The Best Pet Daycares in Chester, MD

Finding the perfect pet daycare for your furry friend in Chester is easier than ever. We’ve researched and curated the top 3 pet daycares based on quality of care, services offered, customer reviews, and safety standards. Whether you need daily daycare, boarding, grooming, or training services, these trusted facilities provide exceptional care for your beloved pets.

#1

Woofs! Play & Stay - Kent Island

★★★★4.9/5

Contact Information

800 Main St, Stevensville, MD 21666

(410) 643-4000

Services

Dog DaycareBoardingGroomingTrainingPet Retail

About

A premier, cage-free facility offering indoor and outdoor play areas, live webcams for owners, and climate-controlled suites. Located in Stevensville, just 7 miles from Chester.

#2

Paws Pet Resort

★★★★4.8/5

Contact Information

105 Dulin Clark Rd, Grasonville, MD 21638

(410)-827-7888

Services

Dog DaycareBoardingGroomingTrainingAqua Massage

About

Features spacious indoor and outdoor play yards, a bone-shaped swimming pool, and luxury boarding suites. Known for its attentive staff and excellent customer service. Located in Grasonville, approximately 8 miles from Chester.

#3

Wags to Riches

★★★★4.8/5

Contact Information

2629 Riva Rd, Annapolis, MD 21401

(410) 224-0919

Services

Dog DaycareBoardingGroomingSelf-WashRetail

About

A highly-rated facility offering all-day playgroups separated by size and temperament, luxury boarding, and full-service grooming. Located in Annapolis, roughly 18 miles from Chester.

Nearby Cities

Explore pet daycares in cities near Chester, MD

3
Top Pet Daycares
4.8
Average Rating
$25-$50
Typical Daily Rate

Frequently Asked Questions

What are the typical vaccination requirements for dog daycare in Chester?

Most reputable daycares in Chester and across Queen Anne's County require proof of up-to-date vaccinations from a veterinarian. This typically includes Rabies, DHPP (Distemper, Hepatitis, Parainfluenza, Parvovirus), and Bordetella (kennel cough). Many facilities also strongly recommend or require the Canine Influenza vaccine due to the social nature of daycare. Always check with your chosen facility for their specific protocol.

How much does dog daycare typically cost in Chester, MD?

In the Chester area, you can expect to pay between $30 and $45 for a full day of daycare. Many facilities offer package deals, such as a 10-day pass for a reduced rate (e.g., $280-$400). Half-day rates are often available for around $20-$25. Prices can vary based on the facility's amenities, staff-to-dog ratios, and whether it includes extras like webcams or report cards.

What should I bring for my dog's first day of daycare?

For a successful first day, bring your dog on a secure leash or harness. You must provide proof of vaccinations. It's also a good idea to bring their regular food if they will be there during mealtime, pre-portioned in a container. While most daycares provide bowls, toys, and beds, you can bring a comfort item if allowed. Avoid bringing valuable items that could get lost or damaged during play.

Do you offer any services beyond basic daycare, like grooming or training?

Yes, many Chester pet daycares offer all-in-one convenience. It's common to find add-on services such as basic grooming (baths, nail trims, brush-outs) and professional training sessions, including puppy socialization classes or one-on-one obedience training. Some facilities may also provide specialized services like small dog-only playgroups or structured enrichment activities to keep your pet engaged.

How do you handle emergencies, and where is the nearest veterinary clinic?

All responsible daycares in Chester have a clear emergency protocol. This includes having first-aid kits on-site and trained staff in pet CPR and first aid. They will have a designated relationship with a local veterinary clinic for immediate care. The closest emergency and specialty veterinary hospitals to Chester are typically across the bridge in Annapolis, so ensure your facility has a plan for rapid transport and will contact you immediately in any situation.

Decoding Dog Daycare Costs in Chester, MD: Your Guide to Value & Peace of Mind

Searching for "dog daycare near me prices" in Chester, Maryland, can feel like comparing apples to oranges. You'll find a range, and as a local pet parent, you know that value here on the Eastern Shore isn't just about the lowest number. It's about finding a service that fits your dog's needs and gives you genuine peace of mind while you're at work in Annapolis or exploring Kent Island.

So, what can you expect price-wise? In the Chester area, full-day dog daycare typically ranges from $25 to $40 per day. This variation isn't arbitrary. The lower end often reflects a more basic, open-play environment. The higher end usually includes structured activities, smaller playgroups, live webcams, and perhaps even enrichment like puzzle toys or splash pools. Many facilities offer discounted multi-day packages or monthly memberships, which can significantly reduce the per-day cost for regular clients.

Here’s the Chester-specific insight: our community values personalized care. When you tour a facility (and you absolutely should!), ask questions that go beyond price. “How do you group dogs by size and temperament?” is crucial. “What's your protocol if my pup just wants to nap?” A great daycare will have quiet zones. Given our proximity to the water, some daycares even offer post-play “pawdicures” (a quick rinse) for dogs who love to get muddy—a small but valuable local perk.

Your most actionable tip? Treat the first day as a paid trial. Budget for a half-day assessment (usually $15-$25). This allows your dog to acclimate without overwhelm and lets you evaluate the staff's engagement and communication. A quality daycare in Chester will provide a detailed report card, not just a tired dog.

Remember, the true cost of daycare is measured in your dog's happy exhaustion and your confidence. Investing in a place that offers structured play, trained supervisors, and a clean environment often prevents behavioral issues and provides priceless socialization for our Chesapeake-loving companions. Start by calling a couple of local favorites, ask for a tour, and compare what's *included* in the daily rate. Your pup’s tail-wagging home-away-from-home is worth finding.

dog daycare near me prices

Ready to Find Your Pet’s Perfect Daycare?

Contact any of these top-rated pet daycares directly to schedule a tour and give your furry friend the quality care and socialization they deserve in Chester.