Dog Sitting Osterville
Book a Osterville dog sitter to watch your dog in your sitter’s home or yours.
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%.
“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!!”
“Olivia is great. She had a minor emergency when she first arrived. Contacted me immediately and we were able to resolve the issue quickly. Am looking forward to her taking care of our cat again next month..”
“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.”
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.
“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.”
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.
“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.”
“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.”
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.
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.
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 ❤️
About: As a CPDT-KA certified trainer, I offer dog walking services that go beyond basic exercise. Each walk incorporates training and enrichment tailored to your dog’s unique needs. My expertise is ideal for dogs who are fearful, nervous, hyper, or reactive—especially those other walkers may find challenging. A training walk is a perfect way to advance your dog’s progress when your schedule is too packed for regular training sessions. Please note: My walking services are not suitable for aggressive dogs. If you’re dealing with aggression, please contact me directly or explore my specialized training services. I offer training walk services Monday through Friday, with both daytime and evening availability. For the best results, I recommend scheduling two sessions per week, such as Monday/Tuesday or Wednesday/Thursday. I exclusively use positive reinforcement techniques to care for and train dogs, whether during training walks or in your home. My focus is on creating a safe, encouraging environment that builds trust and confidence in your dog. Each session is tailored to meet your dog’s unique needs while reinforcing good behaviors in a kind and effective way. With this approach, I ensure your dog feels supported and thrives in their routine.
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
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.
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.
About: I grew up always having a dog and other pets in our home. I absolutely love animals! When I was 19 I got my first dog on my own, Kyla she was a yellow lab and the love of my life. I currently have 2 Belgian Malinois- Cali and Bruin. I've worked training with them and another German Shepherd. I've also volunteered with MSPCA in the past. I would love to help in any way needed to keep your four legged friend happy and safe. I am experienced in many different breeds of dogs. Whether it's puppies or elderly dogs I have experience with both and I always care for them as I do my own! Walking, running, playing, feeding, brushing, cleanup or even belly rubs! I love caring for animals! :) I am currently working part-time as a PCA, doing in home private care. Prior, I was full-time for 10 years with a woman who suffered a TBI. I am very flexible with my daily schedule as I can move my work hours around to fit my dog's clients needs. I don't bring dog's I am caring for to my house, as mine get too worked up! I can care for pet's in their home/yard and walk them from there. I also take some dogs to different trails, hikes, and dog parks. All up to the owner's preference! I am happy to do what works best :)
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.
The median cost per visit for dog sitting in Osterville is $25
Dog parents share their Rover experiences - Osterville
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!!!!
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.
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 dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog sitting - Osterville
Select a filter and find qualifying sitters offering dog sitting.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 September 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 September 2026, there are 697 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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