Dog Walking Osterville

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

End
Search

Over 39
pet parents in Osterville have booked dog walking

Osterville, Find top rated dog walking

Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Nikki W.
Verified Enhanced Background Check
Nikki W.
Star Sitter
$32
total per walk
5.0 out of 5 stars
77 reviews
27 repeat clients
3 years of experience
Osterville, MA, 02655

Nikki was wonderful and my dog loved her. She was very flexible and accommodating when I needed her help the most. My dog and I look forward to having Nikki help us again in the future!

Profile image
Mitchell L.
Sitter Profile Image: Jacqueline H.
Verified Enhanced Background Check
Jacqueline H.
Star Sitter
$34
total per walk
5.0 out of 5 stars
125 reviews
29 repeat clients
20 years of experience
Hyannis, MA, 02601

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

Profile image
Pamela T.
Sitter Profile Image: Katelynn W.
Verified Enhanced Background Check
Katelynn W.
$23
total per walk
5.0 out of 5 stars
2 reviews
15 years of experience
Mashpee, MA, 02649

Katelynn is great with our pup! She is attentive, personable and knowledgeable. She is quick to respond to our requests/questions and a pleasure to work with! We highly recommend Katelynn and her services! Five stars!

Profile image
Josy B.
Sitter Profile Image: Olivia G.
Verified Enhanced Background Check
Olivia G.
$34
total per walk
5.0 out of 5 stars
10 reviews
6 repeat clients
7 years of experience
Centerville, MA, 02632

Olivia is a wonderful dog walker! She is attentive to details, always makes sure my dog has fresh water, give him treats, and takes great care of him. It’s clear how much she cares about the dogs she works with. Highly recommend!

Profile image
Natallia B.
Sitter Profile Image: Gail G.
Verified Enhanced Background Check
Gail G.
Star Sitter
$39
total per walk
5.0 out of 5 stars
25 reviews
7 repeat clients
50 years of experience
Sandwich, MA, 02563

Gail was kind, reliable, and the dogs loved her. Highly recommend!

Profile image
James M.
Sitter Profile Image: Sadie B.
Verified Enhanced Background Check
Sadie B.
$28
total per walk
5.0 out of 5 stars
5 reviews
8 years of experience
Forestdale, MA, 02644

About: I’ve been taking care of peoples pets since I was 14. I have two golden retrievers, one of which I have had since I was 6, so I am experienced with high energy pups! I also have one cat who is a little prickly so I am experienced with difficult cats. My mom says I have a “way with animals” and I would love to meet yours! I am a recent college grad so my schedule is pretty open as I look for a full time job. I can work weekends and weekdays- day or night! Pets in my care are always guaranteed a fun time! I am energetic and love to play. I always stick to regular feeding and bathroom times to ensure the best care!

Sitter Profile Image: Kaitlyn B.
Verified Background Check
Kaitlyn B.
$28
total per walk
5.0 out of 5 stars
13 reviews
9 repeat clients
10 years of experience
Mashpee, MA, 02649

Kaitlyn was professional from the very start. Timely meet & greet, punctual and most importantly kind to my fur-baby. Will definitely continue to use her for walks!

Profile image
Lauren F.
Sitter Profile Image: Catherine B.
Verified Enhanced Background Check
Catherine B.
$23
total per walk
5.0 out of 5 stars
5 reviews
1 repeat client
33 years of experience
Barnstable, MA, 02601

Catherine is very knowledgeable and friendly. She genuinely loved Brady and he loved her as well. We will try to get her when needed in the future.

Profile image
John F.
Sitter Profile Image: Heather B.
Verified Enhanced Background Check
Heather B.
$28
total per walk
5.0 out of 5 stars
16 reviews
4 repeat clients
18 years of experience
Barnstable, MA, 02601

Heather is awesome! Very responsive and takes great care of my mini Aussie while I’m at work! I love getting pictures from their walks! Would highly recommend heather!

Profile image
Michelle L.
Sitter Profile Image: Bijon L.
Verified Enhanced Background Check
Bijon L.
$18
total per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
1 year of experience
Centerville, MA, 02632

My dogs love her!!!

Profile image
Linny D.
Sitter Profile Image: Annaliese & Sean H.
Verified Enhanced Background Check
Annaliese & Sean H.
$39
total per walk
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Cotuit, MA, 02635

About: Two caretakers for the price of one!!! We grew up with pets of every kind: dogs, cats, rabbits, fish and an iguana. We have over forty years of pet care experience. We love animals and animals love us! We are reliable, responsible, hard working, and compassionate. We care for animals big and small, young and old. We look forward to getting to know your pet! This is the best part! With two loving pet caretakers, one of us is always available around the clock for all of your pet care needs . If you prefer only one of us, we may be slightly more limited, but will accommodate your request as best we can. As avid dog lovers and pet lovers of all types, we know you know your pet(s) best, and are very capable of following any detailed instructions well and will make sure your pet’s routine and environment remain as stable and familiar to them as possible in your absence. Your pet’s safety and security are our number one priority.

Sitter Profile Image: Caroline G.
Verified Enhanced Background Check
Caroline G.
$39
total per walk
10 years of experience
Marstons mills, MA, 02648

About: Hello! I’ve been a dog owner my entire life and am excited to learn more about your pup. I have a very friendly golden retriever who will be home during your dog’s stay and will be around all day to play with your dog and can take them out at regular intervals. Look forward to hearing from you! I’m currently working on from home so I have plenty of time to spend with your dog! I’m up usually around 7am and can take the dog out first thing, then usually take the dogs out around 11pm for a last potty break. I’m very clean/organized and will be respectful of your home and belongings should you need me to stop by your home to watch your pup

Sitter Profile Image: Alexa U.
Verified Enhanced Background Check
Alexa U.
$23
total per walk
7 years of experience
Barnstable, MA, 02668

About: I've taken care of dogs since I was 15 for family and neighbors. I have experience with dogs of all sizes and temperaments. I am comfortable doing anything from bathing, feeding, walking, medication, etc. I am currently a part time student and am employed part time, so I am able to do drop in visits or walks in between and before/after class or work. I am open to driving to you if you're in the Barnstable/Sandwich/Mashpee area. I am unable to care for pets in my own home, but in your home I will ensure your pet is being cared and loved for at all times. I will make sure they are properly secured if we are outside and will ensure that I follow all of your personal guidelines.

Sitter Profile Image: Annie G.
Verified Enhanced Background Check
Annie G.
$28
total per walk
10 years of experience
Barnstable, MA, 02601

About: Hi there! I’m a professional veterinary technician with four years of hands-on clinical experience. My background means I bring a much higher level of care, safety, and medical knowledge to your pets than your average pet sitter. I am currently a stay at home mom once my kiddos go off to school for the day. I’ll have late mornings into afternoons for your pet needs. I will not be doing any pet sitting at my own home, but if there ever was an opportunity where it could work out and was needed I do have a fenced in yard and a dog friendly dog

Sitter Profile Image: Krisann L.
Verified Enhanced Background Check
Krisann L.
$34
total per walk
5.0 out of 5 stars
1 review
2 repeat clients
30 years of experience
Marstons Mills, MA, 02648

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.

Sitter Profile Image: Julie R.
Verified Enhanced Background Check
Julie R.
$28
total per walk
5.0 out of 5 stars
1 review
50 years of experience
Osterville, MA, 02655

About: Caring for my own dogs has given me years of experience with daily walks, feeding, playtime and companionship. I am responsible, dependable, attentive and love all dogs! I'm available most weekdays for walking, feedings and playtime and weekends for overnight care. I will happily provide whatever your dogs needs will be. If you need overnight care, I'm happy to stay in your home so your dog can remain comfortable and in their own familiar surroundings.

Sitter Profile Image: Amanda B.
Verified Enhanced Background Check
Amanda B.
$28
total per walk
5.0 out of 5 stars
4 reviews
10 years of experience
Mashpee, MA, 02649

Amanda was available last minute and super communicative about our pup’s visits. She did a great job.

Profile image
Emily A.
Sitter Profile Image: Daniel & Tonja L.
Verified Enhanced Background Check
Daniel & Tonja L.
$34
total per walk
5.0 out of 5 stars
20 reviews
4 repeat clients
15 years of experience
Centerville, MA, 02632

Very happy together such a friendly couple to take Mookie out on short notice! Came at the exact time we requested. Thank you!

Profile image
Clare J.
Sitter Profile Image: Nicole P.
Verified Background Check
Nicole P.
$23
total per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
8 years of experience
East Sandwich, MA, 02537

About: I am a physical therapist who has a passion for working with people, however, I interact with people quite often. SO, what I really enjoy is making the time to cuddle or walk with furry friends any chance I can get. As a former doctoral student, I have learned how to manage time well, organize and prioritize. I have over 8 years of experience dog sitting for family members and these dogs include small breeds (Coton de Tulear and Dachshund), medium breeds (Beagle/Australian Sheperd mix) and large breeds (Pitbull/Boxer mix, Boxer, and Lab/Pitbull mix). I have administered medication on a strict schedule, bathed, walked and snuggled with all of these pups, showing nothing but love and dedication. I take all safety precautions to ensure gates are closed when necessary, human food is placed far out of reach, and all doors are shut that lead to tempting, tasty objects such as shoes and remotes. My experience with a variety of breeds and sizes makes me stand out, as well as my ability to handle high energy dogs who may appear confrontational at first. If you choose me to watch your fur babies, there is no doubt that they will be in good hands with someone who is dedicated to ensuring they are comfortable, happy and well taken care off. I have a very flexible schedule, I am in between jobs at the moment, so as long as I have enough notice, I am willing to make anything work! At my house I have to flexibility to take the dogs out as needed, I have a dog currently who is friendly with others. In my clients’ homes, I respect the client’s instructions and can perform any task they need! I respect the home and privacy as I have also had Rover sitters in my home and would want someone trustworthy.

Sitter Profile Image: Eliza S.
Verified Enhanced Background Check
Eliza S.
$28
total per walk
5.0 out of 5 stars
4 reviews
1 repeat client
2 years of experience
East Sandwich, MA, 02537

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.

Profile image
Kristen B.
1 / 1
View more

The median cost per walk for dog walking in Osterville is $25

Dog parents share their Rover experiences - Osterville

1 / 1
5.0 out of 5 stars

Nikki is an excellent dog walker! She is kind, attentive and flexible to meet the needs of her clients. My dog Riley had a great experience with weekly walks with Nikki and we will miss her now that we have moved. Highly recommend.

Profile image
Michael G.
Dog Walking
5.0 out of 5 stars

Olivia is a wonderful dog walker! She is attentive to details, always makes sure my dog has fresh water, give him treats, and takes great care of him. It’s clear how much she cares about the dogs she works with. Highly recommend!

Profile image
Natallia B.
Dog Walking
5.0 out of 5 stars

Ann has been great! She was super flexible with a last minute request to start day of. We are very pleased with dog care and willingness to come every evening for night work.

Profile image
Teal R.
Dog Walking
5.0 out of 5 stars

Kelly was outstanding! She took such great care of our pup and we felt so lucky to have her helping us this week. We will definitely hire her again!

Profile image
Camila E.
Dog Walking
5.0 out of 5 stars

I want to thank Jackie for coming today even though a little late, especially since she was dealing with a home maintenance issue. She is dependable and appreciated, and always good to our pup.

Profile image
Clare J.
Dog Walking
5.0 out of 5 stars

Rory is very reliable and kind, especially for a last-minute request. She did a great job with our dog and followed everything we asked. We really appreciated her help and would definitely use her again. Thank you!

Profile image
Natallia B.
Dog Walking
1 / 1
Find pet care near you

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.

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog walking - Osterville

Select a filter and find qualifying sitters offering dog walking.

Sitters in Osterville average 3
repeat dog walking clients

FAQs for Dog Walking - Osterville

Frequently asked questions about Rover

The average cost for Dog Walking in Osterville on Rover is $19.98 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of September 2026, there are 723 sitters on Rover offering Dog Walking across Osterville. 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 Osterville. 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 Osterville.

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 Osterville. On Rover:

  • 91% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge