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 44
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: Christina M.
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Christina M.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
12 reviews
9 repeat clients
30 years of experience
Weston, CT, 06883

The pets were well taken care of and loved. Christina did a wonderful job.

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Jo Ann M.
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: Alex Y.
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Alex Y.
from
$15
per visit
5.0 out of 5 stars
60 reviews
18 repeat clients
Wilton, CT, 06897

I booked a last minute trip and Alex was quick to respond and so great with my cat, Lola! Provided great and thorough updates, was prompt, and if Lola could speak, she would also be singing Alex’s praises. Will definitely be booking Alex again for my next trip ◡̈

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Claire A.
Sitter Profile Image: Karen Q.
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Karen Q.
from
$28
per visit
5.0 out of 5 stars
5 reviews
15 years of experience
Norwalk, CT, 06851

About: We have over 15 years of experience caring for dogs of all sizes and personalities. As lifelong dog lovers, we treat every dog like a member of our family. Our home features a large, beautiful fenced backyard where dogs have plenty of room to run, play, and explore. On warm days, they can also enjoy our fun, dog-friendly water play area to stay cool and active. We have a friendly Irish Doodle who loves making new friends, so your pup will have a playmate and plenty of companionship. your dog will receive lots of attention, exercise, love, and care throughout the day. I also provide regular photo updates so you can have peace of mind while you’re away. your pet will receive constant supervision, love, and attention throughout the day and always have company and will be treated like part of our family. I treat every dog like a member of our family. Dogs are welcome to relax anywhere in our home and will always have fresh water, plenty of potty breaks, regular walks, and lots of love. I have a large, fully fenced backyard where they can safely run and play. During the summer, they can also enjoy our fun water play area to stay cool. Safety and your pet’s happiness are always our top priorities.

Sitter Profile Image: Cam C.
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Cam C.
from
$20
per visit
5.0 out of 5 stars
57 reviews
26 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: fabi b.
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fabi b.
from
$19
per visit
2 years of experience
Wilton, CT, 06897

About: I’ve grown up around animals and currently have a cat of my own, so I truly understand how important it is to find someone you trust with your pet. On the other hand my partner is a preferred sitter on here , and through him I’ve learned so much about providing attentive, reliable, and compassionate care!! I am a student so I will try to fit pet caring as best as possible, by providing as much time as possible to each pet. And multiple visits a day if needed. Taking care of your pet as if it were my own is my main goal, and I want to respect your home as it were mine.

Sitter Profile Image: Taylor L.
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Taylor L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
14 reviews
9 repeat clients
10 years of experience
Trumbull, CT, 06611

Taylor is fantastic with our dog! She takes great care of her, is on time and communicates clearly about her visits! Cheez is always happy and calm when we come home from her time with Taylor and we love that we have someone we can trust to care for her while we’re away!

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Jessica G.
Sitter Profile Image: Maria & Jake S.
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Maria & Jake S.
from
$25
per visit
5.0 out of 5 stars
5 reviews
20 years of experience
Wilton, CT, 06897

Thanks for being awesome and responsive! Jake is a calm experienced dog handler that was able to handle Phoenix and Sundae’s energy!

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Josh S.
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: Juston P.
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Juston P.
from
$15
per visit
27 years of experience
Weston, CT, 06883

About: I have been around dogs and cats my whole life. I currently have a puggle named Riggs who is almost 2. He is very friendly and loves other dogs. I also have a senior yellow lab named Bailey who is friendly as well. I work in the maritime industry as an engineer and have a lot of free time! I work in the maritime industry so I essentially work 6 months out of the year. I have a lot of free time so most days I’m available to care for a pet. I live in a cottage with a yard. I typically sit outside with my dog and watch him. I typically never let him outside alone and always have him in sight.

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: 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: Ian S.
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Ian S.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
22 years of experience
Wilton, CT, 06897

About: I’ve had animals since I was a little kid. Chickens, dogs, cats, bunnies, chinchillas…you name it! I love animals and can’t wait to care of some of yours! I just graduated from Hamilton College and home for the summer before I start work. I have all the time in the world and would love to spend it with some furry friends! I love taking dogs for walks and inviting them over to my house to play with my animals. Creating the best staycation for your dog is my number 1 priority.

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
152 reviews
37 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: Myvizhi E.
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Myvizhi E.
from
$15
per visit
5.0 out of 5 stars
1 review
5 years of experience
Wilton, CT, 06897

About: I have spent most of my life around dogs and cats. They have been part of my family since I was a kid, so caring for pets comes naturally to me. I know how important routine is, so I stick to regular feeding times, walks, and playtime. Every pet has their own personality, and I take the time to get to know them and make them feel at ease. I make sure every pet feels safe, comfortable, and right at home. I work from home, so pet care fits right into my day. I have two dogs of my own, which means walks, feeding, playtime, and attention are already part of my routine. I keep a consistent schedule and make sure pets get everything they need throughout the day. I have a fully fenced yard, so dogs can safely run and play outdoors. Inside, I keep a clean, comfortable, and pet-friendly space. I always make sure pets are supervised and cared for in a safe environment, with close attention to their behavior and needs throughout the day.

Sitter Profile Image: Taylor G.
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Taylor G.
from
$25
per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
3 years of experience
Weston, CT, 06883

Taylor is the best. She came to meet my puppy before taking the job which I loved. She is awesome and my Chihuahua, King Olaf, was a happy puppy upon my return so I know Taylor took very good care of him. Thank you!

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Jayne C.
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: Madalys B.
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Madalys B.
from
$23
per visit
4.9 out of 5 stars
113 reviews
37 repeat clients
10 years of experience
Fairfield, CT, 06825

My sitter Madalys did a great job. She sent pictures everyday with an update on my sweet kitty Chloe. Madalys responded quickly to my texts. And was very kind and loving so my rating of Madalys is PURRFECT

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Diane P.
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: Devora L.
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Devora L.
from
$40
per visit
4.6 out of 5 stars
22 reviews
12 repeat clients
8 years of experience
Norwalk, CT, 06851

Was great to have such a lovely caretaker take care of my kitty while I had to travel. Came out before the scheduled time to meet my cat and the reliable communication was great peace of mind! Would recommend and will absolutely use again.

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Hunter N.
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The median cost per visit for pet sitting in Weston is $25

Cat 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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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for pet sitting - Weston

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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 August 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 August 2026, there are 4,537 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:

  • 91% 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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