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A brick and white building facade with multiple windows on Trinity Road A living room corner with teal walls a gray sofa a side table with a lamp a window with white curtains and a cushioned wooden bench at Sailor's Watch in Weymouth A living room with a television on a cabinet a wooden chest under a bay window and a patterned rug on the floor at Sailor's Watch in Weymouth A living room with a gray sectional sofa a black trunk table a white cabinet with a TV and blue walls at Sailor's Watch in Weymouth A living room with a gray sectional sofa a wooden chest and a patterned rug at Sailor's Watch in Weymouth A living room with two sofas a coffee table with cups books a rug and paintings on the walls at Sailor's Watch in Weymouth A dining room with a wooden table, six chairs, three pendant lights, and a window at Sailor's Watch in Weymouth A kitchen with a blue island, white cabinets, a dining table and chairs at Sailor's Watch in Weymouth A kitchen with white cabinets a stove a blue tiled backsplash and a blue island with fruit in a bowl at Sailor's Watch in Weymouth A kitchen with a blue island, stove, microwave, refrigerator, and dining table with chairs at Sailor's Watch in Weymouth A kitchen with white cabinets a blue island a wooden countertop and windows at Sailor's Watch in Weymouth A kitchen and dining area with a wooden dining table set for six people a blue kitchen island and white cabinetry at Sailor's Watch in Weymouth A bedroom with a wooden bed white linens striped rug a wicker chair with towels and a small TV at Sailor's Watch in Weymouth A window view of boats docked at a marina next to buildings and a street at Sailor's Watch in Weymouth A bedroom with a wooden bed white bedding a striped rug a wooden door and two bedside tables at Sailor's Watch in Weymouth A bedroom with a wooden bed frame a vanity table a wicker chair and two windows overlooking a marina at Sailor's Watch in Weymouth A bedroom with a wooden bed white bedding two bedside tables lamps and a colorful painting on a dark wall at Sailor's Watch in Weymouth A bedroom with a bed two bedside tables lamps and a pink and green painting on a dark wall at Sailor's Watch in Weymouth A bedroom with a bed, pillows, window with blinds and curtain, mirrored wardrobe doors, and a pendant light at Sailor's Watch in Weymouth A bathroom with a shower area, white tiled walls, a wall cabinet with a mirror, a toilet with a roll of toilet paper, and a sink with a toothbrush holder at Sailor's Watch in Weymouth A bathroom with a wall-mounted white sink a chrome towel radiator and a fish-shaped mirror at Sailor's Watch in Weymouth A bathroom with a bathtub toilet and sink with white tiles and a checkered black and white floor at Sailor's Watch in Weymouth A bathroom with a white bathtub white subway tiles a wooden framed mirror and a wooden wall shelf at Sailor's Watch in Weymouth A bedroom with two single beds with white bedding and coral pillows and folded towels on each bed at Sailor's Watch in Weymouth A bedroom with two single beds a nightstand and a window at Sailor's Watch in Weymouth A small patio with open folding glass doors a striped sofa a black chest of drawers and artificial grass at Sailor's Watch in Weymouth A patio area with a striped sofa a black chest a wooden chair a bench and a small table with wine glasses at Sailor's Watch in Weymouth An outdoor patio area with artificial grass two chairs a small table a bench with a pig decoration and a doorway leading to a garden at Sailor's Watch in Weymouth An outdoor patio with artificial grass two wooden benches a small round wooden table with a bottle and glasses and white walls at Sailor's Watch in Weymouth An outdoor courtyard with a wooden bench artificial grass a table with chairs and hanging bunting at Sailor's Watch in Weymouth An outdoor enclosed garden area with stone walls bench table and string lights at Sailor's Watch in Weymouth A street with a small white scooter and pedestrians next to a canal with boats and buildings along the water in Weymouth A harbor with boats docked along the water and buildings in the background at Sailor's Watch in Weymouth A three-story building with brick and painted exterior next to a taxi office and a stone wall with trees at Sailor's Watch in Weymouth

Sailor's Watch

(Ref. 1011525)

Weymouth, Dorset Show on map

4.9

Sykes rating

  • 6 Guests

  • 3 Bedrooms

  • 2 Bathrooms

  • Pets: Yes

What you’ll love

  • Garden / Patio
  • Cot available
  • Highchair available
  • Pub/shop < 1 mile
  • Washing machine
  • Dishwasher
  • Seaside
  • Broadband / WiFi

What guests have said

Accuracy of the listing
Cleanliness
Comfort
Facilities and Maintenance
  • All reviews
  • location (15)
  • stay (14)
  • property (12)
  • lovely (12)
  • weymouth (11)
  • holiday (11)

34 Customer Reviews

  • "Amazing- photos do not do it justice."

    Loved every minute did not want to leave will be booking again next year. We love Weymouth but staying in your lovely property made us love it even more!

    Reviewed by Kelly5.0★Jun 2025

  • "Only reason for the accuracy of listing photo was the stairs if you have a ..."

    Only reason for the accuracy of listing photo was the stairs if you have a problem with mobility I have stairs in my home so I am used to stairs but found stairs in sailors watch a challenge every thing else was top class

    Reviewed by Alan4.7★Nov 2024

  • "Not the 1st time we have stayed at Sailors."

    It's situation is ideal for town, harbour and shops. Lovely views of the inner harbour .

    Reviewed by Linda5.0★Aug 2024

  • "Needs a washing line."

    Maybe secondary glazing in main bedroom for the noise of the bridge opening. Apart from that it was an excellent property.

    Reviewed by Ingrid4.7★Jul 2024

  • "Sailor’s watch, absolutely fabulous."

    So much so,that on our 3rd day of being there we booked up for next year. The kitchen was well equipped. The beds were very comfortable. Everything was really clean. We couldn’t believe how big it was inside. We loved the gardens. The view was absolutely gorgeous daytime and night. My granddaughter was so excited every day to see the bridge open and close. It was so close to every thing, practically on your doorstep ! Complimentary tea/coffee/milk etc was a lovely touch as was the roses. My granddaughter appreciated the kids toys etc. We accidentally locked ourself out , but the owner was on site in no time at all. Taught us a valuable lesson to always leave spare set in key safe. The only things we found that would be useful in the property is a draining rack. As there’s not a lot of space to put washing up on. Also the top garden window ,one side has a pane of glass missing overlooking the courtyard below. Our granddaughter threw a ball out of this window for our dog and it worried me greatly as the dog could have jumped up trying to retrieve the ball, as could have our granddaughter. It just needs a piece of wood to cover it that side. But it hasn’t put us off staying again. We are already missing being there and cannot wait to return. Thank you to the owners for making our holiday extra nice by providing such a lovely homely place to stay.

    Reviewed by Alan5.0★Jun 2024

  • "The sofas were very low, also the mattress in the back bedroom looked about 20 years old covered in stains!"

    I would suggest that the artificial grass be changed at it smelt disgusting (dog pee). The building works in council car park next door was very annoying, 8am - 5pm constant drilling, it actually shook the house!! Apart from that we had a good stay in Weymouth.

    I'm so very sorry to hear your feedback. Sadly the council work next door sprung up and we were not aware of it happening until January. But, you should have been informed prior to your arrival. The mattress is being replaced and the artificial grass will be professionally washed and cleaned. It usually is washed in between guests so not sure why it smelt so bad during your stay. I can only but apologise that you've had such a bad experience at Sailor's Watch and hope you can see from all our previous feedback, our guests are usually pretty happy with their holidays here with numerous repeat visitors. Best wishes The Owner Property Owner

    Reviewed by Joanne3.4★Feb 2024

  • "Hi sailors watch is absolutely amazing everything that you need for your stay is there available to you the views are amazing !"

    ! Perfect location the only thing I would say is the artificial grass in front of conservatory smells of dog urine which was probably made worse by the beautiful warm we had during our stay

    Reviewed by Karen4.4★Sep 2023

  • "Very well equipped and cosy cottage."

    Perfect for a family of six. We enjoyed our stay very much and would love to return some time in the future.

    Reviewed by Matthias5.0★Aug 2023

  • "Absolutely beautiful property in a superb location."

    Weekends can be a bit noisy but this doesn’t bother us. Lots to do and see but even if you want to relax in the property everything is on hand. Will definitely return.

    Reviewed by Evelyn5.0★Jun 2023

  • "Absolutely fabulous place to stay, well equipped kitchen, everything you need, deceptively large property, and a brilliant view over the harbour."

    Would def book again.

    Reviewed by Deanne5.0★May 2023

  • "Sailor's Watch was a lovely place to stay for a week in February, especially as we were blessed with amazing sunny weather."

    The property was, as others have said, really well equipped and very spacious. No problem with feeling cooped up indoors had the weather not been so kind. But, and yes, there are two buts - first impression was most dispiriting. It's a drab passageway leading up to Sailor's Watch itself. At first we feared our accommodation was the roofless wreck that we faced as we came up the passage! Once we'd accepted that it led to a spotless home, airy and light, we were fine, but it was off-putting initially. The second but was to do with noise. We must confess that we aren't used to noise at night but on the Saturday night cars were still roaring up and down outside at 4 am. I know because they were keeping me awake! I learned subsequently that there is a nightclub nearby that doesn't close till 5 am. However, once the weekend was over all was quiet. So if you're sleeping (or hoping to sleep) in the front bedroom, hang on in there; it does get much better. Really worth considering for a break in Weymouth. Convenient and with excellent views as well as perfect for strolling into town.

    Reviewed by Susan4.7★Feb 2023

  • "We stayed 4th-10th November 2022."

    Enjoyed the fireworks display on the beach. You need to sort the TV controller out downstairs. Otherwise, must have liked the digs as I've already booked the same week for 2023! Pete

    Reviewed by Peter4.7★Nov 2022

  • "An excellent holiday property to stay in."

    Perfect location for every need. Spacious and well equipped. Parking permit supplied which was very useful, although the space in front of the property is not a guarantee. We would be very happy to return.

    Reviewed by Steve5.0★Oct 2022

  • "Brill place everything you needed the gardenmade it."

    Close to town parking wasn't a problem for us, in the height of summer maybe. Would definitely go again.

    Reviewed by Alison5.0★Jul 2022

  • "Entry at 4:00 pm, seems a bit late 2:00 pm seems a reasonable time."

    Great location, lovely apartment

    Reviewed by John5.0★May 2022

  • "Thank you for a lovely stay."

    I would definitely recommend to others and would stay again. Couldn't of been happier was everything I wanted.

    Reviewed by Deena5.0★Jan 2022

  • "A lovely well appointed flat, on the doorstep of everything you would want in Weymouth."

    Comfy beds and lovely furniture, We really could not fault anything. Very happy and will, without doubt return.

    Reviewed by Nigel5.0★Dec 2021

  • "A brilliant flat in a fantastic location to explore Weymouth and the surrounds."

    Hope to be back again in the future.

    Reviewed by David4.7★Oct 2021

  • "We have been using Sykes/Dream cottages for many years, staying at various accommodations in Weymouth."

    On this occasion we chose Sailors Watch. This is by far the best place we've stayed. It was the cleanist, largest, well equipped, and best location we've ever had. Sailors Watch is situated above another Sykes property. So after entering a communal door downstairs, you have to go up a set of steps to reach it. The large fully equipped kitchen diner greets you on entry,with tea, coffee, hot chocolate, biscuits, along with milk in fridge.The living area overlooks the bridge and harbour, a lovely view. There are 2 bathrooms with welcome packs in each, including shampoo, conditioner, soap etc. 2 large bedrooms, and a bedroom with 2 single beds. Beds are very comfortable.Note to everyone staying, the heating control is on top of the fridge, which we only found after contacting the office. A strange place to put it! We had a wonderful stay at this property, and will hopefully book again for next year.

    Reviewed by Julie5.0★Oct 2021

  • "The decor of the cottage was lovely and the location perfect."

    We loved the cottage as it was contemporary but with some quirky features. The cottage was very well equipped - we all appreciated the welcome box with teas and tasty biscuits. It was very relaxing just to sit and watch the boats go by. Lots of cafes and restaurants in walking distance which was great. We were able to go on several walks, to the fort and to a castle, plus just walking around the lively harbour was enjoyable. My son loved the arcades near the beach, which was a 15 minute walk away. There are boat trips you can do close to the cottage. My son and I went on one and managed to see the resident dolphins William and Harry. It is a short walk over the bridge into Weymouth town centre which has all the shops you would need plus some independent shops. We could not have asked for more, except that we all wanted to stay longer.

    Reviewed by Fran5.0★Aug 2021

  • "Beautiful property & a perfect base for exploring Weymouth & surrounding areas."

    Ideal for walks to the beach & harbour. Kept updated by Sykes all the way and found lots of helpful information at the property. Would stay again and will be booking with Sykes again. Great service. Wonderful holiday.

    Reviewed by Kathryn5.0★Jul 2021

  • "Second time at sailors watch great place to stay with your family very spacious have booked again for next year"

    Reviewed by Tracey4.4★Jul 2021

  • "Sailors Watch is perfect!"

    A fabulous location right in the heart of Weymouth. The accommodation is clean, spacious & very comfortable. The kitchen is one of the best equipped SC kitchens I have ever stayed in!! A fantastic stay and would definitely recommend!

    Reviewed by Karen5.0★Jun 2021

  • "Couple of snags for future guests would be door handles internally and built in sliding wardrobe doors"

    Reviewed by Dave4.7★May 2021

  • "Great holiday location and fabulous place."

    Only suggestion is that it would be useful to have contact details with the owner beforehand so we could warn them that we would not be arriving on the Friday rather than going through the (understandably busy at the moment) Sykes number.

    Reviewed by Debra5.0★Oct 2020

  • "We had a lovely family holiday at Sailor s Watch."

    It was located in an ideal area in Weymouth. We could walk to the restaurants in 5 minutes which was ideal. The cottage was spacious, well equipped and full of character. We would recommend this property if you want to visit Weymouth and have all the amenities on your door step.

    Reviewed by Ian and Bethan5.0★Oct 2020

  • "Enjoyed an amazing weeks stay in Sailor’s Watch."

    Great views over the harbour, which we absolutely enjoyed watching the comings and goings of. Property stylishly decorated, comfortable and with all amenities catered for. Thanks Annie for letting us stay, we thoroughly enjoyed our time. Great location for all local amenities, great local pubs and eateries, which we tried to visit most of them during our stay. .

    Reviewed by Michael5.0★Sep 2020

  • "Everything about this holiday was perfect."

    The website was easy to navigate, we had lots of choice and we managed to find a cottage that suited our needs perfectly. Sykes kept us updated about coronavirus risks without unduly worrying us which was ace. The cottage itself was spotlessly clean giving us every confidence in our choice. The cottage was also extremely well fitted out with everything we needed for a great weeks holiday. We found it to be very dog friendly with outside areas for him to run and lie in - he loved it too ! The parking permit was an added bonus, we managed to park outside the cottage every day (although it was just out of season) but there were also plenty of permitted areas within walking distance of the cottage. Due to coronavirus the owners are, understandably, advised not to visit tenants in person but they did contact us by text message to check if everything was ok which was very much appreciated, they seem very friendly are caring people. We have been on many cottage breaks in the UK and we both agreed this was the best we have ever stayed in. We would highly recommend this cottage and are looking to go back ourselves if we can.

    Reviewed by Jacqueline5.0★Sep 2020

  • "Beautiful cottage with excellent facilities."

    A few nice touches, like toiletries and tea bags and even dog treats. Exceptionally clean through out. Can't wait to return.

    Reviewed by Julia5.0★Jul 2020

  • "Fabulous holiday house great views great location we are returning next year k"

    Reviewed by Tracey5.0★Jul 2020

  • "Fantastic property, home from home, in a brilliant location within easy walking distance of facilities of Weymouth."

    Very well equipped and spotlessly clean and cosy. Excellent uninterrupted views of the harbour. Quite happy to sit in the window watching the world go by and the town bridge opening to allow the boats to pass through. Although it was January still plenty to see and do in the area with shops, pubs and restaurants on the doorstep, many dog friendly. Despite being situated on quite a busy road into town didn't notice traffic noise and very quiet during the night too. Parking directly outside not a problem with the permit so that was a major bonus. Annie the owner went over and above to make our holiday as comfortable and stress free as possible. We hope to return next year. Just brilliant!! Andrea & Steve Chidgey & Angus

    Reviewed by Stephen5.0★Jan 2020

  • "Fantastic family holiday at Sailors Watch."

    Welcome pack completely unexpected but very thoughtful ready for an important cup of tea after a tiring journey. Lovely views overlooking the marina and watching the rising of the bridge. Ideal location for amenities. There was nothing that was overlooked in welcome pack which also included the milk in the fridge. Everything was thought of including towels .

    Reviewed by Anthony5.0★Aug 2019

  • "Great location and we were able to park directly outside on most days."

    On other occasions we were only a couple of minutes walk away. Tssteful, high quality decor. Quirky layout and much larger than expected. An ideal holiday base. Not the quietest location, but then you are in the midst of everything. The convenience and boat/people-watching over the harbour are the pay off. We would definitely return. Thank you.

    Reviewed by Amanda5.0★Aug 2019

  • "Fantastic holiday home lovely views over the harbour and great location ."

    The house is beautiful inside and is a great size for a family our kids loved the secret garden . Thank you to the owners for accomadating our twins and the lovely welcome pack . I would highly recommend this holiday home

    Reviewed by Rebecca5.0★Aug 2019

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This property is part of the Dream Cottages collection.
Over 350 carefully selected and perfectly located properties, helping you create your perfect holiday.

Your stay at a glance

  • Three bedrooms: 1 x super-king size, 1 x king-size, 1 x twin
  • Shower room with a walk-in shower, basin and WC
  • Bathroom with bath, basin and WC
  • Kitchen/diner
  • Sitting room
  • Sun room.
  • Gas central heating
  • Gas hob, electric oven, microwave, fridge, freezer, washing machine, dishwasher, TV, WiFi
  • Fuel and power inc. in rent
  • Bed linen and towels inc. in rent
  • Travel cot available
  • Enclosed artificially turfed garden and terrace
  • Sorry no smoking
  • One well-behaved dog welcome, charge of £21 per pet per week Shop and pub within 0.1 miles
  • Parking permit available for Zone L on street parking (subject to spaces being available) expires 13 Jun 2026 (subject to council renewal)

Your home away from home

Overlooking Weymouth’s inner harbour and historic bridge is this spacious maisonette-style apartment with its own secret garden.

This contemporary accommodation is perfect for bringing together family and friends for a traditional coastal getaway with a well-equipped base to come back to each evening.

A ground-level front door leads you into a shared passage way where at the rear is a small gate and steps to the first-floor entrance.

A delightful south-facing sun room welcomes you into the stylish kitchen/dining room, where you will find everything you could possibly need during a week-long break.

Fully-equipped, you will find a Range cooker coupled with large work spaces offering the perfect place to come together and cook a tasty meal.

Why not create some cocktails to be enjoyed on the terrace or in the secret walled garden?

A couple of wooden steps lead up into the bright sitting room where the beautiful bay window offers views over the inner harbour and the historic harbour bridge.

You will also find a family bathroom on this floor with a full-size bath, ready for a relaxing soak.

Upstairs are three well-presented bedrooms, all light, spacious and ideal for unwinding after a day at the seaside.

The master bedroom has a super-king bed and views over the inner harbour, whilst the twin bedroom and king-size bedroom are at the rear of the property and located down a few wooden stairs which add to the delightful charm of Sailors Watch.

The unexpected treat of this property is secret walled garden, where you can relax in the evening with a glass of something nice, play a few outdoor games and enjoy the privacy of this space.

Located in this prime area of Weymouth means that you will find all you need within a short walk of the front door.

You can enjoy fresh local fish and chips on the harbour side, stroll along the esplanade with an ice cream and enjoy the traditional seaside activities of Punch and Judy shows, donkey rides and much more.

Weymouth’s award-winning beach boasts beautiful golden soft sand and shallow waters.

Only a short drive of around 25 minutes and you can be enjoying The Tank Museum, Monkey World and the UNESCO world Heritage sites of Lulworth Cove and Durdle Door.

Make your family getaway to Sailor’s Watch and enjoy all that the Dorset Coast has to offer.


Where you’ll be staying

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WEYMOUTH

Dorchester 7 miles; Bridport 17 miles.

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 watersports, whilst from the picturesque, bustling harbour you can take regular fishing trips. A short drive takes you to Portland Harbour, and the rugged “Isle” of Portland, linked to Weymouth by the dramatic Chesil Beach. Visit Dorchester, Thomas Hardy’s “Casterbridge”, only 7 miles away, or take a journey along the scenic coastal road and call in at Abbotsbury Swannery and Subtropical Gardens. Alternatively, just head down to West Bay - the views of the stunning Dorset Heritage Coastline are not to be missed!

View more holiday cottages in Weymouth

Please note: This property does not accept stag or hen parties.
Please note: Charge of £21 per pet, per week to cover additional cleaning costs.
Please note: Parking in a local council car park is available nearby subject to a fee.
Please note: On road zone parking permit (subject to spaces being available) expires 13 Jun 2025 (subject to council renewal).

This property offers the following short breaks:

  • Winter
  • Off-season
Flexible cancellation terms

If you cancel before 12 noon , get all of your money back:

  • Rent
  • Extras
  • Fees

excluding the Flexible Cancellation fee and any insurance premium.

There are a small number of circumstances where you can’t use Flexible Cancellation. See the Flexible Cancellation Terms that apply.