Dog Sitting Osterville

Book a Osterville dog sitter to watch your dog in your sitter’s home or yours.

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Over 13
pet parents in Osterville have booked dog sitting

Osterville, Find top rated dog sitting

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

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Sitter Profile Image: Alyne R.
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Alyne R.
Star Sitter
$39
total per visit
4.9 out of 5 stars
• 236 reviews
84 repeat clients
4 years of experience
Hyannis, MA, 02601

“Alyne was great! Very polite and responsive. Loved that she sent updates on our pup every time she stopped in. Would definitely use her again in the future!”

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Amelia P.
Sitter Profile Image: Annaliese & Sean H.
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Annaliese & Sean H.
$45
total per visit
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: Eliza W.
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Eliza W.
$30
total per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
15 years of experience
East Sandwich, MA, 02537

“Great info and pics 🎈🐾”

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Melanie G.
Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
$39
total per visit
5.0 out of 5 stars
• 16 reviews
9 repeat clients
10 years of experience
Mashpee, MA, 02649

“Katie was wonderful. She visited Wally at the requested times. She played with him and definitely spent time keeping him company when we weren't there. And, the texts with pictures were so cute and gave us the peace of mind that Wally was being well cared for. We would use her again when we go away.”

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Jean S.
Sitter Profile Image: Varalee S.
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Varalee S.
$25
total per visit
5.0 out of 5 stars
• 4 reviews
30 years of experience
Barnstable, MA, 02601

“Varalee was wonderful. I felt so at ease while I was away, she cared for my 8 year old cat Poppy. excellent communication & always provided very thorough report cards of her visits. she gave my cat a lot of attention & care! I could tell that Poppy was at ease when I returned & everything was very clean when I arrived home which I appreciate. I would book again.”

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Calley L.
Sitter Profile Image: Maggie M.
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Maggie M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 12 reviews
6 repeat clients
20 years of experience
Sagamore Beach, MA, 02562

“Maggie was great with our goldendoodle. She helped us last minute with a drop-in visit and was very communicative and put our mind at ease. Would highly recommend Maggie!!”

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Leah S.
Sitter Profile Image: Hanna O.
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Hanna O.
$39
total per visit
5.0 out of 5 stars
• 13 reviews
2 repeat clients
8 years of experience
Sandwich, MA, 02537

About: Caring Canine Companion & Experienced Dog Walker! Welcome to my profile! I'm a passionate dog lover with a wealth of experience, dedicated to providing top-notch dog walking and pet care services. Your furry friend's well-being is my utmost priority, and I tailor my services to ensure their happiness and comfort. Here's what you can expect when you book me as your pet caregiver: 1. Personalized Care: I understand that every dog is unique, and I start every new client relationship with a meet-and-greet session. This allows us to get acquainted and ensures that your dog feels comfortable and happy in my care. Building trust and rapport is essential for a successful partnership. 2. Comprehensive Services: In addition to dog walking, I offer in-home visits and day or night sitting to accommodate all your pet's needs. I am also available for drop-ins to change water, let your dog out to use the bathroom, and give a treat (with permission, of course). Whether it's a quick visit, extended companionship, or overnight care, I've got you covered. 3. Playful Walks: I believe in making every walk an enjoyable and active experience. Upon request, I include playtime in our dog walks, so your furry companion gets not only exercise but also the fun and stimulation they crave. 4. Attentive & Adaptable: I'm attentive to details and take special instructions seriously. I make sure to follow your guidelines precisely to meet your dog's specific needs, whether it's dietary preferences, medications, or any other unique requirements. Your beloved pet's happiness, safety, and well-being are my top priorities. When you book with me on Rover.com, you can rest assured that your furry family member is in caring and capable hands. Let's make each day a memorable adventure for your dog. Contact me today to schedule our first meet-and-greet and let's get started on a journey of tail-wagging happiness! I speak both fluent English and Russian. I am available to provide all of the services listed above 7 days per week. I can visit your home or place of business. Mornings and evenings are available to accommodate your busy schedule: Mornings: 6:00am - 9:30am Evenings: 4:30pm - 8:30pm As a devoted animal lover, I pride myself on providing a personalized and attentive pet care experience that caters to each pet's unique needs. Here's what sets my service apart: 1. Attentive & Observant: I believe in going the extra mile. I pay close attention to your pet's needs and behavior, ensuring their comfort and happiness during every visit. Whether it's a wagging tail or an unusual behavior, I make sure to communicate any observations, both positive and concerning, promptly to you, the owner. 2. Tailored Care: I understand that every pet is special and has their individual set of requirements. That's why I'm committed to delivering the best-customized service possible. I adapt to your pet's personality, preferences, and routines, providing them with the care they deserve. 3. Clear Communication: Communication is the cornerstone of my service. I keep you informed about your pet's well-being and our interactions, ensuring transparency and peace of mind throughout our partnership. 4. Professional & Trustworthy: Your trust means everything to me. I am a professional, dependable, and trustworthy service provider, devoted to delivering top-quality pet care that you can rely on. 5. In-Home or in Office Care: Please note that, at the moment, I exclusively offer in-home pet care services. I visit your pet in the comfort of their own environment (or your place of employment), ensuring minimal disruption to their routine and maximum convenience for you. Your pet's happiness, health, and security are my top priorities, and I'm here to provide them with the love and care they deserve. When you book my services on Rover.com, you're not just getting a pet sitter; you're welcoming a committed partner who treats your pet like family. Let's work together to ensure your pet receives the exceptional care they need and deserve. Contact me today to discuss your pet care needs!

Sitter Profile Image: Marc A.
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Marc A.
Star Sitter
$56
total per visit
5.0 out of 5 stars
• 215 reviews
48 repeat clients
12 years of experience
Sandwich, MA, 02563

“Another excellent visit Marc is always on time and treat my pets like his own. One of my Shetland dog is very nervous around people but Marc has won her over with kindness and patience. Can’t say enough about his service.”

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Donna V.
Sitter Profile Image: Daniella F.
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Daniella F.
$30
total per visit
5.0 out of 5 stars
• 7 reviews
15 years of experience
Bourne, MA, 02542

“Daniella was incredible, taking excellent care of our Yorkie who can be a handful. She is very attentive and punctual, we will definitely be booking again!”

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Andrew F.
Sitter Profile Image: Krisann L.
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Krisann L.
$34
total per visit
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: Eliza S.
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Eliza S.
$28
total per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
2 years of experience
East Sandwich, MA, 02537

About: I have taken care of both dogs and cats for family and for neighbors where I would walk, feed, and watch them! I also have dogs of my own of all ages! I will be starting college in the fall, but will be commuting so my schedule will stay flexible throughout the entire year! I can do almost any day/any time! In my own home, we have a fenced in yard to keep the dogs in! As for potential clients, I will bend around their needs to keep their pets safe!

Sitter Profile Image: Nicole P.
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Nicole P.
$23
total per visit
5.0 out of 5 stars
• 7 reviews
3 repeat clients
8 years of experience
East Sandwich, MA, 02537

“Great dog sitter. Prompt responses, courteous, and great immediately upon meeting Nyxxi. Will definetly here again!”

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Keith L.
Sitter Profile Image: Emily D.
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Emily D.
Star Sitter
$25
total per visit
5.0 out of 5 stars
• 94 reviews
22 repeat clients
17 years of experience
Brewster, MA, 02631

“Emily was flexible, communicative & took very good care of our doggos. They both were happy to see us when we returned but we didn’t get that disapproving look when we’ve left them alone too long 😆. Thank you Emily! I’m sure the girls would love to see you again.”

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Ambergris G.
Sitter Profile Image: Kamilly C.
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Kamilly C.
$17
total per visit
1 year of experience
Barnstable, MA, 02601

About: I have been entrusted by family and friends to watch over and care for their pets. My care includes feeding, walking, taking out to potty, and cuddles :) I am able to pop in before and after work to check on your fur baby :) I have more open availability on the weekends and will be able to spend more time with your dog/cat. What you say goes! Please leave me a detailed list of how you would like care to go in your absence and I will follow through.

Sitter Profile Image: Krystina M.
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Krystina M.
$23
total per visit
10 years of experience
Barnstable, MA, 02648

About: Ive taken care of dogs for my whole life. I grew up with a corgi mix. When I moved out on my own I adopted a husky mix and have had him for 10 years now. Also I have had a Great Dane and English bulldog. My families has owned German Shepards, an akita, a golden doodle. which I have helped watch and care for at different times in my life. I am completely open and flexible with my days. I can fit it in at any convenient or requested time for the clients and customers. I will come to your home and treat it with the upmost respect. I have had my own dogs watched while I was away and I know how hard it can be. I will clean any items or accidents that may occur while the dog is alone and love them extra while you are away.

Sitter Profile Image: Lourdes B.
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Lourdes B.
$28
total per visit
5 years of experience
Barnstable, MA, 02601

About: Animals have always been a huge part of my life and career. I currently manage a veterinary hospital and have experience working alongside both general practice and emergency veterinary teams. As a pet parent to a nervous, reactive dog, I understand that every pet has unique needs and personalities. Whether your pet loves adventure, playtime, quiet companionship, or requires a little extra patience and understanding, I’ll make sure they receive attentive, compassionate care tailored to them. Currently working Full time and looking to do this as a side job. I would prefer dogs that are close to me to ensure I can do as many walks as possible. Working in the Vet Med field has taught me how incredibly important safety is. I follow the owner’s instructions to the tee and will put the pets safety as a top priority on all our walks.

Sitter Profile Image: Haley A.
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Haley A.
$23
total per visit
8 years of experience
Barnstable, MA, 02668

About: I've taken care of family friends dogs while they have been on vacation for a week. Family and friends have relied on me to walk and feed their pets. I have had Labrador retrievers my whole life. I am currently available after 1:30 pm every weekdays. Some morning if you reach out a head a time then I can make mornings happen! We live on a cul-de-sac road so it is not busy and is super safe. We have a nice back yard to play in. I have an 8 year old lab that will keep your pet some company.

Sitter Profile Image: Skylar S.
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Skylar S.
$28
total per visit
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: Tj D.
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Tj D.
$28
total per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Yarmouth Port, MA, 02675

About: With a lifelong passion for dogs, I bring years of dedicated pet care experience to ensure your furry companions thrive. As a proud owner of two happy, healthy rescue dogs, I understand the importance of love, patience, and a safe environment in fostering their well-being. Your pets are not just animals; they're family, and I'm here to provide the care and attention they deserve. I am currently taking some time off from the 9 to 5 grind so I have a great deal of flexibility and willingness to accommodate your schedule! I have a large fenced in yard and a very dog- friendly home complete with strategically placed baby gates for any canine guests requiring space from my fur-babies ❤️

Sitter Profile Image: Alexa U.
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Alexa U.
$28
total per visit
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.

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The median cost per visit for dog sitting in Osterville is $25

Dog parents share their Rover experiences - Osterville

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5.0 out of 5 stars

Nikki is a great pet sitter. She’s reliable, a great communicator, and she’s really great with our mini Dachsund. I highly recommend her!

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Kate & Ned L.
Drop-In Visits
5.0 out of 5 stars

Kelly was amazing!! She took the time to get to know Layla and work through some nervousness on her first day. When you are traveling and things at home are not under your control, knowing Kelly was going to make sure Layla was taken care of. I cannot say enough how much that put my mind to rest!!!!

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Patricia M.
Drop-In Visits
5.0 out of 5 stars

We have had such wonderful experiences with Daniel & Tonja. They are incredibly attentive, compassionate, and truly went above and beyond for our family and our pets. What meant the most to us was the kindness they showed during a really difficult time. After our English bulldog, Lizzie, passed away unexpectedly, they took the time to get us a heartfelt card. That level of thoughtfulness speaks volumes about the kind of people they are. It’s rare to find someone who not only provides excellent care, but also genuinely cares about the families they work with. We are so grateful for their support and highly recommend them to anyone looking for a reliable, kind, and attentive sitter.

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Eric & Emily S.
Drop-In Visits
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Popular requests for dog sitting - Osterville

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Sitters in Osterville average 5
repeat dog sitting clients

FAQs for Dog Sitting - Osterville

Frequently asked questions about Rover

The average cost of Dog Sitting in Osterville on Rover is $22 per visit as of October 2026. Most bookings cost between $16 and $40 per visit. sitters 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 677 sitters on Rover offering Dog Sitting across Osterville. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Osterville choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter 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 .

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.

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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Osterville with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Osterville. On Rover:

  • 92% of sitters can help with special care needs
  • 98% 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.

sitters 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 sitter.

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