Dog Walkers in Osterville, MA
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Osterville dog walkers
Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Kelly is clearly great with dogs and knowledgeable about different dog personalities. She did great taking our dog for walks and updating us along the way! Her flexible schedule is an added bonus.”

About: I have spent a lifetime caring for animals, both professionally and personally. My experiences have ranged from managing a Shelter for the MSPCA, to managing a kennel of 60+ hounds as well as always having a multiple dog household. These experiences have equipped me to understand temperament, troubleshoot, manage all forms of medication including all shots. Very knowledgeable at caring for senior dogs and puppies. Very experienced in all bird care, having run a parrot rescue and breeding center, as well as managing a large waterfowl collection including crane’s, flamingoes swans, geese and ducks. I have always kept all forms of poultry on our sheep farm as well. Having a sheep farm has equipped me to care for most farm animals including milking, either cows or goats. CAT ALLERGIES-UNFORTUNATELY NO CAT CARE AVAILABLE I am available all day, every day so am able to care for elderly dogs needing to go out more often or need to be medicated on a set schedule as well as able to attend to puppies needs as well. Also able to closely follow set schedules for all dogs calmly and in an unhurried way which is also very important for their well being I am fortunate to live in a private secluded situation where dogs can be walked on trails around home where you rarely encounter other dogs. Dirt driveway is a mile long ending at my house. It is a very safe place for your dog(s). Having lived on farm most of life has made me very vigilant to check all doors and gates twice. I live alone with my dog Samuel. It is very quiet, calm and predictable here, so I am able to focus on your dog’s needs. Your dog(s)most welcome to have the run of the house, including all furniture and beds.
“Jac is a sweetheart. She did great with both of my girls. Nina is 15 yo so she has mobility issues and Jac was super careful and had a lot of skill to deal with her. Liked so much that have her scheduled for following week. TYSM”

About: Hi my name is Kendall, I’m looking to spend time with your furry four legged friends! I am an avid animal lover and have grown-up around animals my entire life. From cats to dogs, from guinea pigs to turtles I’ve had them all as pets and cared for them whole heartedly. I have lots of experience pet sitting and dog walking for neighbors and friends all through high school and college. I currently own a dachshund mix and love him dearly. I enjoy spending quality time with dogs walking, bushing, and playing with them. I do send text and picture updates of owner’s dogs upon request. Feel free to send me a message if you’re in need of a pet sitter or dog walker. I have a full time IT job working from home, but the flexibility in my schedule allowed me to check on your pets or bring my work with me on my phone. I am more than happy to check in and/or walk your dog, I am very attentive to my surroundings. Your pet is in good hands with me.
“Shannon has been terrific with our little buddy Kelly. And she’s also been incredibly accommodating with my elderly parents. We are very grateful to have her and, most importantly, Kelly loves her!”

About: I have taken care of animals all my life. I have always had pets of my own and taken care of family and friends pets. My children are all grown so I have alot of free time and would love to help others with busy schedules. My schedule is quite flexible and I am available 7 days/week. I currently work 32 hours per week 7-3 alternating days and every other weekend. I am available some days for morning walks and everyday after 3. I will walk your pet where you prefer I do and am also willing to take them for rides to other walking areas such as canal or trails.
“Kathleen has a genuine love for dogs. She came over to meet my dog before the date she was to care for him. My dog bonded with her right. She sent me texts and photos throughout the day. She did a great job! I’ve booked her for a future date. I know my dog is in great hands with Kathleen!”


“This was our first long trip with our puppy and first experience with a sitter outside of our circle of friends. We can’t thank Diane enough for being so wonderful!! Diane took her time to meet us in advance, and was very patient and kind to our dog. We highly recommend her and look forward to our next vacation, as we know our girl will be in great hands!! ??”

“I have been having Marc walk our very strong puppy for a couple of months and I am so glad. He is reliable, kind, and knowledgeable. I like the way he is training our excitable girl along the way and she loves him.”

“I thought it was awesome that Brian took the time to come over and meet me and my dog prior to their first walk together. My dog instantly took to Brian. Brian was dependable, positive and conscientious. It felt great knowing Radar was in good hands while I worked a few long days in a row.”

“Eliza has been walking my dog for over a year. She is punctual, great communicator, reliable and responsible. My dog absolutely adores her! He gets so excited when we tell her she’s walking him. She has also helped us when we needed dog services outside of our weekly walking schedule. I highly recommend Eliza for pet services.”

Over 53 pet parents in Osterville have booked dog walking
Osterville dog parents share their Rover experiences
It was a pleasure to meet Heidi who Cheeky immediately wanted to hug! Heidi shared her history with caring for pets and was interested in my greyhound dog's history. This was our first walk, and Heidi explained features of the Rover app and updated me on Cheeky's walk. I will book Heidi again! 😊

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 Osterville is $25
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 Osterville average 3 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 Osterville on Rover as of Jan 2026 was about $25 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 Jan 2026, there are 453 dog walkers in Osterville. 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, 89% of Osterville dog walkers respond in under an hour.
Dog walkers in Osterville have an average of 17 years of experience. Dog walkers with repeat customers have an average of 3 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 Osterville.
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 453 dog walkers in Osterville on Rover, so you’re sure to find the perfect match for your dog! In Osterville, 93% 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.










