Dog Walkers in Holly Oak, DE
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Holly Oak dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Very pleased with Cassandra and her services. My dog loves when Cassandra stops by for a walk! Love the updates and photos too. Would definitely recommend Cassandra.”

“Jordan is amazing! She walks our puppy Reese while we are at work a couple times a week. She responds quickly and gives us great updates. Reese loves seeing her walk through the door! I would highly recommended her and we will continue to use her 🥰🥰 thank you for everything you do for us! It means the world!!”

“Lashae was the best Rover experience we have had. She was amazing with our dogs and our neighbors (who had tons of positive comments). The best part of working with Lashae was the improvement in our dogs’ health! They have more energy and walk farther!! Lashae is the best! Can’t wait to work with her again!”


“Dante was amazing! Our faith was terrified of him even growled at him, but he did not give up and was able to take her out for her walk. We got home from our day out and she was fine. He’s very professional and responds very quickly! I highly recommend !!!”

“Thank you, Gavin. French Fry gave you two paws up. He's very responsible, very reliable, and very attuned to my dog's needs. It will definitely use him again, and I have actually recommended him to my mom for her dogYou will definitely use him again and I actually have recommended him to my mom for her dog.”


“Linda is nothing short of a saint! Always timely and communicative, she is the gold standard by which all animal care providers should strive to meet. I’d give her ten stars if I could!”

About: I’m a responsible 26 yr old and I’ve been a dog lover my whole life. I’ve got over 5 years experience walking/sitting dogs. I’ve got 2 beautiful dogs, Storm & Groot, a silver lab & labordoodle so I know how important your 4 legged family members are to you. I know how important it is to provide high quality care for your dogs. Feel free to reach out with any questions. I try to make myself available 7 days a week and provide the love and care that all dogs need and deserve. I believe exercise is an important element to your dog’s physical and emotional health. We have 2 dogs with a fenced in backyard for them to enjoy the outdoors. I also think it’s also important for dogs to walk the neighborhood to become familiar with the area should one happen to get loose - I’ll teach them how to get home. I’ve also got experience with dogs required to be crated. I believe all dogs have different needs & desires, which is why I adapt to each dog with love and respect.
“Colleen is awesome. She is very communicative, flexible, professional, and goes above and beyond in making sure my Ellie girl gets the exercise/socializing/enrichment/love she needs while I’m at the office!”


About: I have been dog sitting for neighbors and family friends for years! I have done overnights, quick day care, and variety of trip needs! I love taking my own dogs for walks, as well as play and chill with them, so always treat others dogs like my own! I’ve worked with puppies, elder, and multiple dogs at once! I have recommendations from past experiences upon request! As of now, I offer assistance within West Chester, Glen Mills, Wilmington areas (and open to more locations), but am moving to Boston August 2! My routine can vary by request of the owner! In prior experience, I have worked part time and full time, ensuring the dog is let out multiple times a day, as well as fed. I want to make sure the dogs routine isn’t affected once their owner leaves! Our dogs have electric shock fences, but once let out, I still watch them to make sure they use the bathroom or get out loose somehow. I take my dog for walks 2-3 times a day, all varying in time and distance, but make sure they are getting their exercise and time outside (when weather permits)!
“Amanda was great! She is always on time and makes our dogs care her priority. I highly recommend her to anyone who is looking for a responsible dog sitter or walker.”

“Alex has walked my puppy for over a month now, and she has been great. First, Bowie is always very excited to see her so I can tell that they have connected and have a good relationship. Second, Alex is very responsible. She is on time day in and day out, and on those few instances when she could not work on a day or would be late, Alex communicated that ahead of time so I could make alternative plans, if needed. And finally, Alex has been terrific with suggestions about my puppy’s health and related issues, without trying to force the issue or be pushy. I greatly appreciate her suggestions and help with my pup.”

About: I've been watching the pets of friends, relatives, and neighbors since I was about 18. I've given insulin to both dogs and cats during my time pet-sitting. I currently own and care for two very spoiled female guinea pigs. During the week, I work full-time with a hybrid home/office schedule. On the days I am in the office, I do leave at mid-day to finish my workday from home. I can be available for bathroom breaks all throughout the day and go on walks/play with your pets in the evening. I work from a laptop, so I have the ability to relocate my workspace if necessary. I am able to provide all-day availability on weekends. Let me know if your dog has any special needs or behaviors that need to be accounted for. I currently have experience taking care of furry ones of all ages and medical conditions.
“Matt is very reliable and good with my dogs!! Matt has even gone the extra mile when I had asked him last minute to let my contractor in when I wasn't able to leave work! Glad to have found Matt when I moved to this area!”

“Jordana is one of the best! She went out of her way to make us feel comfortable as we left our Stella for the weekend. She sent photos and videos. Kept in contact with me throughout her walks. 100% recommend and I can’t wait to book her again in the future.”

About: Hello! My name is Lily, and I have been taking care of pets for nearly 12 years. I adopted my first dog over 11 years ago. She had a lot of trauma from before we adopted her, and so have other dogs we have adopted, so I have plenty of experience with anxious “problematic” pets! I have owned 4 rescues in my life which all had their own quirks, and I have also watched dogs and cats for many people in my community. I have watched puppies and senior dogs who need help going to the bathroom. I have watched cats with three legs, cats who always get out, and even lizards! I absolutely love animals and I would love to get to know you and your fur babies. Message me if you have any questions! I’m currently working full-time in Wilmington DE, but unfortunately in this economy that’s not enough! I am available early in the mornings (before 8am), at lunch time, and after 5pm for walks and visits. I can do overnight stays as well, and I am always available on the weekends! Everyone has their own particular preferences for their pet. Some allow pets on furniture or in the bed, and some exclusively use a crate. Some dogs may love walks, while others prefer to run around in the backyard. I have worked with many different owners and pets and I will adjust to whatever is best for your pet! As for me personally, there is a wonderful dog park near my apartment that I take my dog to almost daily, she loves it! She doesn’t love walks and prefers to run around freely, and it allows her to play with other dogs and socialize! Every dog has different needs and I will make sure to meet them.
Holly Oak dog parents share their Rover experiences
Beth did such an amazing job and was so patient with Betsy who can be very shy at first. Beth went the extra mile and came and met Betsy ahead of time to make her more comfortable. She sent updates of their walk and showed so much care towards Betsy. I highly recommend Beth, she is great with dogs and is a very reliable and outstanding dog walker!

How Rover works

1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog
2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per walk for dog walking in Holly Oak is $20
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 dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Holly Oak average 4 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Holly Oak on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 6,969 dog walkers in Holly Oak. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 86% of Holly Oak dog walkers respond in under an hour.
Dog walkers in Holly Oak have an average of 14 years of experience. Dog walkers with repeat customers have an average of 4 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Holly Oak.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 6,969 dog walkers in Holly Oak on Rover, so you’re sure to find the perfect match for your dog! In Holly Oak, 91% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.










