- Off road parking
- Ground floor bedroom
- Garden / Patio
- Cot available
- Pub/shop < 1 mile
- Washing machine
- Broadband / WiFi
Reviews & Ratings
67 Customer Reviews
"We come to Weymouth twice a year to visit family and this house definitely ranks in our top 3 places we've stopped in."
Location is fantastic, 2mins walk and your right by the harbour. Very quiet too especially given the location. Great layout being all open plan and great parking; secure and plenty of room for 2 big cars. Hamper on arrival was a lovely touch too. A couple of very minor things (sorry) The Fire exit door was unlocked, which we didn't notice until day 3. The stairs are quite Steep, you just have to be extra careful, maybe a handrail on the other side would be useful, especially on the turn as we did slip a couple of times. Would definitely stay again if it's available!
"We really enjoyed our stay and would highly recommend it."
The house was very comfortable, quite, clean and well equipped. The location is superb, with Weymouth marina and town centre just a few minutes walk away and Chesil beach and Portland a little further but still easily walkable. Even though it was very cold outside (November) the house had great central heating which made it very warm and cosy. The house is located in a small complex which has security gates and the parking spaces are a real bonus given the lack of spaces in this central location. We would stay again without hesitation.
"After staying for many years in other Kellaway Court property, we have decided to try the Upsidedown house this year."
It was looking great on the advert and the second parking place was a bonus. However, the reality was very different. The bathrooms are in need of refurbishment, no soundproofing through the house (complete nightmare!), uncomfortable mattresses - these are just a few smaller things. This property is not a dog or older generation friendly. The staircase is so steep that we end up to curry our cocker spaniel up and downstairs (same for a patio exit). After 3 days this was too much and we have decided to cut our holiday short and to comeback home. Such a shame as a location is great.
We are sorry the property was not suitable for you or your dog. It is an 'upsidedown house' as per its name, so it does mean going upstairs to the large open-plan living area/kitchen. You have mentioned that the stairs are steep, and we are sorry if you found them to be so. When the property was converted to a dwelling, the stairs that were put in conformed to building regulations at that time,. The bathrooms have modern white suites and tiles, as can be seen in the photographs, so we are confused by your comment that they need refurbishing. As mentioned, the property is 'open-plan' so noise may carry. We hope your next holiday, wherever it may be, will be an enjoyable one. Property Owner
"We had a wonderful stay here."
Love the balconies off the living room, in the sun nearly all day. We didn’t use the little garden area but it’s perfect for the dog. We would really have liked a double bed in the second room as the wooden framed singles make it impossible to put together but we knew that when we booked. A whole fridge and whole freezer made self catering much easier so that’s a boon. Very well positioned to walk to any parts of Weymouth, the harbour walk and walking up to Nothe fort is lovely. Also the walk to the other side of the headland to see the Olympic viewing sight and Portland not far away.
"We love this property and have stayed here several times now."
Fantastic location, close to all of the attractions. Lovely Layout and the small welcome hamper & pint of milk was a nice touch. Thank you
"We have stayed in many properties, some luxury around the harbour including Santiago House in Kellaway Court."
The upsidedown House is by far our favourite and whilst there we booked to come back next August. (We like to stay at different houses but we felt this would be hard to beat!) The House itself has a lovely welcoming, homely feel that has been tastefully designed! The best well equipped kitchen we’ve stayed in. We can’t thank the owners enough as our children were in their element watching Netflix! A big thank you for the lovely hamper which included some luxury truffles, biscuits, ground coffee, tea, sugar and strawberry jam as well as fresh milk-a real bonus. In all a beautiful, very clean home which is tucked away with the bonus of 2 parking bays. We can see why this property gets booked up very quickly, as it’s good value for money.
"It was our second year of staying in the upside down cottage and we love it so much that we are booked in for a week in August next year as well."
The only thing we wish was different is that we are only aloud to bring one dog. We have two small Cockapoos and would have loved to have been able to bring both with us as they are both very well behaved. Other than that the house is perfect for us and in a great location, we’ve been coming to Weymouth every year for 30 years and this is the best property by far that we have stayed in. The welcome gift box was a lovely surprise this year as well and enjoyed by all of us. Roll on next August as we can’t wait for our next visit.
"The Upside-down House is a fantastic property with everything you could need to hand A great location near to bars, restaurants, harbour , Nothe Fort and gardens."
It has the added bonus of off street private parking for 2 cars right outside. I think the fact the property has quite a large outside space should be publicised more. Always enjoyed our stay at the property. The food hamper and fresh milk was a nice touch.
"Lovely property which we have stayed in numerous times, meet the lovely owners ..."
Lovely property which we have stayed in numerous times, meet the lovely owners when they came to replace the microwave The welcome hamper was a nice surprise and we will definitely return to upsidedown house
"Absolutely great location!"
House itself was very spacious and clean. A few signs of wear and tear about the property, but that didn't detract anything away from a really enjoyable stay!
"Loved our stay with you."
Excellent location. Very roomy.Comfy sofas. Good showers. Saucepans & trays were worn & grubby & need some oven gloves! Window to left of upstairs door would not open. Minor whinges. Would definitely stay again but you are booked up already! Thankyou for a great holiday.
Thank you for your valuable feedback. We will look at the kitchen inventory during the next changeover and also the window which we hope is sticking due to recent exterior repainting. The local agency are supposed to supply oven gloves so we will check this with them. Please do feel free to contact the booking agency next time if there is any maintenance/inventory niggle during your stay that you would like attended to; their local office is only at the entrance to the Court and has the authority to carry out repairs and renewals on our behalf. If it is minor and you would prefer not to be disturbed, the Agency can arrange for something to be investigated and hopefully rectified during the next changeover if they know of it in advance. We hope to see you again soon and thank you once again for your booking. Property Owner
"Firstly we really enjoyed our stay."
The property is in an excellent location and ideal to explore other areas. Really liked the electric gate which provided additional security. The property is very airy and nicely laid out. I would have liked a couple of hooks in bathroom to hang towels (the bar being used for shower mat). The squeaky floorboard outside bedroom two should be fixed. We had to report a leak from the boiler or surrounding area. The maintenance chap checked all ok and said we can continue to use shower etc. Overall a lovely holiday property which we would all gladly recommend.
"Everything tip top thanks"
"A lovely comfortable place to stay."
Location excellent, quiet but near to all amenities. A very enjoyable family holiday.
"Beautifully presented property with a very light, spacious living area."
Apart from a well supplied kitchen there were books, games and jigsaws (came in handy on our first very wet and cold day and during some evenings). The house was very quiet despite being in the heart of Brewers Quay. Perfect location. A lovely thought to have a welcoming gift of a hamper containing coffee, tea, sugar, milk, biscuits, jam and chocolate (courtesy of Dorset Happy Hamper); very pleasant surprise.
"A lovely spacious cottage in a great location, we had an awesome holiday!"
"Great space for families."
The upstairs space was super for a family with a dog and baby. Location superb. Right next to the harbour and a very short distance from the town and beach. But tucked away in a corner so also nice and quiet. We will definitely be back
"Had a lovely time in Weymouth with the family,the upside down house is very comfortable we received a hamper on arrival which was a very nice touch we had a problem with the hot water and heating and it was sorted out promptly."
"Fantastic well-equipped property."
Lovely location and nearby amenities. Ample parking onsite and good pubs!
"This is a wonderful property, not our first stay and certainly not our last."
Always spotless, very convenient position, easy parking. Add a full week of sunshine in October and we were very happy.
"Stayed at Upsidedown House several times now."
An excellent property well appointed in the heart of the Brewers Quay area.
"We had a fantastic time in Weymouth."
..and the upsidedown house played a huge part in our holiday. Close to the harbour, close to the pub and close to restaurants. The upsidedown house is the first place we have stayed that we all said we would 100% use again....in fact we tried to rebook for next year whilst on holiday and someone beat us to it the day before.
"Fab house with fantastic open plan kitchen/ lounge with a Parisian feel, you will have to rent to appreciate this!"
Lots of character/ history to the house/ complex. Gated so secure. Ample seating for 4 adults in the lounge area (parents, a 22 yr old son & 18 year old son all of which are huge, not me obvs
"We had a slight issue with the boiler on arrival."
I rang the office which has an out of office message. It said to leave a message which I did. A lovely lady rang back immediately. She had a guy over within 20 minutes who was really nice and had the problem sorted in no time. Really impressed.
"We absolutely loved our stay, a lot of thought has gone into making this comfortable."
The highlight is the huge open plan kitchen, dining and living room. Also 2 parking spaces which are easy to access. We will stay again.
"Amazing cottage in a great location."
We had a very comfortable stay!
"We love this house, the upstairs area is well designed and perfect for family gatherings."
It was lovely to arrive to a Christmas tree and a box of goodies. The kitchen area is well-equipped and the seating area comfortable. The bedrooms are spacious, the shower in the en-suite especially good.
"Excellent facilities, very comfortable and two car parking spaces are very useful."
We would liked to have booked for next year but the change to Friday to Friday letting does not suit us.
"Lovely cottage, the photos really don’t do it justice!"
Close to so many bars and restaurants, spoiled for choice.
"Location of cottage and secure parking very good very handy for all ..."
Location of cottage and secure parking very good very handy for all restaurants, pubs and beach Cottage itself very clean and spacious just a few armaments a little dusty all facilities in the cottage were perfect All of us really enjoyed the stay so much so booked the cottage again next year
"Brilliant property and great location thanks."
It is worrying that we can't recycle anything.
"We have been to the upside down house for quite a few years now as it's such a good location with ideal parking and outside space It's nice to see it's had a bit of a face lift, as was looking tired last time."
It was a pity that some of the brackets for the balcony doors didn't have screws or weren't screwed in. Would have been good to have a summer duvet on the bed as the one we had was very thick and heavy and as it was the hottest week of the year made sleeping a bit uncomfortable. Thick dust behind the bedside cabinets, only found due to plugging in charger. Small points easily remedied that didnt make much difference to a very comfortable and enjoyable Stay. We wanted and would have booked for next year as usual until we realised the same week was over six hundred pounds more. I appreciate the last year or so has been bad for the company and owners alike and expected to pay a bit more but I think six hundred plus is being greedy. Hope to be able to return in the future.
"Fab place ,lots of room for a family ,everything."
"Everything was great really a lot better than we expected."
Kitchen was perfect everything we needed. Totally recommended. Two slight issues for us as a family was the timed heating. It cut off at night and didn’t come back on early enough for us but we worked around it. Second issues is we tried and tried to get hold to Skyes on the Sunday on the 24hr number and got no reply nor on the Monday morning which was stressful as we were trying to extend our booking. However the property was excellent and we will be back definitely.
"We had a lovely time and the weather made it a fantastic week away."
The only issue we had was we couldn't find the remote control for the bedroom tv.While searching for the control unit we found a child's sock and pants under the bed with the remote control.We went to office and complained and they said with covid compliant cleaning it was not good enough as we cannot get in to the property till 5pm.Other than that we had a very nice time
"Wonderfull place to stay, great facilities and location."
"Lovely house situated in the heart of Brewers Quay."
The property was very spacious and comfortable and for our group of 5 and our dog, suited us perfectly. Initial issues re a leak from all the rain was quickly resolved and dealt with well by both the owner of the house and Dream Cottages. However, work was being carried out on the adjoining property for the whole of the time we were on holiday. There was extensive scaffolding to the property and the noise was horrendous from 10am until 4pm Monday-Friday. Dream Cottages were made aware of this and I’m awaiting a response from them. While we didn’t let this spoil our holiday, it was completely unacceptable.
"We loved the airy open plan of the house, and apart from a couple of lamps that did not work plus the edge of one of the external doors having sharp nails sticking out, enjoyed our break."
The location was excellent, meaning we could swim in the sea every day. We did not use the outside space after seeing someone spray it with weedkiller just after our arrival. That was a shame,
"The home itself was lovely, great location and 2 parking bays made life a lot easier for us."
The only things I would like to make you aware of is the fridge is not really big enough for 6 people. An additional drinks fridge or just a bigger stand alone is really what is required for this size property. The washing machine was extremly noisey and we were concerned to use it in case it disturbed our neighbours. Sofas were not greatly comfortable but not the end of the world. The location of the property was what was important to us and for that it ticked all the boxes. We would definately return to this property.
"Excellent property, small issue of clothes rack broken, but was replaced immediately, excellent service."
Amazing space in this house, well presented, would highly recommend.
"Upsidedown House is a well-located dog-friendly property in a gated development with two parking spaces, and with an outside space not mentioned in the property listing - this 'garden' area was ground-floor level, accessed either through a gate by the parking spaces or down an external staircase from the dining area, and had pebbles for most of it but also a small raised terrace with table and chairs."
This garden area was very convenient with our little dog, as it gave her an area to explore that was away from the distractions of the parking area. Upsidedown House is a minute or two walk from the Harbour, with lots of cafes/pubs/restaurants between it and the bridge over to the Town Centre. The property itself was well-maintained, and the areas with hard floors were the best kept - some of the carpets were a little tired / needed extra attention, but being dog-friendly we know this is a challenge. The open-plan living space was huge, bright, and airy. We had windows open most of the time day and night, and were never disturbed by local noise, although staying in September there may be less going on locally than in the summer. You do hear noise through the walls from the next property, as being conversions of old buildings the soundproofing is maybe not as robust as in newer properties. The wi-fi was excellent. The shower stalls in both bathrooms had excellent pressure, but did feel a little bit cramped - we both banged our elbows in our respective bathrooms. Beds were comfortable and with decent linens, and towels provided were of good quality. Welcome basket of teas, coffees, biscuits, etc. was a nice touch. A few of the kitchen items (glassware and crockery) needed re-washing before use, but there were plenty of glasses, mugs, plate, bowls, cutlery etc. for a larger group - we were just two people and a dog. We made use of the washing machine once, but the airer to hang the clothes to dry seemed broken in some way so we couldn't get it to stand up as it should - we propped it up in the bathtub and latterly in a doorway, and it worked okay but was not ideal. The Dreams Cottages team have their office right outside the gates of the Court where Upsidedown House is, and it is convenient to have them close by for questions/issues - we collected the keys from them directly, as they had contacted us during our journey to advise the property's key safe was malfunctioning, and the key safe was fixed within a couple of days after our arrival. We will definitely return to Upsidedown House in the future, as we had a lovely relaxing break, and barely had to use the car due to the excellent location.
"Superbly situated in Weymouth, everything about it was great, we will be returning."
"This is one of the best houses in Weymouth for my, we are coming for fishing and than is this he best house for us."
No problems with parking en save parkingplace. twenty steps for a Pub and Restaurant, great. Thanks for this nice week.
"Fantastic house , great location."
"Disappointed that kellerway court has gone down hill abit with people putting ..."
Disappointed that kellerway court has gone down hill abit with people putting washing out on balconies electric gates not being repaired and people using the car park as a racetrack on mobility scooters
"It's a home from home place."
Very welcoming plenty of space. Has everything need in the kitchen. Very well equipped. Ideal garden space when we take our dog. Very close to everything you could need shops beach. Fishing crabbing, pubs. Even boat rides. Very recommended and comfortable.
"We have been holidaying in Weymouth for over 20 years and the Upsidedown House is one of the best properties we have stayed in."
Loved the layout. Bright & Spacious.
"The house exceeded all expectations,some property photographs are misleading but ..."
The house exceeded all expectations,some property photographs are misleading but upsidedown house was better than the photographs if this is possible,it was everything stated and much more
"The Upside Down house has masses of light airy living space so no one feels cramped, especially if there are five or six adults."
What was a pleasant surprise was the patio area outside which was not shown on the description and is a great asset to this property as are the two car parking spaces.
"The house was warm, comfortable and well equipped."
The main room on the upper floor was really spacious and ideal for a family Christmas. The owner had provided a Christmas tree and came round with a card and mince pies which were greatly appreciated. The gated parking was very useful and the proximity of the Nothe, the harbour and the town made the location ideal.
"Another wonderful holiday in this beautiful house."
Home from home. Has everything you ever need. Including Great weather on our visit. Stayed July 2018
"Stayed at the same property for a number of years now and always happy to return."
Stayed July 2018.
"We have stayed here a few times a couple of years ago."
Excellent position for everything going on in Weymouth. Beautiful house so fresh and clean. Fully equipped. They just thought of everything. Even a welcome plate. Must say last time we came was chocolate muffins. Missed them. Just biscuits this time. We had excellent weather and just a great time. Thankyou. Stayed July 2017
"An extremely enjoyable time at this property."
Born and bred in Weymouth many years ago it was good to return to the area of Hope Square & The Nothe where my family lived. We would definitely return to the Upside Down House. The popularity of this property is evident by the booking calendar. Stayed September 2016
"Stopped here several times now and just love the place!"
Stayed August 2016
"This is a great place so convenient to all local facilities."
We do hav a bit of a problem with the twin bed set-up, it just requires the possibility of being adaptable to make a proper double bed that quite a lot of places have.
"One of the best houses that we have stayed in."
Fantastic location, surprisingly peaceful considering how close to hustle and bustle of Hope Square and the Harbour it is. The layout is fabulous and perfect to share with extended family - stayed July 2016
"This is a fantastic property in a lovely part of Weymouth, exceeded our expectations & would recommend it to others."
Stayed August 2015
"Another lovely stay at Upside Down House, have already booked again for next year, The Dream Cottage staff are very accommodating and resolve any issues immediately."
"Everything was found to be very satisfactory Stayed July 2015"
"Lovely spacious house in great location."
Clean & tidy upon arrival. Would definitely recommend & stay there again. Stayed July 2015
"We had an excellent holiday."
Beautiful accommodation 2 nd year in a row.
Perfect for the dog. We reported a small leak in the bathroom - the plumber arrived within the hour.Stairs were difficult for my mother-in-law so have reserved a ground floor apartment for next year.
"Excellent accommodation, really enjoyed it - stayed April 2015."
"Very well located house."
Spacious and quiet. Good to have safe parking and the food at the pub next door (The Red Lion) is excellent. There were a couple of small 'issues' on arrival that were dealt with quickly and properly, thank you to the Dream Cottages team. I would stay here again and would recommend it to others.
"We had a great stay ."
A really good place to stay in walking distance of all one could need
"It is the third time we have stayed in this property."
The recent refurbishments have been beautifully done making our stay even better. An excellent touch of refreshments and biscuits on arrival. We had another fantastic family holiday. The only sad thing being the property is fully booked next when we will be returning to Weymouth.
This property is part of the Dream Cottages collection.
Over 350 carefully selected and perfectly located properties, helping you create your perfect holiday.
- Three ground floor bedrooms: 1 x 5ft king-size double and single with en-suite shower, basin and WC, 1 x twin single, 1 x single
- Ground floor bathroom with bath, basin and WC
- First floor open plan living area with kitchen with breakfast bar, dining area and sitting area.
- Gas central heating, electric oven and gas hob, microwave, fridge/freezer, washing machine, dishwasher, TV, DVD, WiFi
- Fuel and power inc. in rent
- Bed linen and towels inc. in rent
- Cot available
- Off road allocated parking for two cars in electronically gated secure residents parking area
- First floor balcony from the lounge, rear patio with furniture
- One well-behaved dog welcome, charge of £21 per pet per week
- Sorry, no smoking
- Shop and pub 2 min
- Beach 10 min.
Upsidedown House is quietly tucked away in residential area of Weymouth it’s hard to believe you are still very close to the busy harbour and popular with tourists Brewers Quay. With stylish large open plan living space with admirable feature vaulted ceiling with original beams, the property has a charm and will suit families or groups of friends in need for a spacious holiday home.
Little balcony is accessed via the living area. The property sleeps up to six people in three ground-floor bedrooms and the bathroom is at your convenience too.
The king-size double bedroom boasts with en-suite bathroom.
Relax and prepare to sleep whilst watching TV in family and twin single bedrooms. The property is in a really great place in Weymouth where you can find many romantic places either for a dinner or for a walk with lights lit up in the evening by the harbour. Summer evenings are great to enjoy some drinks in outside terrace in Hope Square and on cold winter days you can cosy up inside one of the pubs by the fire.
There’s plenty to choose from! Plan a fishing boat trip for mackerel from the Old Harbour and prepare a meal for all party from your own caught fish.
Weymouth has a full programme of events and festivals throughout the year, but you may want to see more of Dorset countryside with beautiful villages with thatched cottages in winding lanes and breath-taking coast with amazing wildlife and clifftops.
All this you can reach in a few minutes with a car. Upsidedown House is a modern holiday home in a quiet location, with all necessary accessories you may wish on your seaside holiday.
Fayre In The Square end May
Wessex Folk Festival start June
Festivals will cause some inconvenience due to some road closures and parking restrictions. Should you require any further assistance or clarification on this please do not hesitate to contact us.
About the location
BREWERS QUAY HARBOUR
Dorchester 8.7 miles; West Lulworth 15.8 miles
Brewers Quay is the old Victorian brewery situated at the heart of the harbour, in Weymouth, Dorset. Much of the grade II listed complex and surrounding brewery buildings date from the late 1800 early 1900’s and many have stones inlaid commemorating their construction year. This area is now a popular destination with many restaurants, café and bars, creating a vibrant culture, where you can relax with a drink and watch the world go by. Tucked away down the harbourside streets, you will find original Tudor harbour buildings, estimated to have been built in 1600 and well worth a visit, with a very interesting history to share. You will also find the Weymouth Museum, with some incredible exhibitions, and the harbour is also home to the lifting bridge, where you can watch the luxury yachts head out to sea, and then walk over the bridge to the town's winding streets of boutique shops and the seafront esplanade and beach. There is more to this seaside town than meets the eye; Brewers Quay is a much-loved holiday destination in Weymouth!
Note: max 6 people.
Note: guests need to provide their own cot linen.
Note: welcomes one small dog only.
This property offers the following short breaks:
- Last minute