Dog Sitting in Osterville

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Top rated Osterville dog sitters

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Sitter Profile Image: Stefanie T.
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Stefanie T.
Star Sitter
from
$16
per visit
5 out of 4.9 stars
29 reviews
22 repeat clients
25 years of experience
Yarmouth port, MA, 02675

This is the second time A Stefanie has helped us out and this time was last minute. She is super easy to work with and great at communicating! We love all the pictures while we are away :)

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Brittany S.
Sitter Profile Image: Gail G.
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Gail G.
from
$40
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
50 years of experience
Sandwich, MA, 02563

Gail is wonderful! She is very patient and kind and also has this very calm nature about her that just shines through. Meeting Gail felt like sitting down with a friend. I feel blessed that we found her and look forward to her becoming a part of my babies lives.

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Patricia B.
Sitter Profile Image: Eliza W.
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Eliza W.
from
$25
per visit
5 out of 5.0 stars
6 reviews
2 repeat clients
15 years of experience
East Sandwich, MA, 02537

About: I treat all dogs as if they’re my own! I have an Aussie Mix and a German Shepherd who love to be outdoors and stay active. I look forward to meeting you and your pup. I work as a full time medical sales rep which helps me create a flexible work schedule during the week and weekends! I can plan in advance or help out last minute. I have a safely wooded yard on a private quiet road with only 8 homes on the street. We are always outdoors playing fetch and going on walks.

Sitter Profile Image: Taylor H.
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Taylor H.
from
$25
per visit
5 out of 5.0 stars
26 reviews
5 repeat clients
10 years of experience
Barnstable, MA, 02601

TAYLOR IS SPECTACULAR!!! She’s one of the best dog sitters I have ever had. She is so kind and communicates very well. She adores Hank and goes above and beyond to make sure he has a great time. She takes him on long hikes, to the beach and trail walks. She makes sure her feels right at home when he spends the night. She even gave him a bath before returning him to me after a week away. I can’t say enough positive things about her! Hire her and see for yourself!

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Melinda H.
Sitter Profile Image: Ashley R.
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Ashley R.
from
$50
per visit
5 out of 4.8 stars
20 reviews
5 repeat clients
10 years of experience
Mashpee, MA, 02649

Ashley has been our sitter for over a year now!! She’s great with our dog Bikku, she walks her when she can, spends quality time with her, and gives me detailed updates.

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Kate L.
Sitter Profile Image: Sarah G.
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Sarah G.
from
$32
per visit
5 out of 5.0 stars
37 reviews
12 repeat clients
10 years of experience
Sandwich, MA, 02563

Sarah took care of our terrier Wally on our wedding weekend and we are so grateful! She even managed to get our anxious pup to eat his dinner (twice!).

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Peter K.
Sitter Profile Image: Nicole M.
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Nicole M.
from
$20
per visit
5 out of 5.0 stars
3 reviews
3 repeat clients
20 years of experience
Mashpee, MA, 02649

Nicole was a pleasure to have daily drop ins with our pet. She is personable, responsible and reliable.

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Lyn G.
Sitter Profile Image: Jeneva L.
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Jeneva L.
from
$25
per visit
15 years of experience
Centerville, MA, 02632

About: I’ve cared for dogs and cats of all ages—from playful puppies and kittens to gentle seniors with special needs. With a lifetime of experience raising and nurturing pets (including bunnies, hamsters, and guinea pigs!), I’ve learned how to tune in to each animal’s unique personality and needs. I’m a stay at home wife. I work part time for my husband so in my free time I love to spend time with my own pup. But love to help out others who may not have a lot of free time of their own. When caring for pets in your home, I respect your space and follow your routine to keep things consistent for your fur baby. I’m very detail-oriented and happy to handle feedings, walks, playtime, medication, and extra care for senior or special-needs pets. I’ll keep you updated with messages and photos so you know your pet is safe, loved, and in good hands.

Sitter Profile Image: Amanda S.
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Amanda S.
from
$25
per visit
5 out of 4.8 stars
9 reviews
1 repeat client
20 years of experience
Mashpee, MA, 02649

About: Experience with senior dogs, difficult cats, and hyper young ones who need that special one on one attention. Having cared for a dog with cancer, I am happy to do any extra care necessary for special cases. I have a very flexible hybrid schedule, which means I can work from your home and provide your pal with around the day attention and breaks. I have a young cat at home and have experience with dogs that are prone to bolting. I am neat and will always attend to your house and pet like it is my own.

Sitter Profile Image: Tara S.
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Tara S.
from
$15
per visit
5 out of 5.0 stars
1 review
2 years of experience
Barnstable, MA, 02601

About: My family has owned 4 dogs. A Chow-Chow , Rat terrier, Golden Doodle and a Maltese. My favorite part of taking care of them was being able to go on walks with a furry friend 😊 I try to be as flexible as possible. I work at a restaurant so usually working 10am so would love to fit in walks before then! And after! Having a clean and tidy space for animals to play safely. Make sure to always have an eye on them when they are walking around the house.

Sitter Profile Image: Heather B.
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Heather B.
from
$22
per visit
5 out of 5.0 stars
12 reviews
3 repeat clients
18 years of experience
Barnstable, MA, 02601

About: I've taken care of dogs ever since I was in highschool. I have taken care of 3 dogs at once and enjoy running around and bringing them on walks. I love to snuggle and give all my love to every pet! This will be my daily as well as weekly routine. Whatever anyone needs I am willing to be flexible to their pets and the families I have a fully fenced in yard with lots of room to run around. I have a loving lab that would love to have a playmate. However I also have two extra rooms and will be willing to separate the dogs for whatever reason. Anything to make your fur baby feel more at home

Sitter Profile Image: Samantha M.
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Samantha M.
from
$25
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
5 years of experience
Mashpee, MA, 02649

Samantha was so great with our dog Zeke! Came everyday on time and was very communicative which we appreciate. Would recommend :)

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Jennifer C.
Sitter Profile Image: Michael B.
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Michael B.
from
$25
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
2 years of experience
Barnstable, MA, 02648

About: I've always loved and been the go-to person for friends, family, and neighbors when they need a reliable pet-sitter. Since I was 12 years old I've watched big and small dogs, making sure they get fed, walked, and played with until their parents return. I look forward to meeting you and your fur babies and providing a safe, fun environment while you're away. I'm currently a full-time student (some in-person classes, some online/remote) so there are a few times I'll have to be on campus. Besides that I am fully available. I like to feed and walk at the same time every day. On walks I prefer to use a harness instead of a collar, and I airways avoid dog parks.

Sitter Profile Image: Krisann L.
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Krisann L.
from
$25
per visit
1 repeat client
30 years of experience
Marstons Mills, MA, 02648

About: I have taken care of animals all my life. I have always had pets of my own and taken care of family and friends pets. My children are all grown so I have alot of free time and would love to help others with busy schedules. My schedule is quite flexible and I am available 7 days/week. I currently work 32 hours per week 7-3 alternating days and every other weekend. I am available some days for morning walks and everyday after 3. I will walk your pet where you prefer I do and am also willing to take them for rides to other walking areas such as canal or trails.

Sitter Profile Image: Megan C.
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Megan C.
from
$20
per visit
1 repeat client
10 years of experience
Marstons Mills, MA, 02648

About: Born and raised with pets and have helped friends and family with their furry friends. I have experience with pets of all ages and sizes so any and all are welcome! Monday through Friday I’m available for early morning walks and/or any time after three. Saturday and Sunday I’m available all day. I am very flexible and willing to work with your schedule. I prefer a meet and greet where we can discuss any special needs, accommodations, and safety issues for your pet. I commit to meeting your expectations and give your pet the best care possible

Sitter Profile Image: Jacquelyn "JB Pet Sitter" B.
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Jacquelyn "JB Pet Sitter" B.
from
$29
per visit
1 repeat client
50 years of experience
Barnstable, MA, 02655

About: I have been a pet owner since I was a little girl, dogs, cats, rabbits, guinea pigs, chickens, ducks, hampsters and birds. I do not do reptiles. I am retired and home all day so I have plenty of time to visit, feed, play, walk, relax and take to appointments. I enjoy meeting all fur babies. I have a fenced yard and three friendly dogs to keep your fur babies company, I can easily crate you fur baby if you prefer.

Sitter Profile Image: Echo M.
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Echo M.
from
$35
per visit
5 out of 5.0 stars
1 review
1 repeat client
40 years of experience
Centerville, MA, 02632

About: I have taken care of dogs in my own home and for others in their home my whole life! I love them and am very caring and understanding :) I am currently working part time, but have afternoons and mornings available and very flexible on weekends! I am very much willing to rearrange my schedule in order to take care of animals :-) I have a roomy house and yard to walk your pet outdoors or play with them indoors! I am happy to have them board at my house or come to theirs to care for them! I will go above and beyond for fur babies!

Sitter Profile Image: Julia H.
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Julia H.
from
$20
per visit
2 years of experience
Centerville, MA, 02632

About: this is my first time using a professional app for dog sitting, I have always helped animals at any local party/event I've gone too. Even if I am not asked to, I ask attendees if I can fill up food/water bowls, give them walks, tend to their needs, whatever to take off the hosts mind. I'm currently working part time ! My schedule is usually free after 2pm and I can come in all day on Mondays , Tues , and Thursdays. When I had a dog and a cat my yard was always fenced up, I can provide walks around the neighborhood if it's wished, and If you animal feels the need to sleep by my side at night they can do so as pleased, any accommodations provided to your furry friends will be fulfilled.

Sitter Profile Image: Cayleigh m.
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Cayleigh m.
from
$15
per visit
1 repeat client
7 years of experience
Centerville, MA, 02632

About: I'm a former cross country runner and personal trainer who loves dogs! I currently own a yellow lab, but i have owned Shih Tzus, Border Collies, Shiba Inns, and Rottweilers. I love caring for and exercising my family's, friends, and loved one's dogs of all sizes and ages. I'm a college student with a light class schedule and only work per diem, so I have a wide availability, including mornings, afternoons, and evenings. I am very considerate of others' property, I volunteer as an EMT so I am used to being in other people's homes and being considerate of their belongings.

Sitter Profile Image: Nikki W.
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Nikki W.
from
$18
per visit
5 out of 5.0 stars
48 reviews
13 repeat clients
3 years of experience
Osterville, MA, 02655

Nikki was fantastic! Highly recommend.

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John P.
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Sitter Profile Image: Stefanie T.
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Sitter Profile Image: Stefanie T.
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Stefanie T.
Star Sitter

Worry no more! Pets love me
Yarmouth port, MA, 02675
9.8 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 4.9 stars
29 reviews
22 repeat clients
Profile image

This is the second time A Stefanie has helped us out and this time was last minute. She is super easy to work with and great at communicating! We love all the pictures while we are away :)

Availability updated 12 days ago
Sitter Profile Image: Gail G.
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Sitter Profile Image: Gail G.
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Gail G.

I'm an Animal Lover!
Sandwich, MA, 02563
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Gail is wonderful! She is very patient and kind and also has this very calm nature about her that just shines through. Meeting Gail felt like sitting down with a friend. I feel blessed that we found her and look forward to her becoming a part of my babies lives.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Eliza W.
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Sitter Profile Image: Eliza W.
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Eliza W.

Dog Lover
East Sandwich, MA, 02537
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
6 reviews
2 repeat clients

Eliza is a natural with ALL dogs! She is very responsible and communicative. She will care for your pet as though it was her own.

Availability updated 6 days ago
Sitter Profile Image: Taylor H.
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Sitter Profile Image: Taylor H.
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Taylor H.

My passion is animal care!
Barnstable, MA, 02601
6.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
26 reviews
5 repeat clients
Profile image

TAYLOR IS SPECTACULAR!!! She’s one of the best dog sitters I have ever had. She is so kind and communicates very well. She adores Hank and goes above and beyond to make sure he has a great time. She takes him on long hikes, to the beach and trail walks. She makes sure her feels right at home when he spends the night. She even gave him a bath before returning him to me after a week away. I can’t say enough positive things about her! Hire her and see for yourself!

Availability updated 74 days ago
Sitter Profile Image: Ashley R.
Verified Enhanced Background Check
Sitter Profile Image: Ashley R.
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Ashley R.

dog mom 🐕🤍
Mashpee, MA, 02649
4.3 mi. away
House Sitting, Drop-In Visits
from
$50
per visit
5 out of 4.8 stars
20 reviews
5 repeat clients
Profile image

Ashley has been our sitter for over a year now!! She’s great with our dog Bikku, she walks her when she can, spends quality time with her, and gives me detailed updates.

Availability updated today
Sitter Profile Image: Sarah G.
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Sitter Profile Image: Sarah G.
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Sarah G.

Insured sitter with vet experience!
Sandwich, MA, 02563
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per visit
5 out of 5.0 stars
37 reviews
12 repeat clients
Profile image

Sarah took care of our terrier Wally on our wedding weekend and we are so grateful! She even managed to get our anxious pup to eat his dinner (twice!).

Availability updated 39 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Nicole M.
Verified Enhanced Background Check
Sitter Profile Image: Nicole M.
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Nicole M.

Caring responsible animal lover
Mashpee, MA, 02649
4.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
3 reviews
3 repeat clients
Profile image

Nicole was a pleasure to have daily drop ins with our pet. She is personable, responsible and reliable.

Availability updated 2 days ago
Sitter Profile Image: Jeneva L.
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Sitter Profile Image: Jeneva L.
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Jeneva L.

Your fur-babies next best friend ♥️
Centerville, MA, 02632
4.8 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
2 reviews

Jeneva is a wonderful provider and protector for your pets. She has taken care of our dog to the highest degree with daily research and he is a very happy boy for that. She grew up with rabbits cats dogs hamsters and even fish so shes used to any and all loving pets. No better choice for your pet caretaker!

Availability updated 20 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Amanda S.
Verified Enhanced Background Check
Sitter Profile Image: Amanda S.
Verified Enhanced Background Check

Amanda S.

An attentive pet owner & caretaker
Mashpee, MA, 02649
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 4.8 stars
9 reviews
1 repeat client

I’ve never seen Amanda not take incredible care of other animals. Her experience and expertise in caring for dogs, cats, and horses is a boon for any potential client. Her active lifestyle lends itself to an interactive and enriching experience for the pets in her care.

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tara S.
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Sitter Profile Image: Tara S.
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Tara S.

Cape cod dog walker/sitter! 🐾
Barnstable, MA, 02601
5.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
1 review

About: My family has owned 4 dogs. A Chow-Chow , Rat terrier, Golden Doodle and a Maltese. My favorite part of taking care of them was being able to go on walks with a furry friend 😊 I try to be as flexible as possible. I work at a restaurant so usually working 10am so would love to fit in walks before then! And after! Having a clean and tidy space for animals to play safely. Make sure to always have an eye on them when they are walking around the house.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Heather B.
Verified Enhanced Background Check
Sitter Profile Image: Heather B.
Verified Enhanced Background Check

Heather B.

Loving & caring all your pet needs!
Barnstable, MA, 02601
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
12 reviews
3 repeat clients

I have known Heather for over 15 years. Heather is a loving dog owner to her pup Marshmallow. She is very responsible- always spending time with her and taking her for walks. Heather would be a perfect dog caregiver.

Availability updated 17 days ago
Sitter Profile Image: Samantha M.
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Sitter Profile Image: Samantha M.
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Samantha M.

Dog obsessed college athlete
Mashpee, MA, 02649
4.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Samantha was so great with our dog Zeke! Came everyday on time and was very communicative which we appreciate. Would recommend :)

Availability updated 2 days ago
Sitter Profile Image: Michael B.
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Sitter Profile Image: Michael B.
Verified Enhanced Background Check

Michael B.

Reliable paws, happy tails
Barnstable, MA, 02648
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
4 reviews
1 repeat client

We couldn't be happier with Michael as our dog walker for Odin! From day one, he’s been reliable, punctual, and incredibly caring. Odin absolutely loves his walks with Michael, and it’s clear that Michael truly understands and connects with him. He goes above and beyond, providing not only exercise but also mental stimulation, and always tailors the walks to Odin’s needs and energy levels. Michael’s attention to detail is epic —whether it’s checking Odin’s paws after a walk or sending us a quick update, we always feel at ease knowing our fur baby is in such great hands. It’s a huge relief to know that Odin gets the attention and care he deserves. Highly recommend Michael for anyone looking for a trustworthy and compassionate dog walker!

Availability updated 4 months ago
Sitter Profile Image: Krisann L.
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Sitter Profile Image: Krisann L.
Verified Enhanced Background Check

Krisann L.

I’ll be your dogs best friend!
Marstons Mills, MA, 02648
4.2 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
1 repeat client

About: I have taken care of animals all my life. I have always had pets of my own and taken care of family and friends pets. My children are all grown so I have alot of free time and would love to help others with busy schedules. My schedule is quite flexible and I am available 7 days/week. I currently work 32 hours per week 7-3 alternating days and every other weekend. I am available some days for morning walks and everyday after 3. I will walk your pet where you prefer I do and am also willing to take them for rides to other walking areas such as canal or trails.

Availability updated 20 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Megan C.
Verified Enhanced Background Check
Sitter Profile Image: Megan C.
Verified Enhanced Background Check

Megan C.

Flexible, loving care for your pet
Marstons Mills, MA, 02648
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
1 repeat client

About: Born and raised with pets and have helped friends and family with their furry friends. I have experience with pets of all ages and sizes so any and all are welcome! Monday through Friday I’m available for early morning walks and/or any time after three. Saturday and Sunday I’m available all day. I am very flexible and willing to work with your schedule. I prefer a meet and greet where we can discuss any special needs, accommodations, and safety issues for your pet. I commit to meeting your expectations and give your pet the best care possible

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jacquelyn "JB Pet Sitter" B.
Verified Enhanced Background Check
Sitter Profile Image: Jacquelyn "JB Pet Sitter" B.
Verified Enhanced Background Check

Jacquelyn "JB Pet Sitter" B.

Looking to meet new furry friends
Barnstable, MA, 02655
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$29
per visit
2 reviews
1 repeat client

Jacquelyn truly loves what she does and the pets respond to her. Jacquelyn loved and played with my little sweethearts....actually they took to her immediately at our initial meet and greet! We loved getting daily updates and pics. I recommend Jacquelyn hands down!

Availability updated 27 days ago
Sitter Profile Image: Echo M.
Verified Enhanced Background Check
Sitter Profile Image: Echo M.
Verified Enhanced Background Check

Echo M.

Loving, caring and very patient!
Centerville, MA, 02632
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per visit
5 out of 5.0 stars
1 review
1 repeat client

About: I have taken care of dogs in my own home and for others in their home my whole life! I love them and am very caring and understanding :) I am currently working part time, but have afternoons and mornings available and very flexible on weekends! I am very much willing to rearrange my schedule in order to take care of animals :-) I have a roomy house and yard to walk your pet outdoors or play with them indoors! I am happy to have them board at my house or come to theirs to care for them! I will go above and beyond for fur babies!

Availability updated 3 months ago
Sitter Profile Image: Julia H.
Verified Enhanced Background Check
Sitter Profile Image: Julia H.
Verified Enhanced Background Check

Julia H.

Time for some paws and claws !
Centerville, MA, 02632
2.8 mi. away
House Sitting, Drop-In Visits
from
$20
per visit
2 years of experience

About: this is my first time using a professional app for dog sitting, I have always helped animals at any local party/event I've gone too. Even if I am not asked to, I ask attendees if I can fill up food/water bowls, give them walks, tend to their needs, whatever to take off the hosts mind. I'm currently working part time ! My schedule is usually free after 2pm and I can come in all day on Mondays , Tues , and Thursdays. When I had a dog and a cat my yard was always fenced up, I can provide walks around the neighborhood if it's wished, and If you animal feels the need to sleep by my side at night they can do so as pleased, any accommodations provided to your furry friends will be fulfilled.

Availability updated 66 days ago
Sitter Profile Image: Cayleigh m.
Verified Enhanced Background Check
Sitter Profile Image: Cayleigh m.
Verified Enhanced Background Check

Cayleigh m.

Active Canine Lover
Centerville, MA, 02632
2.6 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
1 review
1 repeat client

Cayleigh is an extremely trustworthy individual. She has an extreme soft spot for animals and has never encountered an animal she doesn't adore. Cayleigh treats all animals as if they were her children and I trust her with all 3 of my dogs! Overall she is an amazing choice for pet care and she will treat your adorable pets as her own!

Availability updated 77 days ago
Sitter Profile Image: Nikki W.
Verified Enhanced Background Check
Sitter Profile Image: Nikki W.
Verified Enhanced Background Check

Nikki W.

Dog lover!
Osterville, MA, 02655
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
48 reviews
13 repeat clients
Profile image

Nikki was fantastic! Highly recommend.

Availability updated 12 days ago

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