Dog Sitting Osterville

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

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Over 12
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: ERIC M.
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ERIC M.
$23
total per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
15 years of experience
Cotuit, MA, 02635

Eric is a very kind man and has an exceptionally nice manner with dogs, very engaging and capable. He is also very thorough in wanting to get to know your dogs and to make sure they are as safe as possible. I would highly recommend him!

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Jackie
Sitter Profile Image: Sarah G.
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Sarah G.
$39
total per visit
5.0 out of 5 stars
44 reviews
14 repeat clients
10 years of experience
Dennis, MA, 02639

Sarah always takes such good care of my elderly cat Lucy. I can tell she's comfortable with Sarah in the pics she sends me when I'm gone and when I get home everything is just the way I left it.

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Alexis R.
Sitter Profile Image: Maggie M.
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Maggie M.
$28
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Sagamore Beach, MA, 02562

About: I've been around dogs and cats for as long as I can remember, so spending time with animals has always been a natural part of my life. Growing up with pets of all breeds, sizes, and personalities taught me that every animal has unique needs, and I enjoy getting to know what makes each one feel comfortable and happy. As a pet owner myself, I know how much trust goes into leaving a furry family member with someone else. That's why I take the time to stick to their routine, pay attention to the little details, and make sure they feel safe, loved, and at ease while you're away. Whether they're full of energy, a little timid, or simply happiest relaxing at home, I'll meet them where they are and treat them like part of my own family. My goal is for you to return to a happy companion and feel confident knowing they were in caring, dependable hands. Fortunately, the summer schedule has allowed me to be wide open for any boarding and day drop ins as needed. Plus, I have my own animals, so pet care is an everyday routine in my household. I have a large fenced in yard and a goofy doggo to keep your fur baby company. I can easily crate your dog and/or mine if needed.

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: Ann M.
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Ann M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
20 years of experience
Centerville, MA, 02632

About: I have spent many years caring for family and friends pets. From pugs to mastiffs. Experience in administering medication and any other needs your pet may have. I am currently working full time, with weekends off. I am available after 5:00 for drop ins/walks Monday thru Friday. Available for boarding Friday evenings to Sunday. My weekends are very flexible and will take last minute bookings. I will make sure your pet is happy and content. Play time and walks are a must along with rest. Anything to keep them happy. I am willing to sit for your pet in your home or mine. Whichever works best for the client.

Sitter Profile Image: Gail G.
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Gail G.
Star Sitter
$45
total per visit
5.0 out of 5 stars
25 reviews
7 repeat clients
50 years of experience
Sandwich, MA, 02563

Gail is a loving and conscientious sitter. This was my first time using Rover and I was feeling quite a lot of anxiety about leaving my cat with a stranger. But Gail came over for a meet and greet and Charley took to her very quickly. Gail is trustworthy and made me feel very comfortable with leaving my Charley in her hands. She sent multiple daily pictures and updates, spent time playing g and loving up on her and Charley was fine and happy when I came home.

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Patty P.
Sitter Profile Image: Emily D.
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Emily D.
Star Sitter
$25
total per visit
5.0 out of 5 stars
72 reviews
15 repeat clients
17 years of experience
Brewster, MA, 02631

Emily is fabulous! She even got my cat a toy and brought my dog food in when she did not have to! Always communicative and goes the extra mile!

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Tess W.
Sitter Profile Image: Julia V.
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Julia V.
$28
total per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
15 years of experience
Buzzards Bay, MA, 02532

I have 2 large very energetic dogs ! Julia was very comfortable with them when she first met them. Dogs are very intuitive and they loved her. We returned from a 3 day trip to 2 very happy dogs. Julia sent several photos at each drop in visit which we truly appreciated.

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Amy B.
Sitter Profile Image: Lillie A.
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Lillie A.
$28
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Falmouth, MA, 02536

About: I went to Upper Cape Cod Regional Technical School in Massachusetts in the Veterinary Sciences shop. I now go to the University of New Hampshire and I’m studying Veterinary Technology. I have worked at a doggy daycare and I currently work at a canine physical therapy facility. I love all animals. I know how to give medications, understand body language, and I know canine cpr. I go to UNH to become a vet tech. I have two dogs of my own. I work with dogs at school and at home when I am doing physical therapy work. I also love cats and understand their basic body language. I have done dog sitting before and I keep their house very clean and make sure the dog is comfortable while I’m there. In my own home I’m always sure that my dogs have everything they need and they’re always happy!

Sitter Profile Image: Carolyne T.
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Carolyne T.
$28
total per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
25 years of experience
Plymouth, MA, 02360

Very professional and so great with our dogs!

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Rajesh S.
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: Sabrina S.
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Sabrina S.
$32
total per visit
4.8 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Yarmouth, MA, 02673

Sabrina was great!! We needed her in a pinch when our regular am Rover sitter broke her ankle. She was prompt, communicated well with me with questions, and worked well with my pet.

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Kate L.
Sitter Profile Image: Heather B.
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Heather B.
$25
total per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
18 years of experience
Barnstable, MA, 02601

About: I've taken care of dogs ever since I was in highschool. I have taken care of 3 dogs at once and enjoy running around and bringing them on walks. I love to snuggle and give all my love to every pet! This will be my daily as well as weekly routine. Whatever anyone needs I am willing to be flexible to their pets and the families I have a fully fenced in yard with lots of room to run around. I have a loving lab that would love to have a playmate. However I also have two extra rooms and will be willing to separate the dogs for whatever reason. Anything to make your fur baby feel more at home

Sitter Profile Image: Lily G.
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Lily G.
$34
total per visit
5.0 out of 5 stars
21 reviews
5 repeat clients
12 years of experience
Centerville, MA, 02632

Lily was hired to stop by and care for my two cats Sean and Master Jeremy while away on a trip. Lily followed all instructions and did a fantastic job. I highly recommend her services as a dedicated and caring cat sitter.

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Dorian H.
Sitter Profile Image: Caroline G.
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Caroline G.
$56
total per visit
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: Caitlin S.
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Caitlin S.
Star Sitter
$34
total per visit
5.0 out of 5 stars
614 reviews
118 repeat clients
29 years of experience
Brewster, MA, 02631

Caitlin is amazing! She took such great care of my boys.! She was on time and very chill which really helps my boys relax. Highly recommended!

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Jennifer A.
Sitter Profile Image: Katelynn W.
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Katelynn W.
$28
total per visit
5.0 out of 5 stars
2 reviews
15 years of experience
Barnstable, MA, 02648

About: I’ve taken care of dogs of every kind since I was 11 years old. Friends and neighbors have relied on me to walk, feed, and care for their pets while away. This includes dogs, cats, and birds! I have experience raising 3 Brittanys throughout my life as well as 1 pig. I have administered medications to multiple pets throughout my time pet sitting. I am available Monday through Thursdays. Whether you need early mornings or late night walks or visits. I am currently dog walking/ pet sitting on the side right now. Safety is always my top priority. I pay close attention to pets’ behavior, monitor for any signs of illness or stress, and follow all instructions provided by the owner. I treat every home with respect and provide regular updates, photos, and communication so owners can have peace of mind knowing their pets are well cared for.

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: 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: Rebekah N.
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Rebekah N.
$28
total per visit
5.0 out of 5 stars
4 reviews
5 years of experience
Marstons Mills, MA, 02648

About: Hi! My name is Rebekah, and my love and passion for animals is something I bring into everything I do. I would be so excited to help provide your pets with the care, attention, and companionship they deserve while you’re away or busy. My schedule is extremely flexible, making me available for dog walks, drop-in visits, and overnight stays. I’m comfortable caring for dogs of all sizes and ages, and I also have experience and a genuine love for cats, small animals, reptiles, birds, and even fish! I understand how important it is to find someone you can trust with your pets, and I would treat every animal in my care as if they were my own. I would be thrilled to have the opportunity to become a trusted sitter for you and your pets, and I would absolutely love to meet you and your furry, feathered, or scaly family members! I’ve lived on Cape Cod my entire life, so I know the area like the back of my hand—and I’ve discovered some gorgeous walking trails that I’d love to explore with your pup! I currently work part-time at PetSmart, where I care for our small animals, fish, birds, and reptiles, giving me hands-on experience with a wide variety of pets. I also occasionally work alongside our dog trainer, practicing basic commands such as sit and stay. I’d love to give your pet some fresh air, exercise, and adventure while providing the same attentive and compassionate care I bring to my work every day! 🐾 Safety First! Your pet’s safety and well-being are always my top priorities. I’m comfortable with crating, leashing, harnesses, secure door and gate practices, and other general safety routines to help keep your pets safe and comfortable. I’m attentive to each pet’s individual needs and will always take the extra precautions necessary to ensure they’re in a secure, supervised, and loving environment.

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

Dog parents share their Rover experiences - Osterville

1 / 1
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

Thank you for taking such great care of Marshall!!! It was clear he likes you and you took great care of him and my home!

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Sydney A.
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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

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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 Drop-In Visits - Osterville

Frequently asked questions about Rover

The average cost for Dog Sitting in Osterville on Rover is $22.2 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .

As of August 2026, there are 720 sitters on Rover offering Dog Sitting across Osterville. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Osterville stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters 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.

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
  • 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.

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 sitter.

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