Personalized care for your dog or cat - Chilmark
Highly-rated overnight sitters - Chilmark
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Izzy was absolutely amazing! My dog has anxiety and is reactive with other dogs but she was great with him. She kept me updated on how he was doing and any issues he had. She took wonderful care of Wally and I’ll absolutely be using her in the future. Genuinely my only complaint is that she doesn’t charge enough for the great service she gives!”
“Kari was absolutely amazing with my dog! Maisy received lots of love and attention with long walks, fun games, snuggle time, and belly rubs - all of it right by Kari’s side ❤️ I received lots of photos and updates along the way, this was a match made in heaven, we would love to come back next summer!”
“Kayla was absolutely wonderful and I cannot recommend her enough! From the very start she went above and beyond — she was open to meeting us in person before the stay so Willow could get comfortable ahead of time, which made such a difference. Throughout the week she was communicative, sent photos, and was flexible in every way. But honestly, what stood out most was how much she genuinely loved Willow. You could just tell. She told us multiple times how sweet Willow was and that she’d miss her — and we believed every word of it. For us, leaving our girl with someone is a big deal, and Kayla made it so easy to feel at peace. We will absolutely use her again the next time we’re on the island. If you’re looking for a sitter who will treat your dog like family, look no further!”
“Melissa was wonderful with my dog Ella. She kept me updated with pictures and notes every day. Ella looked very happy in all the pictures around the house and during walks. I was happy that her dog and two cats got along very well with Ella. Would definitely book with her again.”
“Ruby was wonderful with our dog, Moose. We were able to leave town and not worry about him. She also sent us some great photos and videos of Moose playing with other dogs in her care. I highly recommend her!”
“Marcia was wonderful; they made my pup feel like a member of the family! I got lots of updates so I didn't have to worry while I was away for work. Cane was having so much fun that I wasn't sure he'd want to come home!”
“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.”
“Taylor and Tyler took amazing care of our dog Darcy! She had a lot of fun, and was in high spirits at pickup time. It was also really nice to get updates and photos from Taylor & Tyler during her stay. We'll definitely be back next time we're visiting the area. Thanks!”
“Jacqueline was wonderful with both of our dogs! She treated them like family, sent pics and videos and provided great care. Not having to worry about our fur babies made our trip even better. Her home is super dog friendly including a safe and spacious fenced in yard. I recommend Jacqueline and plan on using her dog hospitality and for my dogs again in the future. Superb!”
“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.”
“Mike was recommended to me from a coworker who raved about him! I can see why- my dog was VERY HAPPY with his stay- they sent me pictures so I could see how comfortable he was with them!”
“I can tell by how eager Splash is when she gets out of the car that she loves vacationing with Sergio. My girl is an abandoned rescue with lots of anxiety but loves hanging out with Sergio. Thank you so much!”
“Austin was a fantastic host for Calli! Daily photos and lots of updates gave me much comfort while I was away. Austin was great to communicate with, very clear and punctual!”
“Rebekah and her adorable daughters greeted Sedge with enthusiasm and smiles. They took care to make him comfortable in the new environment, and he spent a lot of time in his happy place...the outdoors! Thanks for providing him a welcoming and loving place to visit.”
“Justine was a phenomenal sitter! We had a bit of a last minute need for a sitter and couldn’t be more happy with our experience. Justine was attentive, helpful, and incredibly friendly. We had so much peace of mind while we were away. Our dog Violet got along so well with her Piper, and they definitely became fast friends. Cannot recommend her enough!”
“Marc has exceeded all my expectations for a dog sitter. His attention to detail and thoughtful care of my two dogs has been incredible. He notices small nuances of their personalities and has clearly taken special care to get to know them and help them feel comfortable and safe. My dogs are eager to stay with him and very calm when I pick them up. I highly recommend Marc without any reservations!”
“Fantastic dog sitter! She is compassionate and takes fantastic care of your pet. My dog was happy and comfortable the entire time she was away and the level of care is even better than a professional facility. She even sends daily pictures and videos and that is great when missing your pup. Next time I need to leave my dog I will definitely be sending her back over Nathalias!!”
“I can’t express how grateful I am that we Kathleen. It was the perfect environment for my dog. She and her very nice family took such good care of him that he felt at home. She also sent us many updates and photos so I knew he was happy and safe. I highly recommend her and would rebook! Thank you so much to Kathleen and family because of your great care I didn’t have to worry about him at all!”
About: Lifetime raising and being around a menagerie of different creatures. Dog sizes from giant to miniature. Cats of all shapes and breed as well as exotic animals. I have a full time job that occupies my time. I do have a car on island and substantial break time for mid shift walks/ check ins. If I’m not at work I’m at the beach or curled up watching movies. I have reliable transportation on Martha’s Vineyard and am able to get to most places quickly without much hassle. I live in a beautiful home but would prefer not to board in my space at the moment given the tic issue.
“Jen and Jon were wonderful sitters for our dog. This was the first time leaving her with a sitter and they made me feel very comfortable. I could tell Tootsie was well taken care of and receiving lots of love with each daily update. Drop off and pick up was easy and Jen responded quickly to any questions I had.”
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1
Cat caregivers near you - Chilmark
Prices are estimates per visit for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.
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
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’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 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 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: Animals have been a part of my life since I can remember. Growing up on a farm in Ohio was just the start of caring for animals. I have been asked to housesit, care for peoples dogs, cats, chickens, and many other animals since the age of 10. Something that just adds joy to daily life. I work part time in a restaurant and also in the fitness industry so my hours are very flexible. I can often go to take care of animals before a shift but also after when necessary. I care for pets typically in other peoples homes. Daily walks, and play time to make sure the animals are exercised and stimulated is very important to me. I also find it very crucial to keep animals clean along with the area they sleep or have down time in.
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Perfect for high energy dogs - Chilmark
Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Simply elated to have found Ruby to care for my sweet Poppy for the day. She was more than accommodating and made sure Poppy was well cared for. She provided updates and pics so I could see how happy Poppy was. And she had dogs for Poppy to play with along with a beautiful yard. I highly recommend.”
“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!”
“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!”
“Austin was Amazing! He took Coco at the last minute and helped me through my first use of Rover. I appreciate him so much! He treated Coco so well and sent pictures during the day. Austin was very patient with puppy behaviors and was polite and respectful during our time with him. I felt safe leaving our puppy with Austin and would recommend him highly.”
“Melissa took great care of our Mandy who is a senior dog and needs a little extra help. She was great in letting us know how Mandy was doing and we greatly appreciate Melissa’s communication.”
“Kathy was amazing with our dog Jax. My baby girl was having surgery in Boston and she put my mind at ease taking great care of our pup. Sent lots of updates and pictures throughout the day which made us super happy! Can’t wait to bring Jax back for another visit!”
“Maria and Mike were friendly and welcoming to both our dogs and us. The house is in a picturesque location on the cape and incredibly dog friendly. I felt such relief knowing our girls were in such a wonderful place with really good people. 5 Stars ?????”
“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.”
“First visit for Otis was a success! Rebecca was awesome dealing with our dogs anxiety in "new" places. Her and her children treated him like one of the family. Thanks guys. Ps: The pictures are a great touch.”
“Kevin was wonderful with our two pups while we spent the day in the city. He sent plenty of updates that included videos and photos. Our pups were so happy with Kevin, can't recommend him enough.”
About: Our mission is to offer people a simple, affordable option for boarding their pets: to keep them fed, safe and company while you're away. There's nothing worse than doubling the price of your vacation just to get your pets looked after! We keep our boarding price more than reasonable to give folks the financial bandwidth to spend their vacation money on their vacation--not on boarding their pets. We are both contract workers with flexible schedules, and Taylor is often able to work from home so your pets will have plenty of companionship! So we told you our mission-- There's a few ways this translates. We have a huge yard. So, we don't take your pups on walks. BUT. We play fetch, tug of war, and intentionally initiate zoomies. If your pup is conditioned to expect walks, it's probably most fair to find a sitter who'll get that walk in! We love a good daytime cuddle, but we also like a good night's rest. So, your pets sleep in the living room, helping us avoid chaos while we're getting shut-eye. We kindly ask that if you book with us, that you're confident your doggies can sleep out on their own without too much fuss! We have an array of options for creating ideal environments for your pets, with baby gates, a large yard that can be segmented for dogs needing smaller spaces or space from others, and multiple kennels. Coming soon, an electric fence with an extra collar for your pup if you'd like it!
“Justine is fantastic! Justine took care of my dog while I was at a conference, and she was extremely responsive and was constantly sending pictures of Teddy having fun. I can't say enough good things and highly recommend Justine.”
“Emily was amazing- Hazel had the best time and they were clearly fast friends! She was responsive and asked all the right questions. She clearly loves dogs! She took hazel for multiple walks and texted me updates throughout the day. Highly recommend!!! She is the best!”
“We previously used Marc many times for our elderly dog and he was great! He went above and beyond caring for him. We just used Marc for our six month old puppy and he was FABULOUS! He is professional, caring and great with communicating with us when we are away. Our pup had sooo much fun!”
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.
“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 !”
More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Chilmark
Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
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 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 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: ***AVAILABLE ON MARTHAS VINEYARD ONLY*** 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!
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.
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1
Large dog specialists near you - Chilmark
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Izzy was absolutely amazing! My dog has anxiety and is reactive with other dogs but she was great with him. She kept me updated on how he was doing and any issues he had. She took wonderful care of Wally and I’ll absolutely be using her in the future. Genuinely my only complaint is that she doesn’t charge enough for the great service she gives!”
“Kari was absolutely amazing with my dog! Maisy received lots of love and attention with long walks, fun games, snuggle time, and belly rubs - all of it right by Kari’s side ❤️ I received lots of photos and updates along the way, this was a match made in heaven, we would love to come back next summer!”
“Kayla was absolutely wonderful and I cannot recommend her enough! From the very start she went above and beyond — she was open to meeting us in person before the stay so Willow could get comfortable ahead of time, which made such a difference. Throughout the week she was communicative, sent photos, and was flexible in every way. But honestly, what stood out most was how much she genuinely loved Willow. You could just tell. She told us multiple times how sweet Willow was and that she’d miss her — and we believed every word of it. For us, leaving our girl with someone is a big deal, and Kayla made it so easy to feel at peace. We will absolutely use her again the next time we’re on the island. If you’re looking for a sitter who will treat your dog like family, look no further!”
“Marcia was wonderful; they made my pup feel like a member of the family! I got lots of updates so I didn't have to worry while I was away for work. Cane was having so much fun that I wasn't sure he'd want to come home!”
“Taylor and Tyler took amazing care of our dog Darcy! She had a lot of fun, and was in high spirits at pickup time. It was also really nice to get updates and photos from Taylor & Tyler during her stay. We'll definitely be back next time we're visiting the area. Thanks!”
“Jacqueline was wonderful with both of our dogs! She treated them like family, sent pics and videos and provided great care. Not having to worry about our fur babies made our trip even better. Her home is super dog friendly including a safe and spacious fenced in yard. I recommend Jacqueline and plan on using her dog hospitality and for my dogs again in the future. Superb!”
“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.”
“Mike was recommended to me from a coworker who raved about him! I can see why- my dog was VERY HAPPY with his stay- they sent me pictures so I could see how comfortable he was with them!”
“I can tell by how eager Splash is when she gets out of the car that she loves vacationing with Sergio. My girl is an abandoned rescue with lots of anxiety but loves hanging out with Sergio. Thank you so much!”
“Austin was a fantastic host for Calli! Daily photos and lots of updates gave me much comfort while I was away. Austin was great to communicate with, very clear and punctual!”
“Rebekah and her adorable daughters greeted Sedge with enthusiasm and smiles. They took care to make him comfortable in the new environment, and he spent a lot of time in his happy place...the outdoors! Thanks for providing him a welcoming and loving place to visit.”
“Justine was a phenomenal sitter! We had a bit of a last minute need for a sitter and couldn’t be more happy with our experience. Justine was attentive, helpful, and incredibly friendly. We had so much peace of mind while we were away. Our dog Violet got along so well with her Piper, and they definitely became fast friends. Cannot recommend her enough!”
“Marc has exceeded all my expectations for a dog sitter. His attention to detail and thoughtful care of my two dogs has been incredible. He notices small nuances of their personalities and has clearly taken special care to get to know them and help them feel comfortable and safe. My dogs are eager to stay with him and very calm when I pick them up. I highly recommend Marc without any reservations!”
“Fantastic dog sitter! She is compassionate and takes fantastic care of your pet. My dog was happy and comfortable the entire time she was away and the level of care is even better than a professional facility. She even sends daily pictures and videos and that is great when missing your pup. Next time I need to leave my dog I will definitely be sending her back over Nathalias!!”
About: Lifetime raising and being around a menagerie of different creatures. Dog sizes from giant to miniature. Cats of all shapes and breed as well as exotic animals. I have a full time job that occupies my time. I do have a car on island and substantial break time for mid shift walks/ check ins. If I’m not at work I’m at the beach or curled up watching movies. I have reliable transportation on Martha’s Vineyard and am able to get to most places quickly without much hassle. I live in a beautiful home but would prefer not to board in my space at the moment given the tic issue.
“Jen and Jon were wonderful sitters for our dog. This was the first time leaving her with a sitter and they made me feel very comfortable. I could tell Tootsie was well taken care of and receiving lots of love with each daily update. Drop off and pick up was easy and Jen responded quickly to any questions I had.”
“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.”
“Emily and Caroline took amazing care of Coco!! We were visiting the Cape for a week and knew she was in great hands :) Frequent communication, super flexible with drop off/pick up, and a great fenced in backyard! Will definitely reach out if we are back in town in the future!”
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1Global data from Rover (November 2025)