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
74 reviews
22 repeat clients
20 years of experience
Madison, CT, 06443

Second time buddy stayed with Brittany and her family and he had a good time. He didn’t come home clingy or anxious. Brittany kept me updated with lovely glamour shot of Buddy throughout the stay. Would recommend her without any reservations.

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

It is such a pleasure to work with Jared. he is so responsive and organized to work with, and he is so lovely and caring with our dog. She loves going to stay with him. We are so lucky!

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Liz C.
Sitter Profile Image: Carolina O.
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Carolina O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
80 reviews
28 repeat clients
10 years of experience
Groton, CT, 06340

Absolutely pleased with Rolf’s care. From pictures we could see he was a happy dog. And he got to play outside in a child’s pool and a hosing! His favorite activity. He really didn’t want to come home!

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Carolyn S.
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: 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: 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: Karen F.
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Karen F.
Star Sitter
from
$31
per night
5.0 out of 5 stars
57 reviews
18 repeat clients
11 years of experience
New London, CT, 06320

Our first encounter with Karen was very calm and she was super sweet. Remi warmed up to her almost immediately. It was a last minute booking and she was able to accommodate a meetup before the actual boarding which I appreciated. She kept us updated with photo and videos of Remi throughout the day. That alone gave me a peace of mind. Overall very pleased and would love to rebook again in the future.

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Shynelle B.
Sitter Profile Image: Nadjeska R.
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Nadjeska R.
from
$65
per night
5.0 out of 5 stars
53 reviews
23 repeat clients
18 years of experience
Guilford, CT, 06437

This was my German Shepherd, Evie's, 3rd stay, 1st overnighter, with Nadjeska. Evie had a great time playing with the other guest dogs, and Nadjeska sent us several photos to let us know she was doing great. No drama, no trauma, just a happy dog at the end of her stay.

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Ron C.
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
3 repeat clients
20 years of experience
Waterford, CT, 06385

Torie was great with our two morkies, one of which has PLE and has some intense dietary restrictions. She was very communicative and quick to respond during the stay! Thank you Torie!

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Hansol J.
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
215 reviews
82 repeat clients
40 years of experience
East Lyme, CT, 06333

This was my first time leaving my dog with a boarder. I received pictures and reassuring texts showing what a wonderful time he had at their home. Feeling confident I can leave him for a much longer stay in a few months. Thank you!

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Laurie J.
Sitter Profile Image: Laura G.
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Laura G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
108 reviews
31 repeat clients
16 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: Ariel T.
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Ariel T.
Star Sitter
from
$63
per night
5.0 out of 5 stars
96 reviews
41 repeat clients
10 years of experience
Guilford, CT, 06437

Ariel was amazing with Bender. She went above and beyond. Her communication was excellent and sent pictures throughout his stay. I highly recommend her and will definitely use her in the future! Thank you!

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Amanda G.
Sitter Profile Image: Shannon C.
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Shannon C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
75 reviews
36 repeat clients
20 years of experience
Niantic, CT, 06357

Shannon was very considerate with our last minute request, which was appreciated. She did the meet and greet thoughtfully with her current pups, to give everyone the best chance of harmony. Bill came back from his stay with a wagging tail and was exhausted, both of which are a good sign. I wouldn't hesitate to use Shannon again!

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Lindsay R.
Sitter Profile Image: Maria E.
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Maria E.
from
$160
per night
4.9 out of 5 stars
61 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: Serenity M.
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Serenity M.
Star Sitter
from
$55
per night
4.9 out of 5 stars
12 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: Concetta & Jerome & Brett W.
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Concetta & Jerome & Brett W.
Star Sitter
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: Victoria F.
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Victoria F.
from
$85
per night
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: Elisa N.
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Elisa N.
from
$60
per night
5.0 out of 5 stars
16 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: Shelly R.
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Shelly R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
336 reviews
101 repeat clients
12 years of experience
Mystic, CT, 06355

I received so many updates and pictures of my dog. I knew she was getting the best care while we were out of town. Will definitely use again!!! We had a very happy puppy!! Thank you!

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Cristi N.
Sitter Profile Image: Nina K.
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Nina K.
from
$50
per night
4.9 out of 5 stars
62 reviews
13 repeat clients
10 years of experience
New London, CT, 06320

Nina provided great care for our dog Max and was very communicative when there was an issue during his stay. She is very friendly and kind. She also has the cutest puppy in the world!!

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Sarah M.
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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.

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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.

Sitter Profile Image: Ruby Sky R.
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Ruby Sky R.
from
$60
per visit
4.6 out of 5 stars
18 reviews
6 repeat clients
16 years of experience
Hampton Bays, NY, 11946

About: My name is Ruby and I have been an animal lover for as long as I can remember. I love them all and my goal is to make sure they are happy and healthy. Your babies will be thoroughly entertained and mentally stimulated when they are with me. I am a quick learner and a friendly individual who follows specific instructions with ease. I look forward to taking care of your furbabies! Experience with dogs for over 15 years. I have walked dogs for 8 years in the past. I have advanced knowledge in dog health, behavior, psychology and nutrition. I have basic knowledge and experience with all other pets. I know doggy CPR. Why I love dog sitting I am a passionate animal lover who only wants the best for them. Being able to care for them while their owners are away and seeing how happy they are after a stay puts a smile on my face. My experience administering medication I administer medication for my dog on a daily basis, as well as friend/family's dogs whenever needed. I’ve given insulin shots, vaccines, oral medication, as well as topical medication. I spend most of my time taking care of animals throughout the day as it is my passion, not to mention I have a decent amount of pets myself. I do also take care of my elderly grandmother so I split my time up accordingly. The pets in my home all get treated equally and as one of my own and they always feel right at home! I wake up and the first thing I do is let the dogs out for their morning bathroom break. They all typically go out into my fenced in yard together as one big group. I prepare their breakfasts while they're all outside and then feed them once they are let back into the house. They spend the day with me around the house where they play with each other and where I play games with them. They go on 2-3 walks per day (if the owners allow me to take them for walks) and get plenty of exercise throughout the day. They're fed their dinner between 6pm and 7pm, get their last potty break at about 9pm and then we are done for the day!

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

Jared was great with my pups. Highly communicative, shared photos and updates with me, and was very understanding of my pup on her first day with a whole new group of friends!

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Zoe J.
Sitter Profile Image: Victoria F.
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Victoria F.
from
$100
per day
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: Maria E.
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Maria E.
from
$130
per day
4.9 out of 5 stars
61 reviews
23 repeat clients
25 years of experience
Sag Harbor, NY, 11963

My dog loved her stay with Maria. She was well prepared, organized, loving and accepting of my dog and made sure she felt like a part of the group with her dogs. I could tell when I picked my dog up how much fun she had while staying with Maria and I would recommend her to anyone needing a safe and fun interactive environment for their dog. I will be using Maria again without a doubt.

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Scott M.
Sitter Profile Image: Alexa T.
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Alexa T.
from
$120
per day
5.0 out of 5 stars
5 reviews
2 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: CaraLynn C.
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CaraLynn C.
from
$42
per day
5.0 out of 5 stars
2 reviews
7 years of experience
Southampton, NY, 11968

Took such great care of my Margaret 🩷

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Hanna P.
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

We were blessed with the opportunity to book with Joseph! Our senior pup Rambo was well taken care of, and his family was very welcoming :) We will definitely book with him again!

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S C.
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: Ariel G.
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Ariel G.
from
$100
per day
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: Hannah A.
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Hannah A.
from
$125
per day
5.0 out of 5 stars
30 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: 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: Melissa S.
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Melissa S.
from
$55
per day
5.0 out of 5 stars
27 reviews
5 repeat clients
30 years of experience
East Quogue, NY, 11942

My separation anxious pandemic pup had a great time with Melissa and her family. He was excited to go back the next day too! She was so flexible with scheduling. Her dog was so friendly and well socialized and welcomed mine into his pack with ease.

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Jessica S.
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
154 reviews
62 repeat clients
30 years of experience
Old Lyme, CT, 06371

Mary Jo watched my dog and my sister’s (both anxious seniors) over the holiday weekend for daycare. We gave her weird hours and she accommodated us regardless, despite having little ones of her own. Drop off and pick up process was quick. It was late when we picked up so when a steel bowl was left behind she mailed it back, which we appreciated a lot. We trust her experience with dogs and are so happy the fur babies were safe and sound while we were away!

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Lauren L.
Sitter Profile Image: Carolina O.
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Carolina O.
Star Sitter
from
$30
per day
5.0 out of 5 stars
80 reviews
28 repeat clients
10 years of experience
Groton, CT, 06340

Carolina was amazing with our dog! When we picked him up, he was happy, calm, and exhausted—which tells me he got plenty of attention, playtime, and care. Communication was great and we felt very comfortable the entire time. We’ll definitely be using her again. Thank you!

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Thea R.
Sitter Profile Image: Nadjeska R.
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Nadjeska R.
from
$45
per day
5.0 out of 5 stars
53 reviews
23 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: Dominika W.
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Dominika W.
from
$80
per day
5.0 out of 5 stars
18 reviews
3 repeat clients
15 years of experience
Southampton, NY, 11968

Dominika was amazing. She has a lovely home and her pups are great. Sadie loved playing with them and was totally pooped by the time we picked her up. Would definitely book again. Thank you for taking such good care of her.

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Bridget R.
Sitter Profile Image: Karen F.
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Karen F.
Star Sitter
from
$27
per day
5.0 out of 5 stars
57 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: Concetta & Jerome & Brett W.
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Concetta & Jerome & Brett W.
Star Sitter
from
$63
per day
5.0 out of 5 stars
10 reviews
3 repeat clients
25 years of experience
Clinton, CT, 06413

About: I’m a teacher who enjoys caring for animals and giving their humans peace of mind. I’m certified in Pet First Aid/CPR. My son, Brett is trained as a Veterinary Assistant. My husband, Jerry enjoys getting to know the dog’s play and relaxation styles. We have experience in caring for pets with medical needs and senior dogs. We have experience with pure bred, mixed breed, and rescue animals. We also have experience with dogs who use crates, if that is what works for yours. We are lifelong dog owners and currently live with Sailor, our 8 year old rescue beagle mix and our turtle Coco. Between the three of us, someone is usually home, but there may be times when we will be out of the home. Let us know what you need and let’s see if we can make it work! When you book with us, we lock your rates in so you pay the same rate for future bookings. Your dog will be treated like one of the family! We offer free Meet and Greets to make sure everyone is comfortable before the stay begins. We take just one family at a time. We provide individualized support and care based on the information you share. We are also insured. Our home is located in a wooded neighborhood with part of the yard fenced and land trust trails just around the corner.

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.

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
215 reviews
82 repeat clients
40 years of experience
East Lyme, CT, 06333

Erica, Thomas and the kids were great with Lenny. When I went to pick him up, he looked happy and was definitely tired from a full day of fun. Erica was very flexible with drop off time, I had to drop Lenny off really early to leave for work, and I also had to book his stay last minute, and they were able to accommodate it. I received photos and updates from Lenny all day during his stay. Lenny will definitely stay with Erica and her family again.

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Maria S.
Sitter Profile Image: Joe B.
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Joe B.
from
$30
per day
5.0 out of 5 stars
15 reviews
5 repeat clients
20 years of experience
East Lyme, CT, 06333

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.
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More than 1.6 million
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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: 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
74 reviews
22 repeat clients
20 years of experience
Madison, CT, 06443

Second time buddy stayed with Brittany and her family and he had a good time. He didn’t come home clingy or anxious. Brittany kept me updated with lovely glamour shot of Buddy throughout the stay. Would recommend her without any reservations.

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

It is such a pleasure to work with Jared. he is so responsive and organized to work with, and he is so lovely and caring with our dog. She loves going to stay with him. We are so lucky!

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Liz C.
Sitter Profile Image: Carolina O.
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Carolina O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
80 reviews
28 repeat clients
10 years of experience
Groton, CT, 06340

Absolutely pleased with Rolf’s care. From pictures we could see he was a happy dog. And he got to play outside in a child’s pool and a hosing! His favorite activity. He really didn’t want to come home!

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Carolyn S.
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: 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: Nadjeska R.
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Nadjeska R.
from
$65
per night
5.0 out of 5 stars
53 reviews
23 repeat clients
18 years of experience
Guilford, CT, 06437

This was my German Shepherd, Evie's, 3rd stay, 1st overnighter, with Nadjeska. Evie had a great time playing with the other guest dogs, and Nadjeska sent us several photos to let us know she was doing great. No drama, no trauma, just a happy dog at the end of her stay.

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Ron C.
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
3 repeat clients
20 years of experience
Waterford, CT, 06385

Torie was great with our two morkies, one of which has PLE and has some intense dietary restrictions. She was very communicative and quick to respond during the stay! Thank you Torie!

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Hansol J.
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
215 reviews
82 repeat clients
40 years of experience
East Lyme, CT, 06333

This was my first time leaving my dog with a boarder. I received pictures and reassuring texts showing what a wonderful time he had at their home. Feeling confident I can leave him for a much longer stay in a few months. Thank you!

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Laurie J.
Sitter Profile Image: Laura G.
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Laura G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
108 reviews
31 repeat clients
16 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: Ariel T.
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Ariel T.
Star Sitter
from
$63
per night
5.0 out of 5 stars
96 reviews
41 repeat clients
10 years of experience
Guilford, CT, 06437

Ariel was amazing with Bender. She went above and beyond. Her communication was excellent and sent pictures throughout his stay. I highly recommend her and will definitely use her in the future! Thank you!

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Amanda G.
Sitter Profile Image: Shannon C.
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Shannon C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
75 reviews
36 repeat clients
20 years of experience
Niantic, CT, 06357

Shannon was very considerate with our last minute request, which was appreciated. She did the meet and greet thoughtfully with her current pups, to give everyone the best chance of harmony. Bill came back from his stay with a wagging tail and was exhausted, both of which are a good sign. I wouldn't hesitate to use Shannon again!

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Lindsay R.
Sitter Profile Image: Maria E.
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Maria E.
from
$160
per night
4.9 out of 5 stars
61 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: Concetta & Jerome & Brett W.
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Concetta & Jerome & Brett W.
Star Sitter
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: Elisa N.
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Elisa N.
from
$60
per night
5.0 out of 5 stars
16 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: Nina K.
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Nina K.
from
$50
per night
4.9 out of 5 stars
62 reviews
13 repeat clients
10 years of experience
New London, CT, 06320

Nina provided great care for our dog Max and was very communicative when there was an issue during his stay. She is very friendly and kind. She also has the cutest puppy in the world!!

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Sarah M.
Sitter Profile Image: eva a.
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eva a.
Star Sitter
from
$65
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
40 years of experience
waterford, CT, 06385

Eva was wonderful with Tiana! I highly recommend her. She took Tiana on many walks and just loved her. It is so comforting while you are away to know that your pet is being so well cared for.

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Marianne D.
Sitter Profile Image: Jessica M.
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Jessica M.
from
$100
per night
5.0 out of 5 stars
39 reviews
20 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
154 reviews
62 repeat clients
30 years of experience
Old Lyme, CT, 06371

Mary Jo was absolutely perfect. We have never left our pup with anyone before and we were a little nervous about it. Mary Jo put us at ease and took great care of our St Bernard. Communications were perfect, updates were timely and we will ABSOLUTELY be using Mary Jo again!

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

Julius and family took good care of our dog. Julius is super-responsive and sent several cute pictures of the visit. It looked like everyone got along well and were very active. Our dog came home exhausted, which is a good thing. We also needed to adjust the end time a little bit, and Julius was very accommodating of the last minute change.

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Shubert K.
Sitter Profile Image: Jeremy B.
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Jeremy B.
from
$100
per night
4 years of experience
East Hampton, NY, 11937

About: I love taking care of friendly dogs and making sure that they are as comfortable as possible. We'd have lots of play time in the yard, leashed walks around the block a couple of times a day and enough quiet and rest time to ensure a relaxing stay for your pet. They would be joining my neutered 5 year old mini bernadoodle (15lbs), Stella who is a real lady :-)) I work from home so will usually be around to look after and play with your pet. There will be yard play and leashed walks around the block with my furry friend. I have a fenced yard and will always be outside with your pet. Potty breaks are regularly scheduled as well as being as needed depending on your pet. Fresh water is always out, I like to give my dog a chewy treat or milk bone around lunchtime. When we walk around the block it will always be on a leash.

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