Pet Sitting Weston

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 23
pet parents in Weston have booked pet sitting

Weston, Find top rated pet sitting

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: Nando C.
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Nando C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
68 reviews
13 repeat clients
25 years of experience
Weston, CT, 06883

Nando was great with our dog Bailey. This is the first time we are using this service and we are very satisfied. He kept us updated about the times he visited and sent us multiple photos. Also left us a written message about what he did.

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Haresha S.
Sitter Profile Image: Mia K.
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Mia K.
from
$22
per visit
5.0 out of 5 stars
1 review
3 years of experience
Ridgefield, CT, 06810

Mia was excellent. She should be very proud of herself, especially with how active and vocal our larger dog was when she visited for the meet and greet. The dogs look very well taken care of and it would be an honor to book Mia again in the future. Thank you for helping our family while we were away.

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Vincent R.
Sitter Profile Image: Alex Y.
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Alex Y.
from
$15
per visit
5.0 out of 5 stars
56 reviews
18 repeat clients
Wilton, CT, 06897

This is our second time booking Alex. She is always responsive, responsible and the kitties love her. She takes time and plays with them and was even willing to help with my little finch. We will definitely book with her again!

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Linda G.
Sitter Profile Image: Cam C.
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Cam C.
from
$20
per visit
5.0 out of 5 stars
55 reviews
25 repeat clients
6 years of experience
Wilton, CT, 06897

Cam took great care of our cat Sylvester! He was very professional, communicative, and followed all our normal routines which kept Sylvester happy! He also took the time to have a meet and greet with us which we really appreciated!

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Jake S.
Sitter Profile Image: Hadley L.
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Hadley L.
from
$18
per visit
1 repeat client
8 years of experience
Wilton, CT, 06897

About: I’ve been taking care of pets since I was 11 (various animals, and breeds)! I’ve grown up with dogs and I’ve always had multiple in my home. I have experience taking care of guinea pigs, cats, dogs, fish, but specifically puppies, and senior dogs. I am a college student that’s working part-time over the summer. However, my day-to-day schedule is extremely flexible and I am at home for a majority of my workday. I have a large backyard that is fenced in, and a very mellow old lab who can either keep your pet company or be crated if needed!

Sitter Profile Image: Samantha D.
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Samantha D.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Bridgeport, CT, 06605

About: Hi! My name is Sam and I'm here to help ease your anxiety 🩷 I'm all too familiar with the constant cloud of worry that can follow you around when you're not with your dog, so I will do anything I can to help alleviate any anxiety you have about leaving your best friend at home for the day (or while you go on that much-needed vacation)! I've loved dogs for as long as I can remember and have been taking care of them since I was in high school. From raising a puppy to caring for a senior, I've been there through every stage of life. I have experience managing chronic conditions that require medication multiple times a day, dietary restrictions, and administering sub-q fluids. I understand what it means to care for a dog both physically and emotionally - dogs are family, end of story. What to expect when you book with me: ✔️ solid communication: I love to send photo updates and will respond to any texts as soon as possible ✔️ undivided attention: your dog is my #1 priority, always ✔️ reliability: I will arrive on time and follow any directions you leave to a T ✔️ endless patience: your dog and your worries are never an inconvenience Thank you so much for taking the time to read this and I can't wait to meet your fuzzy family members! I work from home full-time on my small, handmade business, so I'm almost always able to rearrange my schedule to fit in your dog's needs! I'm extremely attentive to your dog to make sure they are always safe and well-cared for. I listen to their needs and follow any schedule you leave for me.

Sitter Profile Image: Dimitrios K.
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Dimitrios K.
from
$17
per visit
5.0 out of 5 stars
4 reviews
3 years of experience
Norwalk, CT, 06851

About: I’ve taken care of pit bulls, golden retrievers, and tabby cats! Entrusted by friends and family with their pets, I’ve learned that I have a great affinity for animals (maybe more than I do for people) I currently work evenings at a restaurant, and I’m searching for daytime employment as we speak. In the meantime, I’m open to daytime supervision of animals as well as overnights after work. I have a fenced-in yard and a very docile and friendly golden retriever. She’s 11 and gets along with every animal she meets. When taking care of a pet at client’s homes, I prioritize leaving it in the same or better condition than I found it.

Sitter Profile Image: Dana Y.
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Dana Y.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
29 reviews
9 repeat clients
20 years of experience
Weston, CT, 06883

Dana did a great job for us. She asked the right questions at the meet and greet and then did what she said when the job went down. I'm a helicopter pet parent and its all about trust. I will definitely have her as our sitter in the future.

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Maura R.
Sitter Profile Image: Tatiana M.
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Tatiana M.
from
$30
per visit
5.0 out of 5 stars
35 reviews
11 repeat clients
17 years of experience
Westport, CT, 06880

We have had Tanya over for drop in visits multiple times. My dog is so happy when she arrives and instantly wants to play. She gives thorough report cards and lots of photos. Thank you!

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Pam H.
Sitter Profile Image: Annabelle C.
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Annabelle C.
from
$15
per visit
10 years of experience
Weston, CT, 06883

About: Hi! I’m Annabelle, I’m 20 years old, and I’ve been taking care of dogs all my life! I first got two dogs at six years old and since then we’ve had another 10! We’ve had a mix of labradors, pitbulls and great pyrenees! I also used to dog sit for a family with roughly 13 dogs (some were their personal dogs and some fosters so the number varied). These dogs ranged from cane corsos to chihuahuas so I’m very comfortable with dogs of all sizes and personalities! I also used to dog sit during that time as well for various other families. I have experience with both puppies and elder dogs as well! Overall I’m very comfortable taking care of dogs and enjoy it very much! I typically go on a lot of walks and hikes during the week because I really enjoy getting outside and moving my body. Sometimes I take my dogs on walks, but they’re all a bit lazy, so being able to walk other dogs would fit perfectly into my schedule and I would love to do so. Otherwise my schedule is very flexible. In my home I always have an eye on my babies and I’m always snuggling with them! I would take care of anyone else’s pets as I treat my own, with lots of love and care! I also like to set little reminders for when the pets need to go outside, eat, or take any medications, just as an extra precaution. I always do my best to ensure my pets as well as others are always as comfortable and happy as possible when they’re with me!

Sitter Profile Image: Dani H.
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Dani H.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
17 reviews
13 repeat clients
8 years of experience
Fairfield, CT, 06824

Dani is great -- my dog loves her! She's communicative, trustworthy, knowledgeable, and clearly loves dogs. She takes great care and even sent me a photo of something she noticed on my dog, which I truly appreciated. I can relax knowing my dog is in great hands with Dani!

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Sarah B.
Sitter Profile Image: Kevin & Ana C.
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Kevin & Ana C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
149 reviews
35 repeat clients
4 years of experience
Norwalk, CT, 06854

Kevin and Ana were terrific with my two pups. On time, followed all instructions carefully. Felt very comfortable with them and will be using their services again soon!

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Kimberly C.
Sitter Profile Image: Matthew D.
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Matthew D.
from
$30
per visit
1 year of experience
Westport, CT, 06880

About: Growing up with cats and various household pets, and loving dogs all my life has lead me to care and appreciate pets into my adult life. Looking to take care of the ones who love us the most for you. I am currently a full time music educator during the weekdays so I am available after school to walk and pet sit on an hourly basis. On Fridays and weekends I am also available for over night care as needed. In your home I will abide by all rules and routines you may have already. I can also ensure consistent care and attention to your pet’s needs.

Sitter Profile Image: Kirsten P.
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Kirsten P.
from
$20
per visit
6 years of experience
Westport, CT, 06880

About: I have grown up having pets, so I understand how they become part of the family and the importance of having someone trustworthy to take care of them. I have been pet sitting for families throughout Fairfield County and New Haven County over the last six years. Whether your dog is small or large, needs special food or medication, likes long walks or just playing in the backyard, I have experience with it all! During the summer, I will be available for all pet care needs! Let’s create a schedule that best aligns with my part time job and your pet’s routine. I make sure your pet is cared for in the same way I would look after my cats and dog, with plenty of affection, exercise and treats! I do my best to follow their routine while you are away, ensuring your pet feels comfortable and loved.

Sitter Profile Image: Deirdre C.
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Deirdre C.
from
$25
per visit
25 years of experience
Wilton, CT, 06897

About: Honoring the joy, energy, and spirit of every dog. Skilled in working with and caring for dogs of all sizes, from giant breeds to toy breeds. Over the past 25+ years, I have shared my life with and cared for a wide variety of dogs, including Newfoundlands, Great Pyrenees, Labrador Retrievers, Chihuahuas, Jack Russell Terriers, and other terrier breeds. This experience has given me a deep appreciation for the unique personalities, temperaments, exercise needs, and communication styles of each dog. My experience includes: • Caring for giant, large, medium, and small breed dogs • Understanding breed-specific behaviors and energy levels • Providing safe, enjoyable walks tailored to each dog’s pace and needs • Reinforcing basic commands and positive behaviors • Managing multi-dog households • Administering medications and following special care instructions • Supporting senior dogs with patience and gentle attention • Caring for puppies and helping maintain routines and consistency • Recognizing signs of stress, discomfort, or illness • Providing plenty of affection, companionship, and individualized attention I believe every dog deserves to feel safe, understood, and loved. Whether your companion is an energetic adventurer, a gentle giant, a curious puppy, or a senior seeking a slower pace, I strive to provide dependable care while honoring their unique personality and spirit. My goal is to make every walk and visit a positive experience that leaves both dogs and their owners feeling comfortable, confident, and cared for. Availability I currently offer midday walks on weekdays and am available for occasional overnight care. I can also accommodate select early morning and evening walks based on scheduling and availability. Whether your dog needs a midday break, companionship while you’re away, or extra care during an overnight stay, I strive to provide dependable, attentive service tailored to your dog’s routine and needs. My goal is to help your pet feel comfortable, safe, and cared for while giving you peace of mind. For walks and outdoor playtime, dogs will be kept on leash unless they are within a securely fenced area or a pet containment system that has been discussed and approved in advance. Your dog’s safety is always my highest priority. Every dog and family has unique needs, and I am happy to discuss customized care arrangements to ensure your pet remains comfortable, safe, and well cared for.

Sitter Profile Image: Nikki W.
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Nikki W.
from
$25
per visit
5.0 out of 5 stars
12 reviews
8 repeat clients
5 years of experience
Norwalk, CT, 06850

Nikki is always prompt and treats my dog like her own!

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Mandy H.
Sitter Profile Image: Isabelle G.
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Isabelle G.
from
$25
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
17 years of experience
Wilton, CT, 06897

Isabelle has taken great care of my cats. She is very responsible and has a great personality.

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Catherine M.
Sitter Profile Image: Jocelyn W.
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Jocelyn W.
from
$30
per visit
4.9 out of 5 stars
20 reviews
5 repeat clients
10 years of experience
Fairfield, CT, 06824

Jocelyn did a fantastic job with drop in visits for our cats Cacio and Pepe. She covered all their basic needs and favorite things on each visit. She even cleaned up when one of our cats got sick. Loved receiving photos each time she finished a check in! Would definitely book again in a heartbeat.

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Bianca M.
Sitter Profile Image: Madalys B.
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Madalys B.
from
$25
per visit
4.9 out of 5 stars
108 reviews
37 repeat clients
10 years of experience
Fairfield, CT, 06825

Madalys was amazing with our cat. She was quick to respond and arranged a meeting with us before booking. We could tell she really payed attention to what we asked of her. She even took notes to be sure. She was very patient with our cat and didn’t pressure her to open up which I really appreciate!

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Samii M.
Sitter Profile Image: Devora L.
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Devora L.
from
$40
per visit
4.6 out of 5 stars
21 reviews
12 repeat clients
8 years of experience
Norwalk, CT, 06851

Devora did a great job watching our new rescue puppy for a week while we were away. We are still in training mode and Devora helped a great deal in getting closer to our goal. We highly recommend Devora for your pet sitting needs.

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Brian R.
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The median cost per visit for pet sitting in Weston is $25

Pet parents share their Rover experiences - Weston

1 / 1
5.0 out of 5 stars

So grateful for Dana! Our kitties warmed up to her right away, and she took such wonderful care of them. Even during a huge snowstorm, she trekked through the snow to make sure our fur babies were fed, safe, and happy. Thank you so much, Dana! 🐾❄️

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Paige Z.
Drop-In Visits
5.0 out of 5 stars

Dylan took great care of our 2 cats, sending us lovely updates and plenty of pictures. We’re so happy to have found him! Highly recommend. :)

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Maria D.
Drop-In Visits
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Sitters in Weston average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Weston

Frequently asked questions about Rover

The average cost for Pet Sitting in Weston on Rover is $27.75 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 4,569 sitters on Rover offering Pet Sitting across Weston. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Weston stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience with handling special pet needs in Weston. On Rover:

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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