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: Kendall B.
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Kendall B.
$23
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Yarmouth, MA, 02673

Great experience! Professional and reliable! He followed all instructions perfectly and our little Maggie showed zero signs of stress. Will definitely plan other visits.

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Rosanna P.
Sitter Profile Image: Maria C.
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Maria C.
Star Sitter
$45
total per visit
5.0 out of 5 stars
114 reviews
41 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: Olivia G.
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Olivia G.
$45
total per visit
5.0 out of 5 stars
9 reviews
5 repeat clients
7 years of experience
Centerville, MA, 02632

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..

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Anna R.
Sitter Profile Image: McKenzie F.
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McKenzie F.
$22
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Forestdale, MA, 02644

This was the first time we had McKenzie care for our senior dog, and we couldn't have been more pleased! Everything went extremely well while we were away. Would highly recommend and would definitely use her again! Thank you McKenzie!!

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Judy W.
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: 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 had a 13 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: 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: 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: Annie G.
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Annie G.
$26
total per visit
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: 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: Kristin K.
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Kristin K.
$16
total per visit
13 years of experience
Hyannis, MA, 02601

About: Hi! I am a very reliable, positive, and energetic individual with over 13 years of experience in caring for a dog. I have had two family-owned dogs, both being Golden Retrievers. My last Golden Retriever was diabetic for the last three years of his life so I am experienced in providing an animal insulin. I also have had the experience of caring for friend's dogs whether that be staying the night with them, feeding, playing, or walking them, I have done it all! I welcome the opportunity to speak with you regarding you and your dog's needs :) I am currently doing freelance work so my schedule is very flexible, I can work my schedule around what your needs are and when you need for me to take care of your furry best friend. I have a dog park walking distance from where I live, I also live with someone who is just a big of a dog lover as I am.

Sitter Profile Image: Katherine S.
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Katherine S.
$25
total per visit
5.0 out of 5 stars
2 reviews
15 years of experience
Hyannis, MA, 02601

About: Working professional on Cape starting Rover to exercise more and be with animals! Your pup or kitty come first: what are the instructions we talked about? What’s their mood/temperament at this visit? How many cute pics can I get before my phone storage is full again? Jokes aside, your pets routine and health/safety are what I’m here to maintain — I’ll communicate, play, chat while I give them meds wrapped in peanut butter — you name it, I am paying attention to them. I am in it for the quality animal time! I spent my childhood with horses and learned young how deeply connected we are to our animals. I’ve had dogs and cats my whole life until lately. I’d be delighted to meet some of you here on Cape to watch over your little ones! I work full time and am available for dog walks reliably all weekend and after work. I accept weekend dog boarding. Cat boarding I accept throughout the week in addition to weekends. The animal comes first, simple as that. I offer dog walks around Cape, in home visits to feed and play in the yard, and selective boarding of pups in my own home as that’s limited to weekends only. I offer house visits to kitties as well as selective boarding in my own home. Each scenario is unique — let’s chat!

Sitter Profile Image: Demetri G.
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Demetri G.
$19
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Barnstable, MA, 02601

About: I've taken care of my family's and friend's dogs since I was 15, but more so in the last 3 years. I especially love to get them good exercise through playing fetch and chase with them, and turning walks into runs. Of course if dog is unable to exercise I'm also great at keeping things more their pace and ensuring their safety. I'm around and ready to help every day starting at 9:30am. Since my schedule is wide open from mid-morning through the evening, I'm super filexible with timing, whether you need a consistent midday walker or a last-minute drop-in for those days you're running late. Just let me know what time works best for your pet's routine! Safety and trust are my top priorities, and I am committed to maintaining a secure environment for your pet during every visit. I perform thorough safety sweeps, double check that all doors and gates are securely locked and strictly follow your specific home entry and care instructions. On our outings, I practice a "safety first" approach by staying alert to our surroundings, avoiding unpredictable interactions with unknown dogs, and ensuring all gear is properly fitted. You can expect detailed updates and photos after every session, giving you total peace of mind that your pet and home are in responsible, caring hands.

Sitter Profile Image: Lourdes B.
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Lourdes B.
$23
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: Catherine B.
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Catherine B.
$23
total per visit
33 years of experience
Barnstable, MA, 02601

About: I am a friendly, professional 43 year old artist and mom. I have been taking care of various dog breeds since I was 10 years old, starting with three feisty Dalmatian puppies who grew into show dogs. I have experience caring for senior dogs of my family with various injuries and age disabilities which required heavy lifting and constant care and special diet needs. I am adept in feeding, crate training, walking, playing, health issues. I have been dog walking/sitting for neighbors, friends and family dogs throughout college in Boston, graduate school in Chicago and as and artist in New York City. Most recently my sister and I had a freelance dog walking business based around South Dartmouth, Martha's Vineyard and New Bedford, MA. I am an absolute dog lover--reliable,athletic, attentive, patient, calm under pressure and adaptable in various environments. I am available for long walks for athletic dogs, playing with your pup, devoting attention and care to senior dogs, dog sitting at home, quick jaunts for the day, or anywhere in between! I am a freelance artist living in Hyannis, MA and am very flexible to dog walking or sitting 7 days a week, very early morning throughout the day till evenings. I am available for dog walking, sitting, and feeding as frequently as needed for various dog sizes, ages, and health, exercise and time requirements in a client's home and am very comfortable with any outdoor local environment.

Sitter Profile Image: Helena W.
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Helena W.
$34
total per visit
5.0 out of 5 stars
23 reviews
5 repeat clients
35 years of experience
West Yarmouth, MA, 02673

About: I have cared for pets my whole life and frequently care for friend’s pets when needed. I have a home in Yarmouth, work remotely full time and always open to caring for pets in their own home if preferred. I have an amazing cat of my own that loves other animals. I also have a 16 year old daughter that has helped raise dogs & cats since she was a baby. I look forward to connecting with you and caring for your fur baby! I currently have a work from home schedule, Monday through Friday with flexible availability for pet care in between. I own my home in Yarmouth. I have a very big yard with a runner for pups that enjoy being outside. I have the ability to keep kitties indoors if preferred. Plenty of space in my home to care for pets.

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: Hanna O.
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Hanna O.
$34
total per visit
5.0 out of 5 stars
11 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: Samantha M.
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Samantha M.
$28
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Mashpee, MA, 02649

Samantha was so great with our dog Zeke! Came everyday on time and was very communicative which we appreciate. Would recommend :)

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Jennifer C.
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.

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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

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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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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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