Pet Sitting in Oak Bluffs
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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Top rated Oak Bluffs pet sitters

“Darla has been great helping checking on my dog Cody while I’m at work. She sincerely cares about him and that he doesn’t get overheated and gets his water the way he likes it! I think they just get each other! I hope she can continue helping out when she can.”


“I really appreciated Eva’s flexibility when we needed someone to check in our dog during our MV vacation. She came a day before our service date to meet us and Luna, who was instantly comfortable with her. She (and her daughter) went above and beyond to meet our needs and in communicating with us. I would definitely use them again in a future trip to the island.”


“Mikayla was so great with my cat and I'm really happy to have found her! She reached out immediately when I needed a sitter on short notice and was so communicative and dependable while I was away it was a massive relief! She checked in regularly, found and checked in with my super shy cat like clockwork and everything cat related was spotless when I got home. She will be my go-to sitter from now on!”


About: I’ve taken care of Bernese mountain dogs my entire life, love walking and love walking dogs even more! Huge fan of all breeds and experienced boarding friends and family members dogs. Knowledgable of bondsing with dogs and light training. I work from home so have plenty of time to walk, pet, feed and let out dogs between meetings into the yard. Have plenty of experience with wild dogs, old lazy ones and scared dogs, too. I have a fenced yard and constantly check on dogs even just to pet them because how could you not want to. Have crates and plenty of treats, bowls and dog supplies

About: I have been working part time at the vets office for two years, taking care of boarded animals. I see a large variety of pets weekly, as I am a kennel attendant. I meet dogs and cats of all ages and breeds all the time. I have always had a special connection with animals. I stopped eating meat when I was six years old because I learned the chickens on the farm were what chicken nuggets are made of. I’ve grown up helping out at farms, as I’ve always had a drive to help animals to the best of my ability. I’ve been watching pets for the past three years and I have never met a dog that didn’t end up liking me by the end of the day! My entire life is based around animals, as I have my own pets and I’m a full-time pet sitter. I truly spend more time with pets than people, and I enjoy it. I take great pride in caring for pets, whether in my own home or others'. I go above and beyond to ensure they feel safe, loved, and comfortable, providing them with personalized attention and care. From maintaining their routines to offering plenty of playtime and cuddles, I make sure their environment is stress-free and enjoyable. Whether it's administering medications or ensuring they have all the comforts they need, I treat each pet as if they were my own, always striving to exceed expectations! I do not take any dogs with even the slightest aggression towards other animals into my home.

About: I have periodically taken care of pets all of my life. A roommate of mine had a lab, Lola, and we lived together for 3 years. I knew her from when she was a puppy. I also have other friends now who have dogs and I often care for them. My partner's family also has a scottie, and my relatives have both doodles and labs that I take care of often. I just left my corporate job and am taking some time off while I study for both my school teaching and pilates teaching certification exams. I mostly have an open schedule. Happy to follow whatever environment you wish for your pet. I am careful about closing doors slowly/not opening them all the way/not leaving them open to ensure security.

About: I bring high-energy, all-terrain enthusiasm to every pet I care for! Whether I’m biking, swimming, running, walking, rollerblading, or scootering, I stay active so your dog can too. I’ve worked with pups of all ages—from playful puppies to mellow seniors—and tailor each walk or visit to fit their pace and personality. Pets aren’t just cared for, they’re engaged and uplifted. Let’s turn walk time into mission time! I work from home full-time, which means I’m always nearby and flexible. Pet care fits naturally into my day—I schedule walks, playtime, and snuggles around my work. I treat every pet like family—whether they're with me or I'm visiting their home. I have a fenced yard for safe outdoor time and two friendly dogs for social play. I follow any special instructions you provide and can crate your pup if needed. Clean spaces, constant supervision, and a whole lot of love ensure your pet’s comfort and security.

About: I have owned dogs for my entire life, and have experience training puppies and caring for elderly dogs. I have also babysat or made house visits for other dogs frequently. I am comfortable handling dogs of all sizes and personalities. I would be able to do morning house visits or walks (ending at 11am) on Sundays, Mondays, Tuesdays, and Wednesdays. I will be available any time on Thursdays, Fridays, and Saturdays, granted I have a weeks notice. I am willing to adapt to any caretaking rules you may have in place for your dog at your own home (i.e. the rooms they are allowed in, outside time, etc). I can stay with the dog for as long as you need me to as long as there is communication.

About: I’m a lifetime lover of dogs and am excited to walk or watch yours! I have over 10 years of experience as a dog owner and walker/sitter of dogs. I’ve walked and watched dogs of various breeds and ages, ranging from 2 year old golden retrievers to 8 year old corgis. I’m ready to tailor my services to you and your dogs’ needs to ensure a personalized, exceptional experience. I’m currently available for pet walking or drop-in visits 7 days/week, morning, afternoon, and night. Please schedule bookings at least one day in advance to ensure I can prioritize and adequately prepare for your dog’s walk or drop-in. My priority is ensuring your dog is comfortable and cared for, and my attention to detail and years of experience will ensure your personalized needs are met.

About: I work for a dog walking/sitting service during the summers away from school, which gave me experience in boarding, walking, sitting, etc. I have experience with reactive dogs, senior dogs, anxious dogs, puppies, etc. I fostered a very traumatized and anxious dog for 4 months whom I loved! I love all kinds of pets, especially large dogs!! I grew up with a dog and have been a huge animal lover ever since! I am a rising senior at the College of Charleston, with a pretty flexible schedule. I am studying communications and studio arts. I love animals, photography, and going on walks. I live downtown and very close to campus, so even when I do have class I’m only a 5 minute walk from my house! I am able to watch your animal at my home or yours. I am available to walk the dog and spend active time if preferred! I have my own, large, bedroom in my home with a direct door to outside, which makes boarding comfortable and convenient for the pup!

About: I’ve taken care of friends and families animals since I was old enough. I grew up with animals constantly around. I have experience with senior dogs and dogs that have medical needs. I am very flexible during the week mon-fri, and the occasional Saturday. I am unavailable Sundays. I am an early riser so I could always do early morning visits and walks I would prefer to care for pets in their home or outside. For the right fit with my own dog I would be happy to have play dates in my large yard which is set back off a quiet dirt road

“Susan is the best! She’s a real dog lover. She took care of our two dogs while we were out all day and night attending a wedding. Susan stopped by twice to feed and walk both dogs. The dogs had to be taken care of separately and Susan was able to care of everything! She even made time to come over to meet both dogs the day before. She also sent videos and photos of the dogs when she was over!”

Loving pet sitters in your neighborhood
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Darla K.

“Darla has been great helping checking on my dog Cody while I’m at work. She sincerely cares about him and that he doesn’t get overheated and gets his water the way he likes it! I think they just get each other! I hope she can continue helping out when she can.”


Éva R.
Star Sitter


“I really appreciated Eva’s flexibility when we needed someone to check in our dog during our MV vacation. She came a day before our service date to meet us and Luna, who was instantly comfortable with her. She (and her daughter) went above and beyond to meet our needs and in communicating with us. I would definitely use them again in a future trip to the island.”


Mikayla C.

“Mikayla was so great with my cat and I'm really happy to have found her! She reached out immediately when I needed a sitter on short notice and was so communicative and dependable while I was away it was a massive relief! She checked in regularly, found and checked in with my super shy cat like clockwork and everything cat related was spotless when I got home. She will be my go-to sitter from now on!”


Shane M.
About: I’ve taken care of Bernese mountain dogs my entire life, love walking and love walking dogs even more! Huge fan of all breeds and experienced boarding friends and family members dogs. Knowledgable of bondsing with dogs and light training. I work from home so have plenty of time to walk, pet, feed and let out dogs between meetings into the yard. Have plenty of experience with wild dogs, old lazy ones and scared dogs, too. I have a fenced yard and constantly check on dogs even just to pet them because how could you not want to. Have crates and plenty of treats, bowls and dog supplies


Ruby S.
About: I have been working part time at the vets office for two years, taking care of boarded animals. I see a large variety of pets weekly, as I am a kennel attendant. I meet dogs and cats of all ages and breeds all the time. I have always had a special connection with animals. I stopped eating meat when I was six years old because I learned the chickens on the farm were what chicken nuggets are made of. I’ve grown up helping out at farms, as I’ve always had a drive to help animals to the best of my ability. I’ve been watching pets for the past three years and I have never met a dog that didn’t end up liking me by the end of the day! My entire life is based around animals, as I have my own pets and I’m a full-time pet sitter. I truly spend more time with pets than people, and I enjoy it. I take great pride in caring for pets, whether in my own home or others'. I go above and beyond to ensure they feel safe, loved, and comfortable, providing them with personalized attention and care. From maintaining their routines to offering plenty of playtime and cuddles, I make sure their environment is stress-free and enjoyable. Whether it's administering medications or ensuring they have all the comforts they need, I treat each pet as if they were my own, always striving to exceed expectations! I do not take any dogs with even the slightest aggression towards other animals into my home.


Meredith B.

“Meredith took excellent care of my cat, Indy while I was away! She sent many pictures and I could tell he warmed up to her. I would definitely ask her to petsit again.”


Alexis F.

“Felt totally comfortable with Alexis caring for Finn. She was punctual, communicative and positive. We will definitely use her again!!”


Barry F.Star Sitter

“Barry is an exceptionally nice man and excellent with my very energetic dogs. He is knowledgeable and very capable. I would highly recommend him!”


Katherine B.
“Katherine has been fantastic to my pup Chester! Extremely reliable and responsible, she has always been on top of the schedules we set. My dog has grown to really like her, getting very excited whenever he sees Katherine. Could not recommend highly enough.”


Megan P.

“Megan was great! Timely & I’m super appreciative of the pictures she took while with my pup!”


Alexandru G.
“Alex is the kind of person animals just trust. He’s calm, gentle, and super reliable. Someone you’d feel completely at ease leaving your pet with. He’s great at communicating and just a solid, responsible human all around. Highly recommend!”


Mikaela S.
About: I have owned dogs for my entire life, and have experience training puppies and caring for elderly dogs. I have also babysat or made house visits for other dogs frequently. I am comfortable handling dogs of all sizes and personalities. I would be able to do morning house visits or walks (ending at 11am) on Sundays, Mondays, Tuesdays, and Wednesdays. I will be available any time on Thursdays, Fridays, and Saturdays, granted I have a weeks notice. I am willing to adapt to any caretaking rules you may have in place for your dog at your own home (i.e. the rooms they are allowed in, outside time, etc). I can stay with the dog for as long as you need me to as long as there is communication.


Jennifer K.
“Jenny has been taking care of pets for many years, even taking care of multiple pets at the same time. She is kind, attentive, communicative, and incredibly knowledgeable. Being a dog owner herself, she takes the responsibility of taking care of your dog seriously. I would confidently leave my lil rascal of a dog in her care again and again!”


Kiera T.
“Kiera is a compassionate and responsible pet caregiver who genuinely loves animals. She is attentive, reliable, and always goes the extra mile to ensure pets are happy and well-cared for. I highly recommend her!”


Kayla J.

“Kayla was great! She was very communicative and even cleaned up a mess! We will definitely use her again!”


Caroline H.

“Caroline was a pleasure to have by and meet the pack! Looking forward to having her back.”


Bryann B.
“I highly recommend Bryann as a pet caregiver. She is responsible, loving, and attentive. Pets in her care are safe, happy, and treated like family. Bryann takes the time to understand each pet’s unique needs and personality, making sure they feel comfortable and loved. Her calm, caring nature makes animals feel at ease right away. I fully trust her with my pets and know they’re in great hands.”


Susan P.

“Susan is the best! She’s a real dog lover. She took care of our two dogs while we were out all day and night attending a wedding. Susan stopped by twice to feed and walk both dogs. The dogs had to be taken care of separately and Susan was able to care of everything! She even made time to come over to meet both dogs the day before. She also sent videos and photos of the dogs when she was over!”


Morgan B.

“Morgan is a great communicator! She kept us up to date on her schedule and made sure our dog was well taken care of while we went out to dinner. I'd certainly recommend her!”


Sonja J.

“Sonja was great! We will definitely use her again when we need care for our dogs when we're on MV!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Oak Bluffs on Rover as of Aug 2025 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 81 pet sitters in Oak Bluffs. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 80% of Oak Bluffs pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 4 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Oak Bluffs.
Rover makes it easy to find Oak Bluffs pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 81 pet sitters in Oak Bluffs on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
