House Sitting in Oakville

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Sitter Profile Image: Madeleine D.
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Sitter Profile Image: Madeleine D.
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1. Madeleine D.

I love all animals, big and small!
Plymouth, CT, 06782
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
8 reviews
Profile image

Madeline took great care of my babies. She communicated every day, and asked questions when she was unsure of behaviors, which I appreciated. My pups were happy and calm when I came home telling me they were well taken care of and loved. I will definitely have Madeljne stay with my pups again.

Availability updated today
Sitter Profile Image: David P.
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Sitter Profile Image: David P.
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2. David P.

Star Sitter
I love dogs and they respect me.
Cheshire, CT, 06410
10.9 mi. away
House Sitting, Drop-In Visits
from
$70
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
Profile image

David, we felt an immediate calm when we met you and saw you with Harry. Our snowboarding trip was a blast and we did not worry about our boy. We hope you will be willing for more stays…we want to snowboard more!

Availability updated 9 days ago
Sitter Profile Image: Jasmine L.
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Sitter Profile Image: Jasmine L.
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3. Jasmine L.

In it for the cuddles!
Thomaston, CT, 06787
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
Profile image

I hired Jasmine to be mini-me while I was away. She took care of all my clients dogs just as I would, and that says a lot! She contacted me any time there was a question, and made every dog so comfortable in my home. I am so glad Jasmine and I connected and I truly hope that she agrees to book again. She was a true find.

Availability updated 2 days ago
Sitter Profile Image: Jessica M.
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Sitter Profile Image: Jessica M.
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4. Jessica M.

Genuine love for all animals
Naugatuck, CT, 06770
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
3 reviews

Jessica is a fantastic dog sitter! She’s dog sat for my dog before, and I knew my boy was in great hands. She is responsible, attentive, and loves animals. My dog was happy, well cared for, and got plenty of attention and exercise. I plan on using her services again in the future and definitely recommend her to anyone looking for a reliable and caring pet sitter!

Availability updated 2 days ago
Sitter Profile Image: Guliser "Julie" B.
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Sitter Profile Image: Guliser "Julie" B.
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5. Guliser "Julie" B.

Star Sitter
Friendly & Reliable Pet Care
Waterbury, CT, 06708
4.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
4.9 out of 5 stars
27 reviews
8 repeat clients
Profile image

Guli made herself available for an extremely last-minute booking and did an outstanding job taking care of my dog while I was away. It was very difficult for me to leave my dog, as I had never spent a night away from her before. She also has separation anxiety, which was a significant concern of mine. However, I am so pleased and feel much more comfortable leaving her in the future, knowing we have found such a trusted sitter! Guli was punctual, responsible, and communicated regularly, sending updates and pictures that reassured me my dog was happy and well cared for. Not only did Guli ensure my dog's routine was followed but she also went the extra mile to provide extra playtime and affection. My home was left clean and tidy, which was an added bonus. I highly recommend Guli for anyone looking for a reliable and compassionate pet sitter. Her love for animals shines through in everything she does, and I will definitely be asking her to pet sit again in the future.

Availability updated yesterday
Confirmed availability for Easter Weekend
Sitter Profile Image: Kadriya B.
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Sitter Profile Image: Kadriya B.
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6. Kadriya B.

I want to care for your fur-baby!
Oakville, CT, 06779
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
3 reviews
Profile image

Kadriya was great! She took awesome care of our two pups and was super communicative. We would def book her again!

Availability updated 24 days ago
Sitter Profile Image: Vera R.
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Sitter Profile Image: Vera R.
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7. Vera R.

Star Sitter
Happiness is pups
Watertown, CT, 06779
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
14 reviews
7 repeat clients
Profile image

Vera was amazing taking care of my two pups! They get nervous which makes me anxious. Vera sent pictures, and loved my puppies like her own. I highly recommend Vera!

Availability updated 7 days ago
Sitter Profile Image: Kellie I.
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Sitter Profile Image: Kellie I.
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8. Kellie I.

Responsive, honest, caring pet mom.
Plymouth, CT, 06786
6.8 mi. away
House Sitting, Drop-In Visits
from
$60
per night
3 reviews

I've known Kellie for 20 years and she has always been caring, responsible and has loved my pets as if they were her own! She even sends them Christmas gifts! I would implicitly trust her with my children regardless if they had 4 legs or 2!

Availability updated 6 months ago
Sitter Profile Image: Jonathan H.
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Sitter Profile Image: Jonathan H.
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9. Jonathan H.

Experienced pet lover ready to help
Thomaston, CT, 06787
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
30 years of experience

About: I grew up with as many as 5 cats and two dogs at a time. I am familiar with caring for most pets including rodents and fish. I work from home so taking a break to walk or feed pets is not an issue. There is even some extra time to give them some attention too! My dog has free roaming permission in the backyard and we also have a cage for large dogs available. For visiting dogs we walk them on a leash since they are not familiar with the area.

Availability updated yesterday
Sitter Profile Image: Kaylee B.
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Sitter Profile Image: Kaylee B.
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10. Kaylee B.

I am an animal lover at heart!
Watertown, CT, 06795
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
1 review

When I consider pet care there are several criteria that I begin with. These include work ethic, personality, responsibility, attention to detail, and how the candidate handles my dogs. Kaylee checks all the boxes and then some. Her love of animals is obvious, but she is also firm with them. The dogs understand that Kaylee is in charge. In the end my best test is how my dogs respond, and they love and trust Kaylee. So we do too.

Availability updated 26 days ago
Sitter Profile Image: Robin L.
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Sitter Profile Image: Robin L.
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11. Robin L.

I adore dogs.
TOMASTON, CT, 06787
6.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
278 reviews
101 repeat clients
Profile image

Robin took such great care of my 2 dogs and one old cat when i was away! It's always a bit stressful leaving your furry "kids" but I was put at ease right away. I got so many adorable pictures of all of them and updates at least two times a day and they looked great! My kittty Jerry is 20 yrs old and is on several meds and she gave him those with no problem. My flight returning home got delayed by 5 hours and i wasn't at all sure that it wasn't going to be canceled. If that happened I wouldn't get back until the next day at some point. My biggest concern was who would feed the animals and let the dogs out. i texted Robin and she immediately said she'd take care of them even though she had plans to go out of town that morning! That provided so much relief to me and i was so happy when the flight went out and I didn't need her. She brought in my mail and packages and the house looked just as I left it when i returned. I will absolutely use her services again and HIGHLY recommend her if you need someone to help you out with your animals. You won't regret it!!

Availability updated 27 days ago
Sitter Profile Image: Thea J.
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Sitter Profile Image: Thea J.
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12. Thea J.

Pet lover without a pet of her own!
Woodbury, CT, 06798
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$54
per night
5.0 out of 5 stars
9 reviews
1 repeat client
Profile image

Thea was absolutely wonderful! Great communication, wonderful with the pups, kind, tidy and responsible, I can't say enough good things! I can't recommend her enough and will be calling on her first as I need an in-home sitter going forward.

Availability updated 32 days ago
Sitter Profile Image: Jaheil A.
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Sitter Profile Image: Jaheil A.
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13. Jaheil A.

TikTok: _HillyB
Waterbury, CT, 06710
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5.0 out of 5 stars
16 reviews
1 repeat client

Very relaxed experience! Jaheil overnight boarded my dog Midnight for two nights in a row! No issues at all even sent me videos and pictures to ease my mind while I was away. I’ve known Jaheil for a while and he’s always been outdoorsy and athletic type so I was grateful to see him running around with Midnight at the park unlike other experiences with lazy sitters. I’d highly recommend to anyone seeking a thorough connection.

Availability updated 8 days ago
Sitter Profile Image: Keleigh L.
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Sitter Profile Image: Keleigh L.
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14. Keleigh L.

💛🐶 Fear Free certified & insured
Woodbury, CT, 06798
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$130
per night
5.0 out of 5 stars
39 reviews
8 repeat clients
Profile image

Keleigh is the best! She is so kind and so good to my puppy. She takes penny for walks and also provides me multiple updates. She also made my living room look more together!

Availability updated 12 days ago
Sitter Profile Image: Erin D.
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Sitter Profile Image: Erin D.
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15. Erin D.

A student who loves her own dog!
Middlebury, CT, 06763
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$26
per night
2 reviews
1 repeat client

Erin has been my dog sitter for a couple of years. Anyone who meets her, dogs included, will immediately notice her calm and caring demeanor. There were two occassions which Erin dog sat that might have been difficult for someone less competent. The first time, our house was in disarray from renovations. All of the furniture had been moved from the family room to the living room so the carpet could be replaced. Meanwhile, the floors in the room above the living room were also being replaced, and the workers stepped through, creating a hole in the ceiling. Erin stayed in our home: covered furniture, construction dust, and a hole in my ceiling, keeping company with my dog in a chaotic environment. Another time, right before Erin was to come over and dog sit, my dog tore her ear chasing a squirrel into a sticker bush. The vet recommended pumice powder to manage the bleeding. Erin didn't flinch at the injured ear or the additional care our dog needed that day. She sends text updates and photos while she's dogsitting. You and your dog will adore her!

Availability updated 9 days ago
Sitter Profile Image: Izaiah L.
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Sitter Profile Image: Izaiah L.
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16. Izaiah L.

Ima cross between dog & calculator
Waterbury, CT, 06704
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5 years of experience

About: You can count on me!! No dogs to big or too small we don’t discriminate ✊🏻✊🏼✊🏽✊🏾✊🏿🐾 . (𝔻𝕚𝕤𝕔𝕝𝕒𝕚𝕞𝕖𝕣) Your pup might not ever want to leave Fortunately I was blessed with the opportunity to be able to work at home and pursue my passions. While one of them being a dog specialist, I’m able to understand dog behavior and give insight to those who need it I have a fenced in yard with a 1 year old pitsky and 3 puppies that will always keep your dog comforted and entertained! While also having the option to crate them for nap time if preferred

Availability updated 3 days ago
Sitter Profile Image: Laura H.
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Sitter Profile Image: Laura H.
Verified Enhanced Background Check

17. Laura H.

Love to play with dogs and cats!
Woodbury, CT, 06798
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
5.0 out of 5 stars
1 review
1 repeat client

About: I have had cats since I was a baby and had chow chow dogs since I was 13 years old. I also worked at a kennel off and on for 12.5 years. I learned a little training but not a lot. I have worked with all different breeds of dogs. I love snuggling with cats as I grew up with having them in my household. I currently work full time however, full time is 30 hours for me so it allows me to have 3 to 4 days off towards the end of the week depending on the week. We have a large back yard with a dog run and as far as my cat. He is an indoor cat and gets spoiled indoors.

Availability updated 33 days ago
Sitter Profile Image: Cassandra R.
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Sitter Profile Image: Cassandra R.
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18. Cassandra R.

I've had Cats most of my life.
Waterbury, CT, 06708
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
3 years of experience

About: I have no problem with going out of my way to help my clients with what they need. I will take care of the client's fur children to the best of my ability I work full-time 2nd shift 10hrs, 5 pm to 3 am. The weekends are the best for me because these are my days off and I love being with animals of all types Yes, they are small mammals in a big cage. I also help my mom and stepdad with walking their golden retriever Zoey I love her.

Availability updated 7 days ago
Sitter Profile Image: Ally M.
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Sitter Profile Image: Ally M.
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19. Ally M.

I’ll love your dog like my own!
Middlebury, CT, 06762
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
5.0 out of 5 stars
2 reviews
1 repeat client

About: I have a dog and two cats of my own. They’re very friendly and love to be around all kinds of animals. I have had dogs all my life and know how to care for them well. I know how important it is for dogs to be active and be in the outdoors. I would love taking your dog on walks or even go hiking. I just graduated college at Clemson University and am hoping to attend veterinary school in 2026. I am back home for now and would love to help out taking care of your pets. I have dog sat before many times for friends and family and have loved every second of it. I hope to get the chance to meet even more loving pets! I just graduated from college and back home now. My schedule is very flexible as I am in the process of applying to veterinary school. I have a dog I just recently adopted that is very friendly and loves being around other dogs. She is leash trained and crate trained.

Availability updated 2 days ago
Sitter Profile Image: josephine p.
Verified Enhanced Background Check
Sitter Profile Image: josephine p.
Verified Enhanced Background Check

20. josephine p.

im an animal loving social worker!
Waterbury, CT, 06704
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
16 years of experience

About: With two dogs of my own, I spend a good chunk of my time caring for and loving dogs. I have also had the pleasure of caring for a multitude of dog breed’s including, but not limited to, maltese, shitzu’s, pitbulls, german shepherd’s, and bull dogs. From puppies, to seniors, they all get my love! I am comfortable and confident in administering medications. I’m a full time college student and work part-time. Im available for walks/drop-in early mornings between 6a-7:30a m-f, after 3pm on Mon. & Weds. Im available for house sitting beginning Thursday nights-Sunday nights I am a careful pet-sitter, recognizing the importance of safety and comfort. I honor your decisions on what works/doesnt work for your pets. If liter boxes, pee pads, or yards need to be cleaned up after your pets I will do so no problem! I also love to give lots of love! expect your pets to be spoiled with attention 🥰.

Availability updated 29 days ago

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