAug 2026

Was absolutely brilliant everything we needed was there clear instructions in the booklet very tidy and clean Decorated to a high standard would stop here again

J
JasonJul 2026

Good to know

House Rules

  • Good housekeeping bond

    This property has a Good Housekeeping bond of £350

  • Smoking

    Not permitted

  • Property notes

    Please note: There is a shed available at the property solely for guests to store bikes and sports gear (at guests risk).

    Please note: The property has a Good Housekeeping Bond of 350 GBP.

Stay Information

  • Check-in / Check-out

    16:00 / 10:00

  • Property ref

    1153879

  • Parking

    Off Road Parking, Designated parking place

Guest & Pet Policy

  • Pets

    Allowed

  • Children

    Children and infants welcome

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