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

Over 37 pet parents in Southold have booked dog walking
Southold, 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.
“Victoria was wonderful! She walked my 2 yo beagle twice a day for two weeks while I worked from home at the end of the summer. He couldn’t contain his excitement when he saw her coming up the driveway! She was on time and kept me updated with any concerns. I’ll definitely be working from home more now that we’ve found her.”

About: What sets me apart is my commitment to providing reliable, attentive, and personalized care tailored to each dog’s needs. I prioritize consistency, safety, and clear communication, so pet parents feel fully confident while they’re away. I work three days a week at my primary job, which gives me ample flexibility to dedicate focused time to the pets I care for. On my days off, I’m available for walks and/or drop-ins. I offer both dog walking and drop-in visits in your home, designed to keep your pets happy, active, and comfortable in their own environment. I treat each pet like my own and follow your instructions carefully to maintain their routine and reduce stress while you’re away.
About: Hello! I’m a local caretaker who always grew up with pets and have a passion for helping others. I currently have a B.S. in Applied Psychology and plan on pursuing my masters degree soon. I have taken care of family and friends pets over the years and am happy to provide references. Feel free to reach out if you are looking for help! I currently have a very flexible schedule, which allows for me to incorporate pet care as well as other services in to my weekly routine. I am happy to spend quality time with your fur babies, as well as drop-in visits. I enjoy exercise and love to go on walks and enjoy the fresh outdoors!
About: I have experience with all kinds of animals, specializing in equine and dog/cat. I attended a vocational high school where I also learned basic care and handling of other animals such as cows, chickens, sheep, goats, rabbits, chinchillas, ferrets, and a number of reptile and amphibian breeds as well. I have large periods of availability mon-fri in the mornings, middays, and afternoon/evenings, which are perfect for drop ins and potty breaks, as well as constant overnight availability. Weekends, I am available to stay over all day. I have a large amount of education through 4H and FFA on the proper care of animals safely, as well as knowledge of common illnesses and injuries and the common treatments and medications for said maladies.
About: I have experience running my own pet care business caring for dogs of all ages, sizes, breeds and personalities! including senior pets, diabetic pets and those who require a little extra attention. I specialize in making anxious dogs feel calm and safe while their pet parent is away! Feel free to check out my business website! ........ I have always had a flexible schedule, so fitting in daily walks or dog care on weekends is no issue. I would not leave your pup alone for a long period as I usually don’t work long hours. I will provide your pup with all the attention he/she craves and make sure the meals/meds are given on time. I don’t mind doing some extra things like watering house plants, bringing in mail and I especially love giving dog massages if your he/she enjoys that!
About: I have cared for my own dog and have dog sat for many friends and family over the years. I have personally owned an Australian Shepard and Boston Terriers from puppy age to senior. I have dog sat and walked dogs of all different breeds, ages and sizes. I have experience with caring for dogs with disabilities (blind, deaf, distended back legs) and diabetes. I have been a professional dog sitter for over 3 years, but have been personally caring for and loving them my whole life! I currently work from home M-F 8-4 as a care manager for people with developmental disabilities. Since I work from home, I have the flexibility to watch your fur babies throughout the week and on weekends and they will never be left home alone for too long! I make sure to treat my clients fur babies and homes with the same love and respect I give to mine. I always make sure to leave the home just as clean as it was when I arrived.
The median cost per walk for dog walking in Southold is $25
Dog parents share their Rover experiences - Southold
Elizabeth was amazing with our dog who has anxiety when left alone. She took the time to let Addie get comfortable and we are very grateful to have found such a caring dog walker. While Addie would not venture far during the walks Elizabeth spent the rest of the visit sitting near her.

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. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog walking - Southold
Select a filter and find qualifying sitters offering dog walking.Sitters in Southold average 3 repeat dog walking clients
FAQs for Dog Walking - Southold
Frequently asked questions about Rover
The average cost of Dog Walking in Southold is $28 per walk as of November 2026. Most bookings cost between $21 and $39 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 November 2026, there are 834 sitters on Rover offering Dog Walking across Southold. 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 Southold. 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 Southold 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 Southold. On Rover:
- 92% of walkers can help with special care needs
- 93% 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.



