Dog walking in Chester

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  • Get matched

    Get matched

    A top-rated local Caregiver will match with you; or you can choose to browse Caregivers near you.

  • Follow along

    Follow along

    Receive live updates and photos. Track your pup's walk via GPS.

  • Get a report card

    Get a report card

    Once your pet is home, view details on how the walk went, complete with a photo!

    • Get matched

      Get matched

      A top-rated local Caregiver will match with you; or you can choose to browse Caregivers near you.

    • Follow along

      Follow along

      Receive live updates and photos. Track your pup's walk via GPS.

    • Get a report card

      Get a report card

      Once your pet is home, view details on how the walk went, complete with a photo!

    Why find pet care through Wag!?

    Wag! is the nation's fastest-growing network of vetted and background checked pet sitters, overnight boarding, dog walkers, dog trainers, and even virtual vet chat. Schedule ahead for pet care while you are away, or book on-demand pet care during the workday. In minutes you can book a nearby dog sitter, daycare provider, or dog walker, who'll take complete care of your loved one - at their place or yours.

    Browse top-rated dog walkers in Chester, MD

    “Dogs make the greatest companion!”

    I have been working for Wag! for three years. I absolutely love my job and providing great customer service to all of our wag clients. I am very attentive, caring, gentle to all dogs! :)

    Background Checked

    Background Checked

    High Demand

    High Demand

    Socially Distanced Pet Care

    Socially Distanced Pet Care

    Specialties

    Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience, Obedience training, Behavioral training, Potty training, Therapy training, Service training, Puppy training


    Michelle M.
    2020-02-11T11:05:28-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “Your Best Friend’s New Best Friend”

    Hi, I’m Hannah! I’m an experienced pet care provider and can accommodate any of your pet’s needs. I have cared for many breeds and all different kinds of animals. I’ll treat your pets as if they are my own. Feel free to contact me directly. I can’t wait to meet your pets!

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Socially Distanced Pet Care

    Socially Distanced Pet Care

    Specialties

    Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Puppy care


    Abigail P.
    2022-03-17T11:35:46-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    I am responsible and trustworthy person. I love animals. I’ve provided care for dogs and cats of all sizes and ages. When you leave your pets with me, I assure you that they will receive all my attention and love. I am willing to assist you in taking care of your pets when you are away, or if you simply need someone to take your dog on daily walks! I can provide pet sitting and dog walking. I will treat your fur babies like they are my own!

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Socially Distanced Pet Care

    Socially Distanced Pet Care

    Specialties

    Dog first aid and/or CPR, Can run with dogs, Oral medicine administration, Senior dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience


    Darby Y.
    2022-01-11T10:12:57-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “Experienced walker and certified Vet.Assistant”

    Hi! I am a certified veterinary assistant, very reliable and patient person who has approximately 6 years of experience caring for animals, from dogs to cats to horses, and farm animals too. I mostly specialize in dogs, with two of my own-Stella, a basenji mix and Opie, an American Bully. I've volunteered at shelters training and caring for dogs of all ages. With my skills and experience, I am able to provide a supervised, safe, and stable environment for your pets.

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

    Dog first aid and/or CPR, Can run with dogs, Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience, Obedience training, Behavioral training, Socialization training, Potty training, Puppy training


    Charlotte A.
    2022-04-12T19:09:56-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “A house is not a home without four paws.”

    Hi there! My name is Erin, and I am a Wag! walker located in Baltimore, MD. I grew up getting to love a pitbull/boxer mix named Megan and a German Shepherd named Sheyna as part of our family. Dogs bring so much happiness to our lives every day. I'd love to return even just a portion of the favor by keeping your fur baby company and taking them for their daily walk!

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

    Can run with dogs, Oral medicine administration, Senior dog care, Fast walker, Puppy care


    Mary F.
    2020-08-10T07:26:26-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “I’m here to help”

    I have been with Wag for 2 years and I am very eager to help people with their dog care needs. I have one son and a cat and own my house. I had a golden retriever for 10 years who I took to obedience training. I walked my dog almost every day and have been walking ever since, it is my main form of exercise. I think I am a good choice as a dog walker/sitter because I am responsible and caring.

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

    Oral medicine administration, Fast walker, Training experience


    Patti Mann M.
    2021-09-15T09:50:40-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “I promise to love your fur babies as my own!”

    I have been working within the animal care industry since 2008. I have a B.A. from Elon University, where I focused many of my studies on animal care and behavior. My passion for animals fuels my desire to help the local community with its pet care needs. As a pet parent myself, I know how difficult it can be to travel or work long hours while also being a pet parent. This is where a companion care provider, like me, steps in. Your pet's safety and well being are always my top priority!

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Training Provider

    Training Provider

    Training Exam Complete

    Training Exam Complete

    Socially Distanced Pet Care

    Socially Distanced Pet Care

    Specialties

    Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience, Obedience training, Behavioral training, Socialization training, Potty training, Puppy training


    Brad C.
    2021-12-08T11:35:54-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified Boarding

    Hi there! My name is Jacob. I am a doctor of chiropractic. I am very much a dog lover. Growing up my parents and grand parents always had a dog. Usually it was a larger breed, German Shepherd, lab, and currently an American bulldog named magnum who lives up to his name (watermelon sized head and weighs 120lbs). I have cared for my parents, grand parents, and friends dogs multiple times and have never had any issues. I consider myself a “dog whisperer” of sorts as I am usually able to calm most dogs down when their distressed and they seem to like me. I am also a former and current lacrosse player who loves physical activity. So walking your dog would be a fun and enjoyable part of my day!

    Background Checked

    Background Checked

    High Demand

    High Demand


    Daniel M.
    2020-01-20T22:12:27-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “Always a wonderful wagful walk.”

    Hello, my name is Trevor. I have been taking care of dogs, cats and other pets for 16 years. I started taking care of animals when I was 8. My neighbor was unable to walk his dog because of health reasons and I offered to help. Today, 16 years later I have successfully taken care of many different pets. I have taken care of dogs, cats, fish, turtles, rabbits and birds. I have a passion for animals. I believe animals enrich the lives of their owners. It brings me great joy to take care of pets.

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Specialties

    Can run with dogs, Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience


    Jason M.
    2021-07-14T11:32:24-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    Hello my name is Yelena. I grew up with dogs ever since I came to the United States. I grew up with a Beagle. Now, I have 5 of my own dogs and I do fostering and dog sitting. I have been dog walking and sitting since I was 10 years old. I am also a veterinary technician so I am able to help medicate your fur babies.

    Background Checked

    Background Checked

    High Demand

    High Demand


    Susan M.
    2018-07-02T21:13:13-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “Dogs make the greatest companion!”

    I have been working for Wag! for three years. I absolutely love my job and providing great customer service to all of our wag clients. I am very attentive, caring, gentle to all dogs! :)

    Background Checked

    Background Checked

    High Demand

    High Demand

    Socially Distanced Pet Care

    Socially Distanced Pet Care

    Specialties

    Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience, Obedience training, Behavioral training, Potty training, Therapy training, Service training, Puppy training


    Michelle M.
    2020-02-11T11:05:28-08:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    “Your Best Friend’s New Best Friend”

    Hi, I’m Hannah! I’m an experienced pet care provider and can accommodate any of your pet’s needs. I have cared for many breeds and all different kinds of animals. I’ll treat your pets as if they are my own. Feel free to contact me directly. I can’t wait to meet your pets!

    Background Checked

    Background Checked

    High Demand

    High Demand

    Top Pet Caregiver

    Top Pet Caregiver

    Socially Distanced Pet Care

    Socially Distanced Pet Care

    Specialties

    Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Puppy care


    Abigail P.
    2022-03-17T11:35:46-07:00
    Five starsFive starsFive starsFive starsFive stars
    Verified 20m Walk

    More about dog walking in Chester, MD

    Hours

     - 

    Star

    Average rating

    star rating

    4.95


    Price range

    $23.50 - $32.88

    Dog walking FAQs

    How much does a dog walk cost in Chester, MD?

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    Read reviews of Chester, MD dog walkers

  • avatar

    Michelle M.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Amanda did a great job!

    avatar

    Amanda J

    Book now
  • avatar

    Abigail P.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    avatar

    Hannah E

    Book now
  • avatar

    Darby Y.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Alina is a highly dependable walker who takes great care of our pup! She also gets the best photos of Lula. Highly recommend!

    avatar

    Alina L

    Book now
  • avatar

    Charlotte A.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Kind, communicative and takes lots of pics. Thank you!

    avatar

    Caroline O

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  • avatar

    Mary F.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Erin is a great - she shares videos of the walk and Buddy loves his walks with her. She also is great with communicating with me and is very flexible.

    avatar

    Erin J

    Book now
  • avatar

    Patti Mann M.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Thanks for a great walk

    avatar

    Ruth K

    Book now
  • avatar

    Brad C.

    Five starsFive starsFive starsFive starsFive stars

    Verified Boarding

    Sara was AMAZING watching Reese and taking care of him while I was out of town on holiday break. She sends lots of pictures, lots of updates, and I can tell she truly cares for Reese. I HIGHLY RECOMMEND her for anyone that needs their dog watched, or taken care of in any way. Sara even went out of her way to get Reese Christmas/Birthday (his birthday is on Christmas) toys. I will definitely be requesting her any time I need help watching Reese!

    avatar

    Sara D

    Book now
  • avatar

    Daniel M.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    She s great at understanding how to handle our big pups and acknowledging the developmental needs of a very big and rambunctious Rottie Puppy :)

    avatar

    Jacob B

    Book now
  • avatar

    Jason M.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Trevor was on time, friendly and kind to my pup. I highly remmend him.

    avatar

    Trevor P

    Book now
  • avatar

    Susan M.

    Five starsFive starsFive starsFive starsFive stars

    Verified 20m Walk

    Thank you!!

    avatar

    Yelena M

    Book now
    • avatar

      Michelle M.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Amanda did a great job!

      avatar

      Amanda J

      Book now
    • avatar

      Abigail P.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      avatar

      Hannah E

      Book now
    • avatar

      Darby Y.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Alina is a highly dependable walker who takes great care of our pup! She also gets the best photos of Lula. Highly recommend!

      avatar

      Alina L

      Book now
    • avatar

      Charlotte A.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Kind, communicative and takes lots of pics. Thank you!

      avatar

      Caroline O

      Book now
    • avatar

      Mary F.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Erin is a great - she shares videos of the walk and Buddy loves his walks with her. She also is great with communicating with me and is very flexible.

      avatar

      Erin J

      Book now
    • avatar

      Patti Mann M.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Thanks for a great walk

      avatar

      Ruth K

      Book now
    • avatar

      Brad C.

      Five starsFive starsFive starsFive starsFive stars

      Verified Boarding

      Sara was AMAZING watching Reese and taking care of him while I was out of town on holiday break. She sends lots of pictures, lots of updates, and I can tell she truly cares for Reese. I HIGHLY RECOMMEND her for anyone that needs their dog watched, or taken care of in any way. Sara even went out of her way to get Reese Christmas/Birthday (his birthday is on Christmas) toys. I will definitely be requesting her any time I need help watching Reese!

      avatar

      Sara D

      Book now
    • avatar

      Daniel M.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      She s great at understanding how to handle our big pups and acknowledging the developmental needs of a very big and rambunctious Rottie Puppy :)

      avatar

      Jacob B

      Book now
    • avatar

      Jason M.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Trevor was on time, friendly and kind to my pup. I highly remmend him.

      avatar

      Trevor P

      Book now
    • avatar

      Susan M.

      Five starsFive starsFive starsFive starsFive stars

      Verified 20m Walk

      Thank you!!

      avatar

      Yelena M

      Book now

    Best Dog Friendly Neighborhoods in Chester

    Swan Cove Lane

    4949
    Population DensityPopulation Density
    742 per sq. mi.

    Swan Cove Lane

    4949

    This Chester neighborhood is home to two waterside attractions you can visit with your pup. If you’d like to take your dog for a walk in the park, head to Ferry Point Park. This 41-acre park is surrounded by three bodies of water: the Chester River, Kent Narrows, and Piney Creek. For great views of all three bodies of water, hop on the park’s mile-long paved trail. After you’re finished at the park, head next door to the Chesapeake Heritage and Visitor Center. Dogs are welcome to join you on the visitor center’s grounds. While you’re here, you can look at the historic items on display, and you can also relax and enjoy views of the water.

    Church Street

    3737
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    742 per sq. mi.

    Church Street

    3737

    If you’re searching for a pawesome off-leash area for your dog, check out Kent Island Dog Park. This dog park is just two miles from Chester, and it includes separate fenced areas for large and small dogs to play in. Both sides of the park offer fun agility equipment, including ramps, tunnels, and hoops. If all this excitement makes your dog thirsty, water is available. If you want to get a bite to eat with your pup after the dog park, head to Rustico. This restaurant welcomes dogs at their outdoor patio, and they serve classic Southern Italian fare, including pasta dishes, seafood entrees, and veal dishes.

    East Lake Shore

    2424
    Population DensityPopulation Density
    788 per sq. mi.

    East Lake Shore

    2424

    Lake Shore is home to Downs Park, a furrific place to spend the day with your dog. Located 27 miles from Chester, this park has an off-leash dog beach your pup is sure to love. When you’re at this beach, your dog can enjoy swimming in Chesapeake Bay. Or, you can play games of catch with them in the sand. After your dog is finished swimming, put their leash back on and take them for a walk on one of the park’s numerous woodland hiking trails. Bring water and doggy bags with you, and have a fun day out at this park!

    Larrimore Point

    1313
    Population DensityPopulation Density
    3,980 per sq. mi.

    Larrimore Point

    1313

    If you want to explore a historical area with your dog, check out Historic London Town and Gardens. This historic site is 23 miles from Chester, and dogs are welcome in all of the gardens and buildings except for the William Brown House. While you’re here, you and your dog can go for walks through the historic area’s 20 acres of gardens. You can also stroll through Colonial-style buildings or take a walk along the South River. If you want a cool treat after your walk, head over to nearby Rita’s Italian Ice. Sit at one of their dog-friendly outdoor tables, and enjoy Italian ices, milkshakes, and soft-serve custard.

    Harness Woods

    00
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    6,191 per sq. mi.

    Harness Woods

    00

    When you’re in Harness Woods, you won’t want to miss Quiet Waters Park. Located 23 miles from Chester, this park has an off-leash dog run with separate areas for large and small dogs to play in. Quiet Waters Park also has a dog beach where your pup can swim and splash around. If your dog gets thirsty, water is available in the dog park. After the park, continue your fun day out with lunch at Annapolis Smokehouse and Tavern. This barbeque restaurant welcomes dogs at their outdoor tables, and they also serve a special dish just for dogs: kibble with your choice of meat on top. Your dog will love eating here!

    Swan Cove Lane

    4949
    Population DensityPopulation Density
    742 per sq. mi.

    Swan Cove Lane

    4949

    This Chester neighborhood is home to two waterside attractions you can visit with your pup. If you’d like to take your dog for a walk in the park, head to Ferry Point Park. This 41-acre park is surrounded by three bodies of water: the Chester River, Kent Narrows, and Piney Creek. For great views of all three bodies of water, hop on the park’s mile-long paved trail. After you’re finished at the park, head next door to the Chesapeake Heritage and Visitor Center. Dogs are welcome to join you on the visitor center’s grounds. While you’re here, you can look at the historic items on display, and you can also relax and enjoy views of the water.

    Church Street

    3737
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    742 per sq. mi.

    Church Street

    3737

    If you’re searching for a pawesome off-leash area for your dog, check out Kent Island Dog Park. This dog park is just two miles from Chester, and it includes separate fenced areas for large and small dogs to play in. Both sides of the park offer fun agility equipment, including ramps, tunnels, and hoops. If all this excitement makes your dog thirsty, water is available. If you want to get a bite to eat with your pup after the dog park, head to Rustico. This restaurant welcomes dogs at their outdoor patio, and they serve classic Southern Italian fare, including pasta dishes, seafood entrees, and veal dishes.

    East Lake Shore

    2424
    Population DensityPopulation Density
    788 per sq. mi.

    East Lake Shore

    2424

    Lake Shore is home to Downs Park, a furrific place to spend the day with your dog. Located 27 miles from Chester, this park has an off-leash dog beach your pup is sure to love. When you’re at this beach, your dog can enjoy swimming in Chesapeake Bay. Or, you can play games of catch with them in the sand. After your dog is finished swimming, put their leash back on and take them for a walk on one of the park’s numerous woodland hiking trails. Bring water and doggy bags with you, and have a fun day out at this park!

    Larrimore Point

    1313
    Population DensityPopulation Density
    3,980 per sq. mi.

    Larrimore Point

    1313

    If you want to explore a historical area with your dog, check out Historic London Town and Gardens. This historic site is 23 miles from Chester, and dogs are welcome in all of the gardens and buildings except for the William Brown House. While you’re here, you and your dog can go for walks through the historic area’s 20 acres of gardens. You can also stroll through Colonial-style buildings or take a walk along the South River. If you want a cool treat after your walk, head over to nearby Rita’s Italian Ice. Sit at one of their dog-friendly outdoor tables, and enjoy Italian ices, milkshakes, and soft-serve custard.

    Harness Woods

    00
    Dog ParksDog Parks
    1 park

    Population DensityPopulation Density
    6,191 per sq. mi.

    Harness Woods

    00

    When you’re in Harness Woods, you won’t want to miss Quiet Waters Park. Located 23 miles from Chester, this park has an off-leash dog run with separate areas for large and small dogs to play in. Quiet Waters Park also has a dog beach where your pup can swim and splash around. If your dog gets thirsty, water is available in the dog park. After the park, continue your fun day out with lunch at Annapolis Smokehouse and Tavern. This barbeque restaurant welcomes dogs at their outdoor tables, and they also serve a special dish just for dogs: kibble with your choice of meat on top. Your dog will love eating here!

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