House Sitting in Gloucester

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Sitter Profile Image: Jesse M.
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Sitter Profile Image: Jesse M.
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1. Jesse M.

Star Sitter
Your pet's new best friend
Beverly, MA, 01915
11.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
10 reviews
5 repeat clients
Profile image

Thanks for taking care of Baby Bear! 😸

Availability updated 2 days ago
Sitter Profile Image: Carol P.
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Sitter Profile Image: Carol P.
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2. Carol P.

I’m here for you and your pets! 💕
Gloucester, MA, 01930
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
13 reviews
1 repeat client
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Attentive to every puppy need. Excellent!

Availability updated 15 days ago
Sitter Profile Image: Teri P.
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Sitter Profile Image: Teri P.
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3. Teri P.

Rover 101
Star Sitter
One on One Pet Care in Your Home
Ipswich, MA, 01938
10.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$125
per night
5 out of 5.0 stars
84 reviews
36 repeat clients
Profile image

I cannot say enough good things about Teri, I can only thank the universe that we found her after another sitter canceled on us at the last minute before a big international trip. We had just moved to a new town, didn't know any local sitters, and our dog and cat were both adjusting to a brand new space. We were totally flustered but Teri came that same day for a meet and greet and totally reassured us that all would be fine. This was the first time we ever left our almost 2-year-old black lab, Ziggy, for more than a few hours. Ziggy can be high energy and still has some puppy antics in him and is used to our crazy routines. But he took to Teri immediately and it was obvious she could handle him (probably better than we do!). We feel strongly about only using positive reinforcement and I could tell that she was going to relate to him in a way that I felt really good about. While we were away, Teri was so communicative and sent tons of adorable pics and videos. Our cat, who is incredibly shy and usually hides from other sitters, was out and about, getting pets and treats, and obviously comfortable; meanwhile, Ziggy appeared to be having the time of his life! Teri even dealt with a few quirks of our new house (a mouse, a washing machine on the fritz, a yard with ticks) with ease and good humor. When we were heading home, it dawned on me how unstressed I'd been the whole trip - that was all due to Teri. We came home to a house that looked more beautiful than when we'd left it and two happy, healthy animals who'd been living their best lives. I swear the dog was like, "Oh cool, you're home, where's Teri?" Best Rover experience ever.

Availability updated today
Sitter Profile Image: Mere B.
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Sitter Profile Image: Mere B.
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4. Mere B.

Extraordinarily Sweet Caring Sitter
Rockport, MA, 01966
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
3 reviews
1 repeat client
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Mere was great with Lily! It’s so wonderful to find someone who adores your pet. Mere is a good communicator and very responsible, and is also fantastic photographer!

Availability updated 10 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Emma C.
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Sitter Profile Image: Emma C.
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5. Emma C.

Star Sitter
Trusted and Loving Pet Care
Beverly, MA, 01915
10.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
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Emma has done a fantastic job taking care of Stella and Olive. This was our first time leaving Stella for a week. Olive is an older, pretty chill cavapoo. Stella is a rambunctious lab puppy and Emma was great handling both of them. I received wonderful and most appreciative pictures everyday. I would not hesitate to re-book with Emma in the future.

Availability updated 9 days ago
Sitter Profile Image: Laura D.
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Sitter Profile Image: Laura D.
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6. Laura D.

Lifelong dog owner and animal lover
Beverly, MA, 01915
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
3 reviews

Laura is an excellent dog sitter. She took care of my family’s dog in the past, and was enthusiastic, responsible and knowledgeable about how to care for her. I highly recommend Laura!

Availability updated 16 days ago
Sitter Profile Image: Madison C.
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Sitter Profile Image: Madison C.
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7. Madison C.

Your pets next best friend:)
Manchester, MA, 01944
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
5 reviews
1 repeat client

Madison has walked, done day visits, and longer term-care for three of our much-loved dogs for over 4 years. We've had many caregivers over the decades of pet parenting and she is the best we've ever had. She genuinely loves and cares about the well-being of dogs, and is very knowledgeable about what they like and need. Her attention to detail - what each dog likes to play with, their personality, the nonverbal signals they give about what they need, and their food and medication needs are all handled in a very professional manner. And just as important - our dogs love her! They get very excited when we say her name and they love to have her dog sit for them - they don't mind us leaving at all. She is very punctual and has helped us out in a pinch many times. And when she cared for them over extended periods, she sent photos and kept us updated on their activities. She cared for them, as well as our house, with energy, responsibility, and a sense of fun. I trust her implicitly and never worry that our two very active dogs' needs won't be met, whether it's lots of hugs and exercise, protection from busy roads or outdoor conditions like heat, or going above and beyond what is expected to insure they are well cared for. Our house usually looks better when we return than when we left! Our 4 year old golden retriever requires extra care due to serious joint problems and our puppy is a rescue with boundless energy. She manages them both beautifully, along with a complex house and the other demands on her time, always exhibiting a cheerful positive attitude. I recommend Madison without reservation and know she will give pet parents the service they expect and more importantly will give every dog the love and attention that helps them thrive.

Availability updated 4 months ago
Sitter Profile Image: Julianne F.
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Sitter Profile Image: Julianne F.
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8. Julianne F.

Let me pamper your pet!
Gloucester, MA, 01930
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
1 review

Julie looks after my dog, Magnus, and does an amazing job. She treats him like family, making sure he gets plenty of fresh air and exercise and is fed on his schedule. Magnus gets all excited when he sees her and I know he is in good hands.

Availability updated 41 days ago
Sitter Profile Image: Ariel Z.
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Sitter Profile Image: Ariel Z.
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9. Ariel Z.

i love animals
Gloucester, MA, 01930
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
8 years of experience

About: i have grown up around having cats and dogs around all the time, i love to go for dog walks and taking care of cats !! i’m willing to watch any animal. i am currently in college on summer break, i only work nights 2 days a week so far but i am available almost every day i often walk my dog in my neighborhood or around town, i don’t have any fences or a backyard due to living in an apartment.

Availability updated 9 days ago
Sitter Profile Image: Sheryl S.
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Sitter Profile Image: Sheryl S.
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10. Sheryl S.

Retired RN and lifelong dog Mom
Gloucester, MA, 01930
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
1 review

Sheryl is the definition of an animal lover! She has 30+ years of experience caring for her own animals as well as those of friends and family. She has experience with dogs with high-energy, anxiety, and a wide array of personalities. She has cared for dogs of all ages from young puppies to elderly. I trust her implicitly with my two dogs (who are truly my babies!) - you won't regret having Sheryl as your pet sitter!

Availability updated 10 days ago
Sitter Profile Image: Cady W.
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Sitter Profile Image: Cady W.
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11. Cady W.

Animal Lover Through and Through
Rockport, MA, 01966
4.6 mi. away
House Sitting, Drop-In Visits
from
$45
per night
8 years of experience

About: It would be an honor to care for your babies while you are vacationing, working or visiting family! I’m a vet tech and with me as a part of your team, you would have no need to stress. I am very skilled in medication administration, behavior, mental and physical stimulation, and of course I’ve been told that my petting skills are top tier. Let your pets be the judge! I’m currently working part time so I have plenty of time to help! Message me to talk about scheduling if you are interested thank you I myself have 4 dogs at my families home, so I will be traveling to clients homes. Safety is key when it comes to working with animals. A leash and collar will always be worn when outside, as environments can be unpredictable. I will not be allowing random animals to play with my clients babies, as my job is to protect the safety and well being of the animal under my care. Medications will always be administered with efficacy and on schedule. Clients will never have to worry if their pet is getting the proper care when I am pet sitting!

Availability updated 82 days ago
Sitter Profile Image: Annmarie A.
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Sitter Profile Image: Annmarie A.
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12. Annmarie A.

Premium Pet Care Service
Gloucester, MA, 01930
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
11 reviews
5 repeat clients
Profile image

We're always nervous to leave our high energy and very big dog Kip with anyone, but couldn't have been happier with Annie! She stayed at our house for 2 days while we were at a wedding and took great of Kip and our space! She sent lot of pictures, and we knew he was in good hands. We'd definitely work with her again! Thanks Annie!

Availability updated 6 days ago
Sitter Profile Image: Alyssa O.
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Sitter Profile Image: Alyssa O.
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13. Alyssa O.

Boston & North Shore
Gloucester, MA, 01930
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$85
per night
5 out of 5.0 stars
43 reviews
19 repeat clients
Profile image

Alyssa (and Zach) are fantastic in every way! We went away for a few days and our pups were taken care of with love! If I could give more stars, I would!!

Availability updated 3 months ago
Sitter Profile Image: Kerry G.
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Sitter Profile Image: Kerry G.
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14. Kerry G.

Must love human hugs!
Manchester, MA, 01944
4.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
9 reviews
4 repeat clients
Profile image

Kerry was absolutely amazing with our pup and seems like just an awesome human all around. We came home after a long day out with young kids to a happy and well exercised pup and even a cleaned up kitchen!

Availability updated 9 months ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Eve P.
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Sitter Profile Image: Eve P.
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15. Eve P.

Hi, I can’t wait to meet your dog!
Gloucester, MA, 01930
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
3 reviews
Profile image

Eve is amazing! Our pups adore her and love going on adventures with her. She completely put us at ease when we were away. 10/10 will be repeat customers. Thank you, Eve!

Availability updated 35 days ago
Sitter Profile Image: Crystal Z.
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Sitter Profile Image: Crystal Z.
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16. Crystal Z.

Animal lover of all!
Gloucester, MA, 01930
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
2 repeat clients

About: I have had pets my whole life. My pup is like a fur baby to me and I’d treat yours like my own. I enjoy going on long walks throughout the day and lots of love in between. I will be home full time. Currently working from home doing various tasks. So your pet would not be left alone for long periods of time. Fur friends are allowed on anything they can fit on if allowed by you. I do have a dog she is about almost 8 and fixed.

Availability updated today
Sitter Profile Image: Gwyneth F.
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Sitter Profile Image: Gwyneth F.
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17. Gwyneth F.

Caring, Outdoorsy, Walker/Sitter!
Gloucester, MA, 01930
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
1 review

Gwyneth has taken care of my dog for years when I go out of town. She is always very communicative and responsible. I know my dog is in great hands and I never have to worry when I leave him with Gwyneth.

Availability updated 8 days ago
Sitter Profile Image: Gabriella P.
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Sitter Profile Image: Gabriella P.
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18. Gabriella P.

Transform your pup positively!
Gloucester, MA, 01930
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
20 years of experience

About: I have had dogs, cats, and various other critters for my entire life! Not only am I able to train/shape your pup, I am able to dispense medications, soothe your pup, give them massages, and much more! I can work with all ages, sizes, and temperaments I’m currently available on weekends, afternoons (starting at 3 PM), holidays, long weekends, vacations, and all summer long! I’m highly flexible, easy to work with, and always eager to help! I am passionate and make it my goal to provide pets with a safe, loving, and and comfortable experience, whether in my home or my client's. My approach is rooted in building trust and confidence—not only with the pets I care for but also with their owners. I understand that leaving a pet in someone else's hands requires confidence and peace of mind, which is why I prioritize open communication, consistent routines, and personalized care tailored to each pet’s unique needs. Safety is my top priority! I ensure a secure environment by carefully pet-proofing spaces, following dietary guidelines, and keeping a close watch during any/all playtime and outdoor activities. I also take a sustainable approach by using eco-friendly products and minimizing waste to create a healthier environment for pets and their families. My goal is to create harmony and a stress-free experience for both pets and their owners, fostering a sense of trust and reliability every step of the way! Whether it's daily walks, training sessions, enrichment activities, overnight stays, or specialized care, I am committed to treating every pet like family.

Availability updated 30 days ago
Sitter Profile Image: Myleigh O.
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Sitter Profile Image: Myleigh O.
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19. Myleigh O.

Pet sitting done right!
Gloucester, MA, 01930
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$150
per night
5 out of 4.6 stars
13 reviews
3 repeat clients

Myleigh has always had a love for animals, big or small. When she was younger she would talk about wanting to be a vet or just anything to do with taking care of animals. She'd make a great sitter for anyone who's looking for someone kind and loving towards any animal and has experience with dogs, cats, and many other pets.

Availability updated 5 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Rebecca H.
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Sitter Profile Image: Rebecca H.
Verified Enhanced Background Check

20. Rebecca H.

Your best friends, new best friend!
Gloucester, MA, 01930
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$120
per night
4 reviews

I’m not sure there’s any amount of money you can put on having a naturally talented, most loving, super capable caregiver for your family pets. Not to mention has vast knowledge of working in the field of veterinary medicine. Becca is this person, who has proved to be most reliable. Any one is beyond fortunate to have her. Heidi

Availability updated 3 months ago

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