House Sitting Waterside

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

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Over 465
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.

1 / 1
Sitter Profile Image: Maria Gracia S.
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Maria Gracia S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
5 years of experience
South End, Stamford, CT, 06902

Maria was very responsible and respectful and took great care of my dog Mia while we were away! She sent lots of pictures and updates, which is always appreciated. She definitely cares about the animals she sits for and we will definitely be using her again!

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Michelle C.
Sitter Profile Image: Crystal I.
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Crystal I.
from
$85
per night
5.0 out of 5 stars
7 reviews
1 repeat client
8 years of experience
Waterside, Stamford, CT, 06902

Crystal was great. She was helpful teaching me about training a husky i recently adopted thos week. My doggie adored her and cat Jackie. She provided pictures. Great sitter who communicated keeping my anxiety at bay. I am using her again.

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Dina M.
Sitter Profile Image: shannon p.
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shannon p.
from
$75
per night
5.0 out of 5 stars
10 reviews
1 repeat client
1 year of experience
West Side, Stamford, CT, 06902

Shannon was a great sitter for our holiday weekend out of town! She is very friendly and responded quickly. She sent a bunch of photos which made us feel more at ease leaving our babies at home. She also helped watering the flowers and garden outside. We are happy with her service and would gladly hire her again.

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Lauren H.
Sitter Profile Image: Elvia C.
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Elvia C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
76 reviews
25 repeat clients
7 years of experience
Cove-East Side, Stamford, CT, 06902

We highly recommend Elvia for your cat/house sitting needs! She took care of our cat Dolly and was able to meet all of Dolly’s hands-on needs including a very detailed and intensive feeding protocol. Elvia was very communicative and followed all of our instructions beautifully, and Dolly even began warming up to her despite being a very timid and shy kitty who takes time to trust.

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Margaret S.
Sitter Profile Image: Nicole M.
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Nicole M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
28 reviews
9 repeat clients
1 year of experience
Downtown, Stamford, CT, 06901

Nicole took such good care of our two pups! They loved her. She took them on a lot of walks, gave them snuggles and sent us lots of pictures. We will definitely book with her again.

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Nicole A.
Sitter Profile Image: Emma A.
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Emma A.
Star Sitter
from
$90
per night
4.9 out of 5 stars
47 reviews
22 repeat clients
10 years of experience
Stamford, CT, 06901

Emma is an incredible dog sitter. She is super confident in taking care of anyone’s dog, no matter what. Our dog is new to the family, so he still has some things to learn, but she had no problem taking care of him in our apartment for three nights. She’s super communicative, and put our minds at ease, since this was our first trip away from him. I would recommend to anyone. Thanks Emma!

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Ben W.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
from
$100
per night
5.0 out of 5 stars
66 reviews
19 repeat clients
45 years of experience
Turn Of River, Stamford, CT, 06905

This was the second time Nicole stayed at our house with our dog Buster while we were out of town. We were away for 10 days out of the country and we were very worried about Buster because he has stomach issues. Nicole was wonderful with him! She accommodated his routine and made him feel very comfortable. Nicole was very proactive - she noticed Buster having more stomach problems after a few days and she contacted me to discuss it. Medicine from the vet was delivered and Buster was back to normal! Nicole is very sensitive to his needs, and she did not mind when he woke her up one morning at 4am to go out. Having Nicole enabled us to enjoy our vacation, knowing she would address any issues that come up. She will be coming again to stay with Buster soon!

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Linda B.
Sitter Profile Image: Vladimir C.
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Vladimir C.
from
$69
per night
5.0 out of 5 stars
82 reviews
27 repeat clients
11 years of experience
Greenwich, CT, 06878

Vladimir was so wonderful! He took the best care of our husky, Pan, in the cold and snow while we were away for a long weekend and sent us plenty of photos and updates of all their adventures. We would absolutely book him again and highly recommend him!

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Alyssa L.
Sitter Profile Image: Cinthia J.
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Cinthia J.
from
$80
per night
5.0 out of 5 stars
43 reviews
16 repeat clients
15 years of experience
Cove-East Side, Stamford, CT, 06902

Amazing! Can’t thank you enough- above and beyond my expectations! I booked last minute labor weekend Vacation and Cinthia was able to not just accommodate the stay but also to come and meet and Greet. Justin has a very high Anxiety level without treating any Medication, An escape artist and very Suspicious.. It was great the way he clicked with Cinthia and felt comfortable she kept sending pictures and descriptions of the day. Highly recommended❤️?

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Moran H.
Sitter Profile Image: Aaliyah L.
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Aaliyah L.
from
$120
per night
5.0 out of 5 stars
112 reviews
25 repeat clients
14 years of experience
Greenwich, CT, 06878

Aaliyah was wonderful! She stayed in our home with our 6 month old puppy for a week while we were away. Pepper loves her and Aaliyah stayed in constant communication with us while we were gone. She sent us updates and photos everyday. She was also extremely respectful to our home and we will absolutely use her again.

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Lauren L.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
from
$80
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
40 years of experience
Downtown, Stamford, CT, 06902

About: I have hands-on experience caring for dogs and cats of different ages, sizes, and temperaments. My experience includes daily walks, feeding, administering medications, playtime, overnight care, crate training support, and maintaining regular routines to help pets feel safe and comfortable while their owners are away. I’m attentive to each pet’s individual needs and personality, whether that means high-energy exercise, extra patience with shy pets, or senior pet care. I understand the importance of reliability, communication, and providing updates with photos so owners feel confident their pets are in good hands. I’m comfortable handling multiple pets at once and following specific care instructions, including dietary restrictions, medications, and exercise schedules. My goal is always to create a calm, loving, and safe environment for every pet I care for. With an open schedule, I'm able to give pets plenty of attention, consistent care, and flexible availability for last minute walks, drop ins and overnight stays. I treat all pets as cherished family members and provide attentive, experienced care tailored to each pet’s individual needs. My experience includes caring for senior pets, diabetic pets, and animals with special needs, ensuring they receive compassionate, reliable, and knowledgeable support. I understand that your pets are treasured members of your family, and I care for them with the same patience, respect, and love I would give my own.

Sitter Profile Image: Kaitlyn L.
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Kaitlyn L.
from
$65
per night
5.0 out of 5 stars
6 reviews
1 repeat client
6 years of experience
Greenwich, CT, 06870

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.
Sitter Profile Image: Hanaya D.
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Hanaya D.
Star Sitter
from
$90
per night
5.0 out of 5 stars
101 reviews
54 repeat clients
4 years of experience
Stamford, CT, 06902

Hanaya was every bit as great as her reviews said she’d be. I have rebooked. Thank you!

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Susan J.
Sitter Profile Image: Ashley & Mauricio H.
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Ashley & Mauricio H.
Star Sitter
from
$90
per night
5.0 out of 5 stars
100 reviews
33 repeat clients
5 years of experience
Downtown, Stamford, CT, 06905

We had such an amazing experience with Ashley. She sent great updates and spent quality time with both cats. They clearly loved her. I wasn't worried at all while we were away

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Kara H.
Sitter Profile Image: Jessica S.
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Jessica S.
from
$40
per night
5.0 out of 5 stars
52 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: 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: Nicole G.
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Nicole G.
Star Sitter
from
$90
per night
5.0 out of 5 stars
42 reviews
14 repeat clients
7 years of experience
Stamford, CT, 06902

Nicole recently watched our dog, Otis at our house. Otis is nervous around new people and she was very good with him until he got used to her. She was very respectful and responsive. Would book again!

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Sarah Z.
Sitter Profile Image: LisaLeigh R.
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LisaLeigh R.
from
$70
per night
5.0 out of 5 stars
21 reviews
14 repeat clients
4 years of experience
Waterside, Stamford, CT, 06902

LisaLeigh did a great job providing frequent text and photo updates so I knew how my puppers were doing

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Will B.
Sitter Profile Image: Claire R.
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Claire R.
from
$40
per night
4.8 out of 5 stars
7 reviews
1 repeat client
7 years of experience
Waterside, Stamford, CT, 06902

Claire is absolutely the best dog sitter you could find. We came home from an extended trip to find out senior dog calm and happy after Claire’s overnight stays at our home. Claire sent photos, videos and text updates daily which were lovely and reassuring.

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Deborah M.
Sitter Profile Image: Katharine M.
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Katharine M.
from
$125
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
8 years of experience
Downtown, Stamford, CT, 06901

This was our first time using Kat and she was a wonderful dog sitter! She focused on Irie, took great care to remember our specific instructions, and asked just the right questions, and we felt very comfortable leaving him in her care. We look forward to working with Kat often in the future. :-)

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Liz D.
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The median cost per night for house sitting in Waterside is $60

Pet parents share their Rover experiences - Waterside

1 / 1
5.0 out of 5 stars

Maria was very responsible and respectful and took great care of my dog Mia while we were away! She sent lots of pictures and updates, which is always appreciated. She definitely cares about the animals she sits for and we will definitely be using her again!

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Michelle C.
House Sitting
5.0 out of 5 stars

Shannon is a responsible, kind and trustworthy caretaker of Ziggy, our doodle. She was very attentive of Ziggy, helpful in preparing his meals (which involves cooking), and sent me plenty of updates. Ziggy is not a dog who trusts easily, but he loved Shannon from the get go. Shannon stayed at my house for a few nights and was a lovely house guest. I am relieved to have found her and cannot say enough great things about her!

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Olivia A.
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

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.
House Sitting
5.0 out of 5 stars

Emma did an amazing job caring when our dog wasn’t feeling well during house sitting. She was proactive in making sure he got the care he needed.

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Vidushi S.
House Sitting
5.0 out of 5 stars

Anastasia dog sat our dachshund for 2 weeks and I couldn’t have felt more comfortable. She is warm and friendly and a great communicator. She spent a lot of time with our dog during the day which is what we wanted and he actually seemed tired when we returned which was a relief and we were happy he wasn’t in his crate for long stretches. Our dog really loved her and I loved getting pictures of them snuggling on the couch. I was able to relax and not worry about his care and him being left in crate unstimulated for most of our time away which made me so happy. Our dog can be nervous at first with new people and she patient with him. Highly recommend and will use again!

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Andrea D.
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
5.0 out of 5 stars

If there were MORE STARS, Sarah would get them all. She has a GREAT touch and took such good care of our doggos and our house. Our dogs love her and were so relaxed when we got home… next time we’re away we’re hoping Sarah can stay.

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Lizinka B.
House Sitting
5.0 out of 5 stars

Mauricio was wonderful! He arrived on time and we were in a bit of a rush so I gave him instructions quickly. We texted during the time he was here and Mac and Sandy were happy and well cared for. Will definitely book again!

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Laurie T.
House Sitting
5.0 out of 5 stars

Nicole is amazing! I'm an extremely nervous dog-mom who has put off traveling for years because I didn't want to leave my "son" with a stranger. Nicole took such good care of our "boy. She actually stayed with him almost the whole time, not leaving him alone for long. She sent videos and pics, and by the first night she had won our pup over. Nicole is super responsive to emails/texts, flexible and accommodating with her schedule, and left our home in perfect condition. We are so grateful!!

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Kate N.
House Sitting
5.0 out of 5 stars

Nicole recently watched our dog Otis. Otis is a tough one to crack and Nicole won him over. She was extremely respectful and sent a ton of pictures and updates over the weekend keeping us in the loop. We would definitely book her again!

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Sarah Z.
House Sitting
5.0 out of 5 stars

Alyssa did a great job taking care of our cat Bergamot for two nights. She provided adorable pictures and plenty of updates and left the house very tidy. We’ll definitely be asking her to watch Bergamot again the next time we go out of town!

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Celia E.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Connor was flexible, treated our dog like his own and was very communicative throughout - we will definitely use him again!

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Alejandra Q.
House Sitting
5.0 out of 5 stars

Alison is the best :). My dogs are always so happy and comfortable with her! Shes sends so many pictures and keeps me up to date!

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Emily P.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Heather was fantastic with my two pups while I was away for the weekend. They seemed so happy and in great spirits when I returned. Heather provided updates and left my place so nice and clean :). Will definitely be rebooking!

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Emily P.
House Sitting
5.0 out of 5 stars

Elvia was great!! Took such good care of our girl and kept us updated through the night. She was on time, professional and super kind. Would definitely recommend!

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Carly T.
House Sitting
5.0 out of 5 stars

Nicole stayed at our home with our dog and cat for 5 days. She was wonderful with the pets and kept the house in perfect order. Would use her again!

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Ann R.
House Sitting
5.0 out of 5 stars

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.
House Sitting
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Sitters in Waterside average 3
repeat house sitting clients

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