The 5 Best Dog Sitters in Chester

If you are searching for dog sitters near me in Chester, you are looking in one of the UK's most historic and beautiful cities for pet ownership. Chester is a city where your dog can enjoy everything from Roman-walled walks to the expansive meadows along the River Dee. Whether you’re based in the family-friendly suburbs of Upton and Handbridge, the vibrant Garden Quarter, or the leafy lanes of Curzon Park, Chester is home to some of the most professional and highly-vetted pet carers in the North West.

Finding a reliable sitter in Chester means finding someone who can handle both the busy city-center paths and the rural trails of the Cheshire countryside. Below, we have curated a list of the top 5 real, active dog sitters in Chester, verified with 2025 and 2026 reviews and active business status.

🏆 The Best Dog Sitters in Chester

Verified active businesses with up-to-date licenses and 5-star reputations.

1. My Best Friend Dog Care (Chester) – Best for Professional Boarding

My Best Friend Dog Care

The Real Deal: Owned and operated by Stephen Abson, this is a cornerstone of Chester’s pet care. They offer "home-from-home" boarding that is significantly kinder than traditional kennels. Stephen is known for his professional setup—including air-conditioned vans with secure cages—and his deep knowledge of the Handbridge and Queen's Park areas.

2. Petmates Chester – Best for Personalised Walking

Petmates Chester

The Real Deal: Based in Upton, Petmates is highly praised for its tailored approach. They are fully insured, Pet First Aid & CPR trained, and DBS checked. They specialize in both dog walking and pet sitting packages, ensuring that even the most "energetic" pups come home happy and tired. Reviews often mention that dogs love the walkers so much they don't want to come home!

3. Tail A Maid Pet Services – Best for Small Groups

Tail A Maid Pet Services

The Real Deal: Tail A Maid prides itself on a family-like atmosphere. They enforce a strict maximum of four dogs per session to ensure safety and individual attention. They are First Aid trained, fully DBS checked, and emphasize a "transgender safespace" and women-owned business environment, making them one of the most inclusive and welcoming services in the city.

4. Cheshire Dog Lady – Best for Daycare & Socialisation

Cheshire Dog Lady

The Real Deal: Emma and her team are famous for their flexibility and high-quality communication. They offer a fully licensed and insured home-based daycare and boarding service. It is particularly popular with owners of "reactive" or highly-strung dogs, as the team is praised for its patience and professional handling. You'll receive plenty of photo updates of your pup playing in their large, secure garden.

5. All Creatures Chester – Best for Adventure & Secure Fields

All Creatures Chester

The Real Deal: If your dog has a high prey drive or poor recall, All Creatures is a lifesaver. They utilize their own secure private field in addition to local canal and forest walks. This allows dogs to run off-lead in a 100% safe environment. They hold advanced certificates in canine psychology and first aid, making them a top choice for "adventurous" pups.


🌳 Top Chester Walking Spots

Your Chester sitter will likely utilize these beautiful local landmarks:

  • The Grosvenor Park: A classic city-center choice for socialized on-lead walks.

  • The River Dee (The Meadows): Perfect for long, sprawling walks where dogs can enjoy the water and open grass.

  • Countess of Chester Country Park: A fantastic spot for off-lead exercise with various trails and a dedicated play area.

  • The Roman Walls: For well-behaved dogs who enjoy a bit of history (and great views) while they stretch their legs.

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