Dog Walking Whaleys Crossroads
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Whaleys Crossroads, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Lacy was absolutely wonderful with my dog Raven. She took the time to do a meet and greet and asked a lot of questions to get to know my dogs routine. She was on time and provided great communication about how the walks went with Raven. I could see that Raven was well taken care of. I will definately use Lacy again for my dog care needs. Thank you so much!”

“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!”

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.
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.
About: I have had family dogs most of my life, all were rescues. Each had their own challenges. I’m observant and will take attentive care of your pet. I am starting my masters program in the fall and have a lot of free time during the day. Usually available throughout the day including evenings. I care for them by making sure their bowls have been cleaned and filled with fresh water and food if needed. Give them attention and play with them.

About: I've been caring for pets in various capacities for over 13 years. I have experience in pet sitting, daycare, boarding, simple grooming, veterinary care and dog training. 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. 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.
About: Hello! I offer a specialized, ultra-attentive doggy daycare and boarding experience right here in Dagsboro. Unlike traditional high-volume environments, my business operates on a strict Constant Care model. This means your dog receives 100% direct human supervision and is never left unattended for longer than a quick bathroom break. Because I focus entirely on safety, peace of mind, and individualized attention, my rates reflect a premium level of service. My Safe-Graduation Setup: To protect my own small, senior dog and two cats, I utilize a careful, low-stress transition plan for all incoming guests: The Baseline Suite: Initial visits and early boarding periods take place in my secure, comfortable, and fully supervised basement area. I hang out right alongside your dog to bond with them and evaluate their unique personality. On-Leash Graduation: Once your dog is fully relaxed and comfortable with me, we graduate to controlled, on-leash introductions in our secure outdoor space. Secure Play Yard: Your pup will have access to a dedicated, secure potty area (which is currently expanding into a fully enclosed backyard) for safe sniffing and play. Strict Safety Limits for Peace of Mind: Small Intake Limit- I strictly cap my home at a maximum of 3 guest dogs at any one time. Your pup will never be overwhelmed by a large pack. Size Restrictions: I exclusively accept small and medium dogs to ensure a safe, harmonious energy level for everyone. Cat-Friendly Guests Only: For the safety of my household cats, I only accept dogs with a proven history of calm behavior around felines.If you are looking for a true "home away from home" where your dog is treated like family and never left alone, I would love to meet you! I work for myself out of my home so I have flexible availability. Limited availability Saturday mornings. Otherwise, though, I am free to hang out with your pup! I have a fenced potty area and plenty of space in my neighborhood for as many walks as is necessary! I have a senior small dog who loves to sleep and chill, but still has plenty of play left in him as well. Our home is also ruled by 2 female cats, they gave me permission to post this
About: I've been around dogs my whole life and have helped care for pets for friends and family. I'm reliable, follow routines, and enjoy spending time with animals. I work at a restaurant with a changing schedule, but I'm usually available during the day and keep my Rover calendar updated each week to reflect my availability. I always follow the owner's instructions and stick to each pet's normal routine. I'll make sure they have fresh water, meals on schedule, exercise, and plenty of attention. I also keep the home clean, secure, and send updates so owners know how their pet is doing.
“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.”
About: I have had many decades of well-loved Labradors, a couple exceptional Mastiffs, and a loveable yet crazy Brittany. In our home we have two full time cats that moved in after our neighbor passed away. Our family lives have always included pets and a multitude of farm critters that we care, love and enjoy. I am comfortable and have experience with large dog personalities as well as the medical and physical needs of seniors. And I can follow directions! I work full time as faculty at a local college, however my schedule has flexibility throughout the week as well as through the day. Typically I am available most days and locally can travel easily for pet care. Dogs can be boarded here as long as they are cat and dog friendly. There are 2 cats and I also watch our son's Brittany Spaniel during the week. For dogs that do stay here, they are allowed on the furniture as well as on our bed and there are multiple dog beds for their choice. Our backyard is fenced away from the road behind a privacy fence. For those dogs that like to swim there is a concrete salt water pool available during the season. Whatever directives the pet family prefers will be followed with updates regularly.
“Lisa is wonderful. My anxious dog that has trouble trusting anyone, warmed up to her on their first walk together. She is a lovely, upbeat person and very flexible with scheduling. I'd recommend Lisa to anyone.”
About: Dog mom to a female Great Dane, & female English Bulldog. I am also a aunt to FOUR frenchies & two Great Danes ❤️ I absolutely ADORE animals, especially pups! 🐶 I’m here to walk, run, and play with yours like he/she is mine! Can’t wait to meet your four legged family member(s) and give them the love/attention he/she is missing while you’re out & about! Thank you for considering me and trusting me with your babies! Full time job at a local high school Monday - Friday 7am-220pm. I am free most weekends, but will be sure to communicate when I am not available for services Happy to meet your four legged friend before the initial watch if necessary/makes you more comfortable! Happy to send photos during our visit as I know how much we miss our babies when away from them.
“Chelsea was awesome. 👏 She paid careful attention to Winston and was patient with him as he was a bit reluctant to walk with a new person. She followed all my instructions and took care of our baby. Will use her anytime I need help with Winston in the future.”

“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!”

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
The median cost per walk for dog walking in Whaleys Crossroads is $22
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?
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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.
Meet local walkers who will treat your dogs like family

1. Search
Browse profiles of walkers near you who offer dog walking
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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 repeat dog walking clients
FAQs for Dog Walking - Whaleys Crossroads
Frequently asked questions about Rover
As of August 2026, there are 568 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 services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Whaleys Crossroads.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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:
- 95% of walkers can help with special care needs
- 96% can help with giving oral medications or injections
- 100% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.







