Personalized care for your dog or cat - Shelter Island

Highly-rated overnight sitters - Shelter Island

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Britanny B.
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Britanny B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
78 reviews
23 repeat clients
20 years of experience
Madison, CT, 06443

Norma had a great time with Britanny and her family. It's a safe and loving environment, and Britanny is super responsive with updates and photos. Highly recommend!

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Neely L.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$100
per night
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Southold, NY, 11971

Amanda and family was so accommodating to Beau. He was happy to play ball and loved the pool. From the moment we walked into their home I knew our boy would be care for. I would highly recommend your services. Thank you

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Michael T.
Sitter Profile Image: Lois G.
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Lois G.
from
$100
per night
5.0 out of 5 stars
8 reviews
45 years of experience
East Hampton, NY, 11937

Lois was wonderful!! She provided excellent care when boarding our cockapoo for several days. She loved Jasper (our dog) and was very easy to work with. Lois provided us with photos/videos each day that we were away. I'd wholeheartedly recommend Lois as an excellent caretaker for your pet. We would definitely want to have her care for Jasper again!

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Loren D.
Sitter Profile Image: Carolina O.
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Carolina O.
from
$45
per night
5.0 out of 5 stars
102 reviews
34 repeat clients
10 years of experience
Groton, CT, 06340

Carolina is an excellent caregiver; my dogs were very happy with her, and she kept me updated on how they were doing. My family and I are so glad we found her. She will definitely continue to be the one who takes care of them every time we travel. Thanks so much Carolina

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Arlenny P.
Sitter Profile Image: Jillison S.
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Jillison S.
from
$40
per night
5.0 out of 5 stars
13 reviews
1 repeat client
40 years of experience
Old Saybrook, CT, 06475

Jill was amazing! We met before our booking so we could make sure my dog would be comfortable and fit in at their home. She sent me pupdates throughout the weekend and did so many adventures with our dog. I'm so happy to have found her!

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Kate D.
Sitter Profile Image: Maria F.
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Maria F.
Star Sitter
from
$250
per night
5.0 out of 5 stars
38 reviews
14 repeat clients
15 years of experience
Southold, NY, 11971

So grateful we found Maria, she’s incredible and Finn loved her. She’s done drop offs, daycare and boarding for Finn — all have been great. Super communicative, prioritizes making Finn comfortable, overall would highly recommend!!! Thanks Maria!

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Jill D.
Sitter Profile Image: Victoria F.
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Victoria F.
Star Sitter
from
$85
per night
5.0 out of 5 stars
1 review
2 repeat clients
8 years of experience
Southold, NY, 11971

About: I’ve always loved animals and have experience caring for many different kinds of pets, including dogs, cats, chickens, and even reptiles! I’m very responsible, patient, and attentive, and I truly enjoy making pets feel safe, happy, and cared for while their owners are away. I’ve watched numerous animals over the years and understand how important it is to treat every pet like family. Whether your pet loves playtime, cuddles, walks, or just a calm and caring environment, I’ll make sure they get the best care possible! I currently work part-time, so I have a flexible schedule and plenty of time to give pets lots of attention, care, and playtime throughout the day. I’m available for walks, drop-ins, boarding, and pet sitting during most weekdays and weekends. I love spending time with animals and making sure they feel comfortable, safe, and happy while their owners are away. Your pet’s safety and comfort are always my top priority. I provide a calm, loving, and clean environment where pets can feel relaxed and cared for. I’m very attentive to routines, feeding schedules, medications, and any special instructions provided by owners. I also have experience around different types of animals and understand the importance of patience, supervision, and making pets feel secure.

Sitter Profile Image: Erica & Thomas C.
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Erica & Thomas C.
Star Sitter
from
$48
per night
5.0 out of 5 stars
217 reviews
82 repeat clients
40 years of experience
East Lyme, CT, 06333

The family took care of our pup while we were on vacation. I was happy to receive updates and pictures daily letting me know how he was doing. I couldn’t be happier with the service they provided!

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Sandy A.
Sitter Profile Image: Laura G.
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Laura G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
114 reviews
35 repeat clients
18 years of experience
East Haddam, CT, 06423

Laura was so wonderful! She made our family and our pup so comfortable and sent pictures and updates throughout our trip. We were so happy knowing that our dog got to be part of Laura’s family while we were away. We’d highly recommend Laura!

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Hadley K.
Sitter Profile Image: Karen F.
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Karen F.
Star Sitter
from
$31
per night
5.0 out of 5 stars
59 reviews
18 repeat clients
11 years of experience
New London, CT, 06320

Karen took our Poodle puppy on a last minute request and we’re so happy she did! She stayed in contact throughout, sent tons of photos and videos and was very flexible with pickup and drop off time. She even gave us a little parting gift! Would definitely recommend Karen if you are in the New London/Mystic area!

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Annie K.
Sitter Profile Image: Nadjeska R.
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Nadjeska R.
from
$65
per night
5.0 out of 5 stars
65 reviews
27 repeat clients
18 years of experience
Guilford, CT, 06437

Nadjeska provided such excellent care for our rescue dog! She sent multiple pictures each day and was very conscientious. We definitely plan to schedule with her again!

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Katie S.
Sitter Profile Image: Hailey H.
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Hailey H.
from
$80
per night
1 repeat client
3 years of experience
Southold, NY, 11971

About: Hi!! My name is Hailey!! and I’ve been an animal lover for as long as I can remember!! As a dog and cat owner myself, I understand how important it is to find someone you can trust with your furry family members. I currently have a Golden Retriever named Arlo and a cat named Clover, so I know the importance of providing pets with love, patience, exercise, playtime, and PLENTY of attention!! Whether your dog needs a fun walk, a drop-in visit while you’re away, or overnight care, I’ll make sure they feel safe, comfortable, and loved. Every pet in my care will be treated like they’re part of my own family. I’ll follow your pet’s routine, provide fresh food and water and medications, give lots of affection, and send plenty of photo and video updates so you can have peace of mind while you’re away. I’m a responsible online college student with a flexible schedule, and I am very dependable, organized, and attentive to each pet’s unique needs and personality. I know every animal is different, and I’ll always take the time to earn their trust and make sure they have a perfect experience!! I can’t wait to meet you and your furry best friend!! My schedule is flexible, allowing me to spend quality time with the pets in my care rather than rushing through visits. I understand how important routines are, and I’ll follow your feeding, medication, potty break, and exercise instructions carefully. I make sure pets feel at home and safe and comfortable my house is clean and spacious for your fur baby to play I will keep my eyes on your baby 24/7 till my service time is up I will make sure they are well fed and have plenty of water.

Sitter Profile Image: CaraLynn C.
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CaraLynn C.
from
$60
per night
4.9 out of 5 stars
9 reviews
7 years of experience
Southampton, NY, 11968

Cara was wonderful! Fellini had a great time with her and her family! Excellent & frequent communication. I felt very at ease with her caring for Fellini.

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Melissa S.
Sitter Profile Image: Concetta & Jerome & Brett W.
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Concetta & Jerome & Brett W.
from
$75
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
25 years of experience
Clinton, CT, 06413

My Golden had a great stay with Connie and family. She sent photos, gave updates, and we met before at a dog park to make sure our dogs got along. He was well cared for, and even sent him home with a goodie bad with some treats. They are much more like professional caretakers and couldn’t recommend enough.

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Jonathan M.
Sitter Profile Image: Serenity M.
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Serenity M.
Star Sitter
from
$55
per night
4.9 out of 5 stars
14 reviews
5 repeat clients
4 years of experience
Essex, CT, 06426

Serenity offered to meet our pups prior to their stay with her. She sent regular updates to let me know how they were doing. When we picked them up they seemed at ease. I will definitely reach out to her again when needed.

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Laurie B.
Sitter Profile Image: Torie M.
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Torie M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
20 years of experience
Waterford, CT, 06385

Torie was amazing ! Can't thank her enough for watching my dog Jax for 10 days ! Torie provided excellent communication and plenty of photos from Jax's stay. Would highly recommend to all

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Radek K.
Sitter Profile Image: Elisa N.
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Elisa N.
Star Sitter
from
$65
per night
5.0 out of 5 stars
20 reviews
2 repeat clients
30 years of experience
WATERFORD, CT, 06385

Elisa was wonderful with communication and updates for my Bru, as well as very responsive. Very easy and professional to book with and very trustworthy. Would absolutely use her services again in the future. 🐾

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Alicia D.
Sitter Profile Image: Anne-Marie I.
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Anne-Marie I.
Star Sitter
from
$50
per night
5.0 out of 5 stars
54 reviews
15 repeat clients
5 years of experience
Branford, CT, 06405

My mom's puppy was in her arms looking very happy! We received updates which was wonderful She was very accommodating and we hope she's available again because it was our puppy's first time away and Anne made this experience easy

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Jinny K.
Sitter Profile Image: Ariel G.
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Ariel G.
Star Sitter
from
$150
per night
5.0 out of 5 stars
4 reviews
3 repeat clients
30 years of experience
Sag Harbor, NY, 11963

About: Hi, I’m Ariel! 🐾 Dogs have been a part of my life for as long as I can remember. From growing up caring for family pets to rescuing dogs in need, I’ve spent decades learning how to understand and care for pups of all ages, personalities, and energy levels. I’m now a proud dog mom to two dogs of my own, both of whom I’ve personally trained from puppyhood. I’ve navigated everything from potty training, crate training, leash manners, and basic obedience to caring for senior dogs who need a little extra patience, comfort, and attention. Whether your dog is a playful puppy, a spirited adult, or a sweet senior, I treat every dog like they’re part of my family. I understand that every pup has unique needs, routines, and quirks, and I take the time to make them feel safe, happy, and loved while you’re away. Expect plenty of walks, playtime, belly rubs, photo updates, and one on one attention. My goal is simple: for your dog to have such a great time that they’re excited to see me again! 🐶💕 Spending the summer in Sag Harbor, I’m fortunate to have access to beautiful walking routes and dog friendly areas, making every outing an adventure. I know how much trust it takes to leave your furry family member in someone else’s care, and I take that responsibility seriously. Reliable, attentive, and genuinely dog-obsessed, I’m here to provide the same level of care I’d want for my own pups. I'm up in Sag Harbor for the summer and currently semi retired from my 14 year career in property management. With two pups of my own I am fully capable of feedings, walks, potty breaks, playtime, cuddles, and some medical. I'm great at understanding the different personalities dogs may have. I will ensure your pups are always safe and well taken care of so you can stay worry free.

Sitter Profile Image: Maria E.
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Maria E.
from
$160
per night
4.9 out of 5 stars
64 reviews
23 repeat clients
25 years of experience
Sag Harbor, NY, 11963

Great attention to my dogs. They were well cared for and Maria clearly loves dogs. I will use her going forward for all my dog boarding needs.

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Howie M.
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Cat caregivers near you - Shelter Island

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Max (Gabriella) A.
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Max (Gabriella) A.
from
$17
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Shelter Island, NY, 11964

About: I am a dog owner who is passionate about all animals, but especially dogs. I have learned how to read dog body language and attended school for 2 years for Canine Training. I absolutely adore animals and believe in positive reinforcement 100%. I currently have nothing on my schedule, so your dogs have my full attention! I take care of my own dog every day, so I know how to keep dogs occupied and happy. I will ensure that your dogs are 100% safe, cutting no corners to make sure they are properly introduced to my dogs and that their needs are always met.

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Why choose a sitter on Rover

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    Every sitter profile has been reviewed and approved by Rover before joining our community.

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    Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.

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    Schedule a free in-person meeting to ensure a perfect fit before you ever book.

Perfect for high energy dogs - Shelter Island

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Maria F.
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Maria F.
Star Sitter
from
$250
per day
5.0 out of 5 stars
38 reviews
14 repeat clients
15 years of experience
Southold, NY, 11971

About: **Trusted Pet Walking & Sitting Services** With years of hands-on experience caring for dogs, cats, and other pets, I provide reliable and compassionate pet walking and sitting services tailored to your pet’s unique needs. Whether your furry friend needs daily exercise, socialization, or attentive care while you’re away, I’m dedicated to ensuring their happiness and well-being. Flexible scheduling, personalized attention, and a genuine love for animals make me the perfect choice to keep your pet safe, active, and loved. Let’s make your pet’s day brighter together! **Pet Sitting & Walking Services That Fit Your Daily Life** Balancing a busy schedule can be tough, but your pet’s care doesn’t have to fall behind. I provide flexible and reliable pet sitting and walking services designed to fit smoothly into your daily routine. Whether it’s a midday walk to burn off energy, feeding and companionship while you’re at work, or evening playtime to wind down, I make sure your furry friend gets the attention and care they need — right when they need it. With personalized care tailored to your pet’s habits, I help keep their day balanced, happy, and healthy, so you can focus on yours, worry-free. Your pet’s safety is my highest priority. I conduct thorough assessments of walking routes and environments to avoid busy roads, hazardous areas, or unfamiliar animals. During walks, I use secure, well-fitted harnesses and always keep pets on a short leash for full control. At home, I ensure a clean, comfortable space, monitor pets closely, and follow any specific care instructions you provide—from medication schedules to dietary needs. Building trust is essential, which is why I prioritize open communication with pet owners. Before starting, I take time to meet your pet, understand their temperament, and tailor my care to their personality and routine. I provide regular updates with photos and notes, so you’re always connected and reassured. I’m also versed in pet first aid and prepared for emergencies, ensuring your pet receives prompt care if needed. Whether it’s a playful walk or calm companionship, I create a safe, positive, and loving environment where your pet feels secure and happy every time.

Sitter Profile Image: Hailey H.
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Hailey H.
from
$60
per day
1 repeat client
3 years of experience
Southold, NY, 11971

About: Hi!! My name is Hailey!! and I’ve been an animal lover for as long as I can remember!! As a dog and cat owner myself, I understand how important it is to find someone you can trust with your furry family members. I currently have a Golden Retriever named Arlo and a cat named Clover, so I know the importance of providing pets with love, patience, exercise, playtime, and PLENTY of attention!! Whether your dog needs a fun walk, a drop-in visit while you’re away, or overnight care, I’ll make sure they feel safe, comfortable, and loved. Every pet in my care will be treated like they’re part of my own family. I’ll follow your pet’s routine, provide fresh food and water and medications, give lots of affection, and send plenty of photo and video updates so you can have peace of mind while you’re away. I’m a responsible online college student with a flexible schedule, and I am very dependable, organized, and attentive to each pet’s unique needs and personality. I know every animal is different, and I’ll always take the time to earn their trust and make sure they have a perfect experience!! I can’t wait to meet you and your furry best friend!! My schedule is flexible, allowing me to spend quality time with the pets in my care rather than rushing through visits. I understand how important routines are, and I’ll follow your feeding, medication, potty break, and exercise instructions carefully. I make sure pets feel at home and safe and comfortable my house is clean and spacious for your fur baby to play I will keep my eyes on your baby 24/7 till my service time is up I will make sure they are well fed and have plenty of water.

Sitter Profile Image: Maria E.
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Maria E.
from
$130
per day
4.9 out of 5 stars
64 reviews
23 repeat clients
25 years of experience
Sag Harbor, NY, 11963

Maria was a star, extremely available, great communication, and trustworthy. She took on my two big pups and was very open to their needs. Would definitely re-book in the future. Thank you Maria!

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Bianca D.
Sitter Profile Image: CaraLynn C.
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CaraLynn C.
from
$45
per day
4.9 out of 5 stars
9 reviews
7 years of experience
Southampton, NY, 11968

CaraLynn was excellent with our two skittish Shetland Sheepdogs. She sent us pictures and updates of their activities and meals throughout the day, which made our time apart from them less stressful and worrisome. One of our dogs typically doesn't eat when placed in an unfamiliar environment, but he did so with CaraLynn. That is a positive reflection on her and how dogs respond to her. My wife and I recommend CaraLynn highly and would use her for dog-sitting services again in an instant.

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John M.
Sitter Profile Image: Cait G.
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Cait G.
from
$75
per day
5.0 out of 5 stars
7 reviews
22 years of experience
Sag Harbor, NY, 11963

Cait was awesome with Arlo, who I had just adopted a couple months before and had to come with me on a work trip. I basically had to drop him and run on the first day, and he barked at her! Cait was super sweet and had his tail wagging w/in minutes. She accommodated some schedule changes, enforced his training commands, and did super fun stuff with him. She was sad to see him go, which I took as the mark of someone who really cares about animals!!

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Collyn H.
Sitter Profile Image: Alexa T.
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Alexa T.
Star Sitter
from
$120
per day
5.0 out of 5 stars
12 reviews
4 repeat clients
5 years of experience
East Hampton, NY, 11937

Alexa was so great in taking care of our dog. Amazing communication, flexible with timing but most of all was a wonderful caretaker with Coco. Highly recommend!

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Matt B.
Sitter Profile Image: Joseph S.
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Joseph S.
Star Sitter
from
$80
per day
5.0 out of 5 stars
26 reviews
10 repeat clients
13 years of experience
Southampton, NY, 11968

Joseph took excellent care of our dog, Turkey. She’s a shy dog and took to him very quickly. She didn’t seem in any hurry to leave with us! Would very much recommend.

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Stephanie N.
Sitter Profile Image: Ariel G.
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Ariel G.
Star Sitter
from
$100
per day
5.0 out of 5 stars
4 reviews
3 repeat clients
30 years of experience
Sag Harbor, NY, 11963

Absolutely the best! Our dog had the best time!

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Alix S.
Sitter Profile Image: Victoria F.
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Victoria F.
Star Sitter
from
$100
per day
5.0 out of 5 stars
1 review
2 repeat clients
8 years of experience
Southold, NY, 11971

About: I’ve always loved animals and have experience caring for many different kinds of pets, including dogs, cats, chickens, and even reptiles! I’m very responsible, patient, and attentive, and I truly enjoy making pets feel safe, happy, and cared for while their owners are away. I’ve watched numerous animals over the years and understand how important it is to treat every pet like family. Whether your pet loves playtime, cuddles, walks, or just a calm and caring environment, I’ll make sure they get the best care possible! I currently work part-time, so I have a flexible schedule and plenty of time to give pets lots of attention, care, and playtime throughout the day. I’m available for walks, drop-ins, boarding, and pet sitting during most weekdays and weekends. I love spending time with animals and making sure they feel comfortable, safe, and happy while their owners are away. Your pet’s safety and comfort are always my top priority. I provide a calm, loving, and clean environment where pets can feel relaxed and cared for. I’m very attentive to routines, feeding schedules, medications, and any special instructions provided by owners. I also have experience around different types of animals and understand the importance of patience, supervision, and making pets feel secure.

Sitter Profile Image: Brenda C.
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Brenda C.
Star Sitter
from
$100
per day
5.0 out of 5 stars
8 reviews
8 repeat clients
10 years of experience
Southampton, NY, 11968

About: Hi there, I’m Brenda! 😊 I’m a dedicated pet sitter with a background in animal care. I’ve completed a vet assistant certification and have worked in a local veterinary clinic in Sag Harbor, gaining hands-on experience in pet health and well-being. I also spent time working in an animal shelter in Brazil, caring for pets of all kinds, including rescues with special needs. Your pet’s happiness and safety are my top priorities, and I’d love the opportunity to care for them as if they were my own. Looking forward to meeting you and your furry friend! 🐾💕 I’m a full-time pet sitter, so I have a flexible schedule to accommodate your pet’s needs. Whether it’s daily visits, extended stays, or customized care, I’m happy to work around what’s best for you and your furry friend! 🐾 I also offer Half Day Pet Care, a personalized 4–5 hour care service in your pet’s home. This is not traditional daycare at my house—instead, I spend dedicated time with your pet, providing companionship, walks, playtime, dog park, and plenty of attention. Pickup and drop-off services are included. Unfortunately, I’m unable to take pets into my home since I live in a rented place. That’s why I provide pet care in their owner’s home, where they can stay comfortable and stress-free in their familiar environment. This also allows me to keep their routine as normal as possible while you’re away! 🐾💕

Sitter Profile Image: Hannah A.
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Hannah A.
from
$125
per day
5.0 out of 5 stars
33 reviews
12 repeat clients
14 years of experience
Water Mill, NY, 11976

Hannah is great, this is the second time Franklin had stayed with her, and he had a wonderful time! Hannah sent us lots of updates throughout the day, and gave our pup lots of playtime and walks. He can’t wait to go back!

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Carmen A.
Sitter Profile Image: Brooke E.
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Brooke E.
from
$40
per day
5.0 out of 5 stars
6 reviews
24 years of experience
East Lyme, CT, 06357

About: Hi, My name is Brooke I go by Seven and my entire life has been surrounded by animals, from catching frogs, lizards, feeding the squirrels and always just having that touch even with the animals that don't trust or care for most humans. I have that special something. I started walking the whole neighborhoods dogs when i was 9 years old, i would walk up to 5 at a time. At the age of 13 i started volunteering for an animal rescue fostering dogs and cats. I was the girl growing up all my friends would bring stray or lost animals too. 16 i started working as a vet assistant, at 18 working a 150 dog ranch/doggie daycare and boarding facility to then move on into my early twenties working a place in Seattle called Dogwood Play Park, the first of its kind. It was an indoor outdoor 21 plus play park and daycare. Owners could bring their dogs to play while they had a beer and got to know other dog lovers, I built many beautiful dog... and people friendships there. I have always been told by the owners they that their dogs listens to me better..I say its just cause i am alpha pack leader!! I have massive respect and love for all animals. I worked in Portland Oregon on a farm in 2022 called Trisklee farm where i cared for all the animals on the property as farmer seven, i did weekend tours of the farm and helped run kids summer camp.I am very good with all ages and types of animals. My biggest strength is animal body language, i can read an animals move before they do it. Something i have picked up over my life span over working with animals everyday. I can administer medications and very aware of your pets behaviors to make sure they feel the most comfortable at all times. I owned guinea pigs, giant Flemish Rex rabbit, cats, and just recently lost my best friends Clyde who was a mastiff Doberman this June , he was almost 12. And Alice my English mastiff who was almost 11 back in 2023 . large breeds are my specialty. I just had a new born on July 29th 2026 and have a year and a half year old as well. I am a stay at home mom who misses her pets and want my children to grow up around animals without making the commitment right now to add to the family. So being good around children who are young and learning boundaries is a must so we don’t put your pet or my children in an uncomfortable or dangerous situation. Hope to hear from you and care for your furry babies . I am a doula and stay at home mom I jsut lost my soul dog and looking to add some furry friends to our pack as friends for my children to learn to be around and get some love . I am very loving at attentive, I notice your pets needs almost immediately and what works for them. I’ll be as involved or chill as they need me to be. It’s your pets world I’m living in it. Yet I’m still alpha and set boundaries

Sitter Profile Image: Mary Jo M.
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Mary Jo M.
Star Sitter
from
$55
per day
4.9 out of 5 stars
156 reviews
64 repeat clients
30 years of experience
Old Lyme, CT, 06371

Thank you Mary Jo! She watched my Pepper for a couple hours and did a great job! I also thought it was extremely sweet of your son to kiss Pepper goodbye on top of his head :) I highly recommend Mary Jo to look after your dog!

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Evan M.
Sitter Profile Image: Carolina O.
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Carolina O.
from
$30
per day
5.0 out of 5 stars
102 reviews
34 repeat clients
10 years of experience
Groton, CT, 06340

This was my first time ever leaving Ange. I was a little nervous, but everything went great over all. Carolina text me through out the day and made me feel so comfortable with me leaving Ange. I will definitely use Carolina in the near future.

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alexis v.
Sitter Profile Image: Nadjeska R.
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Nadjeska R.
from
$45
per day
5.0 out of 5 stars
65 reviews
27 repeat clients
18 years of experience
Guilford, CT, 06437

This was my first time using Rover.com. I had picked up my German shepherd, Evie, from a shelter in North Carolina last November. Based on her recorded condition when brought in as a stray 5 weeks before she had been through a rough period. She has fully recovered now and is in good health. My wife and I wanted to find someone to board her with where she would be happy when we're away. We identified a few possibilities at the Rover website and following a positive meet and greet with Nadjeska last week, had Evie spend the day with her yesterday. It went very well. Nadjeska sent us several texts with photos during the day updating us on Evie's stay. We were looking for a home where Evie could spend time with and play with other dogs and Evie made a new friend, Sparkles, Najeska's little dog. Nadjeska has a fenced yard which provides a safe place for them to run around in the fresh air. Evie seemed to enjoy the day, Nadjeska obviously loves dogs, and we will be repeat clients in the near future.

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Ron C.
Sitter Profile Image: Melissa S.
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Melissa S.
Star Sitter
from
$65
per day
5.0 out of 5 stars
32 reviews
6 repeat clients
30 years of experience
East Quogue, NY, 11942

Melissa was so nice and accommodating. She even offered to pick up and drop off our dog since it was our wedding. Cruz came back happy as can be and she shared some videos of him playing and having a great time. Would definitely use her again.

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Danielle M.
Sitter Profile Image: Joe B.
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Joe B.
from
$30
per day
5.0 out of 5 stars
16 reviews
5 repeat clients
25 years of experience
East Lyme, CT, 06357

Joe and his wife were very friendly. They watched Shiloh for about 5 hours while we visited with friends in the area. At pick up, we could tell Shiloh enjoyed her visit and playtime with the family's dog.

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Annacarina J.
Sitter Profile Image: Julie G.
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Julie G.
Star Sitter
from
$52
per day
4.9 out of 5 stars
114 reviews
39 repeat clients
20 years of experience
Riverhead, NY, 11901

Julie was wonderful with Theo. She bonded with him right away and he was excited to see her each day. Julie is very communicative and very loving. She was also incredibly flexible with my timing. Thank you so much Julie! Highly recommend.

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Jillian C.
Sitter Profile Image: Erica & Thomas C.
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Erica & Thomas C.
Star Sitter
from
$35
per day
5.0 out of 5 stars
217 reviews
82 repeat clients
40 years of experience
East Lyme, CT, 06333

Quincy and Zali had a great time with Erica and her family. They seemed to enjoy their stay and slept well after their visit. Looking forward to using Erica and her family again for future stays.

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Diane B.
Sitter Profile Image: Emily S.
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Emily S.
from
$125
per day
5.0 out of 5 stars
37 reviews
12 repeat clients
15 years of experience
Southampton, NY, 11968

Emily was amazing. Duke really took to her and had a great day. He came home a very happy and tired dog, which is always great sign!!! We will definitely be using her help again!

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Francoise K.
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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Shelter Island

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Max (Gabriella) A.
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Max (Gabriella) A.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Shelter Island, NY, 11964

Great first walk!

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Caroline S.
Sitter Profile Image: Maria F.
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Maria F.
Star Sitter
from
$137
per walk
5.0 out of 5 stars
38 reviews
14 repeat clients
15 years of experience
Farmingville, NY, 11738

Maria is amazing! Super communicative and Rico loves her.

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Molly M.
Sitter Profile Image: Maya M.
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Maya M.
from
$19
per walk
5.0 out of 5 stars
1 review
10 years of experience
New Britain, CT, 06053

About: I have over ten years of experience with dogs. I had a rat terrier named Imani growing up so I have experience with high energy dogs from puppies to seniors. I have 4 years of experience with cats. Three years with two seven year old boys during a previous relationship where I honed my cat care, training skills and love for cats. So much so that I adopted my own cat, a two year old named Billie, last year. I have also trained her to sit, lay down and fetch as well as using positive reinforcement to dissuade scratching behaviors. I am currently working for myself as a freelance photographer and consultant so I have a pretty flexible schedule and can accommodate multiple drop in’s in one day or work from your home while pet sitting. I am dedicated to maintaining a clean and safe environment for the pet I’m caring for. I love to send picture and video updates regularly. I love to play with cats and dogs and am committed to their happiness and safety.

Sitter Profile Image: Evan D.
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Evan D.
from
$20
per walk
12 years of experience
Brookhaven, NY, 11719

About: From a young age, one of my greatest aspirations was to learn how to properly train and care for dogs. At just nine years old, I saved my birthday money and—with the help of my parents—welcomed my very first puppy into my life. From that moment forward, dogs have remained a central part of my life. Over the years, I’ve had the privilege of raising and caring for five dogs, including one beloved companion who is no longer with us. Today, my fur family includes two Shih Tzus, an Australian Cattle Dog, and a Miniature Australian Shepherd. After relocating to Kansas City, I brought my Australian Cattle Dog and Mini Aussie with me. My two Shih Tzus were raised in New York and remain there with family, where they are comfortable in the environment they’ve always known. Needless to say, these animals mean the world to me. They bring immeasurable joy, companionship, and energy into everyday life, and I understand how important it is to trust someone with the care of your pet. I would be honored to care for your dog with the same attentiveness, patience, and integrity that I give my own. In addition to general care, I am well-versed in puppy development, foundational training techniques, and behavioral correction strategies. If your dog would benefit from structured guidance during our time together, I’m happy to incorporate that as part of the experience. My personal dogs do not need to be present during any service. However, if your dog forms a positive connection with one of mine and you specifically request that they join us for companionship during walks or activities, I’m happy to accommodate when appropriate. In those cases, it can create a fun and enriching experience for everyone involved. My goal is simple: to ensure your dog feels safe, engaged, and well cared for—while giving you complete peace of mind. Pet care is already part of my daily routine so, adding another to the pack isn’t a hassle! My two pups keep me busy and on schedule, they’re fed around 8am, and again at 5pm. Aside from routine morning walks, they exercise for roughly 1.5hrs daily (depending on weather conditions). My home is smoke free, and pet welcoming. I have 4 amazing dogs (Mini Aussie, Australian Cattle Dog, and 2 Shitzus) that will happily keep your pup entertained! They are thoroughly trained and well mannered. If you have a pet that you don’t think will do well with this interaction, I will gladly chat with you to see if we can find a way to accommodate! I have a spacious, fenced-in, backyard area for you dogs to enjoy themselves!

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Shelter Island

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Britanny B.
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Britanny B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
78 reviews
23 repeat clients
20 years of experience
Madison, CT, 06443

Norma had a great time with Britanny and her family. It's a safe and loving environment, and Britanny is super responsive with updates and photos. Highly recommend!

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Neely L.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$100
per night
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Southold, NY, 11971

Amanda and family was so accommodating to Beau. He was happy to play ball and loved the pool. From the moment we walked into their home I knew our boy would be care for. I would highly recommend your services. Thank you

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Michael T.
Sitter Profile Image: Carolina O.
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Carolina O.
from
$45
per night
5.0 out of 5 stars
102 reviews
34 repeat clients
10 years of experience
Groton, CT, 06340

Carolina is an excellent caregiver; my dogs were very happy with her, and she kept me updated on how they were doing. My family and I are so glad we found her. She will definitely continue to be the one who takes care of them every time we travel. Thanks so much Carolina

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Arlenny P.
Sitter Profile Image: Jillison S.
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Jillison S.
from
$40
per night
5.0 out of 5 stars
13 reviews
1 repeat client
40 years of experience
Old Saybrook, CT, 06475

Jill was amazing! We met before our booking so we could make sure my dog would be comfortable and fit in at their home. She sent me pupdates throughout the weekend and did so many adventures with our dog. I'm so happy to have found her!

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Kate D.
Sitter Profile Image: Maria F.
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Maria F.
Star Sitter
from
$250
per night
5.0 out of 5 stars
38 reviews
14 repeat clients
15 years of experience
Southold, NY, 11971

So grateful we found Maria, she’s incredible and Finn loved her. She’s done drop offs, daycare and boarding for Finn — all have been great. Super communicative, prioritizes making Finn comfortable, overall would highly recommend!!! Thanks Maria!

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Jill D.
Sitter Profile Image: Erica & Thomas C.
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Erica & Thomas C.
Star Sitter
from
$48
per night
5.0 out of 5 stars
217 reviews
82 repeat clients
40 years of experience
East Lyme, CT, 06333

The family took care of our pup while we were on vacation. I was happy to receive updates and pictures daily letting me know how he was doing. I couldn’t be happier with the service they provided!

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Sandy A.
Sitter Profile Image: Laura G.
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Laura G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
114 reviews
35 repeat clients
18 years of experience
East Haddam, CT, 06423

Laura was so wonderful! She made our family and our pup so comfortable and sent pictures and updates throughout our trip. We were so happy knowing that our dog got to be part of Laura’s family while we were away. We’d highly recommend Laura!

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Hadley K.
Sitter Profile Image: Nadjeska R.
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Nadjeska R.
from
$65
per night
5.0 out of 5 stars
65 reviews
27 repeat clients
18 years of experience
Guilford, CT, 06437

Nadjeska provided such excellent care for our rescue dog! She sent multiple pictures each day and was very conscientious. We definitely plan to schedule with her again!

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Katie S.
Sitter Profile Image: Concetta & Jerome & Brett W.
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Concetta & Jerome & Brett W.
from
$75
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
25 years of experience
Clinton, CT, 06413

My Golden had a great stay with Connie and family. She sent photos, gave updates, and we met before at a dog park to make sure our dogs got along. He was well cared for, and even sent him home with a goodie bad with some treats. They are much more like professional caretakers and couldn’t recommend enough.

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Jonathan M.
Sitter Profile Image: Torie M.
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Torie M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
20 years of experience
Waterford, CT, 06385

Torie was amazing ! Can't thank her enough for watching my dog Jax for 10 days ! Torie provided excellent communication and plenty of photos from Jax's stay. Would highly recommend to all

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Radek K.
Sitter Profile Image: Elisa N.
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Elisa N.
Star Sitter
from
$65
per night
5.0 out of 5 stars
20 reviews
2 repeat clients
30 years of experience
WATERFORD, CT, 06385

Elisa was wonderful with communication and updates for my Bru, as well as very responsive. Very easy and professional to book with and very trustworthy. Would absolutely use her services again in the future. 🐾

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Alicia D.
Sitter Profile Image: Anne-Marie I.
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Anne-Marie I.
Star Sitter
from
$50
per night
5.0 out of 5 stars
54 reviews
15 repeat clients
5 years of experience
Branford, CT, 06405

My mom's puppy was in her arms looking very happy! We received updates which was wonderful She was very accommodating and we hope she's available again because it was our puppy's first time away and Anne made this experience easy

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Jinny K.
Sitter Profile Image: Ariel G.
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Ariel G.
Star Sitter
from
$150
per night
5.0 out of 5 stars
4 reviews
3 repeat clients
30 years of experience
Sag Harbor, NY, 11963

About: Hi, I’m Ariel! 🐾 Dogs have been a part of my life for as long as I can remember. From growing up caring for family pets to rescuing dogs in need, I’ve spent decades learning how to understand and care for pups of all ages, personalities, and energy levels. I’m now a proud dog mom to two dogs of my own, both of whom I’ve personally trained from puppyhood. I’ve navigated everything from potty training, crate training, leash manners, and basic obedience to caring for senior dogs who need a little extra patience, comfort, and attention. Whether your dog is a playful puppy, a spirited adult, or a sweet senior, I treat every dog like they’re part of my family. I understand that every pup has unique needs, routines, and quirks, and I take the time to make them feel safe, happy, and loved while you’re away. Expect plenty of walks, playtime, belly rubs, photo updates, and one on one attention. My goal is simple: for your dog to have such a great time that they’re excited to see me again! 🐶💕 Spending the summer in Sag Harbor, I’m fortunate to have access to beautiful walking routes and dog friendly areas, making every outing an adventure. I know how much trust it takes to leave your furry family member in someone else’s care, and I take that responsibility seriously. Reliable, attentive, and genuinely dog-obsessed, I’m here to provide the same level of care I’d want for my own pups. I'm up in Sag Harbor for the summer and currently semi retired from my 14 year career in property management. With two pups of my own I am fully capable of feedings, walks, potty breaks, playtime, cuddles, and some medical. I'm great at understanding the different personalities dogs may have. I will ensure your pups are always safe and well taken care of so you can stay worry free.

Sitter Profile Image: Maria E.
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Maria E.
from
$160
per night
4.9 out of 5 stars
64 reviews
23 repeat clients
25 years of experience
Sag Harbor, NY, 11963

Great attention to my dogs. They were well cared for and Maria clearly loves dogs. I will use her going forward for all my dog boarding needs.

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Howie M.
Sitter Profile Image: Mary Jo M.
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Mary Jo M.
Star Sitter
from
$60
per night
4.9 out of 5 stars
156 reviews
64 repeat clients
30 years of experience
Old Lyme, CT, 06371

Mary Jo took great care of millie on our long weekend up north in NY. Millie needed medicine administered during her stay and Mary Jo took good care to be sure she received it. We had forgotten to bring our dogs food and Mary Jo had spare food she graciously provided. Millie is happy and well brushed by her family. Thanks for caring for our Millie! Will use Mary Jo again:) Nice walking neighbor hood , large house, and large unfenced yard:) Great family! Rebecc and Bill

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Rebecca P.
Sitter Profile Image: Julius G.
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Julius G.
from
$62
per night
4.9 out of 5 stars
36 reviews
11 repeat clients
5 years of experience
Deep river, CT, 06417

We cannot think Julius and family enough for watching our two dogs over the holidays! It is always challenging for us to leave them behind, but Julius and family took great care of them. They were happy, and well-cared for. Looking forward to booking them again.

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Nicholas I.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
43 reviews
22 repeat clients
30 years of experience
Hampton Bays, NY, 11946

We had a fantastic experience and highly recommend Jessica. She provided exceptional care for our 75-pound Standard Poodle, while we were away for a couple days. The communication was outstanding from start to finish, and the regular updates gave us complete peace of mind. It is incredibly reassuring to find someone so reliable, organized, and attentive.

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Cristina M.
Sitter Profile Image: Rebecca T.
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Rebecca T.
from
$90
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Greenport, NY, 11944

About: I’ve always grown up with multiple dogs! Our family loves pups of all ages and sizes! I will treat your pup like one of our own! I work as a teacher. I’m able to do before school hours, after school hours, lunch time breaks and weekends! I am able to spend most of the day with your pup! I have a fenced in yard and one senior dog who spends most of his day sleeping! I live near the beach and love strolls down to the water!

Sitter Profile Image: Hannah A.
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Hannah A.
from
$175
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
14 years of experience
Water Mill, NY, 11976

Hannah was amazing! She watched our boy for 5 days on a short notice. This was Ryder’s first time away from family. She took such great care of him! We really loved all of her updates with pictures & videos of their activities together. Ryder came back very relaxed and happy. We could not have asked for a better experience. Thank you so much, Hannah! ❤️

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Rachel S.
Sitter Profile Image: Ariel T.
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Ariel T.
from
$75
per night
5.0 out of 5 stars
97 reviews
42 repeat clients
10 years of experience
Guilford, CT, 06437

Our dogs had a wonderful stay with Ariel and her family! We received updates and photos throughout their stay and Ariel was very accommodating and flexible when we had to change our pick-up date. Two thumbs up!!

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Lisa W.
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