Pet Sitting in Oak Bluffs

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Top rated Oak Bluffs pet sitters

1 / 1
Sitter Profile Image: Darla K.
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Darla K.
from
$30
per visit
5 out of 5.0 stars
3 reviews
1 repeat client
14 years of experience
West Tisbury, MA, 02575

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

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Melissa P.
Sitter Profile Image: Éva R.
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Éva R.
Star Sitter
from
$35
per visit
5 out of 5.0 stars
30 reviews
10 repeat clients
21 years of experience
West Tisbury, MA, 02568

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

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Karen M.
Sitter Profile Image: Mikayla C.
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Mikayla C.
from
$25
per visit
5 out of 5.0 stars
52 reviews
17 repeat clients
15 years of experience
Teaticket, MA, 02536

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

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Elizabeth M.
Sitter Profile Image: Shane M.
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Shane M.
from
$15
per visit
20 years of experience
Edgartown, MA, 02539

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

Sitter Profile Image: Ruby S.
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Ruby S.
from
$25
per visit
5 out of 4.6 stars
5 reviews
3 years of experience
Oak Bluffs, MA, 02557

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

Sitter Profile Image: Meredith B.
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Meredith B.
from
$33
per visit
5 out of 5.0 stars
12 reviews
2 repeat clients
10 years of experience
Edgartown, MA, 02539

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

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Alyssa M.
Sitter Profile Image: Alexis F.
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Alexis F.
from
$30
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
22 years of experience
Oak Bluffs, MA, 02557

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

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Mary Michael L.
Sitter Profile Image: Barry F.
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Barry F.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
35 reviews
15 repeat clients
30 years of experience
Mashpee, MA, 02649

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

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J D.
Sitter Profile Image: Katherine B.
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Katherine B.
from
$18
per visit
5 out of 5.0 stars
5 reviews
2 repeat clients
10 years of experience
West Tisbury, MA, 02575

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

Sitter Profile Image: Megan P.
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Megan P.
from
$15
per visit
5 out of 5.0 stars
1 review
1 repeat client
5 years of experience
Tisbury, MA, 02568

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

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Samantha C.
Sitter Profile Image: Alexandru G.
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Alexandru G.
from
$35
per visit
10 years of experience
West Tisbury, MA, 02568

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.

Sitter Profile Image: Mikaela S.
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Mikaela S.
from
$15
per visit
2 repeat clients
10 years of experience
Falmouth, MA, 02536

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

Sitter Profile Image: Jennifer K.
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Jennifer K.
from
$16
per visit
10 years of experience
Falmouth, MA, 02536

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

Sitter Profile Image: Kiera T.
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Kiera T.
from
$15
per visit
5 years of experience
Oak bluffs, MA, 02557

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

Sitter Profile Image: Kayla J.
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Kayla J.
from
$50
per visit
5 out of 5.0 stars
2 reviews
10 years of experience
Edgartown, MA, 02539

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

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karen b.
Sitter Profile Image: Caroline H.
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Caroline H.
from
$18
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
5 years of experience
Edgartown, MA, 02539

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

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Christopher B.
Sitter Profile Image: Bryann B.
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Bryann B.
from
$50
per visit
20 years of experience
West Tisbury, MA, 02575

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

Sitter Profile Image: Susan P.
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Susan P.
from
$35
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
20 years of experience
Edgartown, MA, 02539

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

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Matt V.
Sitter Profile Image: Morgan B.
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Morgan B.
from
$35
per visit
5 out of 5.0 stars
5 reviews
5 years of experience
Tisbury, MA, 02568

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

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Gayle F.
Sitter Profile Image: Sonja J.
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Sonja J.
from
$60
per visit
5 out of 5.0 stars
21 reviews
8 repeat clients
4 years of experience
Oak Bluffs, MA, 02557

Sonja was great! We will definitely use her again when we need care for our dogs when we're on MV!

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Nancy T.
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Sitter Profile Image: Darla K.
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Sitter Profile Image: Darla K.
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Darla K.

Dogs are better than humans!
West Tisbury, MA, 02575
6.1 mi. away
Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

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

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Éva R.
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Sitter Profile Image: Éva R.
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Éva R.
Rover 101
Star Sitter

Your Furry Family's Bonus BFF on MV
West Tisbury, MA, 02568
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per visit
5 out of 5.0 stars
30 reviews
10 repeat clients
Profile image

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

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mikayla C.
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Sitter Profile Image: Mikayla C.
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Mikayla C.

Your pets are royalty
Teaticket, MA, 02536
8.7 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
52 reviews
17 repeat clients
Profile image

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

Availability updated 10 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Shane M.
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Sitter Profile Image: Shane M.
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Shane M.

Dog lover, walking fanatic
Edgartown, MA, 02539
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
20 years of experience

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

Availability updated 14 days ago
Sitter Profile Image: Ruby S.
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Sitter Profile Image: Ruby S.
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Ruby S.

I’m a true animal lover
Oak Bluffs, MA, 02557
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 4.6 stars
5 reviews

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

Availability updated 17 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Meredith B.
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Sitter Profile Image: Meredith B.
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Meredith B.

Love and empathy for animals 💖
Edgartown, MA, 02539
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$33
per visit
5 out of 5.0 stars
12 reviews
2 repeat clients
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Meredith took excellent care of my cat, Indy while I was away! She sent many pictures and I could tell he warmed up to her. I would definitely ask her to petsit again.

Availability updated 12 days ago
Sitter Profile Image: Alexis F.
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Sitter Profile Image: Alexis F.
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Alexis F.

Your pet is in good hands ! 😊 😸🐶
Oak Bluffs, MA, 02557
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

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

Availability updated today
Sitter Profile Image: Barry F.
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Sitter Profile Image: Barry F.
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Barry F.
Star Sitter

Dog loving care provider.
Mashpee, MA, 02649
8.3 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
35 reviews
15 repeat clients
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Barry is an exceptionally nice man and excellent with my very energetic dogs. He is knowledgeable and very capable. I would highly recommend him!

Availability updated 9 days ago
Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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Katherine B.

Kind Pet Lover
West Tisbury, MA, 02575
7.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
5 reviews
2 repeat clients

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

Availability updated 60 days ago
Sitter Profile Image: Megan P.
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Sitter Profile Image: Megan P.
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Megan P.

Young, energetic, fun young adult
Tisbury, MA, 02568
2.7 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
1 review
1 repeat client
Profile image

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

Availability updated 41 days ago
Sitter Profile Image: Alexandru G.
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Sitter Profile Image: Alexandru G.
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Alexandru G.

Wiggle Butts and Snuggles
West Tisbury, MA, 02568
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per visit
2 reviews

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

Availability updated 15 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mikaela S.
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Sitter Profile Image: Mikaela S.
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Mikaela S.

Experienced dog lover 🐾
Falmouth, MA, 02536
8.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
2 repeat clients

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

Availability updated 3 days ago
Sitter Profile Image: Jennifer K.
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Sitter Profile Image: Jennifer K.
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Jennifer K.

Ready to cater to your dogs’ needs!
Falmouth, MA, 02536
7.9 mi. away
Drop-In Visits
from
$16
per visit
4 reviews

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

Availability updated 19 days ago
Sitter Profile Image: Kiera T.
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Sitter Profile Image: Kiera T.
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Kiera T.

Compassionate animal lover
Oak bluffs, MA, 02557
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
1 review

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

Availability updated 2 days ago
Sitter Profile Image: Kayla J.
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Sitter Profile Image: Kayla J.
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Kayla J.

Responsible animal lover!
Edgartown, MA, 02539
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per visit
5 out of 5.0 stars
2 reviews
Profile image

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

Availability updated 7 months ago
Sitter Profile Image: Caroline H.
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Sitter Profile Image: Caroline H.
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Caroline H.

Unleash the Fun!
Edgartown, MA, 02539
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

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

Availability updated over 1 year ago
Sitter Profile Image: Bryann B.
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Sitter Profile Image: Bryann B.
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Bryann B.

Friendly & compassionate dog lover
West Tisbury, MA, 02575
4.9 mi. away
Drop-In Visits, Dog Walking
from
$50
per visit
6 reviews

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

Availability updated 87 days ago
Sitter Profile Image: Susan P.
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Sitter Profile Image: Susan P.
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Susan P.

Does your pup need a break?
Edgartown, MA, 02539
5.6 mi. away
Drop-In Visits
from
$35
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

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

Availability updated 7 months ago
Sitter Profile Image: Morgan B.
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Sitter Profile Image: Morgan B.
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Morgan B.

All Pets Welcome
Tisbury, MA, 02568
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per visit
5 out of 5.0 stars
5 reviews
Profile image

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

Availability updated over 1 year ago
Sitter Profile Image: Sonja J.
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Sitter Profile Image: Sonja J.
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Sonja J.

Experienced & Loving Pet Sitter
Oak Bluffs, MA, 02557
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per visit
5 out of 5.0 stars
21 reviews
8 repeat clients
Profile image

Sonja was great! We will definitely use her again when we need care for our dogs when we're on MV!

Availability updated 8 months ago

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