Self-Catering at Shepherd Oak | Holiday Cottages in Weymouth

Holiday home
Shepherd Oak is a quality semi-detached cottage, in a courtyard setting and is one of five on-site, 3.5 miles from Weymouth. This superb holiday home is set mostly on the ground floor and has a zip/link king-size double bedroom, a bathroom and an open plan living area with kitchen, dining area and sitting area, as well as a mezzanine double with en-suite on the first floor. Outside there's off road parking for one car, a patio with furniture and a shared hillside garden with picnic benches. Shepherd Oak is a luxury holiday base for couples, families and friends.

Accomodation Details
Mostly ground floor. Two bedrooms: 1 x first floor mezzanine double with en-suite shower, basin and WC, 1 x king-size double (zip/link, can be twin on request). Bathroom with bath, shower over, basin and WC. Open plan living area with kitchen, dining area and sitting area.

Area
Upwey is a picturesque Dorset village, situated just four miles north of Weymouth. Upwey is well-known for its Wishing Well, where George III once sought the benefits of natural spring water. Today it's now a lovely tea room serving traditional cream teas. Close by is the popular seaside resort of Weymouth, which has golden sandy beaches, watersport facilities and a bustling harbour, and also in the area is the market town of Dorchester and the Jurassic Coast.

Region
Explore the fossils and stunning beaches of Dorset’s Jurassic Coast, visit historic Sherborne and Shaftesbury, or enjoy the footpaths, country lanes and thatched-roof pubs Dorset offers.

Amenities
Gas central heating. Electric oven and ceramic hob, microwave, fridge, washer/dryer, dishwasher, 3 x Smart TVs with Freeview, WiFi. Fuel and power inc. in rent. Bed linen and towels inc. in rent. Travel cot and highchair on request. Off road parking for 1 car. Private patio with furniture, plus shared hillside garden with picnic benches. One well-behaved dog welcome. Sorry, no smoking. Shop and pub 10 mins walk. Beach 3.5 miles. Note: Dogs must be kept on a lead whilst outside, and nearby kennels available to rent by arrangement with owner. Note: Sloping ceiling in first floor bedroom.

Prof West

September 2020

This is a very nice holiday home in a very good location for travelling in and around Devon.. Good for families as there is a nice outside area when children can play safely. The home is a little limited in terms of kitchen equipment (which is understandable as the kitchen area is quite small). The washer/dryer machine appears to have some problems as it stops during the run and needs attention.

Mr Zaman

With the Virus present it would be good to know what items are in the unit ( list ) The decor is tied and a bowl was chipped Having stayed in the same cottage before we can see the difference.. But this did not spoil our holiday and we will more than likely book one of the other cottages.

Mr Zaman, September 2020

March 2020

Great location with plenty to see and do within just half an hours drive.. Check in/out process so simple. Grounds to the property are great and perfect for families with children needing some outdoor space. A few minor areas of wear and tear but nothing that you probably wouldn't expect. Will 100% return.

Mr Southworth, March 2020

November 2019

We started out holiday in the shepherd oak cottage, everything appeared clean and tidy, communication with the owner for key collection was great and all went well.. Unfortunately on the second night we were disturbed by noise and in the morning found this was due to mice in the kitchen cupboards. There was a large amount of mice droppings, as we had a 1 year old with us, we contacted the owner and asked to be moved to another cottage. Within the hour we were in an adjacent cottage Bramshurst. Bramshurst was clean and tidy and perfectly adequate (no mice), however it was a less expensive cottage due to the architecture, windows and location of the property (being terraced and not semi detected, and having a view onto the other cottages, rather than open grass). The owner checked we were ok and everything was fine in the new cottage, however after checking out and requesting the difference in price to be refunded from Shepherds Oak to Bramshurst or any compensation for the move of property, this was rejected and a 10% discount offered if we booked directly with them next time, offered instead. We do not think this is acceptable and would like the difference in cottages price refunded at the least - if we had wanted to stay in the cheaper cottage we would have booked it and saved money.

Mrs Dunster, November 2019

July 2019

Excellent accommodation.. Very nice location. We would book it again when we go to Weymouth.

Mr Eves

April 2019

What a lovely location, we have a small well behaved dog and the positioning of this cottage was perfect for us.. With a bubbling brook close by, scenic walks and beautiful open spaces our short stay was idyllic. Positioned a couple of miles from both Weymouth and Dorchester you have the opportunity of beach and town with the ability to retire to tranquility. Loved every minute of it, lovely property, we would stay here again and have already recommended to others.

October 2018

The property was excellent,location and building etc.. However the upstairs vanity mirror light would not switch of , also the main lights when on were flickering, cooker hood one light inop and the filters need cleaning ( smells ) These points did not cause a problem, damage to the bed room wall down stairs, along with 5 glasses not sure if they should be 6 ?? Apart from that we will be booking this property for next year,it was in a superb location. One other point the contact from Skye’s all the way was excellent and a positive one.

Mr Bennetto

May 2018

What a lovely home a credit to the owners in a beautiful part of the country well worth a visit

Mr Bedford

April 2018

Beautiful location in the countryside, but still just a short drive from the beaches and tourist attractions in Weymouth.. This cottage has been very cleverly and thoughtfully put together for holiday-makers - with unique classic features such as the full height living area windows looking out over the fields, but also very well appointed modern luxuries (got to love hot water on demand when you've got four tired, sandy and/or muddy people at the end of a great day out).

Mrs Wade

March 2018

Arrived after the arrival time to find a gang of cleaners in the barn, a chap said that the previous occupants had trashed the place but give them half an hour to finish cleaning.. We drove off to find somewhere to eat after our journey, we arrived back an hour or so later wondering what state the place would be in. It was fine just normal wear and tear but generally clean except that the fridge had been cleaned using a strong bleach which contaminated our food for three days, the extractor hood over the hob was dripping grease when the hob was in use and the kettle needed descaling of limescale. The barn was comfortable and well fitted out with good parking for the car.

Mrs Webb

We were actually upgraded to the castlebridge 3 bed house 2bedrooms downstairs the master with ensuite upstairs.. Gorgeous interior, lots of things not expected washer/dryer dishwasher etc etc

Mr Munro

The cottage is lovely and very comfortable, in a great location.. No complaints at all but considering the considerable price we paid for a 2 night stay we were a little disappointed that the experience could have been more welcoming. We have booked through holidaycottages.co.uk on a number of occasions and feel that the attention to detail is better. For example, the dvd remote did not work. Also mirror light in ensuite. Holiday cottages tend to have a small welcome pack to save an immediate shopping trip (eg. Milk, bread, jam). Basics like kitchen roll, cooking oil. Only small things but these make a difference when booking in the future. Regarding the accommodation itself, the only aspect that could be improved is to be able to prevent the dog from going up to the bedroom area.

Mrs Dolman

November 2017

Lovely property, very clean and comfortable.. Enjoyed our stay, owner Helen is friendly and happy to help. Really impressed had everything we needed for our baby stair gate even thaught of, bowls too.

Mr Hollis

November 2016

Excellent accomodation.. Good facilities Nice quiet area but close enough to weymouth for the shops, pubs and beach.

Mr Millett

August 2016

Excellent accommodation and a great location for exploring the surrounding area.

Mr Bell

Superb cottage, well designed with all Mod Cons - very well located in village setting, yet close to Weymouth beach, pubs and supermarkets.. We and our dog loved the peaceful setting, the panoramic views and the local stream where he paddled most days. Alfie regularly mixed with our neighbours children who enjoyed his company throughout our stay. Overall, quite pricey for a 2 bedroom cottage in August, but I guess you do get what you pay and we were very lucky with the weather. Steve & Lorna - Aug 16

Mr Bell, August 2016

July 2016

Excellent accommodation and a great location for exploring the surrounding area..

Mr Parker

April 2016

Had a great stay at Shepherd Oak, it was a really good base to explore Dorset. The cottage is excellent and the owner was really helpful from start to finish. Would highly recommend to anyone looking for a pet friendly location.

Mr Millett, July 2016

Had a great stay at Shepherd Oak, it was a really good base to explore Dorset.. The cottage is excellent and the owner was really helpful from start to finish. Would highly recommend to anyone looking for a pet friendly location.

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Shepherd Oak in Weymouth, Dorset