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
77 reviews
23 repeat clients
20 years of experience
Madison, CT, 06443

Britanny took care of our 12year old french bulldog Izzy. She was fantastic and we believe Izzy was having fun with the family and other dogs. Britanny took the time to send us pictures while we were away and update us on her stay. We will definitely be booking with Britanny again.

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Maribel L.
Sitter Profile Image: Jared R.
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Jared R.
Star Sitter
from
$105
per night
5.0 out of 5 stars
339 reviews
96 repeat clients
40 years of experience
Sag Harbor, NY, 11963

Someone who cares about pets . Felt very comfortable with leaving our puppy at his home and getting updates through out the day along with pictures If you need someone to care for your pet and know he’s being well cared for Jared is the perfect choice

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

My dog George had a great stay with Amanda and her family! Amanda was communicative and they have a great home for a dog with a big, fenced yard. Would definitely book again.

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Lauren N.
Sitter Profile Image: Carolina O.
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Carolina O.
from
$45
per night
5.0 out of 5 stars
93 reviews
30 repeat clients
10 years of experience
Groton, CT, 06340

Carolina was great with my dog. He’s not a great eater but she sat with him and encouraged him to eat. Provided plenty of updates and pictures.

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Forrest G.
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: Nadjeska R.
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Nadjeska R.
from
$65
per night
5.0 out of 5 stars
61 reviews
25 repeat clients
18 years of experience
Guilford, CT, 06437

From the very first moment we met Nadjeska, we knew she was the perfect person to care for our beloved dog, Forest. Leaving your dog with someone else can be stressful, but Nadjeska immediately put us at ease with her warmth, professionalism, and genuine love for dogs. Forest spent 11 wonderful days with Nadjeska and her family, and the level of care and affection he received was truly exceptional—far beyond what we could have hoped for anywhere else. Nadjeska treated Forest as if he were her own, ensuring he felt safe, loved, and happy every single day. What impressed us most was her commitment to keeping us connected. We received regular updates and daily photos that captured Forest’s joyful moments and his amazing interactions with her family and dogs. These thoughtful touches gave us complete peace of mind and showed just how dedicated Nadjeska is to her work. If you’re looking for someone who is not only highly qualified but also deeply passionate about caring for dogs, Nadjeska is the one. We recommend her with the highest confidence and gratitude—she is simply outstanding. Sincerely, David and Ana

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

Jill and her husband Doug were great hosts for our young, active Border Collie. They went out of their way to meet our needs. I had mentioned that Louie liked to chase a Frisbee, and when we arrived Jill had added one to her big bucket of dog toys. I was happy about the big play yard, but while we were away I received some pictures from Jill of Louie and his pals running at the beach. What a great place to leave my pet!

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Ursula R.
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

Erica and Thomas were amazing as usual with our lil’ guy. They are both so sweet and caring. Always giving us updates and sending us pictures. I trust them 💯. My go to family for pet care ❤️

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Sharon S.
Sitter Profile Image: Serenity M.
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Serenity M.
Star Sitter
from
$55
per night
4.9 out of 5 stars
13 reviews
4 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
13 reviews
4 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: 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 kept me informed on my dogs wellbeing. She followed through and treated my dog as her own. I recommend her services to anyone who loves their pets!

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

Maria was so lovely and accommodating. We booked a day or so in advance. She took care of Toby as she would her own. Toby truly seemed sad to leave her and her family!

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Karen B.
Sitter Profile Image: Eileen I.
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Eileen I.
from
$50
per night
5.0 out of 5 stars
38 reviews
19 repeat clients
10 years of experience
Guilford, CT, 06437

I had my dog stay with Eileen for 10 days. She had plenty of trips to the dog park and dog company at home. My dog had a great time and I heard from Eileen frequently. I would definitely have my dog stay with her again and would recommend her for anyone else!

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Nicole Y.
Sitter Profile Image: Laura G.
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Laura G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
113 reviews
33 repeat clients
16 years of experience
East Haddam, CT, 06423

This was my first time with Laura & my first time boarding my dog at all & she was the perfect fit! All the updates, safety & enrichment I could’ve asked for, my dog even seemed disappointed to leave!

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Paula T.
Sitter Profile Image: Ariel G.
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Ariel G.
from
$150
per night
5.0 out of 5 stars
4 reviews
2 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: Ariel T.
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Ariel T.
Star Sitter
from
$65
per night
5.0 out of 5 stars
96 reviews
41 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.
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
3 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: Shannon C.
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Shannon C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
76 reviews
36 repeat clients
20 years of experience
Niantic, CT, 06357

Maggie had a great time staying with Shannon and her family! She had a great time and came home exhausted from all the playtime she got with the other pups. We'll definitely have Maggie stay here when we go out of town again!

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Courtney T.
Sitter Profile Image: CaraLynn C.
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CaraLynn C.
from
$60
per night
5.0 out of 5 stars
5 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: Elisa N.
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Elisa N.
from
$65
per night
5.0 out of 5 stars
17 reviews
30 years of experience
WATERFORD, CT, 06385

Absolute peace of mind. Leaving older dogs can be stressful, but Elisa made it completely worry-free. She took incredible care of our two dogs and treated them like family. She paid close attention to their medications, supplements, meals and senior routine. We received daily updates and photos. We highly recommend Elisa and will absolutely book her again!

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Sandra M.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

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.

1 / 1
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.

  • Connection before booking

    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.

1 / 1
Sitter Profile Image: Jared R.
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Jared R.
Star Sitter
from
$75
per day
5.0 out of 5 stars
339 reviews
96 repeat clients
40 years of experience
Sag Harbor, NY, 11963

Jared is probably the best dog sitter around. Very caring and loving to our pretty high energy 1.5-year-old lab. Wife and I enjoy the daily photos of her. Jared is a real peace of mind and takes the worries about leaving your pet for the afternoon, evening or weekend. I highly recommend him. Kevin B

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

Joseph has been a great addition to the fur village that has taken care of Bishop. It’s been a crazy year and we are so thankful to know we have Aunties and Kuyas helping us during long work days to keep this once stray pup feeling like he is part of big Ohana!

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Krishna E.
Sitter Profile Image: Maria E.
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Maria E.
from
$130
per day
4.9 out of 5 stars
62 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: Alexa T.
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Alexa T.
from
$120
per day
5.0 out of 5 stars
6 reviews
3 repeat clients
5 years of experience
East Hampton, NY, 11937

About: Hi! I’m an experienced and reliable pet lover who truly enjoys caring for dogs like they’re my own. I’m active, attentive, and committed to keeping your pup safe, happy, and well-loved while you’re away.

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: Ariel G.
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Ariel G.
from
$100
per day
5.0 out of 5 stars
4 reviews
2 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: Brenda C.
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Brenda C.
from
$100
per day
5.0 out of 5 stars
8 reviews
5 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: CaraLynn C.
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CaraLynn C.
from
$45
per day
5.0 out of 5 stars
5 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: Hannah A.
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Hannah A.
from
$125
per day
5.0 out of 5 stars
31 reviews
12 repeat clients
14 years of experience
Water Mill, NY, 11976

Hannah was fantastic! She was super flexible with our schedule, and our pup had a wonderful time. She gave him lots of cuddles, play time, and took him on nice long walks. He came home nice and tired out, we can’t wait to have Hannah watch our dogs in the future!

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Carmen A.
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: Jillison S.
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Jillison S.
from
$40
per day
5.0 out of 5 stars
11 reviews
1 repeat client
40 years of experience
Old Saybrook, CT, 06475

Jill did a great job taking care of our Border Collie, Buddy. Jill’s a pleasure to work with, responsive and caring, can tell she really loves dogs and made sure Buddy felt right at home. We received regular pictures and a video. Great environment for our Buddy!

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William P.
Sitter Profile Image: Carolina O.
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Carolina O.
from
$30
per day
5.0 out of 5 stars
93 reviews
30 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: Jessica M.
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Jessica M.
Star Sitter
from
$75
per day
5.0 out of 5 stars
41 reviews
21 repeat clients
30 years of experience
Hampton Bays, NY, 11946

Jessica was great with our beagle Paco. We had to cancel the original date we planned to leave him and she was very understanding. When we reached out again she was very quick to respond. I would leave Paco with Jessica again he was very happy when I picked him up. I’m very attached to Paco so it was amazing receiving pictures and videos of him knowing he was in great hands. Will definitely be leaving Paco again in the future

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Jackie u.
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
155 reviews
64 repeat clients
30 years of experience
Old Lyme, CT, 06371

My puppy had a great time with Mary Jo and her family. She was amazing and accepted our last minute booking to save the day! She kept me posted on how he was doing too which was so nice. I wish I knew lots of people in the area so I could recommend her personally. I am so grateful to her and her family for taking such good care of my guy!!

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Erin L.
Sitter Profile Image: Nadjeska R.
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Nadjeska R.
from
$45
per day
5.0 out of 5 stars
61 reviews
25 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
30 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: 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
36 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.
Sitter Profile Image: Karen F.
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Karen F.
Star Sitter
from
$27
per day
5.0 out of 5 stars
59 reviews
18 repeat clients
11 years of experience
New London, CT, 06320

Karen was a great dog sitter for our little guy. She sent photo updates, was kind, & we knew our dog was in good hands. We would definitely book with Karen again. Thank you.

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Michael O.
Sitter Profile Image: Serena T.
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Serena T.
from
$27
per day
5.0 out of 5 stars
1 review
40 years of experience
East Lyme, CT, 06333

About: I’ve had animals my entire life and have always been an avid animal lover with experience caring for both cats and dogs. I currently have two miniature pinschers of my own that I’ve spent a great deal of time training, so I understand the importance of patience, consistency, and individualized care for every pet. Because I work remotely when I’m not traveling for work, I’m able to provide attentive care, companionship, walks, playtime, feedings, potty breaks, and plenty of love throughout the day. Whether your pet is energetic, shy, playful, or needs extra attention, I strive to make them feel safe, comfortable, and cared for like family. Your pets will be treated like my own with love, attention, and reliable care you can trust. When I’m not traveling for work, I work remotely from home, which gives me flexibility throughout the day for pet care visits, walks, feedings, and companionship. Every day can look a little different, but I keep my calendar updated to ensure accurate availability and reliable scheduling. We have a dedicated area in our basement with turf, toys, and space for pets to safely play and stay active. I will always be present to supervise and monitor them, whether they’re playing indoors, spending time outside, or going for walks around our neighborhood, which has plenty of sidewalks and nearby trails for safe, enjoyable exercise.

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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.

1 / 1
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: 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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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
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$50
per night
5.0 out of 5 stars
77 reviews
23 repeat clients
20 years of experience
Madison, CT, 06443

Britanny took care of our 12year old french bulldog Izzy. She was fantastic and we believe Izzy was having fun with the family and other dogs. Britanny took the time to send us pictures while we were away and update us on her stay. We will definitely be booking with Britanny again.

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Maribel L.
Sitter Profile Image: Jared R.
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Jared R.
Star Sitter
from
$105
per night
5.0 out of 5 stars
339 reviews
96 repeat clients
40 years of experience
Sag Harbor, NY, 11963

Someone who cares about pets . Felt very comfortable with leaving our puppy at his home and getting updates through out the day along with pictures If you need someone to care for your pet and know he’s being well cared for Jared is the perfect choice

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

My dog George had a great stay with Amanda and her family! Amanda was communicative and they have a great home for a dog with a big, fenced yard. Would definitely book again.

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Lauren N.
Sitter Profile Image: Carolina O.
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Carolina O.
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$45
per night
5.0 out of 5 stars
93 reviews
30 repeat clients
10 years of experience
Groton, CT, 06340

Carolina was great with my dog. He’s not a great eater but she sat with him and encouraged him to eat. Provided plenty of updates and pictures.

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Forrest G.
Sitter Profile Image: Nadjeska R.
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Nadjeska R.
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$65
per night
5.0 out of 5 stars
61 reviews
25 repeat clients
18 years of experience
Guilford, CT, 06437

From the very first moment we met Nadjeska, we knew she was the perfect person to care for our beloved dog, Forest. Leaving your dog with someone else can be stressful, but Nadjeska immediately put us at ease with her warmth, professionalism, and genuine love for dogs. Forest spent 11 wonderful days with Nadjeska and her family, and the level of care and affection he received was truly exceptional—far beyond what we could have hoped for anywhere else. Nadjeska treated Forest as if he were her own, ensuring he felt safe, loved, and happy every single day. What impressed us most was her commitment to keeping us connected. We received regular updates and daily photos that captured Forest’s joyful moments and his amazing interactions with her family and dogs. These thoughtful touches gave us complete peace of mind and showed just how dedicated Nadjeska is to her work. If you’re looking for someone who is not only highly qualified but also deeply passionate about caring for dogs, Nadjeska is the one. We recommend her with the highest confidence and gratitude—she is simply outstanding. Sincerely, David and Ana

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David B.
Sitter Profile Image: Jillison S.
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Jillison S.
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$40
per night
5.0 out of 5 stars
11 reviews
1 repeat client
40 years of experience
Old Saybrook, CT, 06475

Jill and her husband Doug were great hosts for our young, active Border Collie. They went out of their way to meet our needs. I had mentioned that Louie liked to chase a Frisbee, and when we arrived Jill had added one to her big bucket of dog toys. I was happy about the big play yard, but while we were away I received some pictures from Jill of Louie and his pals running at the beach. What a great place to leave my pet!

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Ursula R.
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

Erica and Thomas were amazing as usual with our lil’ guy. They are both so sweet and caring. Always giving us updates and sending us pictures. I trust them 💯. My go to family for pet care ❤️

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Sharon S.
Sitter Profile Image: Torie M.
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Torie M.
Star Sitter
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$40
per night
5.0 out of 5 stars
13 reviews
4 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: Maria E.
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Maria E.
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$160
per night
4.9 out of 5 stars
62 reviews
23 repeat clients
25 years of experience
Sag Harbor, NY, 11963

Maria was so lovely and accommodating. We booked a day or so in advance. She took care of Toby as she would her own. Toby truly seemed sad to leave her and her family!

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Karen B.
Sitter Profile Image: Eileen I.
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Eileen I.
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$50
per night
5.0 out of 5 stars
38 reviews
19 repeat clients
10 years of experience
Guilford, CT, 06437

I had my dog stay with Eileen for 10 days. She had plenty of trips to the dog park and dog company at home. My dog had a great time and I heard from Eileen frequently. I would definitely have my dog stay with her again and would recommend her for anyone else!

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Nicole Y.
Sitter Profile Image: Laura G.
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Laura G.
Star Sitter
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$45
per night
5.0 out of 5 stars
113 reviews
33 repeat clients
16 years of experience
East Haddam, CT, 06423

This was my first time with Laura & my first time boarding my dog at all & she was the perfect fit! All the updates, safety & enrichment I could’ve asked for, my dog even seemed disappointed to leave!

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Paula T.
Sitter Profile Image: Ariel G.
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Ariel G.
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$150
per night
5.0 out of 5 stars
4 reviews
2 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: Ariel T.
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Ariel T.
Star Sitter
from
$65
per night
5.0 out of 5 stars
96 reviews
41 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.
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
3 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: Shannon C.
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Shannon C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
76 reviews
36 repeat clients
20 years of experience
Niantic, CT, 06357

Maggie had a great time staying with Shannon and her family! She had a great time and came home exhausted from all the playtime she got with the other pups. We'll definitely have Maggie stay here when we go out of town again!

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Courtney T.
Sitter Profile Image: Elisa N.
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Elisa N.
from
$65
per night
5.0 out of 5 stars
17 reviews
30 years of experience
WATERFORD, CT, 06385

Absolute peace of mind. Leaving older dogs can be stressful, but Elisa made it completely worry-free. She took incredible care of our two dogs and treated them like family. She paid close attention to their medications, supplements, meals and senior routine. We received daily updates and photos. We highly recommend Elisa and will absolutely book her again!

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

Jessica is fantastic! She was calm and caring with our dog, Finnegan. She made him feel at home and provided us updates on how he was doing. Finnegan was so excited to go back a few days later.

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Robert R.
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
155 reviews
64 repeat clients
30 years of experience
Old Lyme, CT, 06371

Our dog was well taken care of by Mary Jo. He stayed with Mary Jo and her family for two separate stays in December and my pup came home content and happy.

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Amanda B.
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
53 reviews
15 repeat clients
5 years of experience
Branford, CT, 06405

My dog Ralph has stayed with Anne-Marie a few times now, and has always enjoyed himself. I always get great photos of him, and he never wants to leave. Would highly recommend!

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Robert N.
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

Julius and his family were great! He was very communicative, sent lots of pictures, and let me know she was settling in and doing well. His daughter was my pup's bestie and snuggle-buddy while we were away! His dog Bear is such a patient friend too -- well mannered, sweet, and a calming presence for anxious dogs (like mine!). Definitely recommend.

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Amanda C.
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