Ask specific questions when a listing says pets welcome
A short, specific enquiry can reveal more than a long exchange about whether your dog will be welcome. Ask questions that change your booking decision.

Start with the unresolved point
Read the listing and pet conditions first. If the answer is already clear, use it rather than asking the host to repeat the entire policy. Where information is missing, identify the feature that matters: bedroom access, the garden route, the number of dogs or whether pets may be left unattended. A focused question is easier to answer accurately and gives you something useful to compare across properties.
Explain the relevant fact about your booking without adding a biography of the dog. For example, say that you are bringing two dogs and ask whether the quoted charge covers both. If a ground-floor sleeping space is necessary, ask which rooms the dog may use. Describing the animal as quiet or well behaved does not resolve a restriction that applies regardless of temperament.
Keep the initial message manageable. Several clear sentences are better than an enormous list of hypothetical problems. Prioritise the points that would make the stay unsuitable, then ask about smaller conveniences once those are resolved. This respects the host's time and prevents the most important question being lost between requests for local restaurant suggestions and photographs of the welcome basket.
Ask for descriptions rather than assurances
For a garden, request information about boundary materials, approximate heights, gaps and shared gates. A promise that it is secure is less useful than facts you can judge for your own dog. Ask whether anyone uses the space for access and whether the cottage door opens directly into it. Those details describe the daily arrangement rather than an abstract idea of pet-friendliness.
For the interior, ask about the route and permitted rooms. A floor plan or an additional photograph can answer several questions at once. Check whether downstairs means a genuinely separate room or one open area beneath a staircase. If the property rule conflicts with the sleeping arrangement you need, establish that now. Do not book on the assumption that a different interpretation will become possible once you arrive.
For unattended pets, seek a plain explanation of the condition. Do not offer a crate as though it automatically removes the restriction. If the dog must be with you at all times, consider how shopping, meals and group outings will work. The question is whether you can enjoy the holiday within the rule, not how little time might pass before anyone notices an exception.
Confirm charges and practical facilities
Ask how the pet charge is calculated and whether it appears in the total for your booking. Keep the wording factual rather than assuming that a higher fee promises additional facilities. A charge and a supplied dog bed are separate matters. Find out what is actually included and bring the familiar items your dog needs rather than relying on a generic pet welcome description.
Check washing and drying arrangements only where they affect your plans. If you expect wet walks, ask where dog towels may dry and whether an outdoor wash point is available for guest use. Do not assume that household towels or laundry equipment are intended for pets. These questions can save space in the car, but should not become a request for the host to supply an entire duplicate of your equipment at home.
If friends will visit with a dog, raise that separately. An overnight pet allowance may not explain daytime visitors or shared grounds. Give the host the actual proposed arrangement so their reply relates to something definite. Avoid leaving this until the visitor is already on the way, when a refusal becomes a social problem as well as a booking detail.
Keep the answer where everyone can use it
Save written replies with the booking confirmation, particularly any agreed exception. Share the relevant points with other adults travelling with you. A condition understood only by the person who paid is easily overlooked when someone else plans dinner or opens the upstairs door. The group should be making plans from the same information.
An unhelpfully vague answer is itself useful when deciding. If a feature is essential and cannot be clarified, choose a property with enough information to judge. You do not need to prove that the other cottage is unsuitable; you simply need one whose arrangements you understand. Good questions narrow the decision, leaving fewer practical surprises for the first evening.
If you are comparing replies, keep a brief factual note for each property rather than relying on which host sounded most enthusiastic. One may offer fewer extras but describe the layout clearly; another may use welcoming language while leaving an essential point unresolved. Choose using the information that affects the stay, with friendliness as a pleasant addition rather than a substitute for an answer.