Dog Walking Whaleys Crossroads

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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: Beca C.
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Beca C.
from
$21
per walk
5.0 out of 5 stars
• 9 reviews
4 repeat clients
22 years of experience
Millsboro, DE, 19966

“Beca is wonderful! She is great with our pup and takes him on long walks which I love. She is great at communicating and giving us updates. We will definitely be using Beca again!”

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Heather S.
Sitter Profile Image: Lori S.
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Lori S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 5 reviews
3 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: Carla C.
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Carla C.
from
$15
per walk
5.0 out of 5 stars
• 27 reviews
9 repeat clients
4 years of experience
Salisbury, MD, 21804

“Carla is so great and patient!! happy to have found her!”

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Olivia P.
Sitter Profile Image: Samantha R.
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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.”

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Brian W.
Sitter Profile Image: Taylor K.
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Taylor K.
from
$25
per walk
5.0 out of 5 stars
• 5 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: Ryan M.
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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: 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: Lucia V.
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Lucia V.
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
5 years of experience
Pittsville, MD, 21850

“Please don’t hesitate to use Lucia for your Rover needs. She was very attentive and thorough with her care and communication regarding our high maintenance doodle. She was very responsible with our home. Thank you again Lycia!”

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Debby G.
Sitter Profile Image: Paige & Cameron D.
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Paige & Cameron D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 26 reviews
6 repeat clients
6 years of experience
Georgetown, DE, 19947

“Paige was outstanding! I had to be out of town for the day and asked her to do two drop-ins on a Sunday. Maya loved her! Will definitely hire Paige again in the near future!”

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Julia S.
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: KAREN H.
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KAREN H.
from
$20
per walk
50 years of experience
Millsboro, DE, 19966

About: I've cared for and have had the privilege of sharing my life with dogs, cats, birds, horses, rabbits, and goats. I've been lucky enough to have raised three dogs from puppydom to senior pooches, all three living beyond 18. I currently share my home with a 13 years old Miniature Pinscher named Sadie. I couldn't imagine continuing on without a furry child in my life. They are central and that's how I feel about all my charges as well. I have extensive experience in caring for puppies, tweens, teens, adults and senior dogos. Unfortunately, I can no longer work with bully breed or bully mixes. I'm available anytime and often at short notice. I have no limitations or restrictions between the hours of 9A until 9P seven days a week. I can only care for small dogs (under 25 lbs) in my own home as my HOA has restrictions on pet size. In your home, your pet will be either King or Queen. They will be pampered and loved as you would want them to be.

Sitter Profile Image: Richard B.
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Richard B.
from
$30
per walk
10 years of experience
Willards, MD, 21874

About: I’ve taken care of basically any type of dog in my decade of taking care pets. Patience is key when meeting new pets to give them time to trust I live and work at a campground, taking care of pets is one of my duties and since I have a house on the property with a fenced in backyard, the dogs are easily able to run free in the yard with no worries of escape. I will make sure all your pets needs are met. No matter how untrusting they may be, with my patience and care your pet will feel loved for

Sitter Profile Image: Leanne S.
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Leanne S.
from
$30
per walk
4.9 out of 5 stars
• 25 reviews
10 repeat clients
25 years of experience
Harbeson, DE, 19951

“Leanne walked our fur baby midday for two weeks. She is always on time and dependable. She followed all instructions. We will definitely use her services again.”

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Bob M.
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: Heather B.
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Heather B.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
30 years of experience
Berlin, MD, 21811

About: I've taken care of dogs since I was 12 when I got my first dog, a Yorkie. Shortly there after,I started learning the responsibilities of taking care of a dog. Over the years, I've watched friends and family's animals. I currently have an amazing Husky/Lab mix, going on 5 years old and a 1 year old ferret. My dogs personality is mostly Husky, so I am very familiar with their character, sassy attitude and high maintenance personality ♥ He is my only dog. I take him to the beach daily. I love it when there are other dogs, he loves to play and swim with them. I'm always looking for doggy play dates for him. I have 10 years experience with exotics, specifically ferrets.❤️ I currently work professionally as a Certified Death and Eldercare Doula.I am a non medical holistic Practitioner. I work as part of the hospice team helping & supporting patients and their families creating a beautiful end of life experience. I also actively volunteer with families at Coastal Hospice. My specialty is helping Alzheimer’s and dementia patients. I work part time 3 to 4 nights a week as a server at a popular local restaurant. I can be very flexible on my available days. I love ❤️ all animals . I would welcome and be advised by the client on how they would like things handled in their home with regards to the care of their fur babies.

Sitter Profile Image: Zelie K.
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Zelie K.
from
$25
per walk
5.0 out of 5 stars
• 12 reviews
3 repeat clients
28 years of experience
Rehoboth Beach, DE, 19971

About: Hi! I split my time between Greensboro and Rehoboth! Weekends in Rehoboth and during the week in Greensboro, with some flexibility! I have lifelong experience and deep love for animals. I’ve been caring for animals my whole life, including my own three dogs – one of whom is a senior and two other high energy dogs, including a Whippet and a Jack Russell blend – along with two indoor/outdoor rescue barn cats. With a large property for exercise and play, I understand the unique needs of different breeds and personalities. My experience extends beyond my own pets, as I’ve been trusted to care for others beloved animals for years. I’m passionate about providing attentive and reliable care, ensuring every pet feels safe, loved, and happy while you’re away. I am a teacher and will be gone from my home 8 hours of the day. I can be available to come let pets out for a potty break in the middle of the day some days. I am free on weekends all day. If your pet is crate trained they will be on the same schedule as my own! I have cared for many animals, boarding, walking/running, and general care. My pets are allowed on furniture for snuggles and free roam of the house, to explore and move! I have two high energy dogs that need to go on runs daily. I am fit and we are on a dirt road and a large property so getting exercise is easy! My dogs have their own bedroom and actual bed, but are also crate trained for during the day. They are very friendly, love other animals and our cats!

Sitter Profile Image: Kayla J.
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Kayla J.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Milford, DE, 19963

About: Hi! I’m Kayla, and I’d love to care for your fur babies! I’m a friendly, outgoing animal lover based in Milford, DE, and I’ve happily called Milford home for the past five years. I’ve loved animals my entire life and grew up caring for many different pets, from cats and dogs to more unique animals. Because of this, I truly see pets as part of the family and believe they deserve patience, love, and plenty of attention. I have experience caring for pets for families in both Milford and Camden, DE, and I’m known for being dependable, easy to get along with, and very attentive to animals’ needs. Whether you’re heading out for a vacation, a weekend trip, or just need a helping hand, I’m happy to provide loving pet sitting and house sitting that helps you feel at ease while you’re away. I am fully available and have lots of time for walks, playtime, cuddles, feedings, and check-ins throughout the day. Your pets will never feel rushed or overlooked! At home, I have a sweet kitten who is learning to use the litter box, so patience, gentle care, and understanding different personalities come naturally to me. I’m an organizer, planner, and multitasker, and I always make sure pets are safe, comfortable, and well cared for. Your pets’ happiness and comfort are my top priorities, and I can’t wait to meet your fur babies and give them all the love while you’re away! 🐾💕 I am fully available for any of your scheduled needs. I am free for walks, sittings and drop ins for feeds and all of the above. I have a playful cat who loves to talk. He gets full treatment and brushing because he is a long haired cat. He only uses pretty litter which gets cleaned once or twice a day. He has an automatic food feeder that goes off twice a day for him when we are not home. My brother give him all of the love when we are not home as well.

Sitter Profile Image: Teresa D.
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Teresa D.
from
$25
per walk
5.0 out of 5 stars
• 99 reviews
36 repeat clients
Frederica, DE, 19946

About: Hello! My name is Teresa! I work full-time on the weekdays but I have weekends free for dog sitting. I have been a dog sitter for a few of my neighbors in the past for fun. Your dog(s) will have a nice house to run around in, we'll take long walks around the neighborhood, going to the Bowers beach, playing in the sand. Since its only me in the house, they will have my undivided attention and love. In the summer, they will be cool, and in the winter, they will be warm by the fireplace. I truly enjoy the company of pets and I look forward to providing you peace of mind and the utmost in care for you and your four legged family members!

Sitter Profile Image: Elexis M.
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Elexis M.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
5 years of experience
Camden wyoming, DE, 19934

About: I’ve taken care of many animals throughout my teen to adult years. I volunteered at a rescue taking care of mostly the cats. I’ve previously helped rescue kittens and dogs. I’ve always had animals around me. I’m a very big animal lover. I currently have 2 cats and 2 dogs and cat sit a kitten from time to time. I give the cats baths maybe once a month and the dogs weekly and I routinely walk the dogs. I watch the dogs while they’re outside while also giving them extra love. I love taking dogs on walks. I play with cats and even bring along toys that I know my cats love.

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

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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Whaleys Crossroads

Select a filter and find qualifying sitters offering dog walking.

Sitters in Whaleys Crossroads average 3
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FAQs for Dog Walking - Whaleys Crossroads

Frequently asked questions about Rover

As of October 2026, there are 551 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 your 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 , 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 , 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 Whaleys Crossroads. On Rover:

  • 93% of walkers can help with special care needs
  • 95% 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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