Dog Walking Whaleys Crossroads

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

End
Search

Whaleys Crossroads, Find top rated dog walking

1 / 1
Sitter Profile Image: Lori S.
Verified Enhanced Background Check
Lori S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 8 reviews
4 repeat clients
40 years of experience
Millsboro, DE, 19966

About: I've taken care of a wide variety of animals my whole life. While I love all types of pets, dogs are my favorite. I have lots of experience. One of my dogs was a therapy dog within the public school system as part of a literacy program for elementary children. I have a nice fenced in backyard and live close to two pet friendly parks. My schedule is very flexible. There is always someone at home 24/7 so your furry friend will never be lonely. I can board, sit, or walk almost anytime. I have a nice fenced in backyard and live very close to two pet friendly parks. I have a very friendly corgi named Rocco to keep your fur babies company.

Sitter Profile Image: Malia M.
Verified Enhanced Background Check
Malia M.
from
$15
per walk
5.0 out of 5 stars
• 12 reviews
4 repeat clients
8 years of experience
Delmar, DE, 19940

About: With over 7 years of pet care experience, I specialize in providing personalized attention to pets of all ages and needs. I adapt my services to ensure your pet feels safe, loved, and comfortable. What sets me apart is my deep understanding of animal behavior, allowing me to provide consistent routines. I am currently in a veterinary assistant program to gain certification and complete career goals! I’ve also volunteered at the humane society events and dog walking. I am a first time mom, currently in the newborn stage. He was born February 6th. I am the primary parent and take care of him night and day, therefore i unfortunately can’t work. I do have support that will watch him while I do drop in’s, burnsides appointments I am mainly free!! In your home, I focus on maintaining a safe and familiar environment for your pet. I follow your pet's routine closely, ensuring their feeding, playtime, and exercise schedules are consistent. I also make sure to provide plenty of attention, love, and mental stimulation, even if it is just walks. Your pet’s safety and comfort are my top priority.

Sitter Profile Image: Samantha R.
Verified Background Check
Samantha R.
from
$25
per walk
5.0 out of 5 stars
• 81 reviews
29 repeat clients
20 years of experience
Millsboro, DE, 19966

“Samantha was terrific. Chewy our 90+lb Rottweiler/hound absolutely adored her. Samantha was very reliable and communicated with us everyday. She walked Chewy for 8 days while we were gone. My parents who were watching Chewy while we were gone liked Samantha also.”

Profile image
Brian W.
Sitter Profile Image: Marcus F.
Verified Background Check
Marcus F.
from
$25
per walk
4.9 out of 5 stars
• 249 reviews
100 repeat clients
30 years of experience
Salisbury, MD, 21804

“Our wild guy is never more excited than when he sees Marcus walk up to take him for a run! Reliable and friendly. Obe is always a tired happy dog after Marcus visits!”

Profile image
Sara E.
Sitter Profile Image: Steve M.
Verified Background Check
Steve M.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
10 years of experience
Millsboro, DE, 19966

“Steve is the best dog walker! My dog, Pumpkin, loved Mark immediately and loved the walks because he’d come back exhausted after each one!”

Profile image
Sania K.
Sitter Profile Image: Taylor K.
Verified Enhanced Background Check
Taylor K.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
20 years of experience
Seaford, DE, 19973

About: I’ve always been an animal lover and have lots of experience with different breeds of cats/dogs, big and small. Neighbors, friends, and family have relied on me to walk, feed and play with their fur babies for many years! If this is your first time using Rover, please let me know and I will give you a promo code that gives you $20 off of your first booking. Pet sitting is currently my full time job so I’ll have plenty of time to care for your pets! Please reach out with any inquiries or questions regarding a booking and I will respond as quickly as possible to determine if my schedule aligns with you and your pets needs! Your pet will be treated as my own and receive plenty of love and attention while in my care. I can easily crate your dog if needed or preferred. I can provide separate living spaces for dogs while away or you are welcome to bring their own crate/needs for comfort.

Sitter Profile Image: Jennifer C.
Verified Enhanced Background Check
Jennifer C.
from
$15
per walk
5.0 out of 5 stars
• 7 reviews
20 years of experience
Millsboro, DE, 19966

About: Excited to meet your pet! Experienced with seniors to puppies! Reliable, professional & local. I love playtime & happy to visit dog parks (if you like). This is now my full time job! My days are built around walks and i am flexible, local and reachable. I keep my calendar current and don't take bookings I cannot make. I do a meet & greet before every visit so we can align on your pups needs. You will get a note from me after each visit so you know how everything went. You will also get photos and I am happy to hear from you as well.

Sitter Profile Image: Ryan M.
Verified Enhanced Background Check
Ryan M.
from
$30
per walk
20 years of experience
Millsboro, DE, 19966

About: Good afternoon,I am a current k-9 handler with a certified police K-9. I’m looking to provide a service and continue to help clients in my spare time. I can train your dog in obedience, tracking, and scent work. If you have any questions please ask. I work nights so my availability is extremely flexible. We will go over your wants and needs in detail before scheduling the first visit. Thanks I will care for the clients dogs and animals as if they were my own family with much respect. Dogs are extensions of people’s family’s.

Sitter Profile Image: Alivia S.
Verified Enhanced Background Check
Alivia S.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
Salisbury, MD, 21801

About: I’ve grown up around dogs and my family currently has four, so I’ve had lots of hands-on experience caring for them over the years. I’m a huge animal lover and I’m comfortable with feeding, walking, playtime, potty breaks, and giving dogs plenty of attention and affection. I understand that every dog has their own personality and routine, and I’ll always follow your instructions carefully and treat your pet with the same care I give my family’s dogs. I’m a college student with a flexible schedule, and I’m happy to make time for pet care around my classes and other commitments. I’m available for walks, drop-in visits, feeding, playtime, and plenty of attention. I’ll always communicate clearly about my availability and make sure your pet gets the care and time they need. I will always treat your pet and home with care and respect. I’m comfortable following specific feeding, walking, crate, and daily routine instructions, and I’ll make sure doors, gates, and leashes are secure at all times. I’ll give your pet plenty of attention and can also send updates and photos so you know they’re safe and happy while you’re away.

Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
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: Lauren C.
Verified Enhanced Background Check
Lauren C.
from
$12
per walk
5.0 out of 5 stars
• 3 reviews
15 years of experience
Ocean View, DE, 19970

About: I’m a lifelong animal lover who believes pets deserve their own little staycation while you’re away! Whether it’s a neighborhood walk, some backyard playtime, belly rubs on the couch, or simply keeping them company, I’ll make sure your pet feels happy, comfortable, and loved. I’m dependable, attentive, and happy to stick to your pet’s normal routine — meals, walks, medications, playtime, and all the extra snuggles they’ll allow. I’ll also send plenty of photo updates, so you can relax knowing your furry family member is being well cared for and getting lots of love while you’re gone. 🐾 My schedule is flexible as my husband is a business owner and I work part-time for him, which gives me plenty of time to work pet care into my day. I’m happy to plan visits, walks, feeding times, and check-ins around your pet’s normal routine whenever possible. Whether you need occasional help, vacation coverage, or regular visits, I’ll do my best to make things easy and stress-free for both you and your pet. 🐾 Your pet’s safety, comfort, and routine will always come first. I’ll carefully follow any instructions you provide for feeding, walks, medications, doors or gates, and anything else that helps your pet feel secure. I’m also very respectful of your home and belongings and will keep you updated with photos and messages, so you always know how your pet is doing. My goal is for you to come home to a happy pet and a home just as you left it. 🐾

Sitter Profile Image: Alyssa M.
Verified Background Check
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: Kristen A.
Verified Background Check
Kristen A.
from
$10
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: Anna D.
Verified Background Check
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:)”

Profile image
Jenny F.
Sitter Profile Image: Erin B.
Verified Background Check
Erin B.
from
$10
per walk
2.7 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Bethany Beach, DE, 19930

“Erin did a great job with Gabby Grace. I injured my foot and needed someone to walk my 5-month old pup. Erin is very responsive and the best communicator too. She would message me when she was on her way to pick up Gabby and messaged me when she was headed back. Erin & Gabby totally adored each other. It was great to see, :). Highly recommend Erin for any needs you have regarding your pet!”

Profile image
Peggy H.
Sitter Profile Image: sharon r.
Verified Enhanced Background Check
sharon r.
from
$50
per walk
5.0 out of 5 stars
• 10 reviews
2 repeat clients
5 years of experience
Milton, DE, 19968

“great communication as always. thanks sharon”

Profile image
Dan K.
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: Chloe T.
Verified Enhanced Background Check
Chloe T.
from
$25
per walk
5.0 out of 5 stars
• 22 reviews
4 repeat clients
17 years of experience
Easton, MD, 21601

“You are amazing!!! Lots of updates and willing to help on short notice!!! Appreciate you so much 🩷”

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

“Busara was on time and followed my instructions. She sent me good communication and pictures. My pets were provided good care while I was away.”

Profile image
Andrea P.
1 / 1
View more

The median cost per walk for dog walking in Whaleys Crossroads is CA$20

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog walking - Whaleys Crossroads

Select a filter and find qualifying sitters offering dog walking.

Sitters in Whaleys Crossroads average 3
repeat dog walking clients

FAQs for Dog Walking - Whaleys Crossroads

Frequently asked questions about Rover

As of November 2026, there are 553 sitters on Rover offering Dog Walking across Whaleys Crossroads. 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 Whaleys Crossroads. 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 a map of the walking route, 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 Whaleys Crossroads 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 Rover Guarantee, 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 Rover's Trust & Safety page.

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

  • 94% 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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge