Pet Sitting Osterville

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 14
pet parents in Osterville have booked pet sitting

Osterville, Find top rated pet 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: Kelly D.
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Kelly D.
Star Sitter
$28
total per visit
5.0 out of 5 stars
101 reviews
35 repeat clients
30 years of experience
Barnstable, MA, 02630

Kelly is awesome! She is so timely, communicative and really understands how to be with our dog who is a bit anxious. We are so happy to work with her and look forward to booking again! 💖

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Jessica D.
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: Bridget J.
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Bridget J.
$23
total per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Barnstable, MA, 02648

About: I’ve had my own dogs my entire life and have taken care of other family members/neighbors dogs and cats while they are away. I love to go for walks and always enjoy taking a dog along with me! I work full time during the week 830-430 with a lunch break which I could run out if needed. I am always free on the weekends, and I usually do spend time on the weekends going on long walks. I am not necessarily looking to take dogs to my home but I am capable of caring for them in your home like you normally do.

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 took very good care of our very active black lab, Poppy. She was flexible, very responsive and gave us several updates a day and cute pics of their activities. Highly recommend!

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Carrie H.
Sitter Profile Image: Cecilia L.
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Cecilia L.
Star Sitter
$28
total per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
5 years of experience
Mashpee, MA, 02649

Cecilia was great! She was reliable, responsive and gave me daily updates, including pictures. My cat seemed to enjoy her visits and was relaxed and happy when we got home. We will definitely request her again.

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Wendie C.
Sitter Profile Image: Nikki W.
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Nikki W.
Star Sitter
$28
total per visit
5.0 out of 5 stars
70 reviews
22 repeat clients
3 years of experience
Osterville, MA, 02655

Nikki was fantastic! Highly recommend.

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John P.
Sitter Profile Image: Olivia G.
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Olivia G.
$23
total per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
7 years of experience
Centerville, MA, 02632

About: I have taken care of family and friends animals since I was very little. I have always had a love for animals, especially dogs, and will take the BEST care of your fur-babies! I am currently working part time during the day and part time at nights. I will make sure I provide your fur-children with the best care. I will always make sure the rules of the house are followed and I take the utmost care of your pet in the way you expect. I am physically fit and have an extremely loving personality.

Sitter Profile Image: Ellen D.
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Ellen D.
$25
total per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Barnstable, MA, 02644

Super friendly, attentive to detail, kitties were well taken care of. All of my overprotective kitty mama nuances were appreciated. 😹

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Jennifer D.
Sitter Profile Image: Sarah W.
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Sarah W.
$18
total per visit
4.6 out of 5 stars
11 reviews
4 repeat clients
2 years of experience
Mashpee, MA, 02649

Sarah was punctual and took wonderful care of Penny and Pepper (aka pippa). She put my mind at ease with regular updates and snapshots which I loved! I definitely recommend her and plan to book with her again.

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Emily G.
Sitter Profile Image: Sarah G.
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Sarah G.
$36
total per visit
5.0 out of 5 stars
40 reviews
12 repeat clients
10 years of experience
Barnstable, MA, 02601

Sarah was great, I would recommend her to other pet parents. She was responsive and friendly and send us daily updates with photos. Our cat Tsuki seemed happy and relaxed when we got home.

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Pia T.
Sitter Profile Image: Jacqueline H.
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Jacqueline H.
Star Sitter
$39
total per visit
5.0 out of 5 stars
119 reviews
28 repeat clients
20 years of experience
Hyannis, MA, 02601

I am very happy with Jack's service. I got home and my princesses were happy and well. She had lots of patience to deal with Nina's snoring and Luna's barking out of the blue haha. Already scheduling her next stays ❤️🫶🏼🐶💝🐶

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Pamela T.
Sitter Profile Image: Olivia P.
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Olivia P.
$17
total per visit
5.0 out of 5 stars
30 reviews
3 repeat clients
15 years of experience
Mashpee, MA, 02649

Excellent help 🐾

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Melanie G.
Sitter Profile Image: Katelynn W.
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Katelynn W.
$28
total per visit
5.0 out of 5 stars
1 review
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 any day of the week including weekends from 7 am to 10pm. Whether you need early mornings or late night walks or visits. 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: Julie R.
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Julie R.
$23
total per visit
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: Gabriela P.
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Gabriela P.
$28
total per visit
5.0 out of 5 stars
3 reviews
3 years of experience
Sandwich, MA, 02563

About: I strictly follow your dog’s personal and walking routines to prevent any anxiety, while sending frequent photo updates so you can travel completely worry free. Working from home allows me to easily blend my day with your dog’s needs, offering frequent play and potty breaks and endless cuddles while working. By staying at your place, I minimize your dog’s anxiety. I provide dedicated overnight care, plenty of playtime, and frequent updates so you feel connected.

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

Alyne did a great job. This was a very last minute booking & she was able to make it work and hang out with Pete a few times during the day. Thank you again!

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Paige R.
Sitter Profile Image: Maria C.
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Maria C.
Star Sitter
$45
total per visit
5.0 out of 5 stars
113 reviews
40 repeat clients
32 years of experience
Mashpee, MA, 02649

Plenty of check in’s. Place looked immaculate and we could tell our dog was well cared for!

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Christine F.
Sitter Profile Image: Brianna M.
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Brianna M.
$28
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Barnstable, MA, 02632

About: Hello! My name is Brianna, and I grew up having dogs and cats all my life. I would love to be able to help someone out by taking care of their beloved pet. I am an athletic and energetic person, so going on walks/runs is always my favorite! I also love staying indoors to play and give affection. I have a 12 year old rescue pitbull, as well as experience fostering puppies! I love them all. I currently work part time, so my schedule is flexible. I would love to incorporate more pet care into my weekdays. I also have some dog lovers at home that would love an extra part-time furry companion. I am a responsible pet owner that would care for someones pet with as much love as my own. I can crate a dog if a crate is provided.

Sitter Profile Image: Bijon L.
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Bijon L.
$17
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
1 year of experience
Centerville, MA, 02632

About: I currently work at an animal hospital, so I’m used to taking care of both cats and dogs. My own dog was diabetic so I’m used to administering insulin shots. I especially love being active with animals such as long walks and lots of playtime! I am currently working 4 days a week, usually until after 7:30, but I do have weekends off. I’m free most weekends and most tuesdays! I follow whatever directions are specific to each animal and home as I’m very comfortable with most animals and aim to provide the best service possible. I grew up with a dog and currently have a cat so I understand needing someone reliable to take care of your fur baby or babies.

Sitter Profile Image: Amanda S.
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Amanda S.
$28
total per visit
4.9 out of 5 stars
19 reviews
3 repeat clients
20 years of experience
Mashpee, MA, 02649

About: Experience with senior dogs, difficult cats, and hyper young ones who need that special one on one attention. Having cared for a dog with cancer, I am happy to do any extra care necessary for special cases. I have a very flexible hybrid schedule, which means I can work from your home and provide your pal with around the day attention and breaks. I have a young cat at home and have experience with dogs that are prone to bolting. I am neat and will always attend to your house and pet like it is my own.

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

Pet 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
5.0 out of 5 stars

Nicole came yesterday for the first time to walk my two dogs while I was away for the day. She came exactly at the times we discussed. Sent updates and photos. She is reliable and knowledgeable. Very happy with everything. Looking forward to working with her again.

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Jamie B.
Drop-In Visits
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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 sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  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

Sitters in Osterville average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Osterville

Frequently asked questions about Rover

The average cost for Pet Sitting in Osterville on Rover is $18.87 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of July 2026, there are 737 sitters on Rover offering Pet 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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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