House Sitting Waterside

Find a loving house sitter to watch over your pets and your home.

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Over 499
pet parents in Waterside have booked house sitting

Waterside, Find top rated house sitting

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: Maria Gracia S.
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Maria Gracia S.
Star Sitter
from
$100
per night
4.9 out of 5 stars
• 39 reviews
20 repeat clients
5 years of experience
South End, Stamford, CT, 06902

“Would highly recommend Maria. She asked a lot of good questions, she was punctual and she sent a lot of updates on how my dogs were doing. Was comforting being away and knowing they were both in great hands. Will definitely reach out to her again when i need a dog sitter.”

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Rob T.
Sitter Profile Image: Crystal I.
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Crystal I.
from
$80
per night
5.0 out of 5 stars
• 15 reviews
1 repeat client
8 years of experience
Waterside, Stamford, CT, 06902

“She is an excellent dog trainer providing professional advice to train my husky Snow. I also like her company. Crystal is a wonderful person with a passion with pets.”

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Dina M.
Sitter Profile Image: Dana S.
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Dana S.
from
$60
per night
4.9 out of 5 stars
• 16 reviews
4 repeat clients
12 years of experience
Greenwich, CT, 06830

“We had such a great experience with Dana. She was attentive, responsible, and kept us updated while we were away, which we really appreciated. Our pets were happy and well cared for, and our home was in perfect condition when we returned. It made traveling so much less stressful knowing everything was in such good hands. Highly recommend Dana!”

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Francine O.
Sitter Profile Image: Jaime Z.
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Jaime Z.
from
$65
per night
1 repeat client
10 years of experience
Cove-East Side, Stamford, CT, 06902

About: What sets me apart is the genuine care and attention I give every pet. I’m an animal lover who understands that every pet has their own personality, routine, and needs. My goal is to make them feel safe, comfortable, and loved while you’re away. I’m reliable, patient, and committed to following your pet’s routine, whether that means walks, playtime, feeding, medication, or extra cuddles. I’m comfortable caring for dogs of all ages, from energetic puppies to senior dogs who need a little extra patience and care. I’ll also keep you updated with photos and messages so you always know your pet is happy and in good hands. I treat every pet like they’re part of my own family. I’m currently part time working! Pet care fits naturally into my daily routine because animals are a big part of my life. I make time each day for feeding, playtime, walks, attention, and making sure pets feel comfortable and cared for. Since I have two cats of my own, I understand the importance of keeping a consistent routine and providing companionship, even when owners are away. I’m able to incorporate pet care into my schedule by dedicating time for visits, walks, check-ins, and giving each pet the attention they need. I enjoy spending time with animals and love being able to provide reliable, loving care for pets and peace of mind for their owners. I care for pets by creating a safe, comfortable, and loving environment while respecting their normal routines. In a client’s home, I make sure to follow their instructions closely, including feeding schedules, medications, playtime, walks, and any special needs their pet may have. I understand that pets feel most comfortable when their routines stay consistent, so I do my best to make the experience as stress-free as possible. If caring for pets in my own home, I provide a clean, calm space where they can feel comfortable and receive plenty of attention, affection, and care. Whether at my home or a client’s, I treat every pet like they are my own and make sure they feel safe and loved.

Sitter Profile Image: Michelle C.
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Michelle C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 41 reviews
19 repeat clients
10 years of experience
Ridgeway, Stamford, CT, 06905

“Michelle and our dog, Meeko, are basically besties now!!! Michelle is a great sitter, we never worry when she is watching our dog, she is a great communicator, always cheerful and so trustworthy! Michelle is the best!”

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Sandy G.
Sitter Profile Image: Jessica S.
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Jessica S.
from
$45
per night
5.0 out of 5 stars
• 59 reviews
16 repeat clients
5 years of experience
Glenbrook, Stamford, CT, 06902

“We could not have asked for a better dog sitter! From the moment we left, she was incredibly communicative, sending multiple updates every day with pictures and videos that truly put our minds at ease. Shelby always looked so happy and comfortable, which meant everything to us. When we returned home, it was spotless. On top of that, when there was a possibility of a flight cancellation, she immediately offered to stay an extra day without hesitation. She is kind, responsible, and genuinely wonderful. We feel so lucky to have found her and would recommend her without hesitation to anyone looking for exceptional care for their home and pet. We look forward to her watching Shelby again.”

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Monica T.
Sitter Profile Image: Victoria B.
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Victoria B.
Star Sitter
from
$25
per night
5.0 out of 5 stars
• 11 reviews
8 repeat clients
20 years of experience
Cove-East Side, Stamford, CT, 06902

About: I have cared for dogs my entire life and have experience with dogs of different ages and needs. I am dependable, attentive, and passionate about animal care. I enjoy spending time with dogs and ensuring they feel safe, comfortable, and well cared for. I currently work from home so I have a lot of free time. Why not spend time with furry friends! It’s also a great opportunity to take a breather and get fresh air during daily dog walks. When caring for pets in a client's home, I ensure that their daily routines are maintained to keep them comfortable and stress-free. I also make sure the home remains clean and secure while providing pets with plenty of attention, affection, and companionship. I am attentive to each pet's individual needs and committed to creating a safe, loving environment while their owners are away.

Sitter Profile Image: Dagmar L.
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Dagmar L.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 27 reviews
5 repeat clients
20 years of experience
Greenwich, CT, 06830

“Dagmar is truly the absolute BEST. I was incredibly nervous about leaving our dog baby overnight during our winter and spring travels, but from the very beginning, Dagmar put my entire family at ease. Her attentiveness, kindness, and genuine love for animals were immediately clear, and it's made all the difference. Plus, I could tell our dog was also comfortable with her right away. She cared for our dog as if they were her own. She is thoughtful, patient, and completely reliable. Sends lots of pictures and updates through out her stay. We've come home to a happy, well-cared-for pup, and that peace of mind is priceless. It’s not easy to trust someone with a beloved pet, but with Dagmar, we never had a single doubt. We feel so lucky and grateful to have found her. We look forward to working with her on-going and cannot recommend her highly enough!”

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Heather Kellie F.
Sitter Profile Image: Chris M.
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Chris M.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 26 reviews
8 repeat clients
18 years of experience
Downtown, Stamford, CT, 06902

“Chris did a great job taking care of my dogs while i was away on a work trip. We did a meet and greet beforehand where he asked a lot of good questions. During the stay he kept me closely updated on how my dogs were doing and sent a lot of pics which was nice. Would definitely recommend. Professional and a big dog lover.”

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Rob T.
Sitter Profile Image: Claire C.
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Claire C.
from
$80
per night
5.0 out of 5 stars
• 92 reviews
36 repeat clients
3 years of experience
Greenwich, CT, 06807

About: I have 3 years of pet-sitting experience. Then I took a 2 years gap for traveling and just came back to Greenwich CT in July. That’s why most of my Rover reviews are from 2 years ago. Have experience with all ages pet including oldest 16 years old senior dog to puppies, also cats. I am totally an animal lover and treat them like my own baby. I will update pet parents everyday with pet’s videos. I own a small neutered Maltese boy who’s only 5 lbs. We stay at home the whole time. We promise that we will give the best care to your pets and look after them with patience and love. We send video updates to pet parents everyday. We have big open spaces in our house. There are multiple big lawns and dog parks in the neighborhood. Pets can run freely at home and play safely outside. We will strictly follow feeding and walking schedule you prefer for your pets. Clean them with wet tissues after each walk and send you daily video updates.

Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$60
per night
1 repeat client
10 years of experience
Cove-East Side, Stamford, CT, 06902

About: I have always had pets growing up as a child and now my love has grown even more. My experience in Pet Care is from having my own pets and caring for friends and family. I deal a lot with active dogs since I have two Siberian husky of my own and a Mutt mix. Im currently working part time-usually available every mornings, mid day depending on the week, weekends available all day once booked in advance sometimes flexible if booked late, and definitely available overnight at anytime. I can do anywhere in Greenwich, Stamford, Darien, Norwalk, Westport and Southport. I will treat your furry pets as they are like mine. I will communicate with you- if the dogs need extra attention, medicine, more walks, take them to their favorite place I will do it. I will always be transparent with you. I want your pets to not be stress when you leave the house - I will be another best friend that they can play with.

Sitter Profile Image: Alison C.
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Alison C.
from
$80
per night
5.0 out of 5 stars
• 22 reviews
10 repeat clients
15 years of experience
Stamford, CT, 06901

“Alison watched our dog for the day and was very communicative and took care of all of his needs! This was her first time sitting for us and it was a bit of a last minute request - but we’ll definitely be booking her in the future!”

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Nova M.
Sitter Profile Image: Gianna M.
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Gianna M.
from
$65
per night
8 years of experience
Downtown, Stamford, CT, 06901

About: I have experience caring for dogs and cats of all ages through walks, drop-ins, and overnight stays. I’ve cared for my own two family dogs as well as pets for multiple families, so I’m comfortable stepping into different routines and environments. I also worked in an emergency veterinary clinic in an administrative role, where I was around a wide range of pet personalities and situations. That experience helped me better understand animal behavior, stress signals, and the importance of clear routines and communication between owners and caregivers. I’m reliable with following instructions closely, including feeding schedules, routines, and administering medications when needed. I understand how important consistency is for pets, especially when their owners are away. My approach is to match each pet’s energy—whether that means calm companionship or active play—while making sure they feel safe, comfortable, and cared for. My goal is always to maintain their normal routine as closely as possible so they feel at ease until you return. My schedule is built around a full-time job, working Monday through Friday from 7–4. I’m available early mornings, evenings, and have the most flexibility on weekends. I can occasionally do midday check-ins depending on my workday, and I’m open to walks, drop-ins, and overnight stays. I’m reliable and do my best to accommodate requests with some advance notice. My goal is to provide consistent, dependable care that fits smoothly into both my schedule and your pet’s routine. I prioritize each pet’s safety, comfort, and routine while caring for them in the client’s home. I follow all instructions closely, including feeding schedules, walk routines, and any specific care guidelines to keep pets consistent and comfortable. I’m respectful of the home and make sure everything is kept clean, secure, and as I found it. I’m very mindful of doors, gates, and leashes during walks and visits to ensure pets are always safe. My approach is calm and attentive so pets feel at ease while their owners are away. My goal is to provide dependable care and give owners peace of mind knowing their pets are in good hands.

Sitter Profile Image: Jesse K.
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Jesse K.
from
$65
per night
5.0 out of 5 stars
• 4 reviews
25 years of experience
Downtown, Stamford, CT, 06901

“If you want to leave your dogs with someone and never worry at all about their mental well-being, their feeding needs, their exercise then you need to hire Jesse as your sitter. He's taken my care of my dogs for many days and I will say there is no better. Not only were my dogs, completely relaxed and happy, but my house was also immaculate and every instruction was followed to the tee, including the complicated medical things that one of my dog needs to have followed. Jesse is all around the best I've had!”

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Robin G.
Sitter Profile Image: Laura M.
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Laura M.
from
$75
per night
5.0 out of 5 stars
• 18 reviews
1 repeat client
20 years of experience
Glenbrook, Stamford, CT, 06902

“Laura took our 3 year old Corgi Jack into her home and did an incredible job taking care of him. She is so responsive and a natural with dogs. She treated him like her own and sent us updates and pictures several times a day. She is very active and took Jack on long walks and even introduced him successfully to another dog he became friends with while we were away. We will trust Laura with all of our dog sitting needs in the future and would recommend her to anyone!”

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Katie M.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$100
per night
5.0 out of 5 stars
• 4 reviews
15 years of experience
Downtown, Stamford, CT, 06901

About: I have always had a very deep love for animals 🐈🐩and caring for them truly makes me happy, I am a very patient calm and loving person and I treat every pet like family. I have a lot of experience with dogs and cats, including senior pets, blind pets, and pets that need medications or extra care. I also work in healthcare so I have knowledge in first aid and monitoring health conditions which helps me provide safe attentive and responsible care for every pet while making them feel comfortable loved and at home. I currently work part-time in healthcare, which allows me the flexibility to dedicate quality time to caring for pets. Animals have always held a special place in my heart, and I genuinely love making them feel safe, comfortable, and loved. My goal is to create a calm, caring environment where your pet feels at home, with plenty of attention, affection, playtime, and supervision. I’m available on weekends, evenings, overnight stays, and most weekdays after work, and I would be honored to care for your furry family member as if they were my own. Your pet’s safety, comfort, and happiness are my top priorities. I provide a calm, clean, and loving home where every pet can feel safe and relaxed. I have two separate private rooms available if your dog or cat prefers a quiet space to rest, needs time to adjust, or if you request separate accommodations. I also have a very friendly cat who is gentle and comfortable around both dogs and cats. I have reliable transportation, so I can take dogs to nearby parks for walks, fresh air, playtime, and exercise. I have experience caring for senior pets, anxious pets, blind pets, and pets that require medication or extra attention. Working in healthcare has taught me to be attentive, patient, compassionate, and detail oriented, allowing me to closely monitor each pet’s behavior and well being. I will care for your furry family member as if they were my own, making sure they feel loved, comfortable, active, and stress-free throughout their stay.

Sitter Profile Image: Destiny R.
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Destiny R.
from
$100
per night
5.0 out of 5 stars
• 53 reviews
14 repeat clients
10 years of experience
Westport, CT, 06880

“Destiny was fantastic! She accepted our request on short notice and was amazing with our new puppy and older cat. She was very communicative, responsive and sent lots of pictures. We will definitely reach out to her again and recommend her highly!”

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Meghan O.
Sitter Profile Image: Penny N.
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Penny N.
from
$100
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
15 years of experience
Norwalk, CT, 06851

“Penny stayed in our home with our dog for a long weekend. She was responsive and responsible. I would happily hire her again!”

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Emily B.
Sitter Profile Image: Melanie M.
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Melanie M.
from
$88
per night
5.0 out of 5 stars
• 49 reviews
23 repeat clients
17 years of experience
Stamford, CT, 06906

“I cannot recommend Melanie enough. She looked after our senior dog while we were on an extended trip overseas. I received numerous photographs of him looking healthy, happy and loved, and his affection for her was obvious on our return home. Melanie kept our house immaculate and also maintained good contact with us while we were away. She is extremely responsive to emails, punctual, and has an excellent work ethic. I felt extremely comfortable while away knowing Chessie was in her care. THANK YOU!!!!”

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Samantha H.
Sitter Profile Image: Joseph R.
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Joseph R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 30 reviews
9 repeat clients
30 years of experience
Bedford Hills, NY, 10507

“Joseph always goes above and beyond when taking care of Otis! My dog is so comfortable with him & Joseph sends lots of updates to let me know how it’s going while I’m away. He’s a great sitter!”

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Paulina C.
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The median cost per night for house sitting in Waterside is $60

Pet parents share their Rover experiences - Waterside

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5.0 out of 5 stars

I was very happy with Jessica. She came to my hotel and stayed with my baby while I was out. I would definitely recommend her.

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Mary G.
House Sitting
5.0 out of 5 stars

Super communicative and took amazing care of my baby! All guidelines were followed and I am super grateful

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Amanda N.
House Sitting
5.0 out of 5 stars

Nicole recently took care of our dog Buster for a week. She has stayed with Buster many times, and it's always a great experience. She sends videos or photos daily, along with an update. Nicole is easy to reach if we have any questions. We do not worry about Buster while she is there, and we will not plan a trip unless Nicole is available!

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Linda B.
House Sitting
5.0 out of 5 stars

Our pup loves Anastasia! She cares for him as she would her own and even takes time to teach him new things. She is very reliable, kind, and communicative. We are lucky to have her

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Luis O.
House Sitting
5.0 out of 5 stars

Maria Gracia took such wonderful care of Lucy! I was gone for 4 days. She stayed with Lucy in my apartment. Lucy was happy and my apartment was exactly as I left it. Highly highly recommend!

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Lauren C.
House Sitting
5.0 out of 5 stars

Allison did a great job taking care of our senior dog, Bob Barker. It was our first time working with someone through Rover, and very happy we did. She stopped by to meet him before our trip and walk through his routine, then communicated with us during the trip. Bob and the house were in great shape and we look forward to booking with Allison again this month when we're out of town for another weekend.

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Scott G.
House Sitting
5.0 out of 5 stars

Victoria is very friendly and communicated back and forth very well. She sent pictures of my dog to show me she was alright. Very happy with her service. Thank you Victoria.

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Randy B.
House Sitting
5.0 out of 5 stars

After a last minute cancellation Crystal came in like a super hero! She had valid concerns with our older girl and worked with us via messenges to make sure she eats. Handled all the extra care of 3 dogs and one with many health issues. Had a few other thing pop up and she handled like a pro. 10/10 would recommend and if needed I will get her again!!!

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Benjamin W.
House Sitting
5.0 out of 5 stars

Janine was the BEST! She took excellent care of the dogs - she genuinely loves dogs. I hate to leave my dogs with anyone, but they are so happy with Janine it made my trip possible. I didn’t worry for a second. She also took excellent care of the house. I will only ever leave them with Janine from now on.

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Jennifer S.
House Sitting
5.0 out of 5 stars

Nicole did an amazing job at watching our dog Georgi overnight in our home. It was our first time leaving him overnight and we felt completely comfortable and at ease knowing Nicole was there with him. She communicated a lot throughout her time in our home with how things were going and included many pictures. She was polite to our space and kept it clean when she left. We would definitely recommend her and will be rebooking in the future!

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Nicola W.
House Sitting
5.0 out of 5 stars

Matt cared for my 10 month-old puppy this past weekend, and was absolutely incredible. He was kind, communicative, punctual, and took great care of my (high energy!) pup and of our home. I highly recommend working with Matt if you’re looking for someone to look after your furry friend. He’s wonderful!

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Kendra W.
House Sitting
5.0 out of 5 stars

My dog had medical difficulties when she was watching him and she took such good care of him! She’s easy to communicate with and cares about dogs

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Jacqueline W.
House Sitting
5.0 out of 5 stars

Shannon is a dream sitter for my two dogs! She showered them with love, walks and treats. She sent regular updates and pictures. She went above and beyond when my one pup got a tummy ache to make sure she was okay. I highly recommend!

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Nicole A.
House Sitting
5.0 out of 5 stars

Leca once again took excellent care of our cat and home. Our shy girl warmed up SO quickly thanks to Leca’s cat whisperer energy and therefore was able to enjoy lots of pets, brushing sessions, and playtime. Leca went above and beyond by watering our outdoor plants every day so our tomatoes didn’t die in the hot and humid weather. She is all-around an excellent sitter whom we recommend highly!

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Margaret S.
House Sitting
5.0 out of 5 stars

Emma was fantastic to work with from start to finish. We came home to find the house exactly as we left it, and she sent plenty of updates with pictures throughout our stay, which gave us so much peace of mind. She was incredibly responsive and responsible the entire time. We had zero hesitation leaving our girls in her care, and it was clear they made a new friend — they were so happy with her. Highly recommend!

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Brandon M.
House Sitting
5.0 out of 5 stars

Melanie was kind and thorough for her first time watching Rosey. We hope to book her services again soon!

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Ashley F.
House Sitting
5.0 out of 5 stars

I am simply amazed at the care that Chris gave to my 2 havanese dogs and 2 kitty’s. It was beyond my expectations. Not only is he a fabulous person himself but he takes care of not only your pets but your home as well. Five stars does not explain his level of service. 10000 out of 10. Chris is truly one of a kind. He is simply fantastic ❤️

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Denise H.
House Sitting
5.0 out of 5 stars

Awesome. Patient. And really really chill energy for my energetic nugget. She spent so much time with him and sent me so many updates.

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Carly O.
House Sitting
5.0 out of 5 stars

Hallie is THE BEST! This is my second year in a row that Hallie has taken care of my cat, Kimchi. She is extremely thorough, timely, and detailed with her updates and care. Having Hallie taking care of Kimchi is PRICELESS- I can really enjoy my vacation knowing that Hallie is taking excellent care. Thank you Hallie!

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Caroline R.
House Sitting
5.0 out of 5 stars

Kaitlyn was amazing!! Will for sure be using her again. Would absolutely recommend. She took Stanley on multiple walks and sent lots of pictures for our overnight sitting. We knew our pup was in good hands.

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Riley O.
House Sitting
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