10 Top Tips For Finding and Booking Large Holiday Cottages in 2025

Follow The Trend and Plan A Holiday With The Gang!

More and more families and groups of friends are enjoying holidays together by sharing large holiday cottages.

The increasing number of large self-catering holiday homes in the UK sleeping between 10 and 30 guests (or even more) means that there is much more choice available for dual family holidays these days. Choose from large country houses, castles, big barn conversions, farmhouses, or even converted rural railway stations where the tracks have long since been lifted.

In addition to being fun, they offer excellent value for money. Even at the season’s height, you can get more for your money if two families share a large cottage instead of booking two smaller ones. 

Booking group accommodation for large family holidays with grandparents, cousins, or close friends, can require some planning. Here are ten tips to make planning and booking group accommodation for a large family or friends in a holiday cottage easier.

The Benefits of a Large Family Holiday Cottage

It’s great to have time to share with family members or friends. As kids invariably make up a large part of the group, the chance for them to play with friends means adults get a little more time to themselves – especially if you look for a property that has a great garden, access to fields and woods, has a pool or overlooks a beach. Unless you have other plans, they’ll disappear in a group and rock up at mealtimes.

Most large cottages have many ensuite bathrooms, so there is rarely a queue for a hot shower in the mornings. Many will have at least one ground-floor bedroom with ensuite facilities, ideal for elderly family members who prefer to avoid climbing the stairs every night.

The secret of a happy holiday with a large family or group lies in the planning. This article offers valuable tips to help you plan and enjoy a memorable holiday with minimum fuss and stress.

First Find Your Cottage

Where are you going to look? Most holiday property directory sites will allow you to search for cottages by specifying the number of people in your party.

Some sites like My Favourite Holiday Cottages make it even easier by having a particular search category for large holiday houses on their home page. This will give you a long list to check to identify those that best meet your criteria.

So, what else should you consider to make your dual holiday run without a hitch (as far as the accommodation is concerned)?

If booking self-catering accommodation for a dual family holiday –

1. Be aware that it can take time

Plan. When booking group or large family holiday accommodation, getting everyone to agree on a particular holiday property can take more than a bit of time. We often refer to this stage as ‘trying to contain eels in a string bag’. By the time everybody agrees to a property, someone else can quickly have booked it. To avoid this, have a shortlist and book through an independent owner, as they will generally allow you to provisionally book their property, giving you time to ask everybody else to check out its website and agree to let you book it.

The other advantage of going through an independent owner is that you don’t have to pay agency booking fees. You also have the chance to talk to someone who really knows a property and can answer the many questions you’ll want to ask in determining whether a property is right for you. Knowing whether a travel cot can fit into a particular bedroom, or, if you have young children, whether the garden is secure and reassuringly free of deadly nightshade is essential!

2. The Ground Rules

It would be best to establish a few ground rules with everyone coming. The best way to do this is to get together for lunch or dinner and do it around the table. That way, it is much more fun. Before you start the search for your favourite affordable holiday cottage, you’ll need to agree on the following:

• Who will make the booking? Having one person means you won’t have two or three people fighting for their preferences.
• Dates: preferred dates and flexibility.
• Who is coming? (This helps to determine how many bedrooms you need and the number and type of beds in each). Quite often, kids will want to share rooms – so work out the implications now to find properties that fit the criteria.
• Budget: What is the maximum amount per person per week that people are happy to spend on the rental of a holiday cottage?
• Any special needs (cots, high chairs, pets, BBQ, smokers etc.)?
• Location: what type of holiday do you want and in which corner of the UK do you want it?
• Who pays, and how will you collect the money from everyone? It’s quite a good idea if everyone gives the person making the booking a sum of money beforehand so that they are ready to pay the deposit on a property. If they have to take time to collect this later, you risk losing it to another booker.

And speaking of rules, don’t forget that the rule is that the person who organises the booking gets first dibs on the choice of bedroom. They’ll deserve it—and there’s got to be something to make it worthwhile.

3. Same dates – Separate Cottages

For some people, sharing one large property may seem like a bridge too far. That shouldn’t stop you from going away together. Look out for places such as farm cottages, which have a choice of family-sized cottages, where one has a large enough dining area to seat the larger party. Then, ask everyone to book their own cottage for the exact dates and start planning the communal barbeques!

Multiple family holidays in self-catering accommodation can be fantastic - and will be all the better for a little planning and foresight before you book. Here’s hoping that these top tips will help to ensure a holiday full of happy memories and make you wonder why you have never holidayed like this before.

4. Avoid the Battle of the Bedrooms

Don’t forget that kids often like to mix and share bedrooms – so look for properties with rooms with three or more single beds, and be prepared for fights over the top bunk in bunk beds (Kids don’t mind swapping beds, so suggest that whoever is on washing up duty gets the first choice each night!). Also, it’s an unwritten rule that whoever organises the booking gets the first choice of bedrooms!

5. Agree who sleeps where in advance

Firstly, this way, you’ll know that you can all fit in – you’d be surprised at how many large groups turn up to find they are a bed short because certain people refuse to share with others! If there is a dispute over who has which bedroom, agree to swap rooms halfway through the holiday.

6. Cots and High Chairs

Most self-catering properties will provide a cot and a high chair in a self-catering property. Most will provide one free of charge when using them, but this won’t include cot bedding in most cases. Before you travel, pack accordingly and ensure enough cots, highchairs (and even stair gates) are available for your needs.

7. Know what you’re going to do during your stay

Check out the attractions within reach of a holiday cottage before you book. Granted, you’ll want to find the perfect cottage – but do your best to ensure it is also in the ideal location. Will you travel en masse or go your separate ways during the day and meet for dinner?

It’s a good idea to start your holiday by knowing at least one or two places to visit together. Inevitably, if you give the kids a fabulous day out somewhere one day, they’ll want to return. It’s your choice to see such a place at the start of the week, to allow time for a repeat visit, or at the end, to serve as a fitting finale for a fine week. Finding places to enjoy in wet weather means the rain won’t spoil anyone’s holiday. Most independent holiday cottage websites will have a page describing everything to do and places to go when on holiday there.

Another advantage of booking through an independent owner is to ask them which attractions tend to score a hit with the kids, as they’ll be sure to have a helpful shortlist and may even be able to suggest ways of getting a discounted entry voucher

8. Parking

If you are arriving in groups of 2-4, you might need a lot of parking space. Make sure the accommodation has parking for all the cars you’ll need to park there. This isn’t usually a problem, but it is always worth checking. Keep in mind the size of all the cars. Four Fiat 500s can fit in the space required by a pair of VW Transporter people carriers. Check with the owner if you have any questions.

9. Collect everyone’s e-mail address to share shortlists

When you have created a bijou shortlist of likely suspects, e-mail the website links to everyone.

Ideally, send links to a cottage’s website– a helpful way to do a quality check. If an owner is prepared to invest in maintaining a decent website, then chances are they are just as committed to maintaining and caring for their cottage. My Favourite Holiday Cottages makes the task much easier by allowing people to create and store a private shortlist of their favourite cottages, which they can then share with other party members for their feedback at the click of a button.

Also, if you send links to a cottage on a large agency site, be perfectly prepared because everyone will look at every other cottage on that site and come back with a whole host of counter suggestions – many of which you may have already considered and rejected. This lengthens the process and frays a few nerves, especially yours.

Individual websites also help your research as you’ll find far more information there than on an advert, so look for directory sites that offer a web link to a property’s own website. Good examples are My Favourite Holiday Cottages, Independent Cottages and Unique Cottages – all of which have an enticing selection of suitably sized self-catering accommodation.

10. Stay fully charged!

Unless one is supplied within your holiday cottage, it can be worth investing in a multi-socket battery charger to allow everyone to recharge various devices each night. Most people travel with a mobile phone, a camera, a Kindle, a tablet, or a laptop. If there are ten of you in the party, that’s potentially 30 plug sockets you’ll need to find before bedtime every night.

You can find such devices online for as little as £15 for one that simultaneously powers up to 6 gadgets. Think of the arguments you won’t have when fighting over access to a socket! It also means devices are all in one place at the end of the day, and you’ll be much less likely to leave one plugged into a distant socket unnoticed when packing to leave.

Any Advance on 10?

Follow these ten tips, and your group holiday with family and friends will be less stressful in the planning and much happier throughout your stay in whichever cottage you select.

If you are a seasoned group accommodation booker and would like to suggest tips for planning a successful multi-family or holiday with friends, feel free to send them. I’ll add them to this list.

11th Tip! Be honest when booking.

If you know you want to use the house for something that the T&Cs prohibit, such as stag parties or accept bookings from under-18s only- or don’t mention - always, always, ALWAYS check with the owner before booking. Even when owners don’t live nearby, they always have people to drop in and ensure guests are happy. At the same time, they’ll also be checking to ensure that nothing is happening that shouldn’t be. If there is, at best, you may be charged more or lose your security deposit. At worst, they would be within their rights to evict you - and many will! Don’t take that risk - find somewhere else where you will be made welcome.

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