House Sitting in Head of the Harbor

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Top rated Head of the Harbor house sitters

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Sitter Profile Image: Michelle H.
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Michelle H.
Star Sitter
from
$70
per night
5 out of 5.0 stars
29 reviews
11 repeat clients
20 years of experience
Bohemia, NY, 11716

Michelle was fantastic! She communicated well, sent daily pictures and took great care of our pets and home. We will definitely schedule her again.

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Daryl L.
Sitter Profile Image: Jason C.
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Jason C.
Star Sitter
from
$60
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
4 years of experience
Stony Brook, NY, 11790

Jason went above and beyond for our fur babies! We can tell they had huge smiles on their faces in all the videos and photos he sent. He is very reliable and responsive as well. We will definitely hire Jason again!!

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Nicka J.
Sitter Profile Image: Melissa S.
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Melissa S.
Star Sitter
from
$50
per night
5 out of 5.0 stars
16 reviews
2 repeat clients
5 years of experience
Port Jefferson Station, NY, 11776

Melissa is amazing! Communicates great, absolute sweetheart, took amazing care of Josie and my home! Hoping to rebook her for my next trip can’t say enough how great she was!

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Francesca A.
Sitter Profile Image: Julia G.
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Julia G.
from
$55
per night
5 out of 5.0 stars
2 reviews
2 repeat clients
16 years of experience
Hauppauge, NY, 11788

Julia was amazing with my dog. She was always on time and updated me throughout the day. I would definitely recommend her and I will be using her services again

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Julian A.
Sitter Profile Image: Jess P.
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Jess P.
Star Sitter
from
$100
per night
5 out of 4.9 stars
34 reviews
10 repeat clients
10 years of experience
Smithtown, NY, 11787

Jess was wonderful with our golden retriever! She was prompt, efficient and communicative which eased any worry we had. I would definitely recommend Jess for any dog service you need!

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Melissa L.
Sitter Profile Image: Bridget S.
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Bridget S.
from
$45
per night
5 out of 5.0 stars
9 reviews
1 repeat client
20 years of experience
Stony Brook, NY, 11790

Bridget was amazing with our dog Beau and our house. Beau was well taken care of while we were gone and Bridget was so responsive with messages. Our house was spotless when we got back and I would 1000% have Bridget take care of Beau for our next trip!

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Carolyn S.
Sitter Profile Image: Melanie & Anthony A.
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Melanie & Anthony A.
from
$65
per night
5 out of 4.8 stars
16 reviews
7 repeat clients
10 years of experience
Ronkonkoma, NY, 11779

Melanie and Anthony were great with our dogs, even with one of them in heat. They kept them well fed and exercised. We were very pleased with the experience

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Joseph A.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$120
per night
5 out of 5.0 stars
66 reviews
19 repeat clients
15 years of experience
Stony Brook, NY, 11790

Kimberly was great! We've never used a pet-sitter before so were a little nervous, but Kimberly came over to meet us and our dog before we left and put our minds at ease. Our pup took to her right away when she visited and we appreciated the thoughtful questions she asked. She was a great communicator before and during her stay with our pup and sent so many great photos. Just got home from our trip and the house is spotless. Definitely recommend!

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Gabriella H.
Sitter Profile Image: Staci G.
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Staci G.
from
$65
per night
5 out of 5.0 stars
26 reviews
5 repeat clients
30 years of experience
Ronkonkoma, NY, 11779

Awesome communication Dogs immediately warmed up to Staci! Definitely felt at ease leaving dogs in her care! Will rebook!

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Julie B.
Sitter Profile Image: Kathy R.
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Kathy R.
from
$75
per night
5 out of 5.0 stars
15 reviews
1 repeat client
40 years of experience
Port Jefferson Station, NY, 11776

Kathy knows her business and has a natural connection with dogs. Our little Chihuahua mix is very shy with strangers, but Kathy gave her a "massage" that immediately won her over. We were very comfortable knowing Kathy was taking care of our dog and two cats for the holidays. Highly recommended.

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Patricia R.
Sitter Profile Image: Sharon P.
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Sharon P.
from
$74
per night
5 out of 5.0 stars
131 reviews
41 repeat clients
30 years of experience
Stony brook, NY, 11790

We've had Sharon over twice now to watch pets and house sit, and it's been a great experience. We come home to very happy animals. She's an all-around pro, and it's made it so much easier to travel.

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Carole V.
Sitter Profile Image: Kristie C.
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Kristie C.
from
$50
per night
10 years of experience
Lake Ronkonkoma, NY, 11779

About: I have many years of experience caring for cats and dogs, I grew up with 3 dogs and 2 cats, and I have 5 years of experience dealing with cats with Feline Diabetes. I have 4 cats that I love and care for every day, they are my whole world! I am available on nights, weekends, and holidays. In my clients home, I would get to know the animals first and make them feel comfortable with me, and make sure I listen carefully to the clients instructions on how to care for the pet(s).

Sitter Profile Image: Olivia M.
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Olivia M.
from
$40
per night
5 out of 5.0 stars
4 reviews
1 repeat client
10 years of experience
Selden, NY, 11784

Olivia was amazing with our Cavapoo, Lulu! They bonded instantly, and Lulu got to stick to her routine even while we were away. She made sure Lulu got plenty of playtime and attention, which we truly appreciate. Thank you again, Olivia, for keeping our girl company today! 😊🐶

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Carmina L.
Sitter Profile Image: Nancy Q.
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Nancy Q.
from
$35
per night
20 years of experience
Smithtown, NY, 11787

About: I currently own a mixed breed dog who is 14 years old. I also currently own a 20 year-old Bengal cat and 7 year-old Siamese cat. I’ve grown up with dogs and cats my whole life and have plenty of pet experience. I am recently retired so I have the time to take care of your pet(s) when you need a reliable dog/cat sitter or dog walker. I can come to your home for drop-in visits while you are at work or away on vacation. I can also come and walk your dog if you are away from home for extended hours.

Sitter Profile Image: zach v.
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zach v.
from
$55
per night
5 out of 5.0 stars
14 reviews
1 repeat client
27 years of experience
Fort Salonga, NY, 11768

About: I’ve been around dogs of all shapes and sizes for most of my life, and honestly, I think they’ve raised me more than I’ve raised them. When people say there’s nothing better than a dog, they’re absolutely right unless that dog just ate your sandwich or rolled in something “mysterious” at the park. Still, I’d do anything to give my dogs the best life possible. They've brought me so much joy, unconditional love, and a healthy fear of leaving food unattended. Some of my best memories (and worst carpet stains) have come from having them by my side. Availability: July 13 - July 20 Friday: 7:30 PM – 11:00 PM Saturday: Open Availability Sunday: Open Availability Availability: August 3 - August 10 Friday: 7:30 PM – 11:00 PM Saturday: Open Availability Sunday: Open Availability As a dedicated dog owner, I am always fully aware of my dogs' locations at all times. No matter the service request, I will prioritize their safety above everything else. Their well being is my top priority, and I am committed to ensuring they are secure and protected in every situation.

Sitter Profile Image: Carson T.
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Carson T.
from
$30
per night
5 years of experience
East Setauket, NY, 11733

About: I have pet sit other dogs prior but the one dog that sticks out is my sister’s black lab. Shakira was a black lab mutt with an auto immune disease. She needed twice daily medication and to be taken out side frequently. I work nights as a custodian for a school district ! So I’m available early to mid mornings for walks or house sitting over the weekends. As I have a cat, my number one priority for him is always making sure the doors are shut. He’s an indoor kitty and I ensure that it stays that way. Always guaranteed to have food and water and a clean litter box.

Sitter Profile Image: John K.
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John K.
Star Sitter
from
$150
per night
5 out of 5.0 stars
76 reviews
22 repeat clients
35 years of experience
SMITHTOWN, NY, 11787

John was excellent. He went above and beyond in every respect. We give our highest recommendation. John not only was very conscientious with our 2 dogs but also cleaned up our yard after the storm, hung our flag and fixed our trellis! We will definitely be booking again!

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Vincent P.
Sitter Profile Image: Ava W.
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Ava W.
from
$40
per night
5 out of 4.7 stars
3 reviews
6 years of experience
kings park, NY, 11754

Ava stepped up for us last minute when previous arrangements fell through. She is kind and considerate and wanted to make sure Tucker and Zeke had the best time while I was gone. I came home to a tidy house and she even stripped the sheets off the bed she slept in. I was not expecting that. I got daily photos of each dog while I was away, but I know deep down they did not miss me 🤣. I would reach out to her again.

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Samantha N.
Sitter Profile Image: Ross M.
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Ross M.
from
$50
per night
5 out of 5.0 stars
1 review
21 years of experience
St. James, NY, 11780

Ross took great care of our animals! He watched 2 dogs, 2 cats, a bird, fish, and a snake! He was very communicative, thorough in preparing for the weekend with the pets.

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Lisa G.
Sitter Profile Image: Asher W.
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Asher W.
from
$50
per night
1 year of experience
Stony Brook, NY, 11790

About: If you require a morning walker or need someone to run a few miles with your energetic dog, I am your person. I have experience with various types and sizes of pets. I am also very meticulous about their needs and yours. Please let me know their preferences and behaviors so I can best meet their needs. As a student my schedule varies but it I am typically available for morning and afternoon services such as walks and check-ins. I could also accommodate afternoons services depending on the week and request. My weekends are typically free unless specified otherwise. Available to do overday dog sitting on weekends (Friday, Saturday) If you are requesting drop-in services at your house, please let me know what your pet requires. I can offer play time, refill water and food, medication administration, brushing, and complete certain household tasks. Occasionally, if I do overday dog-sitting, your dog will have a fenced-in backyard to run around in.

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Sitter Profile Image: Michelle H.
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Sitter Profile Image: Michelle H.
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Michelle H.
Star Sitter

Top-Notch Care for Your Fur Babies
Bohemia, NY, 11716
10.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
29 reviews
11 repeat clients
Profile image

Michelle was fantastic! She communicated well, sent daily pictures and took great care of our pets and home. We will definitely schedule her again.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jason C.
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Sitter Profile Image: Jason C.
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Jason C.
Star Sitter

Considerate, mindful companion
Stony Brook, NY, 11790
2.3 mi. away
House Sitting, Drop-In Visits
from
$60
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
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Jason went above and beyond for our fur babies! We can tell they had huge smiles on their faces in all the videos and photos he sent. He is very reliable and responsive as well. We will definitely hire Jason again!!

Availability updated 3 days ago
Sitter Profile Image: Melissa S.
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Sitter Profile Image: Melissa S.
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Melissa S.
Star Sitter

Animals are my everything!
Port Jefferson Station, NY, 11776
5.0 mi. away
House Sitting, Drop-In Visits
from
$50
per night
5 out of 5.0 stars
16 reviews
2 repeat clients
Profile image

Melissa is amazing! Communicates great, absolute sweetheart, took amazing care of Josie and my home! Hoping to rebook her for my next trip can’t say enough how great she was!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Julia G.
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Sitter Profile Image: Julia G.
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Julia G.

Your local animal girl ❤️
Hauppauge, NY, 11788
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
2 reviews
2 repeat clients
Profile image

Julia was amazing with my dog. She was always on time and updated me throughout the day. I would definitely recommend her and I will be using her services again

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jess P.
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Sitter Profile Image: Jess P.
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Jess P.
Star Sitter

Groomer in training!
Smithtown, NY, 11787
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 4.9 stars
34 reviews
10 repeat clients
Profile image

Jess was wonderful with our golden retriever! She was prompt, efficient and communicative which eased any worry we had. I would definitely recommend Jess for any dog service you need!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Bridget S.
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Sitter Profile Image: Bridget S.
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Bridget S.

Lifelong animal lover & caregiver!
Stony Brook, NY, 11790
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

Bridget was amazing with our dog Beau and our house. Beau was well taken care of while we were gone and Bridget was so responsive with messages. Our house was spotless when we got back and I would 1000% have Bridget take care of Beau for our next trip!

Availability updated today
Sitter Profile Image: Melanie & Anthony A.
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Sitter Profile Image: Melanie & Anthony A.
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Melanie & Anthony A.

Your fur-baby paw companion
Ronkonkoma, NY, 11779
6.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 4.8 stars
16 reviews
7 repeat clients
Profile image

Melanie and Anthony were great with our dogs, even with one of them in heat. They kept them well fed and exercised. We were very pleased with the experience

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kimberly B.
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Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter

Your pet becomes part of my family
Stony Brook, NY, 11790
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$120
per night
5 out of 5.0 stars
66 reviews
19 repeat clients
Profile image

Kimberly was great! We've never used a pet-sitter before so were a little nervous, but Kimberly came over to meet us and our dog before we left and put our minds at ease. Our pup took to her right away when she visited and we appreciated the thoughtful questions she asked. She was a great communicator before and during her stay with our pup and sent so many great photos. Just got home from our trip and the house is spotless. Definitely recommend!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Staci G.
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Sitter Profile Image: Staci G.
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Staci G.
Rover 101

Tail-ored Professional Pet Care
Ronkonkoma, NY, 11779
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
26 reviews
5 repeat clients
Profile image

Awesome communication Dogs immediately warmed up to Staci! Definitely felt at ease leaving dogs in her care! Will rebook!

Availability updated 5 days ago
Sitter Profile Image: Kathy R.
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Sitter Profile Image: Kathy R.
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Kathy R.

Happy Paws! Compassionate Pet care!
Port Jefferson Station, NY, 11776
6.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
15 reviews
1 repeat client
Profile image

Kathy knows her business and has a natural connection with dogs. Our little Chihuahua mix is very shy with strangers, but Kathy gave her a "massage" that immediately won her over. We were very comfortable knowing Kathy was taking care of our dog and two cats for the holidays. Highly recommended.

Availability updated 4 days ago
Sitter Profile Image: Sharon P.
Verified Background Check
Sitter Profile Image: Sharon P.
Verified Background Check

Sharon P.
Rover 101

a new furever friend for your pet!
Stony brook, NY, 11790
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$74
per night
5 out of 5.0 stars
131 reviews
41 repeat clients
Profile image

We've had Sharon over twice now to watch pets and house sit, and it's been a great experience. We come home to very happy animals. She's an all-around pro, and it's made it so much easier to travel.

Availability updated 18 days ago
Sitter Profile Image: Kristie C.
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Sitter Profile Image: Kristie C.
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Kristie C.

Kristie's Pet Sitting
Lake Ronkonkoma, NY, 11779
5.2 mi. away
House Sitting, Drop-In Visits
from
$50
per night
2 reviews

Kristie loves her pets like they are her children, she gives them lots of kisses and snuggles.. I trust her completely to take care of my cat and dog and I know when I travel they will be cared for and given lots of attention and love and I don’t have to worry about them. She is very kind, considerate and trustworthy.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Olivia M.
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Sitter Profile Image: Olivia M.
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Olivia M.

Furry friend enthusiast ◡̈
Selden, NY, 11784
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Olivia was amazing with our Cavapoo, Lulu! They bonded instantly, and Lulu got to stick to her routine even while we were away. She made sure Lulu got plenty of playtime and attention, which we truly appreciate. Thank you again, Olivia, for keeping our girl company today! 😊🐶

Availability updated 8 days ago
Sitter Profile Image: Nancy Q.
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Sitter Profile Image: Nancy Q.
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Nancy Q.

Reliable and experienced sitter
Smithtown, NY, 11787
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
1 review

Nancy is the loving pet owner of a 14 year old dog , a 19 year old cat , a 7 year old cat, and a turtle that she took in when a friend couldn’t care for it any longer. When Nancy and I married she took in my 6 year old German Shepherd Jackson and treated him as one of her own pets. Jackson was unfortunately diagnosed with degenerative myelopathy and Nancy provided constant care with helping him get around the house and up and down the stairs, taking him to physical therapy, and just keeping him happy. Nancy is a great and loving pet parent and is a very responsible person.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: zach v.
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Sitter Profile Image: zach v.
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zach v.
Rover 101

Paws on Patrol
Fort Salonga, NY, 11768
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
14 reviews
1 repeat client

Zach is a hard worker who’s great with all kinds of animals. He’s lived with dogs all his life and makes sure they are all well cared for.

Availability updated 24 days ago
Sitter Profile Image: Carson T.
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Sitter Profile Image: Carson T.
Verified Enhanced Background Check

Carson T.

Dog lover
East Setauket, NY, 11733
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
3 reviews

Carson has looked after my two cats (Freak & Smushy) multiple times and always done a great job. One of my boys takes a while to warm up to new people and Carson was petting him and had him purring within minutes of them meeting. He is very caring and always follows the instructions I leave for him.

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

John K.
Star Sitter

Recently retired educated pro
SMITHTOWN, NY, 11787
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$150
per night
5 out of 5.0 stars
76 reviews
22 repeat clients
Profile image

John was excellent. He went above and beyond in every respect. We give our highest recommendation. John not only was very conscientious with our 2 dogs but also cleaned up our yard after the storm, hung our flag and fixed our trellis! We will definitely be booking again!

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ava W.
Verified Enhanced Background Check
Sitter Profile Image: Ava W.
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Ava W.

Lover of all animals!
kings park, NY, 11754
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.7 stars
3 reviews
Profile image

Ava stepped up for us last minute when previous arrangements fell through. She is kind and considerate and wanted to make sure Tucker and Zeke had the best time while I was gone. I came home to a tidy house and she even stripped the sheets off the bed she slept in. I was not expecting that. I got daily photos of each dog while I was away, but I know deep down they did not miss me 🤣. I would reach out to her again.

Availability updated 10 days ago
Sitter Profile Image: Ross M.
Verified Enhanced Background Check
Sitter Profile Image: Ross M.
Verified Enhanced Background Check

Ross M.

Doggy devotee & Cat Whisperer
St. James, NY, 11780
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
1 review
Profile image

Ross took great care of our animals! He watched 2 dogs, 2 cats, a bird, fish, and a snake! He was very communicative, thorough in preparing for the weekend with the pets.

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Asher W.
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Sitter Profile Image: Asher W.
Verified Enhanced Background Check

Asher W.

give the exercise your dog needs!
Stony Brook, NY, 11790
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
2 reviews

Asher is great with dogs. I have two and always ask him to watch them whenever I’m on an extended trip. He takes great care of my dogs and they’re always happy to see him. He walks my dogs often and usually takes them on different routes each time to change things up, my dogs love exploring the neighborhood with him. He is also very careful with my dogs, making sure that they don’t get into any trouble or eat anything off the ground. I definitely recommend Asher to be a dog walker, he will do great.

Availability updated 22 days ago

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