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Street View
Living Room
Bay Window View
Weymouth Harbour
Dining Area
Dining Area
Second Living Room / Games Room
Main Bedroom
Main Bedroom
Bedroom Window View
Weymouth Harbour View
Twin Bedroom
Enclosed Garden
Hope Square
Weymouth Harbour
Weymouth Harbour
Street View

Silks & Sails, harbourside holiday cottage

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Ref: 29
Up to 4
Family, Luxury, Beach, Quiet, Country Walking
Countryside Views, Waterfront, City skyline view, Harbour view


'Silks & Sails' offers a peaceful and comfortable retreat for visitors looking to enjoy the seaside town of Weymouth. This two bedroom holiday cottage is located in an elevated position overlooking Weymouth Harbour and the English Channel. Set within a terrace of traditional and characterful houses, the picturesque setting is perfect for guests looking for a relaxing stay in the heart of Weymouth. Having recently been renovated, 'Silks & Sails' benefits from a newly fitted kitchen, freshly decorated interior and newly installed bathroom. There is a sheltered courtyard garden, on street parking and well behaved pets are welcome!


The Space 

The layout of Silks & Sails is traditional of a property of this age. The living room at the front of the house, is characterful and bright, with large bay window with sea glimpses to the East, sanded wooden floorboards and feature fireplace. Just next door is a 'snug' room, which can be used as a home office, games room or reading room. Through to the back of the house is the newly fitted galley kitchen, complete with integrated appliances including dishwasher, washing machine, fridge / freezer, fan oven and induction hob. A light and airy dining area adjoins the kitchen, with an extendable dining table and seating for four. A door leads from the dining area to the enclosed rear garden, set over two tiers, with outside dining table and planted pots. There are loungers and deckchairs supplied for those wishing to lie back, relax and enjoy fine weather. 

The most impressive room in the house has to be the master bedroom, primarily down to the stunning views from the bay window over Weymouth Harbour and the English Channel beyond. This bedroom features a King size bed, along with sanded wooden floors, feature fireplace and seating from where you can admire the coastal views. Just next door is the second bedroom, with a pair of single beds, storage and a window overlooking the garden. There is also a newly fitted bathroom suite on this floor, with freestanding roll top bath, a large walk in shower, wash hand basin with mirror above and W.C. There is also a separate cloakroom with W.C. and wash hand basin just next door. 

We are delighted to welcome well behaved pets to this holiday cottage. 

Owned by a retired jockey who hung up his racing silks to indulge his new passion for sailing (hence the name). He fell in love with the property's stunning upstairs view and tranquil setting perched above the harbour yet only 5 minutes walk to the Quayside - please note, it is a quite a steep walk down to the harbour which might not be suited to those with restricted mobility. 

Parking is available for a limited amount of cars on street in front of the property, and in nearby residential streets. There is also a metered car park just a short walk away. In keeping with its traditional setting and tranquillity of the location, access to the cul de sac is down a narrow alley, and is better suited to smaller cars or those who are confident to reverse in or out of the alley. 


The Area

Weymouth Harbour features a vibrant waterfront area lined with colourful buildings, cafes, restaurants, and shops. It serves as a hub for recreational boating, with numerous pleasure craft, yachts, and fishing boats moored along the quayside. Visitors can take leisurely walks along the promenade, enjoying the scenic views and watching boats come and go. The harbour is also home to Weymouth's iconic lifting bridge, known as the Town Bridge, which spans the entrance to the inner harbor. The bridge opens periodically to allow boats to pass through, creating a fascinating spectacle for onlookers. With its picturesque setting, lively atmosphere, and historical significance, Weymouth Harbour is a delightful place to visit, whether you're seeking a leisurely stroll, a taste of fresh seafood, or a glimpse into the town's maritime heritage. The cottage is well situated for exploring the local area, and lies within easy reach of the The Jurassic Coast UNESCO world heritige site, and is just 5 miles from the county town of Dorchester. 


Changeover Day

Any Day


Property Type








QTY Pets



Countryside Views

City skyline view


Harbour view



Internet and office


Work desk



Satellite UK TV

Books and reading material


Kitchen Facilities

Cooker and Hob


Toaster and Kettle

Cooking Utensils and Cutlery

Wine glasses

Dining table

Baking sheet


Fridge Freezer

Iron and Ironing Board


Dishes and silverware


Heating and cooling


Central heating


Washing Machine

Central Heating

Bathroom Towels

Room-darkening shades

Extra pillows and blankets

Sea Views

Hair Dryer

Bed Lined Provided

Clothes storage


Private patio or balcony

Outdoor furniture

Private back garden

Outdoor dining area

Parking and facilities

On street parking


Walking Distance to Beach

Walking Distance to Supermarket

Walking Distance to Launderette

Walking Distance to Bars and Restaurants

Walking Distance to Town Centre




Town Centre


Places of Interest


Security & Safety

Smoke detectors

Carbon monoxide detector


No smoking rooms facilities

No parties allowed

Pets allowed


Self check-in

Luggage drop-off allowed



Board games


Rental & Booking Information


Unavailable Changeover Short Breaks Discount


Local Amenities Nearby

BEACH: Weymouth Beach - 0.5 miles


Beautiful property, lovely stay!

Had a lovely stay in Weymouth. The property was beautifully kept and extremely clean. The area was fantastic, and the view from the master bedroom was wonderful. Amy was lovely to deal with and the little touches in the house were great too!

Brianna   Jan 2024
Very nice house

Enjoyable stay house very clean and well equipped kitchen had all modern appliances nice bedding and towels. Close to harbour and town parking was a problem but we had been advised about this. Only recommendation for elderly guests a slip mat in shower and to accommodate 4 adults another comfortable chair in lounge otherwise everything was very good.

Veronica Smith   Nov 2023
Lovely comfortable and well styled home

A lovely home for a long weekend, well styled and had almost everything required for a short trip away. Nice little welcome gift and an attractive decor. Only slight downside was that the bedsheets were fairly low quality.

Benjamin G   Sep 2023
A warm and comfortable house in a great location

The exceptionally well presented and equipped house is located just a few minutes walk away from the Harbour and old town with plenty of shops, restaurants and pubs to choose from. Once you've got the car parked, just leave it there. No need for it during your stay as all facilities and entertainment (even on rainy days) are within easy walking distance. First time we've to been to Weymouth; a lovely place to visit, which was made even more special having a house like this to stay in.. Would certainly recommend!

Mike   Sep 2023
We had a wonderful week long stay...

We had a wonderful week long stay at this holiday home! It's been beautifully and tastefully modernised. The main bedroom has a lovely view over the harbour and we could very clearly watch the Monday night fireworks along the beach front from the house! The kitchen is fully equipped with everything you can think of, and they kindly left some tasty goodies for us on arrival. Very clean throughout. Amy was a very responsive host and got to us immediately when we had any queries. We found the parking to be tricky. Most days we had to park a 10 minute walk away from the property which wasn't ideal with 2 small children. However, if you plan to stay mostly in Weymouth town/beach itself, everything is so close by so doesn't require you to drive. It is a minute walk to the harbour and 3 minutes into town. A very lovely holiday home!

Mary   Aug 2023
A great property, location....

A great property, great location, parking was an absolute bonus (yes I did brave it) renovations have been very well done and I would definitely stay again and also recommend. Thanks again for everything. 

Rachel   Aug 2023

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