🐾 Free 30-minute in-home meet & greet

Reliable Dog Walking & Pet Care Across Fairfield County & Select New Haven County Towns

Lucky Puppy matches your pet with a carefully vetted caregiver, keeps you updated after every visit and provides backup coverage when your regular sitter is unavailable.

  • Fully insured care
  • Matched, vetted sitters
  • Photos and visit reports
  • Backup Pack Leader
A gray dog wearing a blue harness during a Lucky Puppy walk
Pet care that keeps you in the loopClear updates, thoughtful matching and dependable backup coverage.
Fully insured
Personally vetted team
Photo updates
Serving since 2017
Simple onboarding

From first hello to dependable care

There is no complicated booking maze. Tell us what your pet needs, meet the right caregiver and get your first service scheduled.

1

Send a quick request

Share your location, service needs, pet details and the best times for an in-home meet and greet.

The form is a request, not an instant booking.
2

Meet your Pack Pro

We learn your pet’s routine, temperament, schedule, medications and special care instructions in person.

We also explain communication and coverage.
3

Start care with confidence

Your caregiver begins scheduled visits and sends photos and updates, with a Pack Leader available as backup.

Clear next steps before the meet and greet ends.
Pet care services

The care your pet needs, without the guesswork

Pricing is easy to scan. Specialized routines and final availability are confirmed during your free meet and greet.

🐕

30-Minute Dog Walks

Exercise, bathroom breaks, fresh air and attention during the day.

$35 per walk
+$5 per additional dog
🐾

60-Minute Dog Walks

More movement, enrichment and outdoor time for energetic pups.

$60 per walk
+$5 per additional dog
🏡

Drop-In Pet Visits

Feeding, fresh water, potty breaks, playtime and attentive check-ins.

$35 per 30-minute visit
Additional needs discussed at consultation
🌙

Overnight Care

In-home comfort for pets who do best with familiar routines and overnight support.

$195 per day
+$25 per additional dog, per day
🐱

Cat Care

Playtime, litter care, feeding, fresh water and calm companionship.

$35 per visit
+$5 per additional cat
💊

Specialized Care

Medication, senior-pet routines, feeding instructions and behavioral notes.

Customized recommendation
Discussed during the free meet and greet

Service availability can vary by location, schedule and your pet’s needs. Your request helps Lucky Puppy confirm the right fit before care begins.

Two dogs on leashes looking across the water during a walk A Pomeranian wearing a blue harness at the beach A relaxed golden retriever puppy being held at home
Why Lucky Puppy

Professional enough to trust. Personal enough to care.

Pet parents are not only hiring someone to walk a dog. They are trusting that person with their pet, their home and their peace of mind.

Tiffany, owner of Lucky Puppy Pet Care, smiling with two dogs at a community event
Meet the owner

Tiffany leads Lucky Puppy with a hands-on, personal approach.

Clients are not passed into a faceless app. Tiffany gets to know each pet, helps match the right caregiver and makes sure new families feel comfortable from the very first meet and greet.

  • Thoughtful caregiver matchingYour pet’s temperament, routine, schedule and care needs guide the match.
  • Reliable backup coverageA Pack Leader can step in if your regular sitter is unavailable.
  • Clear communicationPhotos, potty reports and visit updates help you know how things went.
  • Care built around the petMedication, senior-pet needs and specialized routines are discussed upfront.
Local pet-parent feedback

Peace of mind is the real service

Reliable care matters most when you are away and need to know your pets and home are in respectful hands.

★★★★★
“Lucky Puppy Pet Care allows me to travel and to know my guys are safe and sound. They are responsible, honest, caring and respectful of the animals and the home you value.”
Dani S., Lucky Puppy client
Frequently asked questions

What pet parents usually want to know

Clear answers help you decide whether Lucky Puppy is a good fit before inviting anyone into your home.

What happens during the free meet and greet?

Lucky Puppy meets you and your pet at home, learns the routine, temperament, schedule and care instructions, explains coverage and communication, and helps plan the first service if it feels like a fit.

Is the form an instant appointment booking?

No. The form sends a request to Tiffany. Lucky Puppy reviews the details and contacts you personally to confirm a day and time.

Are Lucky Puppy caregivers insured and vetted?

Lucky Puppy provides fully insured care and personally vets caregivers before matching them with clients.

Will I receive updates after visits?

Yes. Clients receive communication, photos and potty or visit reports after scheduled care.

What happens if my regular sitter is unavailable?

A Pack Leader can provide backup coverage, helping prevent scheduled care from falling through.

What areas do you serve?

Lucky Puppy serves clients throughout Fairfield County and select areas of New Haven County, Connecticut. Submit a meet and greet request to confirm availability for your town and schedule.

Can you handle medication or special routines?

Specialized care, medication, senior-pet needs, feeding instructions and behavioral notes can be discussed during the meet and greet.

Ready to meet your pet’s new favorite person?

Tell Lucky Puppy a little about your pet and request a free 30-minute in-home meet and greet. Tiffany will contact you personally to confirm the appointment.

Request a Free Meet & Greet
Request a Free Meet & Greet