Dog Walking Middleford

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Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Laura S.
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Laura S.
from
$17
per walk
4.0 out of 5 stars
• 5 reviews
30 years of experience
Bridgeville, DE, 19933

About: I’m an experienced pet sitter with over 25 years experience. I will feed your pet as well as play with him or her. I’m one of those people who tends to like animals more than some people. I have experience giving animals medication too. I will cuddle and play as long as your pet will let me. I have a rescue cat of my own who is very spoiled. I also have experience with older dogs and cats. You can be assured that your pet will be in very good hands with me. They will be treated as my own. I am NOT bonded or insured. I am currently able to do drop in visits to your cat or stay overnight. I love playing with them as well as talking too I will care for your pet(s) in your home just like you would. I follow their routine and provide lots of pets, playtime and love.

Sitter Profile Image: Alyssa M.
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Alyssa M.
from
$15
per walk
4.5 out of 5 stars
• 2 reviews
2 repeat clients
12 years of experience
Seaford, DE, 19973

About: Hello ! I’m Alyssa, I am 23 & am deeply in love with all types and breeds of animal! I would be more than happy to care for your fur baby's with my tender love and care. I would love to just wake up everyday loving what I do and that's working with animals! Especially getting a little money on the side for something I love to do! I would gladly take care of your fur baby's for as long as you need under any circumstances! Feel free to shoot a quick message about any bookings, questions, or concerns you may have! Thank you for choosing me as your fur baby's care taker while your away! ! ! ! ! ! ! ! ! !

Sitter Profile Image: Jermaine C.
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Jermaine C.
from
$20
per walk
4.7 out of 5 stars
• 32 reviews
13 repeat clients
20 years of experience
Greenwood, DE, 19950

About: I live in a home who foster dogs in need. Home with the dog all day so they'll have that attention and someone caring for them. I can take care of elderly dogs that use diapers full proper care even all the way to puppies and there high energy . Me being young i do play with the dogs i like to run around with them to keep myself and them entertained. I am a MMA fighter so I'm free everyday my gym is right here at home where I train at so I'm never off the property unless I have to be. I have a fenced in back yard that the dog will have access to and when inside your dog will be with me in my room making itself a comfortable home anywhere it pleases.

Sitter Profile Image: Mary B.
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Mary B.
from
$22
per walk
5.0 out of 5 stars
• 18 reviews
6 repeat clients
15 years of experience
Georgetown, DE, 19947

About: Insured with Pet Care Insurance Pet CPR & First aid certified I've been the primary person caring for the household dog for over five years now. I have a keen eye for details and a high sense of responsibility when it comes to the care of those who cannot speak for themselves. I also have experience hosting for multi-day sleepovers and managing the dynamics of a small (2-3 dog) temporary pack. Everyone gets plenty of exercise and maintains the option to get to quiet areas for when they need to rest. To ensure I can provide the best experience for both your pets and myself, I only accept bookings in homes without strong odors. This may include cigarette smoke, urine, and plug in wall scents. Thank you for your understanding! Rates subject to change based on your pets needs. I work full time during the week, but am available all major holidays and weekends. I currently walk and feed my dog twice a day, so adding your pup to the routine would be a breeze! Although I don't have a fenced in yard, there is a safe neighborhood nearby where we walk our dog daily. I have one dog currently who has loved every other dog he's ever met and would be happy to share his toys! We do allow pets on the couches & beds, but would be able to crate at night if that is preferred.

Sitter Profile Image: Shelby H.
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Shelby H.
from
$20
per walk
16 years of experience
Millsboro, DE, 19966

About: I’ve spent my entire life around dogs, and have helped care for my family’s four legged friends for as long as I can remember. I’m no stranger to walking, feeding and cleaning up after dogs of all shapes and sizes. As a teenager, my neighbors and friends entrusted me to care for their pets. Whether they were going to be home from work late and needed someone to walk their dog or were going out of town for a weekend, I was there to help. No matter your dog’s age, size or energy level, I am confident I can provide the best possible care for them! I am currently working remotely so I am available to care for your pups at any hour of any day! From early mornings to late nights, I will be there. At home, I have a fenced in yard where my dogs are able to run and play free, but I also make sure they get plenty of leash walks around the neighborhood. Regardless of your home/ yard’s set up I can ensure your pup will get the best possible care.

Sitter Profile Image: Courtney F.
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Courtney F.
from
$25
per walk
5.0 out of 5 stars
• 15 reviews
4 repeat clients
20 years of experience
Georgetown, DE, 19947

“Ollie has a new BFF. Great communication will be a repeat customer”

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Robin E.
Sitter Profile Image: Heather W.
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Heather W.
from
$18
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
20 years of experience
Sharptown, MD, 21861

About: I've had animals the majority of my life. I currently have 4 dogs in my home; 3 Great Danes (ages 4, 4 & 2) and a bully/Doberman mix plus I have a few chickens outside. I can handle everything from puppy all the way to senior. I own my own business and work from home so I have alot of flexibility as far as being able to care for your babies whether in my home or yours. I have a fenced yard for them to run as they please. Our pets are allowed on all furniture and beds, it's their home too!

Sitter Profile Image: Michael D.
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Michael D.
from
$25
per walk
25 years of experience
Georgetown, DE, 19947

About: I’m a retired Harness Driver and trainer I have experience caring for household pets such as dogs and cats and livestock I have been a dog and cat owner all my life I take care of them like my own children. I’m bonded and insured to take care of the animals. I just retired so I have plenty of time to devote toward taking care of your pets during the week or on the weekends and holidays I have a siberian husky that lives in a large dog pen I walk her in the morning and then in the evening I also have 5 Persian cats. I take care of

Sitter Profile Image: Sandra N.
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Sandra N.
from
$32
per walk
5.0 out of 5 stars
• 1 review
4 years of experience
Georgetown, DE, 19947

About: Hi! I’m Sandra, and I know how important it is to leave your pet with someone you can trust. I’ll care for your dog as if they were my own, providing plenty of love, attention, playtime, and cuddles. I live in a pet-friendly community with both a small and large fenced dog park, giving dogs a safe place to run and play based on their size and comfort level. I’ll follow your pet’s routine closely, including feeding schedules, medications, potty breaks, and any special instructions. You’ll also receive regular photo updates, so you can relax knowing your furry family member is happy, safe, and well cared for I work a flexible schedule that allows me to give pets plenty of attention throughout the day. I can accommodate regular potty breaks, walks, playtime, feeding schedules, and lots of one-on-one affection. I always make sure each dog gets the care and routine they’re used to. Your dog’s safety and comfort are my top priorities. I live in a clean, pet-friendly apartment community with both a small and large fenced dog park for safe exercise and play. I’ll follow your pet’s routine, feeding schedule, medications, and any special instructions exactly as requested. I provide a calm, loving environment and send regular photo and video updates so you always know how your pup is doing. Every dog is treated like they’re part of my own family.

Sitter Profile Image: Blaire S.
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Blaire S.
from
$25
per walk
6 years of experience
Delmar, MD, 21875

About: I treat every pet like family! I’m caring, patient, and dependable, and I make sure every pet feels safe, loved, and comfortable. I pay attention to each pet’s unique needs and love giving them plenty of attention, playtime, and affection. I currently work part time at tidal health and when I don’t work there I’m at home with my 2 dogs panda and lily. I also take care of my boyfriends dog when he work 24 hour shifts. I make sure every pet feels comfortable, safe, and loved while in my care. I will make sure they have exercise, playtime and all the attention and affection they need. I follow all the instructions provided by the owner including their feeding schedules, walks, medications if needed. While caring for your pets I will keep things clean, can send regular updates, and photos if needed. I treat every pets as if it was my own.

Sitter Profile Image: Justine B.
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Justine B.
from
$20
per walk
15 years of experience
Ellendale, DE, 19941

About: My name is Justine. I have had dogs since the day I was born. Dogs have been my passion. I was a groomer, and have been trained in dog body language as a result of going down the grooming path. I really enjoy spending quality time with fur babies, and getting to help you as their parents when needed. As a pet parent myself I know it isn't always an easy task. Overall, if you're looking for someone who has quite a vast knowledge in the dog field, I'm your girl! Special Needs, Seniors, Puppies with all that energy boiled up, I can handle them all. If youre looking for a reliable, reassuring helper feel free to contact me. Can't wait to hear from you soon!

Sitter Profile Image: Tara L.
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Tara L.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
30 years of experience
Millsboro, DE, 19966

“Tara did a great job! She was on time, followed directions, and my dog was very happy when I got home. She also helped me out with a last second booking! Highly recommend.”

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Carly N.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 17 reviews
5 repeat clients
14 years of experience
East New Market, MD, 21631

About: Experience with multiple breeds of dogs. My heart is owned by our 5 boys and our 3 furbabies 16 year old Siberian Husky named Lola, a 2 year old husky/german Shepard mix named Skye and a 13 year old Australian shepherd named Apache . Firmly believe that pets are family and that it’s up to us humans to provide them with the best life possible. Without a doubt, I will treat your pet family members as if they were my own, with an abundance of love and attention. I know what it’s like to have a good pet sitter and I’ve been very fortunate to know what it’s like to have a peaceful vacation without worries, let me be the one to ease your mind when it comes to your pets care. I’m always doing something doggie related. In addition to Rover we also offer dog grooming so we stay pretty busy with the pooches every day of the week. I have crates to accommodate all sizes of pups for those that are crate trained. Those that need a human bed to sleep in, I’ve got plenty of those as well. Huge yard for lots of exercise.

Sitter Profile Image: Lauren G.
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Lauren G.
from
$32
per walk
4.8 out of 5 stars
• 6 reviews
20 years of experience
Denton, MD, 21629

About: I have cared for many animals over the past 20 years for friends and family & I have also had my own fur babies as well. I am currently a stay at home mom with full time availability. I am able to crate your animals at night if needed for sleep and give frequent bathroom breaks throughout the day. I will care for your pets as if they are my own & treat them like family while they are here!

Sitter Profile Image: Anna D.
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Anna D.
from
$35
per walk
5.0 out of 5 stars
• 78 reviews
12 repeat clients
8 years of experience
Salisbury, MD, 21801

“Met Anna at the nearby dog park and hired her the next day to walk my 1yo Pittie mix who has some major energy he needs to get out! When they got back and I saw how happy Charlie was I knew I’d found the perfect match with Anna. She was amazing so I hired her the Remaining 4/5 days Id be here. We just bought a 2nd home on the island and I’ll be using Anna every day we are here:)”

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Jenny F.
Sitter Profile Image: Allegra R.
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Allegra R.
from
$30
per walk
10 years of experience
Pittsville, MD, 21850

About: Hello, my name is Allegra. I have some free time on my hands and I love animals so I thought this job would be the best fit for me. I grew up with multiple dogs, chickens, goats, rabbits. I currently own 3 ducks, 3 quail, and 6 cats. I have experience with dogs of all sizes, bearded dragons, hamsters, guinea pigs, rats, and small snakes. I absolutely love animals and caring for them. I have no problem helping with any special needs or extra care that a pet will need. Both cats and dogs are perfectly fine and I’m okay with taking care of any other animals in the household if needed. I would be happy to be your next helper for your pet! I am currently available most days 7AM to 8PM, but I am open to staying overnight and after these hours if needed. I have a flexible schedule! I feel comfortable coming to your residence in order to care for your animal due to me having multiple indoor and outdoor pets at my home.

Sitter Profile Image: Kristen A.
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Kristen A.
from
$20
per walk
10 years of experience
Fruitland, MD, 21826

About: I have had several animals in my lifetime, some of my families growing up, and several of my own. I have owned a total of 5 dogs. All of my dogs have been/are rescues. I currently have 3 "puppies" that range in ages between 1-2 years old. I got two of them when they were only 6 months old and I have done all of their training on my own. Animals of all kinds have a very special place in my hear and I work hard so my fur animals can have a better life. Remember, your animals only experience what you allow them to. Let them experience life the way we do, they are only here for so long. I work from home therefore, I am available at all times. I can bring my work to your home if I need to be there for an extended time or I can leave my work at home and come take care of your animals if it will be for a shorter period of time. My dogs experience everything that I experience in my home. Such as roaming freely, having access to food and water at all times, being able to roam in the yard independently, and most importantly, they sleep on a tempur-pedic mattress at night with their humans.

Sitter Profile Image: Rachel J.
Verified Enhanced Background Check
Rachel J.
from
$30
per walk
4 repeat clients
15 years of experience
Rehoboth Beach, DE, 19971

About: I've been caring for pets in various capacities for over 15 years. I have experience in pet sitting, daycare, boarding, simple grooming, veterinary care and dog training. I am a certified professional dog trainer utilizing positive-reinforcement training methods. I am also a Fear Free Certified Professional. I love what I do and how I do it! My goal is to make your pets comfortable and happy in whatever way I can. I like having fun with them and getting creative with different activities and games to meet their needs. I try to be flexible with my schedule so if you're unsure if it will work, send a request and let's see what we can make work! I realize caring for pets in a other's home is a large responsibility. I take that responsibility seriously and make sure your babies, as well as your space, are well taken care of, clean and sanitary.

Sitter Profile Image: Busara C.
Verified Enhanced Background Check
Busara C.
from
$20
per walk
5.0 out of 5 stars
• 94 reviews
17 repeat clients
5 years of experience
Dover, DE, 19904

“Our Chance simply loves Busara and for great reasons!!”

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Lynnell W.
Sitter Profile Image: Heather C.
Verified Background Check
Heather C.
from
$25
per walk
4.9 out of 5 stars
• 34 reviews
10 repeat clients
33 years of experience
Princess Anne, MD, 21853

About: I have 33 years experience with animals I have a small yard live in a townhome I have 1 dog and 2 cats now. I have also had 4 chickens birds fish turtles and rabbits in the past I love animals and can do anything for them Bathing walking playing feeding anything you need I can do for a animal and any animal. I have a 14 year old son who also loves animals very much I have kennel to keep animals in the house. My dog is a Chihuahua terroir mix. My 2 cats are a tabby and main coon cat. I am also willing to take care if any other animals you may own. I look forward to playing with your dogs cats I’m not working so I have open availability to be with your animals they will be fed twice daily and walked at least three times daily they will be played with and loved I can take your pets in my home they will be allowed to sleep in a kennel or bed and in your home I will follow how ever you usually take care of your pets I go by your Routine

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The median cost per walk for dog walking in Middleford is $20

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How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for dog walking - Middleford

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Sitters in Middleford average 3
repeat dog walking clients

FAQs for Dog Walking - Middleford

Frequently asked questions about Rover

The average cost of Dog Walking in Middleford is $19 per walk as of October 2026. Most bookings cost between $16 and $19 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 611 sitters on Rover offering Dog Walking across Middleford. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Middleford. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Middleford after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .

Yes, you can find walkers who have experience with handling special pet needs in Middleford. On Rover:

  • 93% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.

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