House Sitting in Vineyard Haven

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Top rated Vineyard Haven house sitters

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Sitter Profile Image: Éva R.
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Éva R.
from
$75
per night
5 out of 5.0 stars
12 reviews
1 repeat client
21 years of experience
West Tisbury, MA, 02568

Eva was so helpful and flexible with scheduling and she really connected with my dog and sent photos showing how he was doing! Highly recommend her.

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Sitter Profile Image: Ellen D.
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Ellen D.
from
$65
per night
1 repeat client
20 years of experience
Forestdale, MA, 02644

About: I have over 20 years experience in pet sitting. I love giving a helping hand to all pets. Being on schedule is important and key. I’m currently working only part time! And have time for cat cuddles, and dog walks. Pet sitting fits right into my schedule. It works perfectly Not applicable at this time. As I do not meet the requirements to keep dogs safely in my home. Hopeful someday! It is a goal

Sitter Profile Image: Kathleen R.
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Kathleen R.
from
$90
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
30 years of experience
Cotuit, MA, 02635

Kathleen was amazing with our three pups. When first meeting with her, they took to her immediately, which is always a good sign. She checked in with us several times a day, with text messages, photos and videos. The pups looked very happy. Thank you so much Kathleen, we definitely be using your services again!

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Sitter Profile Image: Cecilia L.
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Cecilia L.
from
$75
per night
5 out of 5.0 stars
4 reviews
2 years of experience
Falmouth, MA, 02556

Cecilia was awesome I felt very comfortable having her stay in my home for three nights and watch Milo my 85 pound lab I do plan on using her services in the future.Grace and Milo

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Sitter Profile Image: Amanda D.
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Amanda D.
from
$40
per night
5 out of 5.0 stars
7 reviews
15 years of experience
Pocasset, MA, 02559

Amanda is an outstanding pet caregiver who truly goes above and beyond. She has been dependable time and time again, putting my worries at ease when I do need to travel without my dog. When my dog needed extra care after surgery, Amanda didn’t hesitate to step in and help. She was incredibly accommodating, adjusting her schedule to meet my dog's needs. She carefully administered medication, provided gentle assistance during walks, and created a calm, loving environment that made my dog feel safe and cared for during recovery. Amanda's patience, attentiveness, and genuine love for animals shine through in everything she does. Whether it's a short walk or more intensive care, she always prioritizes my dog’s comfort and happiness. I trust her completely and highly recommend her to anyone looking for a compassionate and reliable pet caregiver!

Sitter Profile Image: Daniel V.
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Daniel V.
from
$80
per night
5 out of 5.0 stars
19 reviews
4 repeat clients
14 years of experience
Falmouth, MA, 02536

Daniel did an awesome job caring for Lucy and Captain while staying at our house for an extra long weekend. We would absolutely recommend him! It was a pleasure to return home to two happy pups.

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Sitter Profile Image: Crystal B.
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Crystal B.
from
$100
per night
5 out of 5.0 stars
3 reviews
1 repeat client
27 years of experience
Mashpee, MA, 02649

Hey there! My name is Jamie Ottaviani and I’m writing in behalf of Crystal B! She would make an excellent care taker for any animal! I have seen her over the years with animals and they immediately gravitate toward her friendly and calm demeanor! She is also a very trustworthy and kind person! She is also very reliable when it comes to other peoples time and needs. Thank you! 🙏🏼

Sitter Profile Image: Ashley K.
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Ashley K.
from
$90
per night
5 out of 5.0 stars
6 reviews
25 years of experience
East Falmouth, MA, 02536

Ashley was amazing. Updates daily about our Dog and Cat. When we got home house was clean and everything was as we left it. We will use her again.

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Sitter Profile Image: Morgan B.
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Morgan B.
from
$75
per night
5 out of 5.0 stars
5 reviews
5 years of experience
Tisbury, MA, 02568

Morgan was a wonderful dog sitter. She offered to arrive early, was perfect with our two dogs and sent us pictures throughout the evening. We will definitely book her again in the future.

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Sitter Profile Image: Brooke B.
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Brooke B.
from
$65
per night
20 years of experience
Mashpee, MA, 02649

About: Have experience with own dog (yorki mix) and taking care of cousin’s dogs (golden doodle and pit bull mix) . . . . . . I am currently working full time during the day but can provide services in the mornings, early evenings and weekends. . . . . . I love animals and will care for your pet like they are my own! Like to send updates / photos during visit to make you feel comfortable that your pet is being looked after

Sitter Profile Image: Michelle A.
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Michelle A.
from
$60
per night
5 out of 5.0 stars
2 reviews
2 repeat clients
6 years of experience
Mashpee, MA, 02649

She was wonderful, took well care my dog. She is very responsible and answers my text right away.

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Sitter Profile Image: Olivia H.
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Olivia H.
from
$100
per night
5 out of 4.0 stars
6 reviews
2 repeat clients
20 years of experience
Edgartown, MA, 02539

Olivia was great. She took care of our dog Buster while we had to go off island for a funeral. Olivia keep us updated with pictures and messages multiple times while we were away. I have let my whole family know when they are staying on the island and need Pet sitting to look no further contact Olivia!!

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Sitter Profile Image: Kim G.
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Kim G.
from
$75
per night
5 out of 5.0 stars
6 reviews
1 repeat client
20 years of experience
Edgartown, MA, 02539

Kim was wonderful! I especially appreciated that she understands the complexity and beauty of rescue pups. Our little girl took to her right away!

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Sitter Profile Image: Sam M.
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Sam M.
from
$60
per night
5 out of 5.0 stars
56 reviews
31 repeat clients
55 years of experience
East Falmouth, Falmouth, MA, 02536

About: Happy Paws Dog Care will give your friend a pawsitively wonderful tail-wagging experience. Whether your buddy is a couch potato or very active, we can develop a program that will put a smile on their face and a wag in their tail. I have 55-years experience taking care of cats and dogs. Our 2,000 square ft ranch with fenced in backyard is located in a quiet sea coast community two tenths of a mile from the water and open fields. I have high energy, really enjoy taking dogs on long walks along the beach, wooded areas and residential communities.

Sitter Profile Image: Ruby S.
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Ruby S.
from
$75
per night
5 out of 5.0 stars
2 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: Rachel C.
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Rachel C.
from
$85
per night
5 out of 5.0 stars
8 reviews
1 repeat client
5 years of experience
West Tisbury, MA, 02568

Rachel did a wonderful job caring for Meloni the month I was away. She was kind, considerate, and made sure to update me when anything seemed slightly amiss with him. Highly recommend.

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Sitter Profile Image: Meredith B.
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Meredith B.
from
$75
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
8 years of experience
Edgartown, MA, 02539

Meredith was amazing! She sent so many pictures to ease my mind and always gave a detailed report. It was my first time having someone house sit and she was great. My dog adored her and I will definitely be booking her again!

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Sitter Profile Image: Lesley M.
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Lesley M.
from
$95
per night
15 years of experience
Mashpee, MA, 02649

Mrs. Manning has watched my cats for almost 10 years she house trained all five of my cats in using the litter box and getting them on a feeding schedule and a sleep schedule as well she was very loving,kind and patient with my animals and was extremely good with them and a couple were strays that was found and were older also she groomed them and even showed me how to actually bath them with getting clawed up I highly recommend her for any animal care

Sitter Profile Image: Annie B.
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Annie B.
from
$100
per night
5 out of 5.0 stars
22 reviews
9 repeat clients
7 years of experience
Oak Bluffs, MA, 02557

Annie did a great job pet sitting for us for a couple days before Christmas! It was nice hear that our dog and cat were both doing well and to get some pics. Thanks, Annie!

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Sitter Profile Image: Sonja J.
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Sonja J.
from
$140
per night
5 out of 5.0 stars
21 reviews
8 repeat clients
4 years of experience
Oak Bluffs, MA, 02557

Sonja is very important to Shaka and my family. She cares for our puppy Shaka as if he was her own. We are greatful to have met her and blessed to have such a wonderful relationship with her. What a blessing!! ?

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Loving house sitters in your neighborhood

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Sitter Profile Image: Éva R.
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Sitter Profile Image: Éva R.
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1. Éva R.

Your Doggie's Bonus BFF on MVY
West Tisbury, MA, 02568
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
12 reviews
1 repeat client
Profile image

Eva was so helpful and flexible with scheduling and she really connected with my dog and sent photos showing how he was doing! Highly recommend her.

Availability updated today
Sitter Profile Image: Ellen D.
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Sitter Profile Image: Ellen D.
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2. Ellen D.

Stress free pet sitting for both!
Forestdale, MA, 02644
17.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
1 repeat client

About: I have over 20 years experience in pet sitting. I love giving a helping hand to all pets. Being on schedule is important and key. I’m currently working only part time! And have time for cat cuddles, and dog walks. Pet sitting fits right into my schedule. It works perfectly Not applicable at this time. As I do not meet the requirements to keep dogs safely in my home. Hopeful someday! It is a goal

Availability updated 7 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Kathleen R.
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Sitter Profile Image: Kathleen R.
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3. Kathleen R.

Star Sitter
Dog Lover To Treat Yours Special
Cotuit, MA, 02635
13.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$90
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
Profile image

Kathleen was amazing with our three pups. When first meeting with her, they took to her immediately, which is always a good sign. She checked in with us several times a day, with text messages, photos and videos. The pups looked very happy. Thank you so much Kathleen, we definitely be using your services again!

Availability updated 8 days ago
Sitter Profile Image: Cecilia L.
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Sitter Profile Image: Cecilia L.
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4. Cecilia L.

Home is where the bark is.
Falmouth, MA, 02556
13.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
4 reviews
Profile image

Cecilia was awesome I felt very comfortable having her stay in my home for three nights and watch Milo my 85 pound lab I do plan on using her services in the future.Grace and Milo

Availability updated today
Sitter Profile Image: Amanda D.
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Sitter Profile Image: Amanda D.
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5. Amanda D.

Love all dogs! ✨🐕🐶🤍
Pocasset, MA, 02559
15.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
7 reviews

Amanda is an outstanding pet caregiver who truly goes above and beyond. She has been dependable time and time again, putting my worries at ease when I do need to travel without my dog. When my dog needed extra care after surgery, Amanda didn’t hesitate to step in and help. She was incredibly accommodating, adjusting her schedule to meet my dog's needs. She carefully administered medication, provided gentle assistance during walks, and created a calm, loving environment that made my dog feel safe and cared for during recovery. Amanda's patience, attentiveness, and genuine love for animals shine through in everything she does. Whether it's a short walk or more intensive care, she always prioritizes my dog’s comfort and happiness. I trust her completely and highly recommend her to anyone looking for a compassionate and reliable pet caregiver!

Availability updated 5 days ago
Sitter Profile Image: Daniel V.
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Sitter Profile Image: Daniel V.
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6. Daniel V.

It's a doggy dog world!
Falmouth, MA, 02536
7.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5 out of 5.0 stars
19 reviews
4 repeat clients
Profile image

Daniel did an awesome job caring for Lucy and Captain while staying at our house for an extra long weekend. We would absolutely recommend him! It was a pleasure to return home to two happy pups.

Availability updated 83 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Crystal B.
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Sitter Profile Image: Crystal B.
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7. Crystal B.

Big or small-I love them all 🐾
Mashpee, MA, 02649
12.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
3 reviews
1 repeat client

Hey there! My name is Jamie Ottaviani and I’m writing in behalf of Crystal B! She would make an excellent care taker for any animal! I have seen her over the years with animals and they immediately gravitate toward her friendly and calm demeanor! She is also a very trustworthy and kind person! She is also very reliable when it comes to other peoples time and needs. Thank you! 🙏🏼

Availability updated 2 days ago
Sitter Profile Image: Ashley K.
Verified Enhanced Background Check
Sitter Profile Image: Ashley K.
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8. Ashley K.

I cherish and nurture your pets
East Falmouth, MA, 02536
9.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
5 out of 5.0 stars
6 reviews
Profile image

Ashley was amazing. Updates daily about our Dog and Cat. When we got home house was clean and everything was as we left it. We will use her again.

Availability updated 5 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Morgan B.
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Sitter Profile Image: Morgan B.
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9. Morgan B.

All Pets Welcome
Tisbury, MA, 02568
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
5 reviews
Profile image

Morgan was a wonderful dog sitter. She offered to arrive early, was perfect with our two dogs and sent us pictures throughout the evening. We will definitely book her again in the future.

Availability updated over 1 year ago
Sitter Profile Image: Brooke B.
Verified Enhanced Background Check
Sitter Profile Image: Brooke B.
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10. Brooke B.

Year-rounder who loves dogs
Mashpee, MA, 02649
12.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
20 years of experience

About: Have experience with own dog (yorki mix) and taking care of cousin’s dogs (golden doodle and pit bull mix) . . . . . . I am currently working full time during the day but can provide services in the mornings, early evenings and weekends. . . . . . I love animals and will care for your pet like they are my own! Like to send updates / photos during visit to make you feel comfortable that your pet is being looked after

Availability updated 4 days ago
Sitter Profile Image: Michelle A.
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Sitter Profile Image: Michelle A.
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11. Michelle A.

Dog and walk lover!
Mashpee, MA, 02649
10.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
2 reviews
2 repeat clients
Profile image

She was wonderful, took well care my dog. She is very responsible and answers my text right away.

Availability updated 8 days ago
Sitter Profile Image: Olivia H.
Verified Enhanced Background Check
Sitter Profile Image: Olivia H.
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12. Olivia H.

I’ll love your animals like my own
Edgartown, MA, 02539
10.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 4.0 stars
6 reviews
2 repeat clients
Profile image

Olivia was great. She took care of our dog Buster while we had to go off island for a funeral. Olivia keep us updated with pictures and messages multiple times while we were away. I have let my whole family know when they are staying on the island and need Pet sitting to look no further contact Olivia!!

Availability updated 4 days ago
Sitter Profile Image: Kim G.
Verified Enhanced Background Check
Sitter Profile Image: Kim G.
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13. Kim G.

Loves all dogs, fondness for senior
Edgartown, MA, 02539
6.6 mi. away
House Sitting
from
$75
per night
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Kim was wonderful! I especially appreciated that she understands the complexity and beauty of rescue pups. Our little girl took to her right away!

Availability updated 53 days ago
Sitter Profile Image: Sam M.
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Sitter Profile Image: Sam M.
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14. Sam M.

Rover 101
Star Sitter
Happy Paws Pet Care.
East Falmouth, Falmouth, MA, 02536
7.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
56 reviews
31 repeat clients

About: Happy Paws Dog Care will give your friend a pawsitively wonderful tail-wagging experience. Whether your buddy is a couch potato or very active, we can develop a program that will put a smile on their face and a wag in their tail. I have 55-years experience taking care of cats and dogs. Our 2,000 square ft ranch with fenced in backyard is located in a quiet sea coast community two tenths of a mile from the water and open fields. I have high energy, really enjoy taking dogs on long walks along the beach, wooded areas and residential communities.

Availability updated 52 days ago
Sitter Profile Image: Ruby S.
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Sitter Profile Image: Ruby S.
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15. Ruby S.

I’m a true animal lover
Oak Bluffs, MA, 02557
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
2 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 38 days ago
Sitter Profile Image: Rachel C.
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Sitter Profile Image: Rachel C.
Verified Enhanced Background Check

16. Rachel C.

Animal Lover with Flexible Schedule
West Tisbury, MA, 02568
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

Rachel did a wonderful job caring for Meloni the month I was away. She was kind, considerate, and made sure to update me when anything seemed slightly amiss with him. Highly recommend.

Availability updated 17 days ago
Sitter Profile Image: Meredith B.
Verified Background Check
Sitter Profile Image: Meredith B.
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17. Meredith B.

Love and empathy for animals 💖
Edgartown, MA, 02539
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Meredith was amazing! She sent so many pictures to ease my mind and always gave a detailed report. It was my first time having someone house sit and she was great. My dog adored her and I will definitely be booking her again!

Availability updated 16 days ago
Sitter Profile Image: Lesley M.
Verified Enhanced Background Check
Sitter Profile Image: Lesley M.
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18. Lesley M.

My heart bonds with cats any kind
Mashpee, MA, 02649
11.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$95
per night
1 review

Mrs. Manning has watched my cats for almost 10 years she house trained all five of my cats in using the litter box and getting them on a feeding schedule and a sleep schedule as well she was very loving,kind and patient with my animals and was extremely good with them and a couple were strays that was found and were older also she groomed them and even showed me how to actually bath them with getting clawed up I highly recommend her for any animal care

Availability updated 59 days ago
Sitter Profile Image: Annie B.
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Sitter Profile Image: Annie B.
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19. Annie B.

Rover 101
Home Full Time with a Fenced Yard
Oak Bluffs, MA, 02557
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$100
per night
5 out of 5.0 stars
22 reviews
9 repeat clients
Profile image

Annie did a great job pet sitting for us for a couple days before Christmas! It was nice hear that our dog and cat were both doing well and to get some pics. Thanks, Annie!

Availability updated 9 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Sonja J.
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Sitter Profile Image: Sonja J.
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20. Sonja J.

Experienced & Loving Pet Sitter
Oak Bluffs, MA, 02557
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$140
per night
5 out of 5.0 stars
21 reviews
8 repeat clients
Profile image

Sonja is very important to Shaka and my family. She cares for our puppy Shaka as if he was her own. We are greatful to have met her and blessed to have such a wonderful relationship with her. What a blessing!! ?

Availability updated 3 months ago

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