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Dog being welcomed by a Wagly pet sitter as its owner prepares to leave, with the dog’s food, bedding and other care essentials ready for its first stay.

What to Expect During Your Dog's First Stay With a Pet Sitter

September 15, 2026•5 min read



Leaving your dog with a pet sitter for the first time is a big step, but being prepared makes the transition smooth. Here is what to expect and how to help make the experience as smooth as possible

Short-Term Nerves: Expect your dog to experience a brief adjustment period. Whining or mild anxiety are common, but most dogs settle in quickly once you leave.

The Sitter's Routine: Professional sitters will strictly maintain your dog's regular feeding, walking, and sleeping routines to provide a sense of normalcy.

Regular Updates: Expect daily photo or video updates (and even text check-ins) to give you peace of mind.

If you've never used a pet sitter before, it's completely normal to feel a little nervous. After all, you're trusting someone else to care for a very important member of your family.

The good news is that most dogs adjust surprisingly well. Professional pet sitters are experienced in helping dogs settle into new routines and making the transition as stress-free as possible.

Knowing what to expect can help both you and your dog feel more confident before the big day.

Preparing for the first stay requires attention to a few key areas to guarantee a successful visit:

1. The Handover and Goodbyes

Dogs pick up heavily on their owners' emotions. As hard as it is, keep your farewells brief, calm, and upbeat. Lingering at the door or showing visible stress can heighten your dog's anxiety.

Arrive at the drop-off with plenty of time to spare.

  • Hand over the leash and depart confidently.

  • Request a quick photo update within the first hour so you can see your pup has already started settling in.

2. What to Pack

Consolidate all of your dog's necessities into one easy-to-grab bag or crate. Sitters generally need the following:

Food & Treats: Pack enough food for the entire trip, plus a little extra in case of travel delays. Be sure to detail any specific dietary restrictions or allergies.

  • Comfort Items: Bring your dog's regular bedding, a blanket that smells like home, and their favourite toys.

  • Health Essentials: Include all medications with clear instructions, as well as your leash, harness, and waste bags.

3. The "Leave Behind" Guide

Dogs thrive on consistency, and having clear guidelines allows the sitter to give the best care possible. Prepare a detailed information sheet for your sitter that includes:

Emergency Contacts: Your contact information, the number for your local vet, and the contact info for a trusted local backup person.

  • Routine Details: Exact meal times, portion sizes, walk schedules, and bedtime habits.

  • Behavioural Notes: Mention any known fears, triggers, or how your dog reacts to new people or other animals.

  • House Rules: Outline policies on furniture, bedrooms, and where your dog is allowed to relax.

4. Preparing in Advance

Before the actual stay, always schedule a meet-and-greet. This gives your dog a chance to sniff out the sitter and get familiar with them while you are still present. You might even consider booking a short "test" walk or a brief stay overnight so your dog can build a positive association with the sitter before you leave for a longer trip.

Your Dog's First 24 Hours

The first day is often the biggest adjustment period for both dogs and owners.

Some dogs settle in immediately, while others may spend a little time looking for their family or exploring their surroundings.

This is completely normal.

During the first 24 hours, a professional pet sitter will focus on:

  • Building trust and familiarity

  • Following your dog's usual routine

  • Monitoring eating and drinking habits

  • Providing reassurance and comfort

  • Watching for any signs of stress or anxiety

Frequently Asked Questions

Will my dog be sad when I leave?

Many dogs notice when their owners leave, but most settle quickly once they become comfortable with their surroundings and caregiver.

How long does it take a dog to adjust to a pet sitter?

Every dog is different. Some settle within minutes, while others may take a day or two to fully relax.

Should I do a meet-and-greet first?

Yes. A meet-and-greet helps your dog get familiar with the sitter and lets you discuss routines, preferences, and any special requirements.

What if my dog won't eat while I'm away?

Some dogs may eat less during the first day or two due to excitement or adjustment. A professional sitter will monitor their eating habits and keep you updated.

How often will I receive updates?

Most professional pet sitters provide regular photo, video, or text updates. Discuss your preferred communication style before the booking begins.

Most dogs begin relaxing once they realise their needs are being met and their routine remains consistent.

Final Thoughts

Your dog's first stay with a pet sitter doesn't have to be stressful.

A little preparation, clear communication, and choosing the right caregiver can make all the difference.

By arranging a meet-and-greet, sharing your dog's routine, and packing familiar comforts from home, you're setting your dog up for a positive experience from the very beginning.

At Wagly, we believe every dog deserves care that feels safe, familiar, and tailored to their individual needs. That's why we help pet owners connect with trusted pet care professionals who understand that every dog is unique.

Related Reading

Ready to explore Wagly? You can access Wagly's features right here on the website or download the Wagly app to keep pet care, pet-friendly places and helpful tools close at hand wherever you and your pet go.

Until next time

The Wagly Team





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Kelly Amanda Lee | Reborn the Rose

Kelly is a freelance content writer who creates practical, informative, and engaging content to help pet owners, breeders, and pet professionals make informed choices.

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