Personalized care for your dog or cat - Dering Harbor

Highly-rated overnight sitters - Dering Harbor

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

1 / 1
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

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
339 reviews
96 repeat clients
40 years of experience
Sag Harbor, NY, 11963

Jared is amazing. He kept me updated throughout the entirety of my pet’s stay and sent me the most adorable pictures of my baby having a great time. He kept him happy and very comfortable. I will definitely be using him again.

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Brianna H.
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

Thank you so much for taking such wonderful care of Forest this weekend. It means the world to us knowing he was safe, happy, and loved while we were away. Your kindness, reliability, and genuine care gave us complete peace of mind, and we’re so grateful for the time and attention you gave him. We truly appreciate you and feel lucky to have someone we can trust with our furry family member. With heartfelt thanks, Dave and Ana

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David B.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$100
per night
5.0 out of 5 stars
4 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: 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

Amazing sitting service from Lois who was absolutely lovely and a star sitter for my dog Stella. She was super well taken care of and we will definitely use Lois again. Highly recommended.

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Jeremy B.
Sitter Profile Image: Nadjeska R.
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Nadjeska R.
from
$65
per night
5.0 out of 5 stars
62 reviews
26 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: Erica & Thomas C.
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Erica & Thomas C.
Star Sitter
from
$48
per night
5.0 out of 5 stars
217 reviews
82 repeat clients
40 years of experience
East Lyme, CT, 06333

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

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

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

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Kate D.
Sitter Profile Image: 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: 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 and her mom were amazing with Honey! Highly recommend booking with them both. I received a ton of pictures and updates and they made honey feel welcomed.

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M-Nicole C.
Sitter Profile Image: Torie M.
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Torie M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
14 reviews
4 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: 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 couldn't have asked for a better overnight sitter for my puppy Fiona! Eileen went above and beyond and brought Fiona to the dog park and out to eat a local favorite spot of hers! She even gave Fiona a bath after a play day at the park! Fiona came home happy and so did I!

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Lauren C.
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
34 repeat clients
16 years of experience
East Haddam, CT, 06423

Laura was excellent. She has a wonderful home for dogs and it almost felt like dropping my pup off for summer camp. He came back looking happy too. Laura was friendly, punctual and asked good questions on how to take care of my dog.

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Robert P.
Sitter Profile Image: Ariel T.
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Ariel T.
Star Sitter
from
$100
per night
5.0 out of 5 stars
96 reviews
41 repeat clients
10 years of experience
Guilford, CT, 06437

We’ve used Ariel multiple times now and Max is always happy when we pick him up. She sends multiple photos while we’re away to see him having a blast with the other pups. Max loves when he stays with Ariel and her family! I would 100% recommend Ariel for anyone looking for a trustworthy person to watch your dog while you’re away!

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Maureen M.
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
38 repeat clients
20 years of experience
Niantic, CT, 06357

Shannon and her family were wonderful with Olive. She is a 10 month old puppy with lots of energy. They kept her active and engaged and her labs were great with her. She was tired out when she got home and rested for two days. I highly recommend Shannon.

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Greg M.
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 great and super responsive leading up to and during my puppy’s stay. I would highly recommend and would definitely work with her again :)

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Victoria S.
Sitter Profile Image: Elisa N.
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Elisa N.
from
$65
per night
5.0 out of 5 stars
17 reviews
1 repeat client
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: Victoria F.
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Victoria F.
Star Sitter
from
$85
per night
5.0 out of 5 stars
1 review
2 repeat clients
8 years of experience
Southold, NY, 11971

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

Sitter Profile Image: 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

Mary Jo accepted a last minute booking and watched my dog Ruby while I was out of town for a long weekend. She was very flexible and communicative and Ruby came home healthy and happy! I have used her twice for out of town vacations and would definitely again!

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Ariana 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 - Dering Harbor

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

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

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

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Why choose a sitter on Rover

  • Background-checked house sitters

    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 - Dering Harbor

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
339 reviews
96 repeat clients
40 years of experience
Sag Harbor, NY, 11963

Jared was the best! Super easy to communicate with ahead of time, and was very communicative throughout the day with pictures and updates. Bruce, our 9 month pug, had a blast at Jared’s. He was watching multiple dogs that day, so Bruce spent lots of time playing and running around. Highly recommend Jared, especially if you’re looking for somewhere safe and fun for your pup while you’re at the beach for the day! Thank you Jared, Bruce will definitely be coming back!

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Leslie S.
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 was amazing. Very responsive and so accommodating. We needed our dogs watched until 11pm, which is late at night. And he was fantastic, they had a wonderful time. He sent updates and photos and I would definitely use again when we needed care! Thank you!

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Randi S.
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 very accommodating and made arrangements for her daughter to watch my dog because she was going to be out of town. Sesame was thrilled to be in her house.

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Sophia W.
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: CaraLynn C.
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CaraLynn C.
from
$45
per day
4.8 out of 5 stars
6 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: 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: Jillison S.
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Jillison S.
from
$40
per day
5.0 out of 5 stars
12 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: 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 took such good care of Rory! Sent videos and pictures all day, took Rory for walks, and played lots of fetch. I had one happy pup at the end of the day! Definitely recommend Hannah, and will be using her again in the future for sure

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Madison 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: 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

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

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Evan M.
Sitter Profile Image: Brenda C.
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Brenda C.
from
$100
per day
5.0 out of 5 stars
8 reviews
6 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: 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

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: 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: Nadjeska R.
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Nadjeska R.
from
$45
per day
5.0 out of 5 stars
62 reviews
26 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: 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

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: 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: 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: Lauren G.
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Lauren G.
from
$40
per day
1 repeat client
5 years of experience
East Quogue, NY, 11946

About: Hi! My name is Lauren, and I’m a responsible, caring, and reliable pet lover. I’ve grown up around dogs and cats and have experience caring for pets for family, friends, and neighbors. Whether your pet needs walks, playtime, feeding, or lots of love and attention, I’ll make sure they feel safe, comfortable, and cared for while you’re away. I’m available for dog walking, drop-in visits, and boarding in my home. I do work a few hostess shifts during the week, but they’re only for a few hours, so I have a flexible schedule. Afternoons work best, but I’m happy to work with your schedule whenever possible. Your pet will get plenty of attention, exercise, and love while they’re in my care. Your pet’s safety and happiness are my top priorities. I have a very clean, pet-friendly home with a large, fully fenced backyard where dogs can safely play and explore. I don’t have any pets of my own, so your pet will have my full attention and a calm environment to relax in. I love spending time with animals, whether that’s going for walks, playing outside, giving cuddles, or simply keeping them company. I’ll send lots of cute photo updates so you can feel connected while you’re away. I also keep treats on hand (if approved by you!), and if an emergency ever came up, I have a trusted veterinarian just down the road for added peace of mind.

Sitter Profile Image: Elisa N.
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Elisa N.
from
$60
per day
5.0 out of 5 stars
17 reviews
1 repeat client
30 years of experience
WATERFORD, CT, 06385

We were in town visiting from Virginia and needed to find someone to watch our baby Jax for a day. So glad we found Elisa! She was very responsive to our request and was able to accommodate our change in pick up time. I can tell her and her family treated Jax like one of their own because he adapted so quickly! And I can tell he had a lot of fun because he instantly went to sleep. We’ll definitely book Elisa again if we need another sitter when we’re back in town!

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Jeremy and Tanisha A.
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.
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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Dering Harbor

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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Large dog specialists near you - Dering Harbor

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

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
339 reviews
96 repeat clients
40 years of experience
Sag Harbor, NY, 11963

Jared is amazing. He kept me updated throughout the entirety of my pet’s stay and sent me the most adorable pictures of my baby having a great time. He kept him happy and very comfortable. I will definitely be using him again.

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Brianna H.
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

Thank you so much for taking such wonderful care of Forest this weekend. It means the world to us knowing he was safe, happy, and loved while we were away. Your kindness, reliability, and genuine care gave us complete peace of mind, and we’re so grateful for the time and attention you gave him. We truly appreciate you and feel lucky to have someone we can trust with our furry family member. With heartfelt thanks, Dave and Ana

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David B.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$100
per night
5.0 out of 5 stars
4 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: Nadjeska R.
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Nadjeska R.
from
$65
per night
5.0 out of 5 stars
62 reviews
26 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: Erica & Thomas C.
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Erica & Thomas C.
Star Sitter
from
$48
per night
5.0 out of 5 stars
217 reviews
82 repeat clients
40 years of experience
East Lyme, CT, 06333

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

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

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

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Kate D.
Sitter Profile Image: Torie M.
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Torie M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
14 reviews
4 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: 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 couldn't have asked for a better overnight sitter for my puppy Fiona! Eileen went above and beyond and brought Fiona to the dog park and out to eat a local favorite spot of hers! She even gave Fiona a bath after a play day at the park! Fiona came home happy and so did I!

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Lauren C.
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
34 repeat clients
16 years of experience
East Haddam, CT, 06423

Laura was excellent. She has a wonderful home for dogs and it almost felt like dropping my pup off for summer camp. He came back looking happy too. Laura was friendly, punctual and asked good questions on how to take care of my dog.

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Robert P.
Sitter Profile Image: Ariel T.
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Ariel T.
Star Sitter
from
$100
per night
5.0 out of 5 stars
96 reviews
41 repeat clients
10 years of experience
Guilford, CT, 06437

We’ve used Ariel multiple times now and Max is always happy when we pick him up. She sends multiple photos while we’re away to see him having a blast with the other pups. Max loves when he stays with Ariel and her family! I would 100% recommend Ariel for anyone looking for a trustworthy person to watch your dog while you’re away!

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Maureen M.
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
38 repeat clients
20 years of experience
Niantic, CT, 06357

Shannon and her family were wonderful with Olive. She is a 10 month old puppy with lots of energy. They kept her active and engaged and her labs were great with her. She was tired out when she got home and rested for two days. I highly recommend Shannon.

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Greg M.
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 great and super responsive leading up to and during my puppy’s stay. I would highly recommend and would definitely work with her again :)

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Victoria S.
Sitter Profile Image: Elisa N.
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Elisa N.
from
$65
per night
5.0 out of 5 stars
17 reviews
1 repeat client
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: 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

Mary Jo accepted a last minute booking and watched my dog Ruby while I was out of town for a long weekend. She was very flexible and communicative and Ruby came home healthy and happy! I have used her twice for out of town vacations and would definitely again!

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Ariana M.
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

Anne-Marie was great! She was quick to respond when I’d reach out regarding how my dog was doing while in her care and she sent photos daily! Highly recommend!

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Andrew S.
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: Jessica M.
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Jessica M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
42 reviews
22 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: 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 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.
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