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%.

1 / 1
Sitter Profile Image: Kari A.
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Kari A.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
35 years of experience
Sandwich, MA, 02644

“Kari & her husband were amazing with my Gracie! Kari sent daily pictures & really intergraded Gracie into their everyday life. I picked up a very happy & loved dog!! I will most definitely book again!!”

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Diane I.
Sitter Profile Image: Marcia S.
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Marcia S.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 18 reviews
11 repeat clients
25 years of experience
Sandwich, MA, 02563

“Marcia did an excellent job taking care of Tuka! I could tell he was very comfortable with her and her family both when I left him and picked him up. Loved all the pictures she sent! We will definitely use her again!”

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Linda P.
Sitter Profile Image: Ryan L.
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Ryan L.
Star Sitter
$43
total per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
3 years of experience
Centerville, MA, 02632

“I was very satisfied with Ryan's care of our dog. He communicated constantly before, during, and after the boarding to alleviate any confusion. He was also considerate in making her feel comfortable in her new environment. I appreciated that Ryan offered to give a a wash and nail trimming at a very affordable rate. This I thought set Ryan apart from other people that we have had watch our dog. We will certainly rebook with Ryan next time we are in the area.”

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Quincy K.
Sitter Profile Image: Ruby S.
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Ruby S.
Star Sitter
$145
total per night
4.9 out of 5 stars
• 26 reviews
4 repeat clients
5 years of experience
Oak Bluffs, MA, 02557

“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!!”

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Taylor J.
Sitter Profile Image: Melissa T.
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Melissa T.
Star Sitter
$89
total per night
5.0 out of 5 stars
• 28 reviews
5 repeat clients
30 years of experience
Pocasset, MA, 02532

“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.”

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Benjavan U.
Sitter Profile Image: Kayla J.
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Kayla J.
$139
total per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
10 years of experience
Edgartown, MA, 02539

“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!”

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Skye L.
Sitter Profile Image: Samantha C.
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Samantha C.
$67
total per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
15 years of experience
Buzzards Bay, MA, 02532

“Samantha took excellent care of Kiki. She provided a loving environment with lots of petting and walks. I would recommend her and will certainly book with her again in the future.”

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James C.
Sitter Profile Image: Jackie & Bill B.
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Jackie & Bill B.
$89
total per night
4.9 out of 5 stars
• 39 reviews
1 repeat client
45 years of experience
East Falmouth, MA, 02536

“Jacquelyn and Bill were great! I could tell they were knowledgeable right when I met them. And they could see that Barry was timid and would need extra attention and they made sure to provide that care. They have a great back yard and I know Barry played a lot because he slept right when he got home. They updated me and sent pictures throughout the whole stay and genuinely cared for our puppy. Would definitely recommend!”

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Abigail M.
Sitter Profile Image: Maria C.
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Maria C.
Star Sitter
$89
total per night
5.0 out of 5 stars
• 117 reviews
42 repeat clients
32 years of experience
Mashpee, MA, 02649

“Maria and her family took wonderful care of our 4 mo old golden. Frequent updates and pictures. Played all day with the other pups. Perfect set up! Thank you Maria!”

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Courtney W.
Sitter Profile Image: Kathleen W.
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Kathleen W.
$56
total per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
20 years of experience
Dartmouth, MA, 02747

“Kathy was amazing with my dog Penny!!! Penny is a 1yr old Jack russell mix and has lots of energy, but Kathy played with her, went for walks and gave Penny lots of snuggles! Kathy was professional, caring, responsible and made me feel 100% comfortable leaving my dog with her. She sent pictures throughout the boarding process along with updates of how Penny was doing. I can’t wait to rebook with her & highly recommend her! 🐶😊”

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Kristen R.
Sitter Profile Image: Marc A.
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Marc A.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 215 reviews
48 repeat clients
12 years of experience
Sandwich, MA, 02563

“Gracie loves spending time at Marc’s. She gets lots of exercise, playtime with other dogs and I enjoy receiving the photos of her when I’m away. I will never board her at a kennel again. It is better for BOTH of us knowing that she’s under 24-hr care.”

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Wendy D.
Sitter Profile Image: Taylor & Tyler R.
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Taylor & Tyler R.
Star Sitter
$44
total per night
5.0 out of 5 stars
• 20 reviews
4 repeat clients
7 years of experience
Fairhaven, MA, 02719

“Taylor was great! She provided updates each day Clover was there and Clover warmed up to her quickly! Taylor is so kind and reliable. I'm looking forward to bringing Clover back and, hopefully, my pup, Flora!”

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Christina S.
Sitter Profile Image: Mike L.
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Mike L.
Star Sitter
$62
total per night
4.9 out of 5 stars
• 114 reviews
36 repeat clients
10 years of experience
Onset, MA, 02558

“Mike was great at keeping in touch and sending pictures. I felt very comfortable my puppy was well taken care of and having fun with the other dogs I would definitely use Mike again 5 stars! Thanks Mike”

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Susan W.
Sitter Profile Image: Sergio S.
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Sergio S.
$45
total per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
10 years of experience
Dartmouth, MA, 02747

“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!”

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Maureen M.
Sitter Profile Image: Justine I.
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Justine I.
Star Sitter
$88
total per night
5.0 out of 5 stars
• 27 reviews
9 repeat clients
20 years of experience
Marion, MA, 02738

“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!”

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Kristina S.
Sitter Profile Image: Rebekah C.
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Rebekah C.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 77 reviews
27 repeat clients
13 years of experience
Acushnet, MA, 02743

“Rebekah was above and beyond awesome! Sammie was well cared for. He got an upset tummy in her home toward the end of the week and she was so sweet to him. She gave him hamburger and rice and poor thing had to clean up after him. We felt SO BAD but not a complaint she was worried about him. FANTASTIC SITTER AND HIGHLY RECOMMEND!!”

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Jennifer H.
Sitter Profile Image: Nathalia P.
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Nathalia P.
$53
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
11 years of experience
Dartmouth, MA, 02747

“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!!”

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Emma M.
Sitter Profile Image: Cheyenne & Jacob R.
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Cheyenne & Jacob R.
$39
total per night
14 years of experience
Wareham, MA, 02571

About: We’ve cared for dogs on and off for the past 14 years and have always had a genuine love for animals. We have experience caring for dogs with different personalities, ages, energy levels, and routines. As a couple, we’re able to provide plenty of attention, companionship, playtime, walks, feeding, and overnight care. Our goal is to make every dog feel safe, comfortable, and loved while their family is away. We are generally busy during the weekdays, but we have plenty of availability from Friday through Monday. This makes us especially flexible for weekend boarding, extended stays, and overnight care. We’re happy to work around your dog’s normal routine and provide the consistency, attention, and care they’re used to while you’re away. We want every dog staying with us to feel like they’re at a second home. We provide a safe, comfortable, and loving environment with plenty of attention, playtime, and opportunities for walks and relaxation. We will follow your instructions closely regarding feeding, medications, crate routines, sleeping arrangements, and other preferences. We also understand how important it is to feel comfortable leaving your pet with someone else, so we’re happy to provide updates and photos throughout their stay

Sitter Profile Image: Emily G.
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Emily G.
$89
total per night
5.0 out of 5 stars
• 21 reviews
2 repeat clients
9 years of experience
Marstons Mills, MA, 02648

“Wow! What a wonderful experience for Leroy and a huge relief to my family! Leroy loved his stay with Emily and we are so very grateful to her for the loving care she gave. 11 out of 10 on the scale!”

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Lawrence A.
Sitter Profile Image: Aaliyah H.
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Aaliyah H.
$39
total per night
5 years of experience
New Bedford, MA, 02746

About: I’ve cared for both dogs and cats for years and have experience with pets of different ages, personalities, and needs. I’m comfortable administering medications to both dogs and cats, and I’ve also provided intensive care for my own dog following a leg injury, including medication, monitoring, and following veterinary care instructions. I currently have two very loving, social dogs who enjoy meeting both people and other animals. I understand that every pet has their own routine and needs, and I’m committed to providing patient, attentive, and loving care while they’re with me. I work a flexible client-based schedule that allows me to check in on pets throughout the day. I’m able to make visits between clients and provide plenty of attention, playtime, potty breaks, and care throughout the day. I’m also available for boarding and can accommodate different routines based on each pet’s individual needs. My home is set up with pet safety and comfort in mind. I keep medications, food, and anything potentially harmful safely out of reach. I use separate food dishes and feeding areas for guest pets and my own dogs to help prevent food related conflicts. I also have dog gates throughout the home so pets can be safely separated when needed, along with a spacious area where they can play and relax. My two dogs are very friendly and enjoy the company of both people and other animals.

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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%.

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Sitter Profile Image: Éva R.
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Éva R.
Star Sitter
$50
total per visit
5.0 out of 5 stars
• 73 reviews
18 repeat clients
21 years of experience
West Tisbury, MA, 02568

“Éva was an amazing help while I was on vacation. She went above and beyond to make sure my cat was well taken care of.”

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Carolyn R.
Sitter Profile Image: Mikayla v.
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Mikayla v.
$23
total per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Tisbury, MA, 02568

“Mikayla was absolutely amazing with our girl scarlet. She was super descriptive in her drop ins and scarlet adores her. I could not recommend Mikayla enough!!”

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Sabrina G.
Sitter Profile Image: Carly I.
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Carly I.
$39
total per visit
7 years of experience
Tisbury, MA, 02568

About: Hi! I have years of dog and cat sitting experience. I used to pet sit for my teachers in high school and continued throughout college. I am now 25 years old and live full time on Martha’s Vineyard. I grew up with 2 cats that are now 16 years old! Please reach out!

Sitter Profile Image: Kendall R.
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Kendall R.
$28
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
6 years of experience
Tisbury, MA, 02568

“Kendall was super helpful in a last minute pinch! Punctual, communicative & super sweet. Loved the pictures she sent during her visits.”

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Samantha C.
Sitter Profile Image: Ruby S.
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Ruby S.
Star Sitter
$50
total per visit
4.9 out of 5 stars
• 26 reviews
4 repeat clients
3 years of experience
Edgartown, MA, 02557

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

Sitter Profile Image: Jennifer Z.
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Jennifer Z.
$45
total per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
25 years of experience
West Tisbury, MA, 02535

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

Sitter Profile Image: Heather & Alex W.
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Heather & Alex W.
$39
total per visit
10 years of experience
West Tisbury, MA, 02568

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!

Sitter Profile Image: Lexi G.
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Lexi G.
$50
total per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Chilmark, MA, 02535

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.

Sitter Profile Image: Emma S.
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Emma S.
$19
total per visit
3 years of experience
Capitol, Oak Bluffs, MA, 02557

About: I have experience administering medications as well as working through behavioral issues. I have worked closely with rescues as a cat foster over the past 2 years and love watching them come out of their shell.

Sitter Profile Image: Olivia H.
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Olivia H.
$45
total per visit
4.4 out of 5 stars
• 9 reviews
4 repeat clients
20 years of experience
Edgartown, MA, 02539

“Olivia was great with Milo. She was very attentive to him and he loved it. We will definitely call her again the next time we are in Martha’s Vineyard.”

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Donna C.
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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%.

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Sitter Profile Image: Kayla J.
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Kayla J.
$111
total per day
5.0 out of 5 stars
• 11 reviews
1 repeat client
10 years of experience
Edgartown, MA, 02539

“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!”

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Maria C.
Sitter Profile Image: Ruby S.
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Ruby S.
Star Sitter
$106
total per day
4.9 out of 5 stars
• 26 reviews
4 repeat clients
5 years of experience
Oak Bluffs, MA, 02557

“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!”

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Richard H.
Sitter Profile Image: Rachel R.
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Rachel R.
$89
total per day
5.0 out of 5 stars
• 21 reviews
5 repeat clients
20 years of experience
Oak Bluffs, MA, 02557

“Rachel and Andrew took wonderful care of our pup! Sadie had an awesome day of walks, play and cuddles. We’d definitely use them again, thank you!!”

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Anna M.
Sitter Profile Image: Jackie & Bill B.
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Jackie & Bill B.
$67
total per day
4.9 out of 5 stars
• 39 reviews
1 repeat client
45 years of experience
East Falmouth, MA, 02536

“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!”

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Nancy D.
Sitter Profile Image: Melissa T.
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Melissa T.
Star Sitter
$78
total per day
5.0 out of 5 stars
• 28 reviews
5 repeat clients
30 years of experience
Pocasset, MA, 02532

“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.”

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Ginnie L.
Sitter Profile Image: Kathleen W.
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Kathleen W.
$45
total per day
5.0 out of 5 stars
• 20 reviews
6 repeat clients
20 years of experience
Dartmouth, MA, 02747

“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!”

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Kelly H.
Sitter Profile Image: Vanessa K.
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Vanessa K.
$39
total per day
5.0 out of 5 stars
• 7 reviews
1 repeat client
8 years of experience
New Bedford, MA, 02744

About: Devoted to pets and their well-being, I stand out with a genuine love for animals and training through comprehensives pet care courses. Your furry companions will thrive under my attentive and knowledgeable care, ensuring a positive and fulfilling experience❤️ I ensure your pet gets consistent care with dedicated time for feeding, play, and walks. I’m flexible to meet any specific needs or unexpected situations, providing reliable and attentive care for your furry friend. I prioritize safety and trust in both my home and yours. I create a hazard-free, pet-friendly environment and ensure secure spaces for play and rest. I follow your care instructions carefully, keeping a consistent and comfortable routine. Open communication and a safe setting are key to a positive experience for you and your pet.

Sitter Profile Image: Maria C.
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Maria C.
Star Sitter
$67
total per day
5.0 out of 5 stars
• 117 reviews
42 repeat clients
32 years of experience
Mashpee, MA, 02649

“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!”

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Kate S.
Sitter Profile Image: Collin N.
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Collin N.
$34
total per day
5.0 out of 5 stars
• 28 reviews
5 repeat clients
21 years of experience
Cotuit, MA, 02635

“Collin has been super with my very exuberant young pup, Gus. He’s been willing to accommodate special requests and work with Gus on his manners. He’s patient and Gus leaves happy as can be after a day at Collin’s!”

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Sarah N.
Sitter Profile Image: Taylor & Tyler R.
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Taylor & Tyler R.
Star Sitter
$37
total per day
5.0 out of 5 stars
• 20 reviews
4 repeat clients
7 years of experience
Fairhaven, MA, 02719

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!

Sitter Profile Image: Rebekah C.
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Rebekah C.
Star Sitter
$45
total per day
5.0 out of 5 stars
• 77 reviews
27 repeat clients
13 years of experience
Acushnet, MA, 02743

“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.”

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Jim O.
Sitter Profile Image: Emily G.
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Emily G.
$76
total per day
5.0 out of 5 stars
• 21 reviews
2 repeat clients
9 years of experience
Marstons Mills, MA, 02648

“Emily was awesome in all areas! She took care of our one year old puppy when we were at a wedding for a night. Very communicative and provided a safe and easy experience!’”

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Eamonn M.
Sitter Profile Image: Marc A.
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Marc A.
Star Sitter
$67
total per day
5.0 out of 5 stars
• 215 reviews
48 repeat clients
12 years of experience
Sandwich, MA, 02563

“I want to give a shout out for Marc.. He is a true dog lover as he has great dogs of his own. I have left my pup with him several times- both for daycare and overnight. He is very caring and attentive- and always takes special care tp pay attention to her specific needs. She loves going there and she has bonded with both Marc and his dogs. I never worry as I know she is safe and always well cared for. Highly Recommend …”

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Ellen L.
Sitter Profile Image: Kevin t.
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Kevin t.
Star Sitter
$40
total per day
5.0 out of 5 stars
• 201 reviews
55 repeat clients
15 years of experience
New Bedford, MA, 02745

“Good find! Kevin took videos of our dog during the day, and she was playing with the other dogs. She was tired when she got home - but good tired!”

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William F.
Sitter Profile Image: Justine I.
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Justine I.
Star Sitter
$67
total per day
5.0 out of 5 stars
• 27 reviews
9 repeat clients
20 years of experience
Marion, MA, 02738

“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.”

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Cory H.
Sitter Profile Image: Jen A.
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Jen A.
$50
total per day
5.0 out of 5 stars
• 41 reviews
8 repeat clients
30 years of experience
Marion, MA, 02738

“Jen is always amazing and kind to our dogs! Highly recommend!!!”

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Angela S.
Sitter Profile Image: Karen V.
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Karen V.
$67
total per day
5.0 out of 5 stars
• 3 reviews
40 years of experience
South Dartmouth, MA, 02748

“Karen was great with Jax! Sent pictures during our stay and kept us updated. Thank you!”

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Kelly H.
Sitter Profile Image: Megan W.
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Megan W.
$70
total per day
5.0 out of 5 stars
• 24 reviews
9 repeat clients
18 years of experience
Forestdale, MA, 02644

“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 !”

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Shanna G.
Sitter Profile Image: Anndrea J.
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Anndrea J.
$50
total per day
5.0 out of 5 stars
• 103 reviews
14 repeat clients
35 years of experience
Bourne, MA, 02532

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.

Sitter Profile Image: Kristy H.
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Kristy H.
$37
total per day
20 years of experience
Wareham, MA, 02571

About: I’ve cared for cats and volunteered in cat rescue for over 20 years. I have always been the person friends, family, and neighbors trust with their pets. I currently volunteer in animal rescue, where I care for and foster kittens, senior cats, and cats with medical needs, including administering medications and monitoring their health. As a licensed Community Health Worker with over 20 years in healthcare, I bring patience, attention to detail, and reliability to every visit. I know every pet is unique, so I take the time to learn their routines, provide enrichment and affection, and keep owners updated with photos and detailed visit reports. My goal is for you to have complete peace of mind while you’re away. Pet care is currently one of my main priorities, which allows me to offer a flexible schedule and provide pets with the time and attention they deserve. I’m available for morning, afternoon, and evening visits, as well as weekends and many holidays. Whether your pet needs a quick potty break, medication, playtime, or companionship, I strive to keep their routine as consistent and stress-free as possible. I communicate promptly and provide updates and photos after every visit so you always know how your pet is doing. Caring for animals is more than just a job to me—it’s something I’m truly passionate about. I have over 20 years of experience in healthcare, am a licensed Massachusetts Community Health Worker, and volunteer and foster with the MSPCA of Cape Cod and It’s All About the Animals, Rochester where I regularly care for and foster cats of all ages, including those requiring medications and special medical care. I understand how important it is to earn your trust, so I carefully follow every instruction regarding feeding, medications, walks, litter boxes, and household routines. I treat every pet as if they were my own, ensure doors and gates remain secure, and always provide detailed updates with photos so you can feel confident your pet is happy, safe, and well cared for.

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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%.

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Sitter Profile Image: Éva R.
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Éva R.
Star Sitter
$50
total per walk
5.0 out of 5 stars
• 73 reviews
18 repeat clients
21 years of experience
West Tisbury, MA, 02568

“Eva has been taking our dog on walks regularly for a few months now and she is absolutely the best. She comes on rainy days and brings towels, she has done some training with him, and is 100% reliable. And she also seems to love hanging with our dog, which is extra nice.”

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Jessica F.
Sitter Profile Image: Jennifer Z.
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Jennifer Z.
$40
total per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
West Tisbury, MA, 02535

“A plus. She is great. Coco loves her”

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John M.
Sitter Profile Image: Carly I.
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Carly I.
$34
total per walk
7 years of experience
Tisbury, MA, 02568

About: Hi! I have years of dog and cat sitting experience. I used to pet sit for my teachers in high school and continued throughout college. I am now 25 years old and live full time on Martha’s Vineyard. I grew up with dogs (bullmastiff and lab). I currently live with two dogs (a senior 3-legged dog and a pup)! Please reach out! I currently work for a non-profit on island working in water quality monitoring. During the summer my schedule is less consistent sometimes ending at 2:30pm and starting at 6:30am. However in the winter I work from 8am to 4pm. I can always be flexible with my schedule and shift work times if needed. Available on weekends. I will make sure to follow your instructions and treat your pet as my own. I will also always respect your home and space. Plenty of pictures and updates will be sent to you while you are away from your pet!

Sitter Profile Image: Lexi G.
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Lexi G.
$50
total per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Chilmark, MA, 02535

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.

Sitter Profile Image: Heather & Alex W.
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Heather & Alex W.
$45
total per walk
10 years of experience
West Tisbury, MA, 02568

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!

Sitter Profile Image: Olivia H.
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Olivia H.
$45
total per walk
4.4 out of 5 stars
• 9 reviews
4 repeat clients
20 years of experience
Edgartown, MA, 02539

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!

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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%.

1 / 1
Sitter Profile Image: Kari A.
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Kari A.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
35 years of experience
Sandwich, MA, 02644

“Kari & her husband were amazing with my Gracie! Kari sent daily pictures & really intergraded Gracie into their everyday life. I picked up a very happy & loved dog!! I will most definitely book again!!”

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Diane I.
Sitter Profile Image: Marcia S.
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Marcia S.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 18 reviews
11 repeat clients
25 years of experience
Sandwich, MA, 02563

“Marcia did an excellent job taking care of Tuka! I could tell he was very comfortable with her and her family both when I left him and picked him up. Loved all the pictures she sent! We will definitely use her again!”

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Linda P.
Sitter Profile Image: Ryan L.
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Ryan L.
Star Sitter
$43
total per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
3 years of experience
Centerville, MA, 02632

“I was very satisfied with Ryan's care of our dog. He communicated constantly before, during, and after the boarding to alleviate any confusion. He was also considerate in making her feel comfortable in her new environment. I appreciated that Ryan offered to give a a wash and nail trimming at a very affordable rate. This I thought set Ryan apart from other people that we have had watch our dog. We will certainly rebook with Ryan next time we are in the area.”

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Quincy K.
Sitter Profile Image: Kayla J.
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Kayla J.
$139
total per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
10 years of experience
Edgartown, MA, 02539

“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!”

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Skye L.
Sitter Profile Image: Samantha C.
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Samantha C.
$67
total per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
15 years of experience
Buzzards Bay, MA, 02532

“Samantha took excellent care of Kiki. She provided a loving environment with lots of petting and walks. I would recommend her and will certainly book with her again in the future.”

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James C.
Sitter Profile Image: Jackie & Bill B.
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Jackie & Bill B.
$89
total per night
4.9 out of 5 stars
• 39 reviews
1 repeat client
45 years of experience
East Falmouth, MA, 02536

“Jacquelyn and Bill were great! I could tell they were knowledgeable right when I met them. And they could see that Barry was timid and would need extra attention and they made sure to provide that care. They have a great back yard and I know Barry played a lot because he slept right when he got home. They updated me and sent pictures throughout the whole stay and genuinely cared for our puppy. Would definitely recommend!”

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Abigail M.
Sitter Profile Image: Marc A.
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Marc A.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 215 reviews
48 repeat clients
12 years of experience
Sandwich, MA, 02563

“Gracie loves spending time at Marc’s. She gets lots of exercise, playtime with other dogs and I enjoy receiving the photos of her when I’m away. I will never board her at a kennel again. It is better for BOTH of us knowing that she’s under 24-hr care.”

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Wendy D.
Sitter Profile Image: Taylor & Tyler R.
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Taylor & Tyler R.
Star Sitter
$44
total per night
5.0 out of 5 stars
• 20 reviews
4 repeat clients
7 years of experience
Fairhaven, MA, 02719

“Taylor was great! She provided updates each day Clover was there and Clover warmed up to her quickly! Taylor is so kind and reliable. I'm looking forward to bringing Clover back and, hopefully, my pup, Flora!”

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Christina S.
Sitter Profile Image: Mike L.
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Mike L.
Star Sitter
$62
total per night
4.9 out of 5 stars
• 114 reviews
36 repeat clients
10 years of experience
Onset, MA, 02558

“Mike was great at keeping in touch and sending pictures. I felt very comfortable my puppy was well taken care of and having fun with the other dogs I would definitely use Mike again 5 stars! Thanks Mike”

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Susan W.
Sitter Profile Image: Sergio S.
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Sergio S.
$45
total per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
10 years of experience
Dartmouth, MA, 02747

“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!”

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Maureen M.
Sitter Profile Image: Justine I.
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Justine I.
Star Sitter
$88
total per night
5.0 out of 5 stars
• 27 reviews
9 repeat clients
20 years of experience
Marion, MA, 02738

“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!”

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Kristina S.
Sitter Profile Image: Rebekah C.
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Rebekah C.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 77 reviews
27 repeat clients
13 years of experience
Acushnet, MA, 02743

“Rebekah was above and beyond awesome! Sammie was well cared for. He got an upset tummy in her home toward the end of the week and she was so sweet to him. She gave him hamburger and rice and poor thing had to clean up after him. We felt SO BAD but not a complaint she was worried about him. FANTASTIC SITTER AND HIGHLY RECOMMEND!!”

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Jennifer H.
Sitter Profile Image: Nathalia P.
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Nathalia P.
$53
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
11 years of experience
Dartmouth, MA, 02747

“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!!”

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Emma M.
Sitter Profile Image: Emily G.
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Emily G.
$89
total per night
5.0 out of 5 stars
• 21 reviews
2 repeat clients
9 years of experience
Marstons Mills, MA, 02648

“Wow! What a wonderful experience for Leroy and a huge relief to my family! Leroy loved his stay with Emily and we are so very grateful to her for the loving care she gave. 11 out of 10 on the scale!”

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Lawrence A.
Sitter Profile Image: Kelly S.
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Kelly S.
$73
total per night
5.0 out of 5 stars
• 4 reviews
3 repeat clients
5 years of experience
New Bedford, MA, 02740

“Kelly was a great sitter! She was super communicative and my dog came home happy ☺️”

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Angela C.
Sitter Profile Image: Jen A.
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Jen A.
$73
total per night
5.0 out of 5 stars
• 41 reviews
8 repeat clients
30 years of experience
Marion, MA, 02738

“Jen and her family took excellent care of our dog while he was staying with them. She took him for walks, played frisbee and let him run with her dog all day long. Our lab loved it there! They were very friendly, sent lots of pictures and were easy to coordinate pick up and drop off with. We are so grateful to have found her and will definitely be boarding our dog with her again. She was wonderful!”

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Christian S.
Sitter Profile Image: Kevin t.
Verified Background Check
Kevin t.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 201 reviews
55 repeat clients
15 years of experience
New Bedford, MA, 02745

“I was so nervous. First time leaving my fur baby. Kevin put my mind at ease. Extremely patient. He sent pictures and videos. I highly recommend. You will have no worries.”

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Kathleen S.
Sitter Profile Image: Francis L.
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Francis L.
$139
total per night
15 years of experience
Vineyard Haven, MA, 02568

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.

Sitter Profile Image: Victoria P.
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Victoria P.
$73
total per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
New Bedford, MA, 02740

“100% satisfied with Victoria couldn't ask for any one better to watch my dog. Ty is an 18 year old morkie who requires alot of care he is completely blind and wears a diaper and Victoria went above and beyond with my dog. I knew ty was in good hands with Victoria. I will definitely leave ty with Victoria if I ever need a dog sitter again. Thank you Victoria 😊 10 stars from me ❤️”

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Lina D.
Sitter Profile Image: Rachel R.
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Rachel R.
$184
total per night
5.0 out of 5 stars
• 21 reviews
5 repeat clients
20 years of experience
Oak Bluffs, MA, 02557

“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.”

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john f a.
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