Dog Walking Osterville

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

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Over 41
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%.

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Sitter Profile Image: Nikki W.
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Nikki W.
Star Sitter
$32
total per walk
5.0 out of 5 stars
• 80 reviews
27 repeat clients
3 years of experience
Osterville, MA, 02655

“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.”

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Michael G.
Sitter Profile Image: Katelynn W.
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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!”

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Josy B.
Sitter Profile Image: Olivia G.
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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!”

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Natallia B.
Sitter Profile Image: Jacqueline H.
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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”

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Pamela T.
Sitter Profile Image: Gail G.
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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!”

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James M.
Sitter Profile Image: Heather B.
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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!”

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Michelle L.
Sitter Profile Image: Catherine B.
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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.”

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John F.
Sitter Profile Image: Daniel & Tonja L.
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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!”

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Clare J.
Sitter Profile Image: Sadie B.
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Sadie B.
$28
total per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
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.
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Kaitlyn B.
$28
total per walk
5.0 out of 5 stars
• 16 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!”

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Lauren F.
Sitter Profile Image: Benjamin S.
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Benjamin S.
$28
total per walk
30 years of experience
Sandwich, MA, 02537

About: I grew up around animals. I had cats in my house throughout my childhood. I got my first dog when I was 12. I have cared for dogs for over 24 years ever since. I have experience with dogs with mobility issues, dogs with aggressive behaviors, and rescues. I have handled dogs of all sizes. I am currently in school. I am enrolled in an online program. I am available to do visits and dog (or cat) sitting throughout the week, outside of my live classes that vary each semester. I will give your pet as much attention as possible. I will follow your instructions (e.g., only giving treats as directed, feeding at specified times, crating animals, keeping animals off furniture, etc.). If your yard is fenced in, I can take your dog outside to play or just sit, whatever your dog's preferences are.

Sitter Profile Image: Annaliese & Sean H.
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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: Amanda B.
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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.”

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Emily A.
Sitter Profile Image: Nicole P.
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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: Annie G.
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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: Paige Z.
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Paige Z.
$29
total per walk
10 years of experience
Sandwich, MA, 02563

About: I have been taking care of all different kinds of animals all my life. From dogs, cats, fish, hamster, etc.... I am now a military spouse following my husband around with our cat daughter. I do have a military id so don't worry if you live on a base I have access. I do stop by for a quick hello and check on your babies make sure they are good and don't need anything to staying and playing with them for at least 30 mins. or if you are just needing someone to get them out of the house for a little walk during the day. I currently do not have any children so any and all fur babies I will love like they are my own child. I am currently a stay-at-home wife, so I am generally available anytime during the weekday. So, I am going to use this in my free time to be able to get me out of the house for a little bit during the day. When I come to your house to check in on your baby/babies or even to take them for a walk as long as you tell me what they can and can't do for the most part (sitting on the furniture) or an idea of their schedule that will help me make them feel the less stressed out the best.

Sitter Profile Image: Krisann L.
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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: Caroline G.
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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: Skylar S.
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Skylar S.
$28
total per walk
10 years of experience
Mashpee, MA, 02649

About: I've been an animal lover my entire life and have experience caring for both dogs and cats of all ages! As a pet parent myself, I understand how important it is to find someone you can trust with your furry family members. I love spending time outdoors and staying active, so dog walking is something I genuinely enjoy! Whether your pup needs a nice long walk, some playtime, or a little extra attention while you're away, I'll make sure they feel happy, comfortable, and cared for. I'm also happy to provide updates and photos during visits so you can feel at ease knowing your pet is in good hands! Flexible schedule with availability for daily drop-in visits based on your pets needs. We can work together to come up with a schedule that works for everyone! I have 3 cats of my own who I love with my whole heart. They are family members and I will treat your pets with the same love and care!

Sitter Profile Image: Eliza S.
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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.”

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Kristen B.
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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.

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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!

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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.

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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!

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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.

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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!

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Natallia B.
Dog Walking
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Meet local walkers who will treat your dogs like family

  1. 1. Search

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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 of Dog Walking in Osterville on Rover is $20 per walk as of October 2026. Most bookings cost between $19 and $31 per walk. 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 October 2026, there are 704 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 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 Osterville 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 Osterville. On Rover:

  • 90% 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 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.

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