Personalized care for your dog or cat - Vineyard Haven

Highly-rated overnight sitters - Vineyard Haven
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Ruby was a terrific dog sitter! She was very flexible and understanding about scheduling changes and most importantly took wonderful care of our Golden Retriever. Thank you for making Penny feel so comfortable and for all of the great updates throughout, Ruby!!”

“Kari and her family took such great care of our dog, Bogey. Very proactive in communication and I felt completely at ease during my time away from my dog. I wouldn’t hesitate to trust them again with Bogey.”

“I am grateful to Marcia for taking such good care of my dog. Marcia has extensive experience with dogs and knows a lot about them. My dog was reluctant to leave her when I was picking it up. I am very happy with everything and would contact Marcia first if I need someone to look after my dog in the future.”

“Jacquelyn was amazing! We traveled from Florida and she was able to watch our puppy while we attended a wedding. Our puppy played hard with some other dogs and had an amazing time! Picture and video updates were greatly appreciated. Would recommended to anyone!”

“Maria was welcoming and loving to Scotty from the moment we arrived for a meet and greet!! He was excited to go visit and Maria sent pictures and messages several times a day while Scotty was in her care. He seemed happy and well cared for when I picked him up.”

“This is the 1st time we used Marc to care for our dog and he was amazing ! We were away for over 2 weeks and he sent us lots of pictures of our dog and the communication was great! I highly recommend him and I will absolutely hire him again !”

“Lana had a great weekend while we were away! It was clear she remembered staying there even though it had been a few years. Grateful to have a place for Lana to stay when we’re out of town where she will be safe and cared for.”

“Samantha took amazing care of my little cat and guinea pig . She was on time , commutative and showed that she really has a big heart that cares about people and their animals. I will definitely be reaching out to her again for her amazing service.”

“Rachel was the perfect dog sitter! She met us at the ferry which was above and beyond and then even gave us a lift to where we were staying on the island. She seemed to really connect with our dog and shared pictures every day during the stay. Couldn’t recommend enough.”

“Thank you, Stephen. Maisy loved her time with you. The walks and pets and overall love were much appreciated. Maisy is usually anxious to leave other sitters when we pick her up. However when we came to pick her up from your house, she kept running back and forth between the two of us. That is a sure sign that she had a wonderful stay.”

“We had an excellent experience with Debra. Our 9 year old cockapoo had never been boarded outside of family, and I was a little apprehensive about leaving him with someone I didn’t know. After our first meeting, I knew that I had made the best choice for Wally and for me. Debra always takes the time for a meet and greet prior to drop off so that our boy had the opportunity to meet her and her dogs, who are all very well behaved and welcoming. You can tell that Debra loves working with dogs and takes her responsibility very seriously. She has a lovely large home and huge fenced in back yard that the dogs can access via a dog door. Debra had great communication and was flexible with drop off and pickup times. She kept me updated with some photos so that I could relax and enjoy my sons wedding. I couldn’t have been happier and highly recommend Debra as a knowledgeable and trustworthy dog care provider.”

“Karen is a kind, caring person and I am so grateful we found her. She eased my worries leaving my new dog for the first time. Then when my travel plans went awry, she once again eased my concerns and went above and beyond the help care for our dog. Our dog was in great hands, and being well cared for while we were away. Thank you again! You are awesome!”

“Alyne was so flexible and accommodating! We had some return travel disasters- a delayed flight and dead car at the airport. Alyne easily agreed to extending our stay for a night due to delay and dropped our dog off at home due to dead car! Our dog was so well cared for during his stay. Was so grateful to her and will definitely be contacting again!”


“Sam and his wife were just what my older German shepherd girl needed to feel comfortable. She had wake at her pace , got to go to the beach and found a comfy chair to sleep in. They were very in tune with her and she ate and slept well. Will bring her back next trip out- very good place for your beloved pet .”

“Caitlin was super reliable and took great care of my dog while I was away. I appreciated all of the photo updates and could tell my dog was getting lots of love from her family and pets. I will be booking again!”

“Rebekah and her daughter were great with our pups. We could tell that they were so happy spending two weeks with the family. We felt so comfortable leaving our dogs with them.”

“I had to leave my very attached golden doodle overnight for the first time over the weekend when my sister was getting married. Julie offered to do a meet and greet a week ahead of time and immediately put my mind at ease! She is very welcoming ..even comfortable with my dog’s weird quirks (like trying to eat socks eek). It was great that she had a few dogs at once so they could play all day together as well. My dog had a great time and I didn’t have to worry at all while I was with my sister during such an important weekend. I highly recommend Julie. Especially if your dog needs friends to play with and a watchful person to make sure they don’t get into any trouble. :) Thank you so much Julie!”

About: Dogs have been a huge part of my life since I was 3 years old, and caring for them comes naturally to me. I have hands on experience with large breeds and am confident handling bigger dogs with different energy levels. I also have experience caring for senior dogs and understand the importance of patience, comfort as they age. I put a lot of love and care into every pet I watch. I know how important it is to trust someone with your fur baby, so I treat every dog as if they were my own. Making sure they feel safe, loved, happy, and well cared for while you’re away. I currently work full time but have a flexible schedule where I work from home somedays. My partner also works 5 minutes from our house and is able to help with potty breaks during the day. We spend a lot of time in our yard or walking the canal on nice days and would love a wagging tail to join us. We have a fenced in yard and live in a quiet neighborhood to go on walks. We love to go to the canal and spend time outside. We have a fully finished basement with mini splits and air circulation system, perfect for any size dog to enjoy!
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Vineyard Haven
Prices are estimates per visit for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.

“I am so glad I connected with Ashley to care for my cat , Henry. I was able to vacation without worry. The daily pictures and interaction were especially welcome. I highly recommend Ashley for all your pet needs . Thank you again ! Christine ?”

“Kassie is spectacular! This is our first time doing drop in visits on Rover for our boys! As soon as we met her our minds were put to rest of what to expect. She knew exactly what to do when she came in. Our Jet and Copper adore her! She gave our guys lots of love, pets and play time! She picked up after them and send us photos of them having a great time. It was an easy seamless experience! Definitely will be reaching back out to her in the future! You can see how much she truly loves dogs and how much they love her back!! :)”


About: Hi! I’m a washashore with a lifetime of dog experience. I specialize in large dogs but still love my lil barkers. I own 2 floofs Briar (the Newf) and Chloe (the midget newf) I have some grooming experience and would certainly throw in a bath if need be. We love walks, videos of our adventures (so we can send them to non furry family), and lots of brushing and belly rubs. I will do off leash walks in safe environments and will do leash walks in town to socialize and get an occasional “frosty paw.” I am still on my journey to be a full time dog groomer and my biggest concern is for the animal to be happy and comfortable. I currently work part time for my husband’s tour business so this keeps me busy when I am not selling tour tickets and admin work I have a fenced in yard so if the dog park seems a little too busy or your pup jest needs to burn some energy they have a full acre to do so.

About: I’ve had cats my entire life and I work at the vets boarding facility, where we have lots of cats that I care for. I have experience with cats with various temperaments and needs

About: I took classes as a vet tech so I have experiences handling all types of cats from calm to feisty and can handle any situation calmly. I can clip their nails, feed them, and clean their litter box whether it be daily or deep clean. I also own my own cat.
About: I have a senior cat with a serious digestive and heart condition, so I’m certainly used to giving pets their proper medications, feeding at specific times, or just generally giving them the love and attention they need! I grew up with dogs, and have pet sat for friends, family and clients for years. I feel more than comfortable feeding, walking or staying with pups of any breed or size. I’ve been a sitter on Trusted Housesitters for years and have been lucky enough to let sit as far away as Berlin! I’d love the opportunity to take great care of your pets while you’re away! I have a super flexible schedule with work and can generally accommodate most days/times. I live on Martha’s Vineyard and can travel most anywhere on island to sit. My fiancé and I are more than happy to accommodate any and all let needs. With our senior cat experience, and lots of daily and overnight sitting experience, we always treat animals with kindness, patience and respect. We will always ensure animals feel comfortable in our care, and we update owners on their pets as much as possible!
About: I have had cats and dogs my whole life, At present, I have a senior mixed breed dog named Ozzie whom we adopted from the local shelter 13 years ago. He has trust issues, fear aggression, and separation anxiety so he has needed a lot of TLC but he is a great dog, with a huge heart. Once you are in his "pack", he will love you for life! Our 9 year old cat, Mist, was adopted from the HART Organization in ME 9 years ago. She is a dog in her alter ego and is simply a love. They both are happy, loved, and spoiled pets! Additionally, I have cared for many friends cats and dogs over the years. I currently work part time from home. I have a lot of flexibility. I can do pet visits, feedings, and dog walks. I am usually available Monday - Fridays, after 9am. At this time, I am not available to take care of pets in my home or at client's. I am looking for daytime dog walks or pet check-ins.
About: *Martha’s Vineyard Only* I have had pets of all kinds for as far back as I can remember. I currently have a very loving, sweet, energetic and playful dog of my own, Lola. She is 10 years old and enjoys playing with new friends! I am knowledgable and caring and will provide your dog with lots of love and care! I am comfortable caring for dogs of any size and breed as well as administering medication (oral, injections, eye and ear drops and topicals). I currently work part time from home so I am flexible and available throughout the day to tend to and care for pets in my care I have a fenced in yard, but don’t leave dogs unattended in the yard. I have a dog of my own to provide your dog with companionship and a playmate while they stay with us! A crate is not required but I’m happy to set yours up if it makes your dog comfortable. I can provide care for potty trained dogs, though I am comfortable with and have experience with senior dogs who require diapers.
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 been a pet sitter for the last 10 years, working for neighbors as well as for the families I was nannying for. I am committed to the dogs I am caring for and I will treat them as if they are my own. I currently work in a hotel and taking care of animals in my free time would be work that I am very passionate about. I am happy to take the dogs on walks, or host in your home. I currently work part time so I would love to fill my free time caring for animals. I spend most nights on long walks so it would be great to have a companion to keep me company. I am very responsible and trustworthy. I would treat your dog and your home as if it is my own. I am happy to feed, play, walk, go to the beach, or anything that will make the pets happy.
About: In my family, we’ve had dogs of our own since I was a kid. I have helped walk, feed and bathe the pets of family members and friends for 7+ years now. I love animals and would love to care for your animals! Currently I work a fully remote job as an attorney, which offers flexibility to work for home and care for your pets. I am available 7 days a week for short and long-term jobs with the ability to stop by frequently for walks and potty breaks. I enjoy the outdoors and walking dogs in the quiet pet friendly neighborhood park behind my house. I’m capable of walking dogs on a leash and am careful about how I do so. I follow instructions for feeding and love relaxing and playing with both cats and dogs. I’m also available to stay with your pets in their home environment.

About: I have taken care of both our family cats and those of our friends and family since childhood. As an adult, I have been responsible for friends and families cats while they are away. I am comfortable with all types of feeding requirement, medication administration, and litter box cleaning. I can’t wait to meet your cat and their human!

About: I've taken care of my own and other people's cats for decades. I provide excellent, loving care to kittens, senior cats and all ages between. I have certifications in animal behavior and I can administer medication if necessary (depending on the patient's temperament). My services are limited to Martha's Vineyard. A recent endorsement from a current cat care client: "Jeni has been a part of our cat care for many years when we travel. She is reliable, on time, and she cares. I never worry about my 3 cats when she is coming in to feed and look after them. She often sends pictures and updates. It's always comforting to see." - Judy and Larry in West Tisbury
“Rachel did a wonderful job caring for Meloni the month I was away. She was kind, considerate, and made sure to update me when anything seemed slightly amiss with him. Highly recommend.”



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Perfect for high energy dogs - Vineyard Haven
Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“100% confidence, Ruby loves dogs and treats them like family. She sent a couple of photos during the day, which was just enough to know all was ok. She took Sam and her dogs to a dog park, and a long walk and Sam loved being with her dogs. Thank you Ruby for taking such good care of Sam!”

“Rachel was very responsive, sent feedback and pictures and was flexible about pickup and drop off times. She lives in a quiet neighborhood great for walks and got my dog out for 2 of them! My shy dog seemed to settle in and get comfortable with her and Andrew. Overall I was very happy with her care and I plan to use her again”

“Kayla was absolutely wonderful and I will use her services again! She was sweet and caring with my dog, and the dog was very happy with her. I had a family reunion and every day was a different schedule. Kayla was so flexible and accommodating to my needs. She had excellent communication and response to my texts. A great experience!”


“I highly recommend Julia and Bryan. I recently started a new job, and they were able to accommodate my schedule to provide daycare for my dog. They are very responsive to messages and took great care of my dog. They sent photos throughout the day too!”

“Daniella was fantastic!!! She was very communicative, sent regular updates on our pup (including pics) and was flexible with timing. She even picked him up and dropped him off at our location. She paid great attention to our pup’s needs (he’s a Frenchie who can’t handle long walks or long exposure to heat) and he came back to us healthy and happy. I would highly recommend and use her again!”

“we were looking for a home close by to our house where Quinnie could have some time to interact with other dogs in a safe and living environment. Jackie‘s home was perfect for what we were looking for. A large securely fenced yard plus a dog door. Quinnie seemed very comfortable with Jackie, her husband and their three adorable dogs. She spent six hours there and came home tuckered out, but she seemed very happy with the day. Jackie was very attentive and kept us informed. We would very highly recommend her!”

“Maria is amazing with animals and humans! She provided exceptional care to our Frenchie, Evie. She listened carefully to our request and was able to meet our needs with ease. Maria has fantastic attention to details and her updates during the day provided worried dog parents great comfort. Her home and property provides a doggie sanctuary. Maria went above and beyond when we asked for our little one to get a bath. Our Evie, never had it so good ( a blueberry facial)!!! She came home cleaned, trimmed and soft as could be. I would not hesitate to use Maria’s services again and I can’t recommend her highly enough. You and your four-legged friend is in great hands and care with Maria!”


“Sam was great for our two goldens! Sam and his wife were kind from the get go and accepted both dogs into their house with open arms. We would certainly book again with them!”

About: Planning a trip and need a trusted friend to look after your furry family member? Or, does your dog just need a midday stroll? Hi! I'm Melissa, an experienced dog sitter/walker with 30+ years of passion for animals and their care. I offer reliable and loving pet sitting so your companion can stay happy and comfortable in their own home. I provide feeding, walks, playtime, and plenty of cuddles, all while keeping you updated with daily photos and videos! I'm excited to meet your furry family member and become friends! I’m currently working part time from home, so I will have plenty of time to walk/visit with your pet. My schedule is very flexible as well. “In Pet’s Home Care” A meet and greet is a must! I will follow all instructions for your pets care. I will ask about your pets daily routine, and any additional information that I may need to know. “Sitters Home Care” A meet and greet is a must! I will keep your pets in my home. I have a fully fenced in area for outdoor potty breaks and ball play. Animals are allowed on the furniture. If your pet is crate trained, I will place the crate in my bedroom. My house is a safe place for animals!
“Collin went above and beyond taking care of our Cockapoo Jackson. Jackson is 12 and we have seldom left him with others overnight, so we were a little nervous. Jackson was so well cared for, he had a great time, and we received several photos and videos throughout both days. Collin was great!!”

“Kathleen was a delight for me and my dog. It was a last-minute booking. So having never met my dog before drop-off, she took time for my dog to get comfortable with her before I left. And then she sent almost a dozen pictures and videos while I was away for about seven hours. She also sent several updates (and compliments) about my dog, so I didn’t even have to wonder if everything was going well. She obviously loves dogs.”

“We needed a Last minute option to put our dog for a few hours so we could do a last beach day on vacation . Megan reached back out to us right away ! She was super nice and her yard was beautiful and spacious for ranger to play while we were gone for a few hours .. we will definitely contact her for the future when in the area with our dog . Thank you Megan !!! Rover was great and led us to Megan !”

About: I wasn’t allowed to have a dog when I was growing up, I became the neighborhood dog walker! Once I moved out I’ve had dogs ever since. My last dog Chloe passed away in early May at the age of 17. I miss having a dog around but am not ready to get another yet. I would love to hang out with yours! I’m a high school math teacher and off for the summer so I have a very flexible summer schedule. I usually take a couple of walks a day and would love some company! I would be happy to adapt to your pets schedule. In the past my dogs are allowed on the furniture, and have been crate trained. I’ll follow any directions that you give. I am comfortable giving dogs medicine.
“Marc was amazing providing friendly home care to our Dog. Our Dog had wonderful time while staying at Marc by playing in his backyard with his Dog and fun time on lake. Thank you for taking care of our furbaby. We truly recommend his service & appreciate it.”

“We had such a great experience using Eric to watch our dog Floyd while we explored Cape Cod! He was very accommodating with drop off and pick up times, and a great communicator regarding what he was doing while watching Floyd. It was extremely hot for the days he was with Floyd and Eric was very conscientious about not letting Floyd get overheated, and also about checking him for the nasty ticks that are so common on the Cape. I would highly recommend Eric and will definitely use him again when we come back to the Cape!”

About: Family, friends and neighbors, have trusted me to spoil their pets, for 33 years. I pamper and walk pets frequently. Animals and people love me. I am easy going and pets feel my low key energy and personality. So they feel safe, spoiled and comfortable. I love animals and they love me. We have a lovely home and a very friendly Labrador retriever named Scout. I genuinely care about and love animals. Either myself or my wife, are home most, of the time. Our Lab Scout enjoys animal company. I have experience with taking care, of senior pets to. As well as medication and following pet owners directions. For their beloved pets care. Our easy going friendly, loving home is an oasis for animals and people!! We have had excellent reviews for years. Here an on other apps. I welcome you to book a stay, with me. Also I provide house sitting and doggy day care. I am an excellent care taker, of properties people and animals. Animals are cared, for first thing in the morning and lastly at night. We walk your animals frequently. With my wife or I are home, most of the time. I am a very responsible, reliable man. Who treats people and animals, with great respect and care. Also, I go the extra mile, to help animals and people, for all of my life.
About: I’m a Recently retired veterinary professional…. For over 35 years, with the help of my adult children Marc & Lauren, we have been taking care of Cats, Dogs, chickens and exotic pets in Bourne . We have a pet friendly home on almost an acre, with a separate area for small pups .For 15 years I Have had the pleasure of Working part time at Leach animal Hospital In Mashpee . We can promise a safe fun environment. Dogs have access to the outside areas at all times during the day. We recommend bringing their own bed . No toys or bowls necessary we have plenty . Plenty of beds and a awning for lazing in the sun . A kiddie pool to cool off . Safety is our 1st priority . If they have fun and make new friends while here it is a bonus. We do have quite a few regular repeats . Thurs and Fridays I offer a drop off day/play group beneficial for puppy’s. Drop off between 10-4 limited to 4 puppies . Socializing and basic training included.....Who wants to start their new puppy on the right track to become a calm well socialized member of your family. I'm comfortable applying eye meds, giving oral meds and also insulin shots. Pick up and drop off by appointment. I’m Recently retired , I have plenty of time to spend with you cats n Dogs . Walking , training , puppies or behavioral issues. I have a fenced in yard and 2 small friendly dogs . Who love to meet new friends. We provide a stimulating fun filled structured environment . I’m home all day! Dogs must be sociable around other dogs . Puppies welcome . Weather permitting they have access to outside fenced in area via a doggy door. Pups are Guaranteed to have a fun stay in a safe environment. Training services offered , puppy playgroups and socializing offered upon space and availability.
“Wonderful! Our Molly stayed with Sherrie recently and had a blast. She offers a beautiful, safe home with fenced in yard. Sherrie sent us videos during the day which was great! We highly recommend Sherrie and will visit again!!”

“Caroline was amazing! Eloise had the best time at her house with her and her dogs. She was very flexible with scheduling and kept me updated the whole day on how Eloise was doing. Eloise was pooped after I picked her up and can't wait to go back!”


More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Vineyard Haven
Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: I love dogs and grew up with them! I have 2+ years doing long term dog sitting for the same family. I watched them for around 20 days each month. I loved their dogs like my own! Your dogs will be safe and happy with me. They are my top priority. I make sure they get exercise and lots of love. I always send picture and updates. Most recently I lived with my sister who also has a young pitbull so I am with dogs every day. I have experience administering medication and monitoring health issues. I have experience with puppies and senior dogs. I have even watched dogs abroad. I have experience with multiple breeds and so many amazing dogs. I genuinely just love watching dogs. I’m interested in dog walking and sitting. Can also do cats :) I work seasonal jobs so move around. For the last 3 years I was in steamboat springs, Colorado and watched 2 labs on a regular basis. I worked a 9-5 a would go home and feed, walk, and play with the dogs! I take them to the dog park and on hikes. Dogs fit into my routine very easily. Your dogs will get walks, play, get cuddles, etc. I am also used to working around specific quarks. For example, dogs who eat rocks may require a face mask for walks, dogs with sensitive stomachs, etc. I set alarms for their meals and keep a consistent walk/play routine. I feel responsible for their safety too, so if they play with dogs who are too rough, I will move along. Their happiness and comfort is literally my job!
About: I have a lot of pet care experience and can assure you that I will love your animals. I grew up surrounded by animals and have been trusted by my friends, neighbors, and family members to watch their pets and homes. I have long term pet and house sat in Montana, the U.S. Virgin Islands, Alaska, and North Carolina! Feel free to reach out for references or my resume. I’m an early riser, love to go on walks with animals, and have a very flexible schedule. I have been work pet and house sitting this past summer in the U.S. Virgin Islands while holding a few boat jobs as well. I will be in Vineyard Haven for the summer, working on a sailboat, and would love to spend my free time taking care of your animals. My schedule is charter dependent, but is pretty much flexible at this moment! With my flexible schedule, check-in times can be more frequent if they are needed and I am able to provide my full attention to your animals.
About: I've always had both dogs and cats since I was little. Both my sweet kitties needed medication their entire life so I have experience administrating medication if needed. I'm usually my friends go to choice for a dog walker, feeder and pet sitter for long trips during the summer due to my teacher schedule. I currently am only avaliable on weekends as I work full time but I will be avaliable during week days starting in July. During that time, I will have availability for weekends and weekdays. You know your pet best! Before any services, I like to ask questions on your pets daily routine, medications, behavior and feeding routine. This is so I can provide the best care possible for your pet!
About: I’ve worked with dogs, cats, horses and reptiles! I have a passion for animals, and am always looking forward to meeting a new furry friend. My mom and I worked with our local shelter to foster cats and rescued them in our area, we saved over twenty cats! I’m a nursing student but have a flexible schedule! My schedule changes weekly so please feel free to reach out with preferred times :) I love to go on long walks and spend quality time with animals. Unfortunately my apartment has a no pet policy, but I would love to pet sit at a clients home! I can provide walks, clean litter boxes, play with the animals, feed them, bathe and groom them, etc.
About: *Martha’s Vineyard Only* I have had pets of all kinds for as far back as I can remember. I currently have a very loving, sweet, energetic and playful dog of my own, Lola. She is 10 years old and enjoys playing with new friends! I am knowledgable and caring and will provide your dog with lots of love and care! I am comfortable caring for dogs of any size and breed as well as administering medication (oral, injections, eye and ear drops and topicals). I currently work part time from home so I am flexible and available throughout the day to tend to and care for pets in my care I have a fenced in yard, but don’t leave dogs unattended in the yard. I have a dog of my own to provide your dog with companionship and a playmate while they stay with us! A crate is not required but I’m happy to set yours up if it makes your dog comfortable. I can provide care for potty trained dogs, though I am comfortable with and have experience with senior dogs who require diapers.
“Sonja was truly amazing! She is nice, trustworthy, friendly and always goes above and beyond to care for my puppy! My puppy is truly happy when she sees Sonja for her daily walks!”

About: I have been a pet sitter for the last 10 years, working for neighbors as well as for the families I was nannying for. I am committed to the dogs I am caring for and I will treat them as if they are my own. I currently work in a hotel and taking care of animals in my free time would be work that I am very passionate about. I am happy to take the dogs on walks, or host in your home. I currently work part time so I would love to fill my free time caring for animals. I spend most nights on long walks so it would be great to have a companion to keep me company. I am very responsible and trustworthy. I would treat your dog and your home as if it is my own. I am happy to feed, play, walk, go to the beach, or anything that will make the pets happy.
About: I have had cats and dogs my whole life, At present, I have a senior mixed breed dog named Ozzie whom we adopted from the local shelter 13 years ago. He has trust issues, fear aggression, and separation anxiety so he has needed a lot of TLC but he is a great dog, with a huge heart. Once you are in his "pack", he will love you for life! Our 9 year old cat, Mist, was adopted from the HART Organization in ME 9 years ago. She is a dog in her alter ego and is simply a love. They both are happy, loved, and spoiled pets! Additionally, I have cared for many friends cats and dogs over the years. I currently work part time from home. I have a lot of flexibility. I can do pet visits, feedings, and dog walks. I am usually available Monday - Fridays, after 9am. At this time, I am not available to take care of pets in my home or at client's. I am looking for daytime dog walks or pet check-ins.
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 a senior cat with a serious digestive and heart condition, so I’m certainly used to giving pets their proper medications, feeding at specific times, or just generally giving them the love and attention they need! I grew up with dogs, and have pet sat for friends, family and clients for years. I feel more than comfortable feeding, walking or staying with pups of any breed or size. I’ve been a sitter on Trusted Housesitters for years and have been lucky enough to let sit as far away as Berlin! I’d love the opportunity to take great care of your pets while you’re away! I have a super flexible schedule with work and can generally accommodate most days/times. I live on Martha’s Vineyard and can travel most anywhere on island to sit. My fiancé and I are more than happy to accommodate any and all let needs. With our senior cat experience, and lots of daily and overnight sitting experience, we always treat animals with kindness, patience and respect. We will always ensure animals feel comfortable in our care, and we update owners on their pets as much as possible!
“Rachel is an excellent dog walker. She is so kind and compassionate with animals, and was so great with our can-sometimes-be-a-bit-challenging Border Collie! She was wonderful on his daily walks, and took great care of him in our home while we were away. She is smart and responsible and an all-round great person. Highly recommend!”

About: I adore dogs and have been a consistent pet and home sitter for several families on Martha’s Vineyard over the last 8 years. I am tidy, responsible, and take care of pets as if they were my own. I love to take daily long walks (3-5 miles) and the companionship of a dog makes this personal routine so much more fun. It’s not possible for me to have a pup of my own in my current housing so getting to spend time with other dogs brings me so much joy. Work freelance as a henna artist and with a catering company on island. I have a varied work schedule with most mornings open, happy to try to make your pet care needs fit into my day. I’m a great communicator and will always make sure I fully understand the needs of your home and pet before I agree to a job. I want us both to have a clear understanding and expectation of the level of care required so that everyone is comfortable. I am very respectful and mindful that every pet and home is unique, the details matter to me.
About: Beyond being a dog owner myself to my beloved rescue Jordi, I've also taken more dog sitting jobs than I can count. I LOVE dogs! I like to go the extra mile by taking dogs on extra long walks and adventures, always administering their medication at the correct time, giving dogs extra love and cuddles, and always keeping the house super neat and tidy. I already walk my own dog twice a day, and he loves walking with a friend! If you need a drop in visit or occasional help with a dog walk, it's already a part of my routine. Of course I do not need to bring my own dog, but if your dog enjoys the companionship of other dogs, it could be a great option! I am not allowed to have any more pets other than my own where I am currently living so I will not be able to board your dog, only house sit. Thanks for understanding.
About: ***AVAILABLE ON MARTHAS VINEYARD ONLY*** - Intermittently on Nantucket but dates of availability only reflect that of MV. Please inquire with a message for Nantucket :) My experience with animals began as a child both with family pets and horseback riding. Being on the farm at such a young age instilled in me a love for animals that has only grown over the years. It also allowed me a front row seat to better understanding animals and their individual behaviors. Throughout the years, I have become proficient in medication administration and personalized feedings scheduled and requirements. I have also been privileged to be around animals of all kinds and ages and I look forward to providing your young and senior pets with the extra love and attention they require and deserve. In my day to day life I am a licensed and trained paramedic which has helped me better harness the patience and understanding often required when helping animals and their families. For those of you that have pets with boundless energy, I go for a minimum 5 mile walk daily that could only be made better by the accompaniment of your four legged family member. I look forward to meeting you and your perfect pets! I currently work part time as a paramedic which allows for a lot of freedom and flexibility in my schedule to help you and your pet. As I will be watching your pet in the comfort of your home- I will always want to know what helps them adjust to change best in your absence. How can I make them, and you, feel more comfortable? What toys do they love? What types of check ins work best for you and what information do you prefer to be kept up to date on? Does your pet have any health history or allergies? What ever you think will make this experience best for you and your pet is information I would love to be made aware of!
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Vineyard Haven
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Ruby was a terrific dog sitter! She was very flexible and understanding about scheduling changes and most importantly took wonderful care of our Golden Retriever. Thank you for making Penny feel so comfortable and for all of the great updates throughout, Ruby!!”

“Kari and her family took such great care of our dog, Bogey. Very proactive in communication and I felt completely at ease during my time away from my dog. I wouldn’t hesitate to trust them again with Bogey.”

“I am grateful to Marcia for taking such good care of my dog. Marcia has extensive experience with dogs and knows a lot about them. My dog was reluctant to leave her when I was picking it up. I am very happy with everything and would contact Marcia first if I need someone to look after my dog in the future.”

“Jacquelyn was amazing! We traveled from Florida and she was able to watch our puppy while we attended a wedding. Our puppy played hard with some other dogs and had an amazing time! Picture and video updates were greatly appreciated. Would recommended to anyone!”

“This is the 1st time we used Marc to care for our dog and he was amazing ! We were away for over 2 weeks and he sent us lots of pictures of our dog and the communication was great! I highly recommend him and I will absolutely hire him again !”

“Lana had a great weekend while we were away! It was clear she remembered staying there even though it had been a few years. Grateful to have a place for Lana to stay when we’re out of town where she will be safe and cared for.”

“Samantha took amazing care of my little cat and guinea pig . She was on time , commutative and showed that she really has a big heart that cares about people and their animals. I will definitely be reaching out to her again for her amazing service.”

“Rachel was the perfect dog sitter! She met us at the ferry which was above and beyond and then even gave us a lift to where we were staying on the island. She seemed to really connect with our dog and shared pictures every day during the stay. Couldn’t recommend enough.”

“Thank you, Stephen. Maisy loved her time with you. The walks and pets and overall love were much appreciated. Maisy is usually anxious to leave other sitters when we pick her up. However when we came to pick her up from your house, she kept running back and forth between the two of us. That is a sure sign that she had a wonderful stay.”

“We had an excellent experience with Debra. Our 9 year old cockapoo had never been boarded outside of family, and I was a little apprehensive about leaving him with someone I didn’t know. After our first meeting, I knew that I had made the best choice for Wally and for me. Debra always takes the time for a meet and greet prior to drop off so that our boy had the opportunity to meet her and her dogs, who are all very well behaved and welcoming. You can tell that Debra loves working with dogs and takes her responsibility very seriously. She has a lovely large home and huge fenced in back yard that the dogs can access via a dog door. Debra had great communication and was flexible with drop off and pickup times. She kept me updated with some photos so that I could relax and enjoy my sons wedding. I couldn’t have been happier and highly recommend Debra as a knowledgeable and trustworthy dog care provider.”

“Karen is a kind, caring person and I am so grateful we found her. She eased my worries leaving my new dog for the first time. Then when my travel plans went awry, she once again eased my concerns and went above and beyond the help care for our dog. Our dog was in great hands, and being well cared for while we were away. Thank you again! You are awesome!”

“Alyne was so flexible and accommodating! We had some return travel disasters- a delayed flight and dead car at the airport. Alyne easily agreed to extending our stay for a night due to delay and dropped our dog off at home due to dead car! Our dog was so well cared for during his stay. Was so grateful to her and will definitely be contacting again!”


“Sam and his wife were just what my older German shepherd girl needed to feel comfortable. She had wake at her pace , got to go to the beach and found a comfy chair to sleep in. They were very in tune with her and she ate and slept well. Will bring her back next trip out- very good place for your beloved pet .”

“Caitlin was super reliable and took great care of my dog while I was away. I appreciated all of the photo updates and could tell my dog was getting lots of love from her family and pets. I will be booking again!”

“Rebekah and her daughter were great with our pups. We could tell that they were so happy spending two weeks with the family. We felt so comfortable leaving our dogs with them.”

“I had to leave my very attached golden doodle overnight for the first time over the weekend when my sister was getting married. Julie offered to do a meet and greet a week ahead of time and immediately put my mind at ease! She is very welcoming ..even comfortable with my dog’s weird quirks (like trying to eat socks eek). It was great that she had a few dogs at once so they could play all day together as well. My dog had a great time and I didn’t have to worry at all while I was with my sister during such an important weekend. I highly recommend Julie. Especially if your dog needs friends to play with and a watchful person to make sure they don’t get into any trouble. :) Thank you so much Julie!”

About: Dogs have been a huge part of my life since I was 3 years old, and caring for them comes naturally to me. I have hands on experience with large breeds and am confident handling bigger dogs with different energy levels. I also have experience caring for senior dogs and understand the importance of patience, comfort as they age. I put a lot of love and care into every pet I watch. I know how important it is to trust someone with your fur baby, so I treat every dog as if they were my own. Making sure they feel safe, loved, happy, and well cared for while you’re away. I currently work full time but have a flexible schedule where I work from home somedays. My partner also works 5 minutes from our house and is able to help with potty breaks during the day. We spend a lot of time in our yard or walking the canal on nice days and would love a wagging tail to join us. We have a fenced in yard and live in a quiet neighborhood to go on walks. We love to go to the canal and spend time outside. We have a fully finished basement with mini splits and air circulation system, perfect for any size dog to enjoy!
“Austin was amazing watching our dog for a week--he came back happy and healthy, Austin was super flexible and accommodating for last minute needs and would recommend him to anyone in need of a dog sitter!”

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1Global data from Rover (November 2025)













