This guide to holiday cottages colchester covers Number 11 and The Round House, two self-catering properties run by Clever Cottages from the town centre. Colchester tends to arrive without much of a reputation, and the people who know it well are generally fine with that. Britain's oldest recorded town has Roman walls you can walk along, a castle at the top of the high street, and considerably more to do than most visitors expect.
Stay in Colchester
Our self-catering cottages are dog friendly, and booking direct means no platform fees on top. Dates and prices are live on each property page.
If you have been looking for a self-catering holiday cottage there, Number 11 and The Round House are two properties run by Clever Cottages from the town centre, both dog-friendly, both fully stocked for arrival, and both a short walk from everything Colchester has on offer. Anyone comparing holiday cottages colchester options will find both properties central, dog-friendly, and ready for arrival without a supermarket stop.
Table of Contents
Holiday Cottages Colchester: What Colchester Has to Offer

Anyone booking holiday cottages colchester wide will find the centre compact enough to spend an entire stay without needing the car for anything in the town itself. Colchester Castle sits at the top of the high street with Castle Park spreading out behind it, and the Dutch Quarter, a network of older streets running just off the centre, is the kind of place that rewards a morning without a plan. Eld Lane has the independent shops if that is what the afternoon calls for. The Minories Art Gallery is a quieter option than the castle for a slower hour, and the Mercury Theatre and The Art Centre between them cover most tastes in live performance and music through the year.
If a day out is on the agenda, Dedham is twenty minutes by car, a village on the River Stour with a beautiful church, a couple of good tea rooms, and The Sun Inn if a Sunday lunch is involved. West Mersea is half an hour for oysters and seafood, though it is worth checking the tides beforehand, because on a very high tide it genuinely becomes an island. The coast at Clacton and Frinton is in the same radius.
Highwoods Country Park, a short drive from the centre, is the local answer to a proper walk with enough space to feel like you have left the city behind, and dogs are welcome there too if you are travelling with one. There is more detail in our guide to Highwoods Country Park if you want to plan ahead, and a guide to dog walks in Colchester for options closer to both properties.
Number 11 and The Round House

The two Colchester properties are two-bedroom Victorian terraces, both located close enough to the town centre that the car can stay outside for the duration of the stay. Free parking is available at both, which in central Colchester is a more useful detail than it might initially sound. Self-check-in is available from 3pm, with full access details sent before arrival, so there is no coordinating with a host or waiting around on the day.
Both holiday cottages colchester properties are fully stocked for arrival, in the specific sense that there is no need to stop at a supermarket on the way in. The kitchen is properly equipped for cooking, with pots and pans, crockery and cutlery, and when you open the fridge there is already milk in there alongside teas, coffees, and a few things for the first morning. The beds are made with 100% cotton sheets, there are chocolates on the pillows, an extra blanket available, and a spare toothbrush and toothpaste for the moment you realise you have left yours at home.
A property guidebook covers the WiFi password, the house rules, and Kate's recommendations for the area. Kate's direct contact is in there, and she comes back to messages promptly.
Both Number 11 and The Round House are dog-friendly, which matters to anyone searching holiday cottages colchester with a dog in tow. All four Clever Cottages properties genuinely welcome dogs, rather than accepting them as an afterthought, and it is worth messaging Kate before you book to confirm the house rules for your stay.
One thing worth flagging clearly: the stairs in both properties are steep. They may not be suitable for guests with mobility issues or young children.
If you are looking at a specific property, the Number 11 property page and the Round House property page have the full individual details.
Arriving and settling in

Self-check-in is available from 3pm. Full access details are sent well before arrival, so there is nothing to work out on the day. On arrival, the kitchen is stocked, the beds are made, and a welcome snack is waiting. If anything is not right, or if a question comes up during the stay, a message to Kate gets a prompt response. She takes the hosting side seriously, which tends to show up most when something needs sorting.
Both holiday cottages colchester properties can be booked directly through clevercottages.co.uk, which avoids the platform fee you would otherwise pay on Airbnb or Booking.com. Same properties, same welcome, the stay just costs a little less.
Walks and Days Out with Your Dog

Castle Park is the natural starting point if you're based in the town centre. The lower section is an open green space where dogs are welcome, and you can pick up the self-guided Roman and Medieval Gates walk from there, which traces the Roman wall and gives you a good sense of the city's layout in an hour or so at an unhurried pace. It works well on a first afternoon when you're still deciding what the rest of the stay looks like.
Highwoods Country Park is where most local dog owners head for a proper outing. It's a short drive from the town centre, free to park, and covers enough ground across woodland, wildflower meadows, and open areas where dogs can run off-lead to warrant a couple of hours rather than a rushed half-hour between other plans. More on what to expect in our guide to Highwoods Country Park.
Gosbecks Park, on the southern edge of the city, is the quieter option, with walking routes of various lengths and the somewhat improbable presence of one of the largest Roman theatre sites in Britain lying beneath the grass. Friday Woods is further out but worth the drive for a longer outing in proper ancient woodland, particularly in late spring when the bluebells are in.
For something further afield, Dedham is twenty minutes by car, an Area of Outstanding Natural Beauty on the River Stour where the walking is genuinely excellent and the landscape is the one Constable painted. The village itself is worth the trip regardless. West Mersea is the coast option, about half an hour by car, with Cudmore Grove on the eastern side of the island offering open meadows, beach, and views across the Colne and Blackwater estuaries on a good day. Do check the tides before visiting Mersea Island itself.
We've put together a longer list of dog walks in Colchester and dog-friendly days out in Essex if you'd like more options before you arrive.
A Note on Accessibility
The stairs in all Clever Cottages properties are steep, as is common in Victorian terraces of this type. They may not be suitable for guests with mobility issues or for families travelling with young children.
Frequently asked questions
Are the Colchester properties dog-friendly?
u003cpu003eAll four Clever Cottages properties welcome dogs, including Number 11 and The Round House. It is worth messaging Kate before you book to confirm the house rules for your specific stay.u003c/pu003e
Is there parking at Number 11 and The Round House?
u003cpu003eFree parking is available outside both properties. In central Colchester, that is a practical detail worth noting before you book.u003c/pu003e
How does self-check-in work?
u003cpu003eSelf-check-in is available from 3pm at both properties. Full access details, including the key safe code and everything you need for arrival, are sent before you travel, so there is nothing to work out on the day.u003c/pu003e
How close are the cottages to Colchester town centre?
u003cpu003eBoth are a short walk from the town centre, which puts Colchester Castle, the high street, the Dutch Quarter, and the shops along Eld Lane within easy reach on foot.u003c/pu003e
Can I book without going through Airbnb or Booking.com?
u003cpu003eBooking directly through u003ca href=u0022https://clevercottages.co.uku0022u003eclevercottages.co.uku003c/au003e means no platform fee and Kateu0026#39;s direct contact from the start. Same property, same arrival experience, slightly less paperwork.u003c/pu003e
Stay in Colchester
Our self-catering cottages are dog friendly, and booking direct means no platform fees on top. Dates and prices are live on each property page.